most comfortable tennis shoe (36,796 RESULTS)

You prefer the comfort of a tennis shoe, but you like a dressier shoe you can wear to work. These men's Jesse casual shoes from Thom McAn offer comfort and style. Lace-up closures ensure... Thom McAn Men's Walt Casual Oxford - Tan 10

Thom McAn Men's Walt Casual Oxford -...

Sears.com
Thom McAn
$50.00 $19.99

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You prefer the comfort of a tennis shoe, but you like a dressier shoe you can wear to work. These men's Jesse casual shoes from Thom McAn offer comfort and style. Lace-up closures ensure... Thom McAn Men's Walt Casual Oxford - Tan 10.5

Thom McAn Men's Walt Casual Oxford -...

Sears.com
Thom McAn
$50.00 $19.99

60%

Off

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Typically one of the top 2 selling men's designs, a high top slipper that looks a lot like an early Air Jordan tennis shoe. Happy Feet Slipper are made of 100% polyester and with a 1" foam... Happy Feet - Red, Black and White - Slippers

Happy Feet - Red, Black and White -...

Amazon.com
$24.99

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Typically one of the top 2 selling men's designs, a high top slipper that looks a lot like an early Air Jordan tennis shoe. Happy Feet Slipper are made of 100% polyester and with a 1" foam... Happy Feet - Red, Black and White - Slippers

Happy Feet - Red, Black and White -...

Amazon Marketplace
$24.99

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Barricade breaks free in the most comfortable clay court version yet. Now with Barricade chassis support and stability in the midfoot, the forefoot is much freer to move and flex with each... Adidas Barricade 2015 Clay Men's Tennis Shoes Solid Gray / Gray / Bright Red

Adidas Barricade 2015 Clay Men's...

Amazon Marketplace
Adidas
$124.95
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Barricade breaks free in the most comfortable clay court version yet. Now with Barricade chassis support and stability in the midfoot, the forefoot is much freer to move and flex with each... Adidas Barricade 2015 Clay Men's Tennis Shoes Solid Gray / Gray / Bright Red

Adidas Barricade 2015 Clay Men's...

Amazon.com
Adidas
$124.95
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This boat oxford is the perfect addition to any casual look. It features a soft upper with contrast stitching, laces, mesh lining, Dexter's signature padded Comfort insole, and a super... Dexter, Mens Skiff Boat Oxford, lightweight shoe, mens boat shoe, comfortable mens boat shoe

Dexter, Mens Skiff Boat Oxford,...

Payless.com
Dexter
$24.99

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Not just light berlight. Step into this work shoe and sneak some sporty style into your workday. Durable leather upper and Croslite trade material footbed for lightweight comfort and... Crocs Black / Black Work Hover Comfortable Men's Work Shoes

Crocs Black / Black Work Hover...

Crocs - Official Site
Crocs
$64.99
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We started with the Beach trade clog, but have raised the sail with the Crocs trade Ace Boating shoe. Ideal for outings at sea and other wet surfaces, it features rubber outsoles for suberb... Crocs Graphite / Volt Green Ace Boating Mens Comfortable Boat Shoes

Crocs Graphite / Volt Green Ace...

Crocs - Official Site
Crocs
$39.99
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"Show off some cool easygoing style and comfort wearing the SKECHERS Relaxed Fitandamp;reg;: Superior - Monavo shoe. Soft woven distressed canvas fabric and suede upper in a lace up casual... "Skechers Superior-Monavo Lace Up Relaxed Fit Shoe - Tennis Shoes Khaki Khaki Washed - Size 6.5|7.5|8|8.5|9|9.5|10|10.5|11|11.5|12|13|14"

"Skechers Superior-Monavo Lace Up...

OnlineShoes.com
Skechers
$64.95

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Add classic court style to your casual collection with this retro tennis shoe. Men's Fila Original Tennis - White/Gum Gym Shoes

Men's Fila Original Tennis -...

Shoebuy.com
Fila
$75.00 $69.95
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"Classic training style, long lasting comfort and plenty of support come in the SKECHERS Relaxed Fitandamp;reg;: Cross Court TR shoe. Leather, synthetic and mesh fabric upper in a lace up... "Skechers Cross Court TR Sneaker - Men's - Tennis Shoes Olive/Black - Size 6.5|7|8|8.5|9|9.5|10|10.5|11|11.5|12|13|14"

"Skechers Cross Court TR Sneaker -...

OnlineShoes.com
Skechers
$64.95

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"Classic training style, long lasting comfort and plenty of support come in the SKECHERS Relaxed Fitandamp;reg;: Cross Court TR shoe. Leather, synthetic and mesh fabric upper in a lace up... "Skechers Cross Court TR Sneaker - Men's - Tennis Shoes Navy/Black - Size 8.5|9|9.5|10|10.5|11|11.5|12|13|14"

"Skechers Cross Court TR Sneaker -...

OnlineShoes.com
Skechers
$64.95

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"Classic training style, long lasting comfort and plenty of support come in the SKECHERS Relaxed Fitandamp;reg;: Cross Court TR shoe. Leather, synthetic and mesh fabric upper in a lace up... "Skechers Cross Court TR Sneaker - Men's - Tennis Shoes Brown & Black Suede - Size 6.5|7|7.5|8|8.5|9|9.5|10|10.5|11|11.5|12|13"

"Skechers Cross Court TR Sneaker -...

OnlineShoes.com
Skechers
$64.95

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"Add some rebounding comfort to your workout with the SKECHERS Skech-Air - Game Changer shoe. Skech-Knit Mesh fabric upper in a lace up athletic training sneaker with air cushioned outsole... "Skechers Skech-Air - Tennis Shoes Black/Red - Size 8.5|9|9.5|10|10.5|11|11.5|12|13"

"Skechers Skech-Air - Tennis Shoes...

OnlineShoes.com
Skechers
$79.95

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The Crocs trade Off Road offers a thicker, more rugged sole to the already comfortable Croslite trade footbed. Whether walking through mountain streams or hiking the desert, this is the... Crocs Chocolate / Chocolate Off Road Comfortable Outdoor Clogs

Crocs Chocolate / Chocolate Off Road...

Crocs - Official Site
Crocs
$39.99
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The Crocs trade Off Road offers a thicker, more rugged sole to the already comfortable Croslite trade footbed. Whether walking through mountain streams or hiking the desert, this is the... Crocs Black / Black Off Road Comfortable Outdoor Clogs

Crocs Black / Black Off Road...

Crocs - Official Site
Crocs
$39.99
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The Crocs trade Off Road offers a thicker, more rugged sole to the already comfortable Croslite trade footbed. Whether walking through mountain streams or hiking the desert, this is the... Crocs Army Green/Red Off Road Comfortable Outdoor Clogs

Crocs Army Green/Red Off Road...

Crocs - Official Site
Crocs
$39.99
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You know that Crocs trade clogs are comfortable. Crocs trade Yukon gives you the comfort of clogs with leather details for rugged sophistication. The base for these mens clogs are the... Crocs Chocolate / Chocolate Yukon Men's Comfortable Clogs

Crocs Chocolate / Chocolate Yukon...

Crocs - Official Site
Crocs
$54.99
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All the style of our classic Crocs trade Yukon but now in a slide. With a sophisticated stylish leather upper and a croslite trade material sole this sporty new slide will quickly become a... Crocs Khaki / Coffee Yukon Slide Comfortable Sandals

Crocs Khaki / Coffee Yukon Slide...

Crocs - Official Site
Crocs
$44.99
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You know that Crocs trade clogs are comfortable. Crocs trade Yukon gives you the comfort of clogs with leather details for rugged sophistication. The base for these mens clogs are the... Crocs Khaki / Brown Yukon Men's Comfortable Clogs

Crocs Khaki / Brown Yukon Men's...

Crocs - Official Site
Crocs
$54.99
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You know that Crocs trade clogs are comfortable. Crocs trade Yukon gives you the comfort of clogs with leather details for rugged sophistication. The base for these mens clogs are the... Crocs Graphite / Pewter Yukon Men's Comfortable Clogs

Crocs Graphite / Pewter Yukon Men's...

Crocs - Official Site
Crocs
$54.99
Free Shipping

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You know that Crocs trade clogs are comfortable. Crocs trade Yukon gives you the comfort of clogs with leather details for rugged sophistication. The base for these mens clogs are the... Crocs Black / Black Yukon Men's Comfortable Clogs

Crocs Black / Black Yukon Men's...

Crocs - Official Site
Crocs
$54.99
Free Shipping

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All the style of our classic Crocs trade Yukon but now in a sandal. With the rugged leather upper and comfortable Croslite trade material sole this amazingly comfortable sandal will... Crocs Khaki / Coffee Yukon Flip Comfortable Sandals

Crocs Khaki / Coffee Yukon Flip...

Crocs - Official Site
Crocs
$39.99
Free Shipping

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Red Wing Shoes was founded on the principle of providing comfortable and durable footwear, resulting in hard-wearing shoes that have rugged, masculine appeal. This pair of brown chukka... Red Wing Shoes was founded on the principle of providing comfortable and durable footwear, resulting in hard-wearing shoes that have rugged, masculine appeal. This pair of brown chukka boots was originally designed for men doing light-duty labour, and...

Red Wing Shoes was founded on the...

Mr. Porter
Red Wing Shoes
$250.00

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Crafted in Italy from waxed-suede that has a sleek, slightly burnished appearance, Jimmy Choo's Derby shoes are a considered formal choice. This streamlined pair is complete with broguing... Crafted in Italy from waxed-suede that has a sleek, slightly burnished appearance, Jimmy Choo's Derby shoes are a considered formal choice. This streamlined pair is complete with broguing and supple leather linings for a comfortable fit. prescott,...

Crafted in Italy from waxed-suede...

Mr. Porter
$750.00

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Made in Italy, these Brioni Derby shoes are crafted from tactile suede and finished with raised stitched detailing at the uppers. This dark-brown pair is grounded with durable leather soles... Made in Italy, these Brioni Derby shoes are crafted from tactile suede and finished with raised stitched detailing at the uppers. This dark-brown pair is grounded with durable leather soles and lined in smooth leather for a comfortable fit. Wear them...

Made in Italy, these Brioni Derby...

Mr. Porter
$920.00

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Boat shoes are an essential in any summer wardrobe and John Lobb's are the most luxurious option out there. Crafted in England, the smooth light-blue leather and contrasting white stitching... Boat shoes are an essential in any summer wardrobe and John Lobb's are the most luxurious option out there. Crafted in England, the smooth light-blue leather and contrasting white stitching pair well with everything from white shorts to dark chinos....

Boat shoes are an essential in any...

Mr. Porter
John Lobb
$1,300.00

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One of the most popular and recognised of Red Wing Shoes' styles, these leather boots combine flexibility and rugged detailing to powerful effect. Triple-stitched and rubber-soled for... One of the most popular and recognised of Red Wing Shoes' styles, these leather boots combine flexibility and rugged detailing to powerful effect. Triple-stitched and rubber-soled for durability, they've been hand-crafted in the USA by the company's...

One of the most popular and...

Mr. Porter
Red Wing Shoes
$250.00

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Fred Perry were the first British brand to successfully combine sportswear and streetwear and have been producing iconic looks since the 1940's. Grey Howells tennis style plimsolls with... Mens Grey Fred Perry Howells Twill Tennis Shoes

Mens Grey Fred Perry Howells Twill...

Topman US
Topman
$100.00

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