Categories Hide

Apply Selected Brands >

COLORS
to

Enter Valid Price (i.e. 22.00)

$ to $ Max
.
Free Shipping
Keep with the classics in the BOSS Hugo Boss Boheme Suede Chukka Boot by HUGO. Suede leather upper. Traditional chukka lace-up construction. Leather sock lining. Stationary, leather-lined... BOSS Hugo Boss Boheme Suede Chukka Boot by HUGO (Dark Grey) Men's Shoes

BOSS Hugo Boss Boheme Suede Chukka...

Zappos.com
Hugo Boss
$245.00 $122.52

50%

Off
Keep with the classics in the BOSS Hugo Boss Boheme Suede Chukka Boot by HUGO. Suede leather upper. Traditional chukka lace-up construction. Leather sock lining. Stationary, leather-lined... BOSS Hugo Boss Boheme Suede Chukka Boot by HUGO (Dark Grey) Men's Shoes

BOSS Hugo Boss Boheme Suede Chukka...

Zappos.com
Hugo Boss
$245.00 $122.52

50%

Off
Sizing: True to size. M=standard width. Almond toe. Suede construction. Dual side goring. Back pull-tab. Pull-on. Approx. 6" shaft height, 10.5" opening circumference. Imported Magnanni Bareyo Chelsea Boot Castoro 7.5M at Nordstrom Rack - Mens Shoes - Mens Boots - Footwear

Magnanni Bareyo Chelsea Boot Castoro...

Nordstrom Rack
Magnanni
$395.00 $189.97

52%

Off
A brass bit vamp adds a sultry elegant look to this Italian loafer. M=standard width. Apron toe. Bit vamp. Topstitched details. Slip-on. Lightly padded footbed. Made in Italy To Boot New York Nile Bit Loafer Blu 10M at Nordstrom Rack - Mens Shoes & Footwear - Loafers & Slip-

To Boot New York Nile Bit Loafer Blu...

Nordstrom Rack
To Boot New York
$375.00 $189.97

49%

Off
Creamy suede construction elevates a handsome Spanish boot fitted with proprietary cushioning and arch support for comfort.M=standard width. Round toe. Lace-up style. Made in Spain Mezlan Dalias Chukka Boot Tan 7.5M at Nordstrom Rack - Mens Shoes - Mens Boots - Mens Chukkas

Mezlan Dalias Chukka Boot Tan 7.5M at...

Nordstrom Rack
Mezlan
$425.00 $199.97

53%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown 11 Circuit Herd Boss Leather Cowboy Boot - Men. Supple leather in a contemporary yet traditional design lends timeless appeal to these boots. Advanced comfort technology and sturdy... Ariat Men's Western Boots - Brown 11'' Circuit Herd Boss Leather Cowboy Boot - Men

Ariat Men's Western Boots - Brown...

zulily
Ariat
$199.95 $119.99

40%

Off
Perfect your relaxed look with the BOSS Hugo Boss Futurism Tennis Sneaker by HUGO. Upper made of rich nubuck leather. Lace-up construction with dual side zipper closures. Rounded toe with... BOSS Hugo Boss Futurism Tennis Sneaker by HUGO (Black) Men's Shoes

BOSS Hugo Boss Futurism Tennis...

Zappos.com
Hugo Boss
$295.00 $132.75

55%

Off
Traverse the great outdoors like never before, with the Chalten TS CS WP Boots from Salomon. These men’s boots feature a black high-top design that provides strong reliable ankle support... Salomon Chalten TS CS WP Boots

Salomon Chalten TS CS WP Boots

The-House.com
Salomon
$130.00 $75.95
Free Shipping

42%

Off
BOSS by Hugo Boss Boss Zephir Runn Pastel Grey Trainers - Taking inspiration from the golden era of '80s running trainers, this edition of BOSS' popular Zephir model is crafted from a... Boss Zephir Runn Pastel Grey Trainers - Gray - BOSS by Hugo Boss Sneakers

Boss Zephir Runn Pastel Grey Trainers...

Lyst
Hugo Boss
$224.00 $135.00

40%

Off
BOSS by Hugo Boss Boss Titanium Runn Dark Blue Trainers - BOSS' Titanium Runn is designed with distinctive uppers that fuse nubuck leather, reflective elements and technical fabric.... Boss Titanium Runn Dark Blue Trainers - Blue - BOSS by Hugo Boss Sneakers

Boss Titanium Runn Dark Blue Trainers...

Lyst
Hugo Boss
$224.00 $135.00

40%

Off
BOSS by Hugo Boss Boss Element Runn Blue Trainers - BOSS' Element Runn are crafted in a mix of nappa leather, suede and mesh, detailed with a contrast flash at the midsole. These sporty... Boss Element Runn Blue Trainers - Blue - BOSS by Hugo Boss Sneakers

Boss Element Runn Blue Trainers -...

Lyst
Hugo Boss
$249.00 $150.00

40%

Off
Step into a classy style with the Blaze boot by Vance Co. This genuine leather Chelsea style boot has contrasting suede accents on the heel and toe for a more dimensional look. You will... Men's Vance Co. Mens Blaze Chelsea Boot 12 Brown Medium Leather

Men's Vance Co. Mens Blaze Chelsea...

Groupon
$119.99 $42.99
Free Shipping

64%

Off
Step into a classy style with the Blaze boot by Vance Co. This genuine leather Chelsea style boot has contrasting suede accents on the heel and toe for a more dimensional look. You will... Men's Vance Co. Mens Blaze Chelsea Boot 11 Black Medium Leather

Men's Vance Co. Mens Blaze Chelsea...

Groupon
$119.99 $42.99
Free Shipping

64%

Off
The Everett boot is made for lasting wear. This boot is made from genuine leather and features a cap toe, textile cuff, detailed stitching, thick laces, and a soft woven material around the... Men's Vance Co. Mens Everett Cap Toe Ankle Boot 9.5 Brown Medium Leather

Men's Vance Co. Mens Everett Cap Toe...

Groupon
$119.99 $44.99
Free Shipping

63%

Off
Show pride while you ride. These boots feature an American flag and camo pattern in supple suede and leather, plus innovative comfort technology for all-day wearability. 4LR™ technology for... Men's Sport Patriot Round Toe Western Boots in Antique Mocha Washed Suede Leather, size 11.5 by Ariat

Men's Sport Patriot Round Toe Western...

Ariat International
Ariat
$159.95 $79.97

50%

Off
Shoes by Propet. Comes in Tan, Size 8 M. Durable leather uppers are treated with Scotchgard and lined in warm Thinsulate to repel water and keep feet warm. Shock-absorbing insoles are... Men's Propét Blizzard Boots, Tan, Size 8

Men's Propét Blizzard Boots, Tan,...

Blair.com
Propet
$94.99 $49.97

47%

Off
Shoes by Propet. Comes in Tan, Size 8. 5 XW. Durable leather uppers are treated with Scotchgard and lined in warm Thinsulate to repel water and keep feet warm. Shock-absorbing insoles are... Men's Propét Blizzard Boots, Tan, Size 8.5 X Wide Width

Men's Propét Blizzard Boots, Tan,...

Blair.com
Propet
$94.99 $49.97

47%

Off
Sizing: Whole sizes only; for 1/2 sizes, order next size up. Round toe. Lace-up vamp. Suede construction. Broguing and topstitched detail. Welt midsole trim. Grip sole. Approx. 4.75" shaft... Ted Baker London Daiinos Suede Chukka Boot Brown 7 at Nordstrom Rack - Mens Shoes - Mens Boots - Men

Ted Baker London Daiinos Suede Chukka...

Nordstrom Rack
Ted Baker
$280.00 $139.97

50%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown 11 Circuit Herd Boss Leather Cowboy Boot - Men. Supple leather in a contemporary yet traditional design lends timeless appeal to these boots. Advanced comfort technology and sturdy... Ariat Men's Western Boots - Brown 11'' Circuit Herd Boss Leather Cowboy Boot - Men

Ariat Men's Western Boots - Brown...

zulily
Ariat
$199.95 $119.99

40%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown 11 Circuit Herd Boss Leather Cowboy Boot - Men. Supple leather in a contemporary yet traditional design lends timeless appeal to these boots. Advanced comfort technology and sturdy... Ariat Men's Western Boots - Brown 11'' Circuit Herd Boss Leather Cowboy Boot - Men

Ariat Men's Western Boots - Brown...

zulily
Ariat
$199.95 $119.99

40%

Off
Brown 11 Circuit Herd Boss Leather Cowboy Boot - Men. Supple leather in a contemporary yet traditional design lends timeless appeal to these boots. Advanced comfort technology and sturdy... Ariat Men's Western Boots - Brown 11'' Circuit Herd Boss Leather Cowboy Boot - Men

Ariat Men's Western Boots - Brown...

zulily
Ariat
$199.95 $119.99

40%

Off
Brown 11 Circuit Herd Boss Leather Cowboy Boot - Men. Supple leather in a contemporary yet traditional design lends timeless appeal to these boots. Advanced comfort technology and sturdy... Ariat Men's Western Boots - Brown 11'' Circuit Herd Boss Leather Cowboy Boot - Men

Ariat Men's Western Boots - Brown...

zulily
Ariat
$199.95 $119.99

40%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown 11 Circuit Herd Boss Leather Cowboy Boot - Men. Supple leather in a contemporary yet traditional design lends timeless appeal to these boots. Advanced comfort technology and sturdy... Ariat Men's Western Boots - Brown 11'' Circuit Herd Boss Leather Cowboy Boot - Men

Ariat Men's Western Boots - Brown...

zulily
Ariat
$199.95 $119.99

40%

Off
Brown 11 Circuit Herd Boss Leather Cowboy Boot - Men. Supple leather in a contemporary yet traditional design lends timeless appeal to these boots. Advanced comfort technology and sturdy... Ariat Men's Western Boots - Brown 11'' Circuit Herd Boss Leather Cowboy Boot - Men

Ariat Men's Western Boots - Brown...

zulily
Ariat
$199.95 $119.99

40%

Off
Brown 11 Circuit Herd Boss Leather Cowboy Boot - Men. Supple leather in a contemporary yet traditional design lends timeless appeal to these boots. Advanced comfort technology and sturdy... Ariat Men's Western Boots - Brown 11'' Circuit Herd Boss Leather Cowboy Boot - Men

Ariat Men's Western Boots - Brown...

zulily
Ariat
$199.95 $119.99

40%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown 11 Circuit Herd Boss Leather Cowboy Boot - Men. Supple leather in a contemporary yet traditional design lends timeless appeal to these boots. Advanced comfort technology and sturdy... Ariat Men's Western Boots - Brown 11'' Circuit Herd Boss Leather Cowboy Boot - Men

Ariat Men's Western Boots - Brown...

zulily
Ariat
$199.95 $119.99

40%

Off
Brown 11 Circuit Herd Boss Leather Cowboy Boot - Men. Supple leather in a contemporary yet traditional design lends timeless appeal to these boots. Advanced comfort technology and sturdy... Ariat Men's Western Boots - Brown 11'' Circuit Herd Boss Leather Cowboy Boot - Men

Ariat Men's Western Boots - Brown...

zulily
Ariat
$199.95 $119.99

40%

Off
Brown 11 Circuit Herd Boss Leather Cowboy Boot - Men. Supple leather in a contemporary yet traditional design lends timeless appeal to these boots. Advanced comfort technology and sturdy... Ariat Men's Western Boots - Brown 11'' Circuit Herd Boss Leather Cowboy Boot - Men

Ariat Men's Western Boots - Brown...

zulily
Ariat
$199.95 $119.99

40%

Off
Brown 11 Circuit Herd Boss Leather Cowboy Boot - Men. Supple leather in a contemporary yet traditional design lends timeless appeal to these boots. Advanced comfort technology and sturdy... Ariat Men's Western Boots - Brown 11'' Circuit Herd Boss Leather Cowboy Boot - Men

Ariat Men's Western Boots - Brown...

zulily
Ariat
$199.95 $119.99

40%

Off
Brown 11 Circuit Herd Boss Leather Cowboy Boot - Men. Supple leather in a contemporary yet traditional design lends timeless appeal to these boots. Advanced comfort technology and sturdy... Ariat Men's Western Boots - Brown 11'' Circuit Herd Boss Leather Cowboy Boot - Men

Ariat Men's Western Boots - Brown...

zulily
Ariat
$199.95 $119.99

40%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown 11 Circuit Herd Boss Leather Cowboy Boot - Men. Supple leather in a contemporary yet traditional design lends timeless appeal to these boots. Advanced comfort technology and sturdy... Ariat Men's Western Boots - Brown 11'' Circuit Herd Boss Leather Cowboy Boot - Men

Ariat Men's Western Boots - Brown...

zulily
Ariat
$199.95 $119.99

40%

Off
Brown 11 Circuit Herd Boss Leather Cowboy Boot - Men. Supple leather in a contemporary yet traditional design lends timeless appeal to these boots. Advanced comfort technology and sturdy... Ariat Men's Western Boots - Brown 11'' Circuit Herd Boss Leather Cowboy Boot - Men

Ariat Men's Western Boots - Brown...

zulily
Ariat
$199.95 $119.99

40%

Off
Brown 11 Circuit Herd Boss Leather Cowboy Boot - Men. Supple leather in a contemporary yet traditional design lends timeless appeal to these boots. Advanced comfort technology and sturdy... Ariat Men's Western Boots - Brown 11'' Circuit Herd Boss Leather Cowboy Boot - Men

Ariat Men's Western Boots - Brown...

zulily
Ariat
$199.95 $119.99

40%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown 11 Circuit Herd Boss Leather Cowboy Boot - Men. Supple leather in a contemporary yet traditional design lends timeless appeal to these boots. Advanced comfort technology and sturdy... Ariat Men's Western Boots - Brown 11'' Circuit Herd Boss Leather Cowboy Boot - Men

Ariat Men's Western Boots - Brown...

zulily
Ariat
$199.95 $119.99

40%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown 11 Circuit Herd Boss Leather Cowboy Boot - Men. Supple leather in a contemporary yet traditional design lends timeless appeal to these boots. Advanced comfort technology and sturdy... Ariat Men's Western Boots - Brown 11'' Circuit Herd Boss Leather Cowboy Boot - Men

Ariat Men's Western Boots - Brown...

zulily
Ariat
$199.95 $119.99

40%

Off
Brown 11 Circuit Herd Boss Leather Cowboy Boot - Men. Supple leather in a contemporary yet traditional design lends timeless appeal to these boots. Advanced comfort technology and sturdy... Ariat Men's Western Boots - Brown 11'' Circuit Herd Boss Leather Cowboy Boot - Men

Ariat Men's Western Boots - Brown...

zulily
Ariat
$199.95 $119.99

40%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Brown 11 Circuit Herd Boss Leather Cowboy Boot - Men. Supple leather in a contemporary yet traditional design lends timeless appeal to these boots. Advanced comfort technology and sturdy... Ariat Men's Western Boots - Brown 11'' Circuit Herd Boss Leather Cowboy Boot - Men

Ariat Men's Western Boots - Brown...

zulily
Ariat
$199.95 $119.99

40%

Off
Show off sharp sense of style wearing the BOSS Hugo Boss Dandy Moccasin By Hugo. Smooth and soft suede upper with perf details. Slip-on loafers. Penny-keeper style strap across the vamp.... BOSS Hugo Boss Dandy Moccasin By Hugo (Black) Men's Shoes

BOSS Hugo Boss Dandy Moccasin By Hugo...

Zappos.com
Hugo Boss
$208.00 $122.72

41%

Off
A shiny finish to your dressed-up look with the BOSS Hugo Boss Dress Appeal Derby Metallic Finish By HUGO. Man-made upper in a derby construction. Lace-up closure for an adjustable fit.... BOSS Hugo Boss Dress Appeal Derby Metallic Finish By HUGO (Black) Men's Shoes

BOSS Hugo Boss Dress Appeal Derby...

Zappos.com
Hugo Boss
$248.00 $148.80

40%

Off
Show off sharp sense of style wearing the BOSS Hugo Boss Dandy Moccasin By Hugo. Smooth and soft suede upper with perf details. Slip-on loafers. Penny-keeper style strap across the vamp.... BOSS Hugo Boss Dandy Moccasin By Hugo (Black) Men's Shoes

BOSS Hugo Boss Dandy Moccasin By Hugo...

Zappos.com
Hugo Boss
$208.00 $122.72

41%

Off
Show off sharp sense of style wearing the BOSS Hugo Boss Dandy Moccasin By Hugo. Smooth and soft suede upper with perf details. Slip-on loafers. Penny-keeper style strap across the vamp.... BOSS Hugo Boss Dandy Moccasin By Hugo (Black) Men's Shoes

BOSS Hugo Boss Dandy Moccasin By Hugo...

Zappos.com
Hugo Boss
$208.00 $122.72

41%

Off
A shiny finish to your dressed-up look with the BOSS Hugo Boss Dress Appeal Derby Metallic Finish By HUGO. Man-made upper in a derby construction. Lace-up closure for an adjustable fit.... BOSS Hugo Boss Dress Appeal Derby Metallic Finish By HUGO (Black) Men's Shoes

BOSS Hugo Boss Dress Appeal Derby...

Zappos.com
Hugo Boss
$248.00 $148.80

40%

Off
A shiny finish to your dressed-up look with the BOSS Hugo Boss Dress Appeal Derby Metallic Finish By HUGO. Man-made upper in a derby construction. Lace-up closure for an adjustable fit.... BOSS Hugo Boss Dress Appeal Derby Metallic Finish By HUGO (Black) Men's Shoes

BOSS Hugo Boss Dress Appeal Derby...

Zappos.com
Hugo Boss
$248.00 $148.80

40%

Off
Show off sharp sense of style wearing the BOSS Hugo Boss Dandy Moccasin By Hugo. Smooth and soft suede upper with perf details. Slip-on loafers. Penny-keeper style strap across the vamp.... BOSS Hugo Boss Dandy Moccasin By Hugo (Black) Men's Shoes

BOSS Hugo Boss Dandy Moccasin By Hugo...

Zappos.com
Hugo Boss
$208.00 $122.72

41%

Off
A shiny finish to your dressed-up look with the BOSS Hugo Boss Dress Appeal Derby Metallic Finish By HUGO. Man-made upper in a derby construction. Lace-up closure for an adjustable fit.... BOSS Hugo Boss Dress Appeal Derby Metallic Finish By HUGO (Black) Men's Shoes

BOSS Hugo Boss Dress Appeal Derby...

Zappos.com
Hugo Boss
$248.00 $148.80

40%

Off
Sizing: True to size. M=Medium width. Round moc toe. Penny slot strap. Slip-on. Cushioned insole. Made in Italy To Boot New York Thorne Penny Loafer Cuoio 11.5M at Nordstrom Rack - Mens Shoes & Footwear - Loafers

To Boot New York Thorne Penny Loafer...

Nordstrom Rack
To Boot New York
$350.00 $159.97

54%

Off
Sizing: True to size. M=standard width. Round toe. Leather construction. Lace-up vamp closure. Cushioned footbed. Topstitched details. Stacked sole. Made in Italy To Boot New York Keene Leather Oxford Navy 11.5M at Nordstrom Rack - Mens Formal Footwear - Mens Cap

To Boot New York Keene Leather Oxford...

Nordstrom Rack
To Boot New York
$395.00 $189.97

52%

Off
M=medium width. Round cap toe. Leather construction. Lace-up vamp closure. Lightly padded footbed. Lug sole. Approx. 4.5" shaft height. Imported Gordon Rush Lane Leather Lug Boot Chestnut 13M at Nordstrom Rack - Mens Shoes - Mens Boots - Footwea

Gordon Rush Lane Leather Lug Boot...

Nordstrom Rack
Gordon Rush
$265.00 $119.97

55%

Off
Release the beastmode in you with the sporty BOSS Hugo Boss Sonic by BOSS sneakers. Premium leather upper features perfs for maximum breathability. Lace-up front with blind eyelets. Rounded... BOSS Hugo Boss Sonic by BOSS (Medium Beige) Men's Shoes

BOSS Hugo Boss Sonic by BOSS (Medium...

Zappos.com
Hugo Boss
$298.00 $149.00

50%

Off
Release the beastmode in you with the sporty BOSS Hugo Boss Sonic by BOSS sneakers. Premium leather upper features perfs for maximum breathability. Lace-up front with blind eyelets. Rounded... BOSS Hugo Boss Sonic by BOSS (Medium Beige) Men's Shoes

BOSS Hugo Boss Sonic by BOSS (Medium...

Zappos.com
Hugo Boss
$298.00 $149.00

50%

Off
Release the beastmode in you with the sporty BOSS Hugo Boss Sonic by BOSS sneakers. Premium leather upper features perfs for maximum breathability. Lace-up front with blind eyelets. Rounded... BOSS Hugo Boss Sonic by BOSS (Medium Beige) Men's Shoes

BOSS Hugo Boss Sonic by BOSS (Medium...

Zappos.com
Hugo Boss
$298.00 $149.00

50%

Off
Release the beastmode in you with the sporty BOSS Hugo Boss Sonic by BOSS sneakers. Premium leather upper features perfs for maximum breathability. Lace-up front with blind eyelets. Rounded... BOSS Hugo Boss Sonic by BOSS (Medium Beige) Men's Shoes

BOSS Hugo Boss Sonic by BOSS (Medium...

Zappos.com
Hugo Boss
$298.00 $149.00

50%

Off
Black Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords BLACK - Black Hugo Oxford - Men

Mario Lopez Men's Oxfords BLACK -...

zulily
$46.00 $17.79

61%

Off
Gray Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords GREY - Gray Hugo Oxford - Men

Mario Lopez Men's Oxfords GREY - Gray...

zulily
$44.00 $12.79

71%

Off
Gray Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords GREY - Gray Hugo Oxford - Men

Mario Lopez Men's Oxfords GREY - Gray...

zulily
$44.00 $12.79

71%

Off
Create chill vibes all around you as you cruise through the day in the BOSS Hugo Boss Titanium Woven Sneaker by BOSS. Woven knit upper with synthetic overlay for a sporty silhouette.... BOSS Hugo Boss Titanium Woven Sneaker by BOSS (Black) Men's Shoes

BOSS Hugo Boss Titanium Woven Sneaker...

Zappos.com
Hugo Boss
$248.00 $134.42

46%

Off
Black Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords BLACK - Black Hugo Oxford - Men

Mario Lopez Men's Oxfords BLACK -...

zulily
$46.00 $26.99

41%

Off
Black Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords BLACK - Black Hugo Oxford - Men

Mario Lopez Men's Oxfords BLACK -...

zulily
$46.00 $26.99

41%

Off
Black Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords BLACK - Black Hugo Oxford - Men

Mario Lopez Men's Oxfords BLACK -...

zulily
$46.00 $15.49

66%

Off
Cognac Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords COGNAC - Cognac Hugo Oxford - Men

Mario Lopez Men's Oxfords COGNAC -...

zulily
$44.00 $14.79

66%

Off
Black Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords BLACK - Black Hugo Oxford - Men

Mario Lopez Men's Oxfords BLACK -...

zulily
$46.00 $14.79

68%

Off
Sizing: True to size. Cap toe. Lace-up vamp. Embossed leather print construction. Topstitched detail. Grip sole. Made in Italy Hugo Eton Printed Leather Oxford Blk 12.5 at Nordstrom Rack - Mens Formal Footwear - Mens Cap Toe Dr

Hugo Eton Printed Leather Oxford Blk...

Nordstrom Rack
$278.00 $149.97

46%

Off
Create chill vibes all around you as you cruise through the day in the BOSS Hugo Boss Titanium Woven Sneaker by BOSS. Woven knit upper with synthetic overlay for a sporty silhouette.... BOSS Hugo Boss Titanium Woven Sneaker by BOSS (Black) Men's Shoes

BOSS Hugo Boss Titanium Woven Sneaker...

Zappos.com
Hugo Boss
$248.00 $134.42

46%

Off
Gray Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords GREY - Gray Hugo Oxford - Men

Mario Lopez Men's Oxfords GREY - Gray...

zulily
$44.00 $12.79

71%

Off
Cognac Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords COGNAC - Cognac Hugo Oxford - Men

Mario Lopez Men's Oxfords COGNAC -...

zulily
$44.00 $14.79

66%

Off
Cognac Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords COGNAC - Cognac Hugo Oxford - Men

Mario Lopez Men's Oxfords COGNAC -...

zulily
$44.00 $14.79

66%

Off
Gray Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords GREY - Gray Hugo Oxford - Men

Mario Lopez Men's Oxfords GREY - Gray...

zulily
$44.00 $12.79

71%

Off
Black Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords BLACK - Black Hugo Oxford - Men

Mario Lopez Men's Oxfords BLACK -...

zulily
$46.00 $26.99

41%

Off
Black Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords BLACK - Black Hugo Oxford - Men

Mario Lopez Men's Oxfords BLACK -...

zulily
$46.00 $26.99

41%

Off
Cognac Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords COGNAC - Cognac Hugo Oxford - Men

Mario Lopez Men's Oxfords COGNAC -...

zulily
$44.00 $14.79

66%

Off
Release the beastmode in you with the sporty BOSS Hugo Boss Sonic by BOSS sneakers. Premium leather upper features perfs for maximum breathability. Lace-up front with blind eyelets. Rounded... BOSS Hugo Boss Sonic by BOSS (Medium Beige) Men's Shoes

BOSS Hugo Boss Sonic by BOSS (Medium...

Zappos.com
Hugo Boss
$298.00 $149.00

50%

Off
Create chill vibes all around you as you cruise through the day in the BOSS Hugo Boss Titanium Woven Sneaker by BOSS. Woven knit upper with synthetic overlay for a sporty silhouette.... BOSS Hugo Boss Titanium Woven Sneaker by BOSS (Black) Men's Shoes

BOSS Hugo Boss Titanium Woven Sneaker...

Zappos.com
Hugo Boss
$248.00 $134.42

46%

Off
Give your casual look a dash of contemporary appeal with the BOSS Hugo Boss Parkour Running By Boss Green. Combination leather and fabric upper materials. Lace-up front with blind eyelets.... BOSS Hugo Boss Parkour Running By Boss Green (Silver) Men's Shoes

BOSS Hugo Boss Parkour Running By...

Zappos.com
Hugo Boss
$205.00 $92.25

55%

Off
Create chill vibes all around you as you cruise through the day in the BOSS Hugo Boss Titanium Woven Sneaker by BOSS. Woven knit upper with synthetic overlay for a sporty silhouette.... BOSS Hugo Boss Titanium Woven Sneaker by BOSS (Black) Men's Shoes

BOSS Hugo Boss Titanium Woven Sneaker...

Zappos.com
Hugo Boss
$248.00 $134.42

46%

Off
Release the beastmode in you with the sporty BOSS Hugo Boss Sonic by BOSS sneakers. Premium leather upper features perfs for maximum breathability. Lace-up front with blind eyelets. Rounded... BOSS Hugo Boss Sonic by BOSS (Medium Beige) Men's Shoes

BOSS Hugo Boss Sonic by BOSS (Medium...

Zappos.com
Hugo Boss
$298.00 $149.00

50%

Off
Release the beastmode in you with the sporty BOSS Hugo Boss Sonic by BOSS sneakers. Premium leather upper features perfs for maximum breathability. Lace-up front with blind eyelets. Rounded... BOSS Hugo Boss Sonic by BOSS (Medium Beige) Men's Shoes

BOSS Hugo Boss Sonic by BOSS (Medium...

Zappos.com
Hugo Boss
$298.00 $149.00

50%

Off
Cognac Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords COGNAC - Cognac Hugo Oxford - Men

Mario Lopez Men's Oxfords COGNAC -...

zulily
$44.00 $14.79

66%

Off
Cognac Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords COGNAC - Cognac Hugo Oxford - Men

Mario Lopez Men's Oxfords COGNAC -...

zulily
$44.00 $14.79

66%

Off
Gray Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords GREY - Gray Hugo Oxford - Men

Mario Lopez Men's Oxfords GREY - Gray...

zulily
$44.00 $12.79

71%

Off
Keep your casual look sporty and clean with the BOSS Hugo Boss Saturn Leather Sneaker By BOSS Green. Combination full-grain and smooth leather uppers. Lace-up front with blind eyelets.... BOSS Hugo Boss Saturn Leather Sneaker by BOSS Green (Dark Blue) Men's Shoes

BOSS Hugo Boss Saturn Leather Sneaker...

Zappos.com
Hugo Boss
$205.00 $92.25

55%

Off
Keep your casual look sporty and clean with the BOSS Hugo Boss Rumba Leather Sneaker By BOSS. Smooth leather uppers. Lace-up front with blind eyelets. Rounded toe. Logo detail at sides.... BOSS Hugo Boss Rumba Leather Sneaker By BOSS (Natural) Men's Shoes

BOSS Hugo Boss Rumba Leather Sneaker...

Zappos.com
Hugo Boss
$208.00 $104.00

50%

Off
Create chill vibes all around you as you cruise through the day in the BOSS Hugo Boss Titanium Woven Sneaker by BOSS. Woven knit upper with synthetic overlay for a sporty silhouette.... BOSS Hugo Boss Titanium Woven Sneaker by BOSS (Black) Men's Shoes

BOSS Hugo Boss Titanium Woven Sneaker...

Zappos.com
Hugo Boss
$248.00 $134.42

46%

Off
Cognac Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords COGNAC - Cognac Hugo Oxford - Men

Mario Lopez Men's Oxfords COGNAC -...

zulily
$44.00 $14.79

66%

Off
Black Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords BLACK - Black Hugo Oxford - Men

Mario Lopez Men's Oxfords BLACK -...

zulily
$46.00 $26.99

41%

Off
Gray Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords GREY - Gray Hugo Oxford - Men

Mario Lopez Men's Oxfords GREY - Gray...

zulily
$44.00 $12.79

71%

Off
Gray Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords GREY - Gray Hugo Oxford - Men

Mario Lopez Men's Oxfords GREY - Gray...

zulily
$44.00 $12.79

71%

Off
Cognac Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords COGNAC - Cognac Hugo Oxford - Men

Mario Lopez Men's Oxfords COGNAC -...

zulily
$44.00 $14.79

66%

Off
Gray Hugo Oxford - Men. Simply styled with a lace-up closure and polished upper, this versatile Oxford adds an elegant touch to his look whether hes heading to the office or going for... Mario Lopez Men's Oxfords GREY - Gray Hugo Oxford - Men

Mario Lopez Men's Oxfords GREY - Gray...

zulily
$44.00 $12.79

71%

Off
Sizing: True to size. M=standard width. Plain toe. Adjustable buckle monk strap closure. Leather construction. Topstitched detail. Grip sole. Made in Italy To Boot New York Scarpa Monk Strap Shoe Black 10M at Nordstrom Rack - Mens Formal Footwear - Mens Mo

To Boot New York Scarpa Monk Strap...

Nordstrom Rack
To Boot New York
$350.00 $169.97

51%

Off
Finely textured leather elevates a stylish Italian boot crafted with a cushioned arch support footbed for all-day comfort.Sizing: True to size. M=standard width. Round cap toe. Lace-up vamp... To Boot New York Henri Cap Toe Boot Tmoro 8M at Nordstrom Rack - Mens Shoes - Mens Boots - Footwear

To Boot New York Henri Cap Toe Boot...

Nordstrom Rack
To Boot New York
$395.00 $199.97

49%

Off
Hearty leather defines a charming, American-made boot featuring rawhide laces and smart arch support for all-day comfort.Sizing: True to size. D=standard width. Apron toe. Lace-up vamp... Wolverine 1000 Mile 1940 Leather Boot Boot Black 9.5D at Nordstrom Rack - Mens Shoes - Mens Boots -

Wolverine 1000 Mile 1940 Leather Boot...

Nordstrom Rack
Wolverine
$415.00 $209.97

49%

Off
Sizing: True to size. M=Medium width. Round moc toe. Penny slot strap. Slip-on. Cushioned insole. Made in Italy To Boot New York Thorne Penny Loafer Black 11M at Nordstrom Rack - Mens Shoes & Footwear - Loafers &

To Boot New York Thorne Penny Loafer...

Nordstrom Rack
To Boot New York
$350.00 $159.97

54%

Off
M=standard width. Round toe. Lace-up vamp closure. Topstitched details. Lightly padded footbed. Vintage distressed style. Cushioned footbed. Waterproof. Welt stitching. Approx. 5" shaft... Wolverine Cort Waterproof Leather Chukka Boot Grey 9.5M at Nordstrom Rack - Mens Shoes - Mens Boots

Wolverine Cort Waterproof Leather...

Nordstrom Rack
Wolverine
$175.00 $99.97

43%

Off
A lofty platform and matte studs paired with the classic style and signature quality of Doc Marten, make this 1490 boot a true statement maker. Sizing: True to size. Whole sizes only; for... Dr. Martens 1490 Studded Leather Boot White US14/UK13 at Nordstrom Rack - Mens Shoes - Mens Boots -

Dr. Martens 1490 Studded Leather Boot...

Nordstrom Rack
Dr. Martens
$195.00 $109.97

44%

Off
BOSS by Hugo Boss Boss Titanium Runn Black Trainers - BOSS' Titanium Runn is designed with distinctive uppers that fuse nubuck leather, reflective elements and technical fabric. Embellished... Boss Titanium Runn Black Trainers - Black - BOSS by Hugo Boss Sneakers

Boss Titanium Runn Black Trainers -...

Lyst
Hugo Boss
$224.00 $135.00

40%

Off
Sizing: True to size. Almond toe. Leather construction. Lace-up. Back pull-tab. Approx. 6" shaft height. Imported Gordon Rush Raleigh Lace-Up Boot Black 10 at Nordstrom Rack - Mens Shoes - Mens Boots - Footwear

Gordon Rush Raleigh Lace-Up Boot...

Nordstrom Rack
Gordon Rush
$295.00 $119.97

59%

Off
Smart elastic insets ensure a custom fit in a versatile Chelsea boot fashioned from creamy Italian suede and fitted with a hand-stitched crepe-rubber sole.Sizing: True to size. M=medium... Vince Sawyer Suede Chelsea Boot at Nordstrom Rack - Mens Shoes - Mens Boots - Footwear

Vince Sawyer Suede Chelsea Boot at...

Nordstrom Rack
$350.00 $157.50

55%

Off
M=standard width. Almond toe. Genuine lizard skin construction. Dual side goring. Side zip closure. Approx. 6" shaft height, 11.25" opening circumference. Imported Mezlan Tall Genuine Lizard Skin Boot Tan 10M at Nordstrom Rack - Mens Shoes - Mens Boots - Footwear

Mezlan Tall Genuine Lizard Skin Boot...

Nordstrom Rack
Mezlan
$795.00 $359.25

55%

Off
BOSS Dress Appeal Chelsea Boot By Hugo (black) Shoes - The BOSS Hugo Boss Dress Appeal Chelsea Boot by HUGO is a staple to any classic wardrobe! Leather upper. Pull-on construction. Back... Dress Appeal Chelsea Boot By Hugo (black) Shoes - Black - BOSS Boots

Dress Appeal Chelsea Boot By Hugo...

Lyst
$315.00 $168.00
Free Shipping

47%

Off
BOSS Boheme Zip Casual Boot By Hugo (dark Brown) Shoes - Elevate your casual look with these Boss Hugo Boss® boots. Full-grain leather upper. Pull-on construction. Zip closures at the sides... Boheme Zip Casual Boot By Hugo (dark Brown) Shoes - Brown - BOSS Boots

Boheme Zip Casual Boot By Hugo (dark...

Lyst
$345.00 $174.00
Free Shipping

50%

Off
BOSS Explore Lace-up Boot By Hugo (black) Shoes - Edge up your style with these modern BOSS Hugo Boss Explore Lace-Up Boot by HUGO. Full-grain leather upper. Lace-up front with high padded... Explore Lace-up Boot By Hugo (black) Shoes - Black - BOSS Boots

Explore Lace-up Boot By Hugo (black)...

Lyst
$345.00 $190.00
Free Shipping

45%

Off
BOSS Bohemian Suede Chukka By Hugo (black) Boots - Keep with the classics in the BOSS Hugo Boss Bohemian Suede Chukka by HUGO. Suede leather upper. Traditional chukka lace-up construction.... Bohemian Suede Chukka By Hugo (black) Boots - Black - BOSS Boots

Bohemian Suede Chukka By Hugo (black)...

Lyst
$348.00 $191.00
Free Shipping

45%

Off
A pebbled leather design adds texture to these classic Curtis chukka boots.Sizing: True to size. Round toe. Lace up tie vamp. Topstitching. Pebbled leather upper. Grip sole. Approx. 4"... Bed|Stu Curtis Leather Chukka Boot Black Brlna Rus Bfs 8 at Nordstrom Rack - Mens Shoes - Mens Boots

Bed|Stu Curtis Leather Chukka Boot...

Nordstrom Rack
Bed:Stu
$155.00 $64.97

58%

Off
Sizing: True to size. Round wingtip toe. Broguing details. Lace-up. Cushioned insole. Approx. 4.75" shaft height. Imported Bed|Stu Fearless Lace-Up Boot Graphito Rustic 8.5 at Nordstrom Rack - Mens Shoes - Mens Boots - Foot

Bed|Stu Fearless Lace-Up Boot...

Nordstrom Rack
Bed:Stu
$185.00 $69.97

62%

Off
Sizing: True to size. M=standard width. Round toe. Lace-up closure. Back pull-tab. Lightly padded footbed. Welt midsole. Approx. 5.25" shaft height. Imported Rush By Gordon Rush Austin Leather Chukka Boot Grey 8M at Nordstrom Rack - Mens Shoes - Mens Boots -

Rush By Gordon Rush Austin Leather...

Nordstrom Rack
Gordon Rush
$175.00 $39.97

77%

Off
Smart elastic insets ensure a custom fit in a versatile Chelsea boot fashioned from creamy Italian suede and fitted with a hand-stitched crepe-rubber sole.Sizing: True to size. M=medium... Vince Sawyer Suede Chelsea Boot at Nordstrom Rack - Mens Shoes - Mens Boots - Footwear

Vince Sawyer Suede Chelsea Boot at...

Nordstrom Rack
$350.00 $133.98

62%

Off
Sizing: True to size. Almond toe. Suede construction. Elastic side gore. Side zip closure. Cushioned insole. Approx. 5.5" shaft height, 11" opening circumference. Made in Italy HUGO Eton Water Resistant Chelsea Boot Dk Gy 11 at Nordstrom Rack - Mens Shoes & Footwear - Chelsea

HUGO Eton Water Resistant Chelsea...

Nordstrom Rack
$348.00 $179.97

48%

Off
Sizing: True to size. M=standard. Medallion wingtip toe. Lace-up vamp closure. Allover brogue details. Lightly padded footbed. Stacked sole. Made in Italy To Boot New York Bello Wingtip Leather Oxford Bruciato 11.5M - Mens Formal Footwear - Mens Wingtip D

To Boot New York Bello Wingtip...

Nordstrom Rack
To Boot New York
$395.00 $179.00

55%

Off
Round wingtip toe. Broguing details. Contrasting piping trim. Lace-up closure. Lightly padded insole. Welting detail. Approx. 5" shaft height. Made in Italy Gordon Rush Stafford Wingtip Lace-Up Boot Espresso 11 at Nordstrom Rack - Mens Shoes - Mens Boots -

Gordon Rush Stafford Wingtip Lace-Up...

Nordstrom Rack
Gordon Rush
$295.00 $59.97

80%

Off
Smooth polished leather, a modern slim toe, and a smokey air cushioned midsole give the classic Doc Marten boot a modern makeover. Sizing: True to size. Whole sizes only; for 1/2 sizes,... Dr. Martens Whiton England Leather Boot Grey US14/UK13 at Nordstrom Rack - Mens Shoes - Mens Boots -

Dr. Martens Whiton England Leather...

Nordstrom Rack
Dr. Martens
$255.00 $139.97

45%

Off
A combination of leather and burlap gives great texture and design to this buckled Johnston boot.Sizing: True to size. Round toe. Contrast stitching detail. Adjustable shaft strap with... Bed|Stu Johnston Leather Boot Tan Rustic 10 at Nordstrom Rack - Mens Shoes & Footwear - Chelsea Boot

Bed|Stu Johnston Leather Boot Tan...

Nordstrom Rack
Bed:Stu
$175.00 $64.97

63%

Off
Sizing: True to size. Round toe with bumper. Suede construction. Lace-up vamp closure. Back pull-tab. Padded insole. Grip sole. Approx. 4.25" shaft height. Imported Vintage Foundry Driggs Chukka Boot Navy 7.5 at Nordstrom Rack - Mens Shoes - Mens Boots - Footwear

Vintage Foundry Driggs Chukka Boot...

Nordstrom Rack
$329.00 $69.97

79%

Off
A colorblock styled two-tone chukka boot with suede and leather paneling is the perfect new addition to your wardrobe. Round toe. Contrast suede and leather construction. Lace-up vamp. Grip... Vintage Foundry The Larimar Leather Chukka Boot Navy 10.5 at Nordstrom Rack - Mens Shoes - Mens Boot

Vintage Foundry The Larimar Leather...

Nordstrom Rack
$349.00 $89.97

74%

Off
Sizing: True to size. M=standard width. Round burnished cap toe. Lace-up vamp. Woven contrast trim. Padded footbed. Approx. 4.5" shaft height. Imported Steve Madden Radon Cap Toe Leather Boot Black Leat 8M at Nordstrom Rack - Mens Shoes - Mens Boots -

Steve Madden Radon Cap Toe Leather...

Nordstrom Rack
Steve Madden
$100.00 $44.99

55%

Off
Sizing: True to size. M=standard width. Round toe. Lace-up vamp closure. Topstitched details. Padded collar. Welt stitching. Back pull-tab. Approx. 7" shaft height. Aerocore(TM) padded... Timberland Cross Mark Utility Boot Grape Leaf 8.5M at Nordstrom Rack - Mens Shoes - Mens Boots - Foo

Timberland Cross Mark Utility Boot...

Nordstrom Rack
Timberland
$150.00 $89.97

40%

Off
Classic SoftWair and AirWair comfort technology makes this Doc Marten leather boot an everyday essential. Sizing: True to size. Whole sizes only; for 1/2 sizes, order next size up. Round... Dr. Martens Ember Leather Chukka Boot Tan US7/UK6 at Nordstrom Rack - Mens Shoes - Mens Boots - Mens

Dr. Martens Ember Leather Chukka Boot...

Nordstrom Rack
Dr. Martens
$120.00 $64.97

46%

Off
Sizing: True to size. Round wingtip toe. Contrast suede and leather construction. Lace-up vamp. Back pull-tab. Stitched welt. Grip sole. Approx. 4.75" shaft height. Imported Vintage Foundry The Hauyne Suede Wingtip Boot Brown 9.5 at Nordstrom Rack - Mens Shoes - Mens Boots

Vintage Foundry The Hauyne Suede...

Nordstrom Rack
$379.00 $79.97

79%

Off
Three burnished buckles anchor the monk strap wrapping a handsome boot crafted with mixed-finish leathers and a foam-cushioned footbed.Sizing: True to size. Almond toe. Decorative... Karl Lagerfeld Paris Triple Buckle Monk Strap Boot Black 11M at Nordstrom Rack - Mens Shoes - Mens B

Karl Lagerfeld Paris Triple Buckle...

Nordstrom Rack
Karl Lagerfeld
$495.00 $139.97

72%

Off
BOSS Dress Appeal Derby Metallic Finish By Hugo - A shiny finish to your dressed-up look with the BOSS Hugo Boss Dress Appeal Derby Metallic Finish By HUGO. Man-made upper in a derby... Dress Appeal Derby Metallic Finish By Hugo - Black - BOSS Lace-ups

Dress Appeal Derby Metallic Finish By...

Lyst
$248.00 $149.00
Free Shipping

40%

Off
Sizing: True to size. Almond toe. Suede construction. Elastic side gore. Side zip closure. Cushioned insole. Approx. 5.5" shaft height, 11" opening circumference. Made in Italy HUGO Eton Water Resistant Chelsea Boot Dk Gy 8 at Nordstrom Rack - Mens Shoes & Footwear - Chelsea B

HUGO Eton Water Resistant Chelsea...

Nordstrom Rack
$348.00 $179.97

48%

Off
Sizing: True to size. Round burnished toe. Leather construction. Dual gored shaft insets. Back pull-tab. Pull-on style. Lug grip sole. Approx. 4.25" shaft height, 12" opening circumference.... Ike Behar Steven Chelsea Boot Black 10.5 at Nordstrom Rack - Mens Shoes & Footwear - Chelsea Boots

Ike Behar Steven Chelsea Boot Black...

Nordstrom Rack
Ike Behar
$295.00 $89.97

70%

Off
BOSS Futurism Tennis Sneaker By Hugo - Perfect your relaxed look with the BOSS Hugo Boss Futurism Tennis Sneaker by HUGO. Upper made of rich nubuck leather. Lace-up construction with dual... Futurism Tennis Sneaker By Hugo - Black - BOSS Sneakers

Futurism Tennis Sneaker By Hugo -...

Lyst
$295.00 $133.00
Free Shipping

55%

Off
BOSS Smart Patent Loafer By Hugo (black) Shoes - The BOSS Hugo Boss Smart Patent Loafer By HUGO exudes attitude, confidence and rich colorful hues, ideal for those adventurous nights out.... Smart Patent Loafer By Hugo (black) Shoes - Black - BOSS Slip-ons

Smart Patent Loafer By Hugo (black)...

Lyst
$348.00 $175.00
Free Shipping

50%

Off
BOSS Atom Run High Top By Hugo (black) Shoes - These sleek and modern BOSS Hugo Boss sneakers will take first place any day! Smooth leather upper with side elastic goring. Pull-on... Atom Run High Top By Hugo (black) Shoes - Black - BOSS Sneakers

Atom Run High Top By Hugo (black)...

Lyst
$348.00 $175.00
Free Shipping

50%

Off
BOSS Futurism Tennis Sneaker By Hugo (light Grey) Shoes - Perfect your relaxed look with the BOSS Hugo Boss Futurism Tennis Sneaker by HUGO. Upper made of rich nubuck leather. Lace-up... Futurism Tennis Sneaker By Hugo (light Grey) Shoes - Gray - BOSS Sneakers

Futurism Tennis Sneaker By Hugo...

Lyst
$295.00 $178.00
Free Shipping

40%

Off
HUGO Boss Hybrid Runn Dark Blue Shoes - Hugo by Hugo Boss. Lace up. Metal eyelets. Ribbed side panels. Leather trim details. Cushioned insoles. Red tab on heel. Vibram soles. Material:... Boss Hybrid Runn Dark Blue Shoes - Blue - HUGO Sneakers

Boss Hybrid Runn Dark Blue Shoes -...

Lyst
$236.00 $118.00

50%

Off
BOSS Dandy Moccasin By Hugo - Show off sharp sense of style wearing the BOSS Hugo Boss Dandy Moccasin By Hugo. Smooth and soft suede upper with perf details. Slip-on loafers. Penny-keeper... Dandy Moccasin By Hugo - Black - BOSS Slip-ons

Dandy Moccasin By Hugo - Black - BOSS...

Lyst
$208.00 $123.00
Free Shipping

41%

Off
BOSS Smart Printed Double Monk By Hugo (black) Shoes - The BOSS Hugo Boss Smart Printed Double Monk By HUGO blends a sophisticated dress shoe with relaxed vibes for the ideal go-to workweek... Smart Printed Double Monk By Hugo (black) Shoes - Black - BOSS Slip-ons

Smart Printed Double Monk By Hugo...

Lyst
$348.00 $175.00
Free Shipping

50%

Off
BOSS Matrix Sneaker By Hugo (black) Shoes - Add a modern boost to your off-duty look with the BOSS Hugo Boss Matrix Sneaker. Slip-on shoe with a combination of faux leather and synthetic... Matrix Sneaker By Hugo (black) Shoes - Black - BOSS Sneakers

Matrix Sneaker By Hugo (black) Shoes...

Lyst
$205.00 $102.00
Free Shipping

50%

Off
BOSS Smart Patent Derby By Hugo (black) Shoes - Let the shoes do the talking with these snazzy BOSS Hugo Boss Smart Patent Derby by HUGO derbies. Iridescent patent leather upper. Lace-up... Smart Patent Derby By Hugo (black) Shoes - Black - BOSS Lace-ups

Smart Patent Derby By Hugo (black)...

Lyst
$348.00 $140.00
Free Shipping

60%

Off
BOSS Dandy Moccasin By Hugo (dark Red) Shoes - Show off sharp sense of style wearing the BOSS Hugo Boss Dandy Moccasin By Hugo. Smooth and soft suede upper with perf details. Slip-on... Dandy Moccasin By Hugo (dark Red) Shoes - Red - BOSS Slip-ons

Dandy Moccasin By Hugo (dark Red)...

Lyst
$208.00 $125.00
Free Shipping

40%

Off
BOSS Cordoba Derby By Hugo (dark Beige) Shoes - Exude confidence with you craft a clean look with the BOSS Hugo Boss Cordoba Derby By Hugo. Embossed suede leather upper. Lace-up... Cordoba Derby By Hugo (dark Beige) Shoes - Brown - BOSS Lace-ups

Cordoba Derby By Hugo (dark Beige)...

Lyst
$245.00 $123.00
Free Shipping

50%

Off
Sizing: True to size. M=Medium width. Cap toe. Dual adjustable buckle monk straps. Leather construction. Topstitched detail. Grip sole. Made in Italy To Boot New York Zane Leather Double Monk Derby Cuoio 8.5M at Nordstrom Rack - Mens Formal Footwear

To Boot New York Zane Leather Double...

Nordstrom Rack
To Boot New York
$395.00 $189.97

52%

Off
Sizing: True to size. D=standard width. Round toe. Leather construction. Strap with buckle and welt stitch detail. Pull-on. Grip sole. Approx. 11" shaft height, 14" opening circumference.... Red Wing Engineer Leather Boot Black 7D at Nordstrom Rack - Mens Shoes & Footwear - Rugged & Work Bo

Red Wing Engineer Leather Boot Black...

Nordstrom Rack
$320.00 $169.97

47%

Off
BOSS Boheme Derby Casual By Hugo - Exude confidence when you craft a clean look with the BOSS Hugo Boss Dress Appeal Derby By Hugo. Suede leather upper with smooth leather trim. Lace-up... Boheme Derby Casual By Hugo - Gray - BOSS Lace-ups

Boheme Derby Casual By Hugo - Gray -...

Lyst
$205.00 $102.00
Free Shipping

50%

Off
BOSS Atom Run Metallic Sneaker By Hugo (black) Shoes - Express your signature casual look with the eye-catching BOSS Hugo Boss Atom Run Metallic Sneaker By HUGO. Combination leather and... Atom Run Metallic Sneaker By Hugo (black) Shoes - Black - BOSS Sneakers

Atom Run Metallic Sneaker By Hugo...

Lyst
$298.00 $180.00
Free Shipping

40%

Off
Sizing: True to size. Round toe. Topstitching. Lace-up. Lightly padded insole. Approx. 4.5" shaft height. Imported Bed|Stu Louis Leather Lace-Up Boot Black Rustic 8 at Nordstrom Rack - Mens Shoes - Mens Boots - Foot

Bed|Stu Louis Leather Lace-Up Boot...

Nordstrom Rack
Bed:Stu
$185.00 $69.97

62%

Off
A toothy lugged sole adds to the rugged aesthetic of a combat boot finished with a side zipper for easy on and off.Sizing: True to size. M=standard width. Round toe. Lace-up style; side zip... Kenneth Cole Reaction Jace Lace-Up Boot Black 9M at Nordstrom Rack - Mens Shoes - Mens Boots - Footw

Kenneth Cole Reaction Jace Lace-Up...

Nordstrom Rack
Kenneth Cole
$145.00 $69.97

52%

Off
Sizing: True to size. Round toe. Leather construction. Lace-up closure. Broguing detail at heel. Lightly padded footbed. Welt midsole. Approx. 5.25" shaft height. Imported Steve Madden Cronic Dress Chukka Boot Brown Leat 9.5 at Nordstrom Rack - Mens Shoes - Mens Boots - M

Steve Madden Cronic Dress Chukka Boot...

Nordstrom Rack
Steve Madden
$130.00 $69.97

46%

Off
Sizing: True to size. M=standard width. Round burnished cap toe. Lace-up vamp. Woven contrast trim. Padded footbed. Approx. 4.5" shaft height. Imported Steve Madden Radon Cap Toe Leather Boot Black Leat 7M at Nordstrom Rack - Mens Shoes - Mens Boots -

Steve Madden Radon Cap Toe Leather...

Nordstrom Rack
Steve Madden
$100.00 $44.99

55%

Off
Sizing: True to size. M=standard width. Round burnished cap toe. Lace-up vamp. Woven contrast trim. Padded footbed. Approx. 4.5" shaft height. Imported Steve Madden Radon Cap Toe Leather Boot Brown Leat 7.5M at Nordstrom Rack - Mens Shoes - Mens Boots

Steve Madden Radon Cap Toe Leather...

Nordstrom Rack
Steve Madden
$100.00 $44.99

55%

Off
Sizing: True to size. Round toe. Leather construction. Lace-up closure. Broguing detail at heel. Lightly padded footbed. Welt midsole. Approx. 5.25" shaft height. Imported Steve Madden Cronic Dress Chukka Boot Brown Leat 8.5 at Nordstrom Rack - Mens Shoes - Mens Boots - M

Steve Madden Cronic Dress Chukka Boot...

Nordstrom Rack
Steve Madden
$130.00 $69.97

46%

Off
Doc Marten's AirWair bouncing soles ensure lasting comfort and durability to these classic 6-eyelet combat boots. Sizing: True to size. Whole sizes only; for 1/2 sizes, order next size up.... Dr. Martens 6-Eye 101 Leather Boot Black US14/UK13 at Nordstrom Rack - Mens Shoes - Mens Boots - Foo

Dr. Martens 6-Eye 101 Leather Boot...

Nordstrom Rack
Dr. Martens
$135.00 $64.97

52%

Off
A colorblock styled two-tone chukka boot with suede and leather paneling is the perfect new addition to your wardrobe. Round toe. Contrast suede and leather construction. Lace-up vamp. Grip... Vintage Foundry The Larimar Leather Chukka Boot Brown 8 at Nordstrom Rack - Mens Shoes - Mens Boots

Vintage Foundry The Larimar Leather...

Nordstrom Rack
$349.00 $89.97

74%

Off
Brown Boss Leather Cowboy Boot - Men. Wrangle up Western-chic style in these versatile cowboy boots, crafted from enduring leather and set atop a walkable low heel. 1 heel 11 shaft 12.5... Dan Post Men's Western Boots Brown - Brown Boss Leather Cowboy Boot - Men

Dan Post Men's Western Boots Brown -...

zulily
Dan Post
$252.00 $78.29

69%

Off
Weathered leather adds rugged appeal to a chukka boot crafted with a signature enerG Comfort System for all-day support and a Treadlite by UGG(TM) sole for lightweight stability, durability... Ugg Australia Dagmann Chukka Boot Tan 7 at Nordstrom Rack - Mens Shoes - Mens Boots - Mens Chukkas

Ugg Australia Dagmann Chukka Boot Tan...

Nordstrom Rack
UGG Australia
$199.95 $94.97

53%

Off
M=medium width. Round toe. Welt stitching. Lace-up. Lightly padded insole. Approx. 4" shaft height. Imported Ben Sherman Omega Casual Chukka Boot Brown Pu 9M at Nordstrom Rack - Mens Shoes - Mens Boots - Mens

Ben Sherman Omega Casual Chukka Boot...

Nordstrom Rack
Ben Sherman
$120.00 $37.50

69%

Off
Sizing: True to size. D=standard width. Round toe. Lace-up style. Leather construction. Cushioned topline. Welt sole. Grip sole. Imported Aldo Galiracia Leather Low Boot 9D at Nordstrom Rack - Mens Shoes - Mens Boots - Mens Chukkas

Aldo Galiracia Leather Low Boot 9D at...

Nordstrom Rack
Aldo
$119.99 $49.00

59%

Off
Sizing: True to size. M=standard width. Round toe. Lace-up closure. Leather construction. Goodyear welt. Lightly padded footbed. Grip sole. Approx. 3.75" shaft height. Approx. 1" heel.... Gordon Rush Hartwell Chukka Boot Tan Suede 11M at Nordstrom Rack - Mens Shoes - Mens Boots - Mens Ch

Gordon Rush Hartwell Chukka Boot Tan...

Nordstrom Rack
Gordon Rush
$225.00 $99.97

56%

Off
M=standard width. Round toe. Lace-up vamp. Leather construction. Topstitched and burnished detail. Grip sole. Approx. 5.5" shaft height. Imported MODERN FICTION Couplet Chukka Boot Navy 9.5M at Nordstrom Rack - Mens Shoes - Mens Boots - Mens Chuk

MODERN FICTION Couplet Chukka Boot...

Nordstrom Rack
$175.00 $63.00

64%

Off
Step into a classy style with the Blaze boot by Vance Co. This genuine leather Chelsea style boot has contrasting suede accents on the heel and toe for a more dimensional look. You will... Men's Vance Co. Mens Blaze Chelsea Boot 10.5 Black Medium Leather

Men's Vance Co. Mens Blaze Chelsea...

Groupon
$119.99 $42.99
Free Shipping

64%

Off
The Everett boot is made for lasting wear. This boot is made from genuine leather and features a cap toe, textile cuff, detailed stitching, thick laces, and a soft woven material around the... Men's Vance Co. Mens Everett Cap Toe Ankle Boot 13 Brown Medium Leather

Men's Vance Co. Mens Everett Cap Toe...

Groupon
$119.99 $44.99
Free Shipping

63%

Off
Step into a classy style with the Blaze boot by Vance Co. This genuine leather Chelsea style boot has contrasting suede accents on the heel and toe for a more dimensional look. You will... Men's Vance Co. Mens Blaze Chelsea Boot 9.5 Brown Medium Leather

Men's Vance Co. Mens Blaze Chelsea...

Groupon
$119.99 $42.99
Free Shipping

64%

Off
The Everett boot is made for lasting wear. This boot is made from genuine leather and features a cap toe, textile cuff, detailed stitching, thick laces, and a soft woven material around the... Men's Vance Co. Mens Everett Cap Toe Ankle Boot 8.5 Black Medium Leather

Men's Vance Co. Mens Everett Cap Toe...

Groupon
$119.99 $44.99
Free Shipping

63%

Off
The Everett boot is made for lasting wear. This boot is made from genuine leather and features a cap toe, textile cuff, detailed stitching, thick laces, and a soft woven material around the... Men's Vance Co. Mens Everett Cap Toe Ankle Boot 8.5 Brown Medium Leather

Men's Vance Co. Mens Everett Cap Toe...

Groupon
$119.99 $44.99
Free Shipping

63%

Off
The Everett boot is made for lasting wear. This boot is made from genuine leather and features a cap toe, textile cuff, detailed stitching, thick laces, and a soft woven material around the... Men's Vance Co. Mens Everett Cap Toe Ankle Boot 10 Brown Medium Leather

Men's Vance Co. Mens Everett Cap Toe...

Groupon
$119.99 $44.99
Free Shipping

63%

Off
Step into a classy style with the Blaze boot by Vance Co. This genuine leather Chelsea style boot has contrasting suede accents on the heel and toe for a more dimensional look. You will... Men's Vance Co. Mens Blaze Chelsea Boot 10 Black Medium Leather

Men's Vance Co. Mens Blaze Chelsea...

Groupon
$119.99 $42.99
Free Shipping

64%

Off
The Everett boot is made for lasting wear. This boot is made from genuine leather and features a cap toe, textile cuff, detailed stitching, thick laces, and a soft woven material around the... Men's Vance Co. Mens Everett Cap Toe Ankle Boot 10.5 Brown Medium Leather

Men's Vance Co. Mens Everett Cap Toe...

Groupon
$119.99 $44.99
Free Shipping

63%

Off
The Everett boot is made for lasting wear. This boot is made from genuine leather and features a cap toe, textile cuff, detailed stitching, thick laces, and a soft woven material around the... Men's Vance Co. Mens Everett Cap Toe Ankle Boot 8 Black Medium Leather

Men's Vance Co. Mens Everett Cap Toe...

Groupon
$119.99 $44.99
Free Shipping

63%

Off
The Everett boot is made for lasting wear. This boot is made from genuine leather and features a cap toe, textile cuff, detailed stitching, thick laces, and a soft woven material around the... Men's Vance Co. Mens Everett Cap Toe Ankle Boot 10.5 Black Medium Leather

Men's Vance Co. Mens Everett Cap Toe...

Groupon
$119.99 $44.99
Free Shipping

63%

Off
Sizing: True to size. M=standard width. Round toe. Lace-up vamp closure. Cushioned footbed. Topstitched details. Wraparound bumper. Grip sole. Made in Italy To Boot New York Ranger Leather Sneaker Cumino 11.5M at Nordstrom Rack - Mens Shoes - Sneakers & Ath

To Boot New York Ranger Leather...

Nordstrom Rack
To Boot New York
$350.00 $169.97

51%

Off
Sizing: True to size. W=wide width. Moc toe. Buckle strap vamp. Side zip closure. X-Stream waterproof breathable construction. Back pull-tab. Pull-on. Removable footbed. Welt stitching.... Thorogood Flyway Waterproof Leather Boot - Wide Width Available Crazy Horse Leather W/P 12W - Mens

Thorogood Flyway Waterproof Leather...

Nordstrom Rack
$195.00 $109.97

44%

Off
Sizing: True to size. Round toe. Polished leather construction. Lace-up closure. Stitched welt. Oil resisting grip sole. Approx. 4.25" shaft height. Made in USA Red Wing Caverly Leather Chukka Boot - Factory Second Black Chaparral 7 at Nordstrom Rack - Mens Sho

Red Wing Caverly Leather Chukka Boot...

Nordstrom Rack
$450.00 $199.97

56%

Off
Sizing: True to size. Round toe. Polished leather construction. Lace-up closure. Stitched welt. Oil resisting grip sole. Approx. 4.25" shaft height. Made in USA Red Wing Caverly Leather Chukka Boot - Factory Second Black Chaparral 7.5 at Nordstrom Rack - Mens S

Red Wing Caverly Leather Chukka Boot...

Nordstrom Rack
$450.00 $199.97

56%

Off
HUGO Men's Allure Leather Chelsea Boots - Fits true to size, order your normal size. Elastic goring at sides for a flexible fit. Pull on. Pull tab at back ankle. Leather upper, leather... Men's Allure Leather Chelsea Boots - Black - HUGO Boots

Men's Allure Leather Chelsea Boots -...

Lyst
$295.00 $133.00

55%

Off
Sizing: True to size. D=standard width. Round toe. Lace-up vamp closure. Contrast stitching. Padded footbed. Welt stitching. Approx. 6" shaft height. White sole. Grip sole. Made in the USA RED WING 6-Inch Round Toe Leather Boot Olive 9D at Nordstrom Rack - Mens Shoes - Mens Boots - Footwe

RED WING 6-Inch Round Toe Leather...

Nordstrom Rack
$260.00 $139.97

46%

Off
Contrasting leather and suede add an elegant touch to the Morgan Lace-Up Chukka Boot. Tapered square toe. Wingtip toe. Topstitched welt. Allover broguing detail. Contrast suede panels.... Vintage Foundry Morgan Lace-Up Chukka Boot Brown 9.5 at Nordstrom Rack - Mens Shoes - Mens Boots - M

Vintage Foundry Morgan Lace-Up Chukka...

Nordstrom Rack
$329.99 $79.97

76%

Off
Sizing: True to size. M=medium width. Round toe. Leather construction. Lace-up closure. Lightly padded insole. Topstitched heel counter detail. Topstitched midsole. Grip sole. Approx. 6"... Calvin Klein Fenton Box Leather Boot Evergreen 7M at Nordstrom Rack - Mens Shoes - Mens Boots - Foot

Calvin Klein Fenton Box Leather Boot...

Nordstrom Rack
Calvin Klein
$175.00 $77.97

55%

Off
Sizing: True to size. M=medium width. Round toe. Leather construction. Lace-up closure. Lightly padded footbed. Stitched welt midsole. Grip sole. Approx. 5.5" shaft height. Made in USA Frye John Addison Lace-up Boot Black 7.5M at Nordstrom Rack - Mens Shoes - Mens Boots - Footwear

Frye John Addison Lace-up Boot Black...

Nordstrom Rack
Frye
$428.00 $214.97

50%

Off
Sizing: True to size. M=medium width. Round toe. Leather construction. Topstitched detail. Lace-up closure. Lightly padded insole. Grip sole. Approx. 4.5" shaft height. Imported Roan Orson Leather Chukka Boot Black Crazy Horse 10.5M at Nordstrom Rack - Mens Shoes - Mens Boots -

Roan Orson Leather Chukka Boot Black...

Nordstrom Rack
$159.95 $55.00

66%

Off
Round toe. Lace-up vamp. Side zip closure. Side buckle detail. Leather and suede construction. Grip sole. Imported Reserved Footwear Lace-Up Mid Boot Brown 9.5 at Nordstrom Rack - Mens Shoes - Mens Boots - Footwear

Reserved Footwear Lace-Up Mid Boot...

Nordstrom Rack
$209.00 $49.00

77%

Off
Sizing: True to size. M=standard width. Round toe. Lace-up closure. Back pull-tab. Lightly padded footbed. Welt midsole. Approx. 5.25" shaft height. Imported Rush By Gordon Rush Austin Leather Chukka Boot Grey 9M at Nordstrom Rack - Mens Shoes - Mens Boots -

Rush By Gordon Rush Austin Leather...

Nordstrom Rack
Gordon Rush
$175.00 $39.97

77%

Off
Sizing: True to size. Moc toe. Lace-up vamp. Leather construction. Contrast topstitching. Welt midsole. White sole. Approx. 6.5" shaft height. Made in USA Thorogood Janesville Leather Boot Black 11 at Nordstrom Rack - Mens Shoes - Mens Boots - Footwear

Thorogood Janesville Leather Boot...

Nordstrom Rack
Thorogood
$295.00 $169.97

42%

Off
Sizing: True to size. M=standard width. Round toe. Lace-up vamp. Woven construction. Goodyear welt. Back-pull tab. Cushioned footbed. Approx. 3.5" shaft height. Grip sole. Imported Born Elk II Leather Boot Brown 8.5M at Nordstrom Rack - Mens Shoes - Mens Boots - Mens Chukkas

Born Elk II Leather Boot Brown 8.5M...

Nordstrom Rack
Born
$110.00 $59.97

45%

Off
Sizing: True to size. M=standard width. Round toe. Lace-up vamp closure. Topstitched details. Padded footbed. Approx. 4" shaft height. Stacked sole. Imported Trask Landers Suede Chukka Boot Olive 9M at Nordstrom Rack - Mens Shoes - Mens Boots - Mens Chukkas

Trask Landers Suede Chukka Boot Olive...

Nordstrom Rack
Trask
$265.00 $89.97

66%

Off
Classic broguing traces the wingtip toe and the contoured saddle of a polished leather boot updated for the streets with a sandwiched rubber sole. Round wingtip toe with medallion detail.... English Laundry Ascot Wingtip Chukka Boot Wine 9.5 at Nordstrom Rack - Mens Shoes - Mens Boots - Men

English Laundry Ascot Wingtip Chukka...

Nordstrom Rack
$185.00 $69.97

62%

Off
Classic broguing traces the wingtip toe and the contoured saddle of a polished leather boot updated for the streets with a sandwiched rubber sole. Round wingtip toe with medallion detail.... English Laundry Ascot Wingtip Chukka Boot Wine 10 at Nordstrom Rack - Mens Shoes - Mens Boots - Mens

English Laundry Ascot Wingtip Chukka...

Nordstrom Rack
$185.00 $69.97

62%

Off
Tobacco Lacer Lite Leather Work Boot - Men. Keep him ready for anything with this pair of durable work boots that features strong construction and leather exterior.8 shaftLace-upLeather... Double-H Boots Men's Western Boots TOBACCO - Tobacco Lacer Lite Leather Work Boot - Men

Double-H Boots Men's Western Boots...

zulily
Double H
$159.17 $56.29

65%

Off