Soft, cozy wool lends a vintage-inspired look to this casual sneaker finished with a durable rubber sole. Wool/polyamide upper. Leather lining. Rubber sole. Made in Italy. - Color:... Brunello Cucinelli Mixed Media Wool-Blend Sneakers - Grey- : Brunello Cucinelli Shoes

Brunello Cucinelli Mixed Media...

Saks Fifth Ave
Brunello Cucinelli
$830.00
The Sk8-Hi Lite has been re-engineered using modern construction methods to improve fit, increase comfort, and reduce the overall weight. We maintained the same aesthetic, but a completely... Men's Vans Vintage SK8-Hi Lite - Vintage Cathay Spice/Classic White Suede Shoes

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Vans
$74.95
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The latex-mousse used in the design of the innersoles of all Mephisto shoes is your guarantee of exceptional comfort at all times. The built-in layer of "latex-mousse" in the soles offers... Men's Mephisto Match - Dark Brown Vintage Leather Lace Up Shoes

Men's Mephisto Match - Dark Brown...

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Mephisto
$374.95
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The Chief is a fancy lace up shoe with lasting comfort. The styles in the Executive Collection have a 1.75" heel. This collection features Naot's removable, anatomic cork and latex footbed... Men's Naot Chief - Grey Suede/Tin Grey Leather/Vintage Grey Leather Lace Up Shoes

Men's Naot Chief - Grey Suede/Tin...

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Naot
$239.95
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This comfortable clog from Naot is designed with a polyurethane sole, a leather lining, a removable cork/latex footbed, padded lining around the heel and instep, and a lightweight feel. Men's Naot Bjorn - Vintage Grey Leather Orthopedic Shoes

Men's Naot Bjorn - Vintage Grey...

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Naot
$164.95
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The Mikael sandals from Naot's Scandinavian collection are designed with a removable cork/latex footbed, a full adjustable two-strap slide, and a lightweight feel. Men's Naot Mikael - Vintage Gray Leather Orthopedic Shoes

Men's Naot Mikael - Vintage Gray...

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Naot
$154.95
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Walk in style without sacrificing comfort with the Rockport Walk This Way Lace Up Sneaker. Cushioned footbed EVA outsole Lace entry Mesh lining Padded tongue and collar Suede and leather... Men's Rockport Walk This Way Lace Up Sneaker - Vintage Indigo Walking Shoes

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Rockport
$119.95
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These comfortable sandals are designed with a leather lining, hook-and-loop closure, a removable cork/latex footbed, deep heel indentation, hand sewn construction, arch support, a padded... Men's Naot Lappland - Vintage Gray Leather Orthopedic Shoes

Men's Naot Lappland - Vintage Gray...

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Naot
$159.95
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The Director is a slip-on shoe which is part of the Executive Collection. The styles in the Executive Collection have a 1.75" heel. This collection features Naot's removable, anatomic cork... Men's Naot Director - Vintage Grey Leather/Jet Black Leather Slip-on Shoes

Men's Naot Director - Vintage Grey...

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Naot
$239.95
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Look as good as you feel in the handsome Manyara slip-on from Naot. Double gore, padded back Removable, anatomic cork and latex footbed wrapped in microfiber and leather Lightweight lug... Men's Naot Manyara Slip-On - Vintage Gray Leather/Black Velvet Nubuck Slip-on Shoes

Men's Naot Manyara Slip-On - Vintage...

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Naot
$199.95
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Deck yourself out in super easygoing style and comfort with the SKECHERS Relaxed Fit®: Status - Melec shoe. Vintage Washed soft canvas fabric upper in a lace up casual comfort boat shoe... Men's Skechers Relaxed Fit Status Melec Boat Shoe - Light Brown Canvas Shoes

Men's Skechers Relaxed Fit Status...

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Skechers
$62.45
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Deck yourself out in super easygoing style and comfort with the SKECHERS Relaxed Fit®: Status - Melec shoe. Vintage Washed soft canvas fabric upper in a lace up casual comfort boat shoe... Men's Skechers Relaxed Fit Status Melec Boat Shoe - Charcoal Canvas Shoes

Men's Skechers Relaxed Fit Status...

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Skechers
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Flaunt a classic, vintage look with the A/O 2-Eye Woven Boat Shoe from Sperry. It has a woven pattern on the vamp and sides, creating a unique style. This shoe is ventilated to ensure the... Men's Sperry Top-Sider Gold A/O 2-Eye Woven Boat Shoe - Brown Full Grain Leather Lace Up Shoes

Men's Sperry Top-Sider Gold A/O 2-Eye...

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Sperry Top-Sider
$174.95
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Soccer inspired turf shoe made for the streets. Leather and synthetic upper, featuring deco stitch and printed details. Classic soccer shoe construction. Non-marking rubber cup sole, taken... Men's Fila Striker - Black/White/Fila Red Turf Shoes

Men's Fila Striker - Black/White/Fila...

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Fila
$60.45
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Soccer inspired turf shoe made for the streets. Leather and synthetic upper, featuring deco stitch and printed details. Classic soccer shoe construction. Non-marking rubber cup sole, taken... Men's Fila Striker - White/Black/Victoria Blue Turf Shoes

Men's Fila Striker -...

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Fila
$60.45
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Leega is a plain-toe oxford with a vintage look for the fashion forward man. Men's Steve Madden Leega Oxford - Brown Leather Lace Up Shoes

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Steve Madden
$124.95
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Hand burnished details on a dress casual upper add some vintage swagger to this oxford. Men's Steve Madden Jagwar Cap-Toe Oxford - Grey Leather Lace Up Shoes

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Steve Madden
$84.95
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Vintage sneakers featuring an adjustable strap, leather/filabuck or synthetic upper and durable outsole. Men's Fila Ripple Fitness Mid - Coffee Bean/Curry/D Cheddar Walking Shoes

Men's Fila Ripple Fitness Mid -...

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Fila
$71.45
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Vintage sneakers featuring an adjustable strap, leather/filabuck or synthetic upper and durable outsole. Men's Fila Ripple Fitness Mid - White/Peacoat/Chinese Red Walking Shoes

Men's Fila Ripple Fitness Mid -...

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Fila
$71.45
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Hand burnished details on a dress casual upper add some vintage swagger to this oxford. Men's Steve Madden Jagwar Cap-Toe Oxford - Tan Leather Lace Up Shoes

Men's Steve Madden Jagwar Cap-Toe...

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Steve Madden
$84.95
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Be it dressy or casual, add a vintage feel to your look with the Steve Madden Jessup Cap Toe Oxford. Man-made insole and outsole. Men's Steve Madden Jessup Cap Toe Oxford - Dark Tan Leather Lace Up Shoes

Men's Steve Madden Jessup Cap Toe...

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Steve Madden
$89.95
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The SK8-Hi Reissue DX Sneaker combines innovative features with a cool vintage sensibility. UltraCush sockliner for long lasting comfort Padded collar for flexibility and support Signature... Vans SK8-Hi Reissue DX Sneaker - Transit Line Black/Reflective Casual Shoes

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Vans
$84.95
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Get up and at 'em in style and comfort with the SKECHERS Relaxed Fit®: Glides - Adamant shoe. Soft vintage washed canvas fabric upper in a slip on casual comfort sneaker moc with stitching... Men's Skechers Relaxed Fit Glides Adamant Slip On - Black Canvas Shoes

Men's Skechers Relaxed Fit Glides...

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Skechers
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Cast your vote for easygoing style and a landslide of comfort with the SKECHERS Relaxed Fit®: Elected - Payson shoe. Soft woven vintage washed canvas fabric and suede upper in a slip on... Men's Skechers Relaxed Fit Elected Payson Slip On - Light Gray Bicycle Toe Shoes

Men's Skechers Relaxed Fit Elected...

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Skechers
$67.95
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The Stacy Adams Dinsmore Plain Toe Monk Strap is constructed with antiqued leather uppers for a well-worn vintage look that is made to last. With its contrasting sole and stately buckle,... Men's Stacy Adams Dinsmore Plain Toe Monk Strap 25065 - Navy Antiqued Leather Slip-on Shoes

Men's Stacy Adams Dinsmore Plain Toe...

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Stacy Adams
$89.95
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The Stacy Adams Dinsmore Plain Toe Monk Strap is constructed with antiqued leather uppers for a well-worn vintage look that is made to last. With its contrasting sole and stately buckle,... Men's Stacy Adams Dinsmore Plain Toe Monk Strap 25065 - Black Antiqued Leather Slip-on Shoes

Men's Stacy Adams Dinsmore Plain Toe...

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Stacy Adams
$89.95
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Fusing vintage looks and modern craftsmanship, the Clarks Brocton Walk Oxford dress shoe exudes class. This oxford, from the Clarks 1825 Collection, features an OrthoLite® footbed that... Men's Clarks Brocton Walk Oxford - Tan Cow Full Grain Leather Lace Up Shoes

Men's Clarks Brocton Walk Oxford -...

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Clarks
$119.95
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The Greene Low Lace Sneaker features a low-profile silhouette, contrast-trim rubber soles, and hand-stitching. It'll become your new wardrobe obsession. Features Soft Vintage leather upper... Men's Frye Greene Low Lace Sneaker - Cognac Lace Up Shoes

Men's Frye Greene Low Lace Sneaker -...

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Frye
$177.95
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Cast your vote for easygoing style and a landslide of comfort with the SKECHERS Relaxed Fit®: Elected - Payson shoe. Soft woven vintage washed canvas fabric and suede upper in a slip on... Men's Skechers Relaxed Fit Elected Payson Slip On - Dark Gray Bicycle Toe Shoes

Men's Skechers Relaxed Fit Elected...

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Skechers
$67.95
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The Stacy Adams Dinsmore Plain Toe Monk Strap is constructed with antiqued leather uppers for a well-worn vintage look that is made to last. With its contrasting sole and stately buckle,... Men's Stacy Adams Dinsmore Plain Toe Monk Strap 25065 - Cognac Antiqued Leather Slip-on Shoes

Men's Stacy Adams Dinsmore Plain Toe...

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Stacy Adams
$89.95
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