vintage cycling shoes (2,317 RESULTS)

The Vittoria 1976 Bianco Line is a blast from the past with its vintage look and feel. Vittoria has been in the cycling business for years, and the passion and dedication can be seen in the... Vittoria 1976 Classic SPD Cycling Shoe

Vittoria 1976 Classic SPD Cycling Shoe

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$169.99
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The Vittoria 1976 Bianco Line is a blast from the past with its vintage look and feel. Vittoria has been in the cycling business for years, and the passion and dedication can be seen in the... Vittoria 1976 Classic SPD Cycling Shoe

Vittoria 1976 Classic SPD Cycling Shoe

Amazon.com
$169.99
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This stylish leather hiking shoe features stretchable neoprene for a secure fit with easy on and off. It is Scotchgard-treated for durability. The removable EVA insole is cushioned for... Men's Propet Otoban - Vintage Black Trail Shoes

Men's Propet Otoban - Vintage Black...

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Propet
$94.95 $71.45
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The Phoenix is a contemporary American dress casual made with premium American cowhide leather, leather and Drilex linings, leather and polyurethane footbeds, and latex outsoles. Men's Neil M Phoenix - Vintage Black Leather Lace Up Shoes

Men's Neil M Phoenix - Vintage Black...

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Neil M.
$229.95
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The Conway is a rugged American casual shoe made from water resistant leather with leather and Drilex linings, leather and polyurethane footbed, and a latex outsole. Men's Neil M Conway - Vintage Black Leather Lace Up Shoes

Men's Neil M Conway - Vintage Black...

Shoebuy.com
Neil M.
$239.95
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This stylish leather hiking shoe features stretchable neoprene for a secure fit with easy on and off. It is Scotchgard-treated for durability. The removable EVA insole is cushioned for... Men's Propet Otoban - Vintage Brown Trail Shoes

Men's Propet Otoban - Vintage Brown...

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Propet
$94.95 $71.45
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Classic Bahama 2-eye style gets a fun update this spring with a vintage inspired Hawaiian print while Sperry's unique construction keeps feet comfortable all day long Sperry Bahama Hawaiian Print 2-Eye Boat Shoe WhiteHawaiianPrint, Size 9.5M Men's Shoes

Sperry Bahama Hawaiian Print 2-Eye...

Sperry Top-Sider
Sperry Top-Sider
$75.00

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Classic Bahama 2-eye style gets a fun update this spring with a vintage inspired Hawaiian print while Sperry's unique construction keeps feet comfortable all day long Sperry Bahama Hawaiian Print 2-Eye Boat Shoe WhiteHawaiianPrint, Size 7M Men's Shoes

Sperry Bahama Hawaiian Print 2-Eye...

Sperry Top-Sider
Sperry Top-Sider
$75.00

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Classic Bahama 2-eye style gets a fun update this spring with a vintage inspired Hawaiian print while Sperry's unique construction keeps feet comfortable all day long Sperry Bahama Hawaiian Print 2-Eye Boat Shoe WhiteHawaiianPrint, Size 8.5M Men's Shoes

Sperry Bahama Hawaiian Print 2-Eye...

Sperry Top-Sider
Sperry Top-Sider
$75.00

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Classic Bahama 2-eye style gets a fun update this spring with a vintage inspired Hawaiian print while Sperry's unique construction keeps feet comfortable all day long Sperry Bahama Hawaiian Print 2-Eye Boat Shoe WhiteHawaiianPrint, Size 9M Men's Shoes

Sperry Bahama Hawaiian Print 2-Eye...

Sperry Top-Sider
Sperry Top-Sider
$75.00

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Classic Bahama 2-eye style gets a fun update this spring with a vintage inspired Hawaiian print while Sperry's unique construction keeps feet comfortable all day long Sperry Bahama Hawaiian Print 2-Eye Boat Shoe WhiteHawaiianPrint, Size 11.5M Men's Shoes

Sperry Bahama Hawaiian Print 2-Eye...

Sperry Top-Sider
Sperry Top-Sider
$75.00

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Classic Bahama 2-eye style gets a fun update this spring with a vintage inspired Hawaiian print while Sperry's unique construction keeps feet comfortable all day long Sperry Bahama Hawaiian Print 2-Eye Boat Shoe WhiteHawaiianPrint, Size 7.5M Men's Shoes

Sperry Bahama Hawaiian Print 2-Eye...

Sperry Top-Sider
Sperry Top-Sider
$75.00

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Classic Bahama 2-eye style gets a fun update this spring with a vintage inspired Hawaiian print while Sperry's unique construction keeps feet comfortable all day long Sperry Bahama Hawaiian Print 2-Eye Boat Shoe WhiteHawaiianPrint, Size 13M Men's Shoes

Sperry Bahama Hawaiian Print 2-Eye...

Sperry Top-Sider
Sperry Top-Sider
$75.00

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Classic Bahama 2-eye style gets a fun update this spring with a vintage inspired Hawaiian print while Sperry's unique construction keeps feet comfortable all day long Sperry Bahama Hawaiian Print 2-Eye Boat Shoe WhiteHawaiianPrint, Size 10M Men's Shoes

Sperry Bahama Hawaiian Print 2-Eye...

Sperry Top-Sider
Sperry Top-Sider
$75.00

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Classic Bahama 2-eye style gets a fun update this spring with a vintage inspired Hawaiian print while Sperry's unique construction keeps feet comfortable all day long Sperry Bahama Hawaiian Print 2-Eye Boat Shoe WhiteHawaiianPrint, Size 12M Men's Shoes

Sperry Bahama Hawaiian Print 2-Eye...

Sperry Top-Sider
Sperry Top-Sider
$75.00

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Classic Bahama 2-eye style gets a fun update this spring with a vintage inspired Hawaiian print while Sperry's unique construction keeps feet comfortable all day long Sperry Bahama Hawaiian Print 2-Eye Boat Shoe WhiteHawaiianPrint, Size 8M Men's Shoes

Sperry Bahama Hawaiian Print 2-Eye...

Sperry Top-Sider
Sperry Top-Sider
$75.00

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Classic Bahama 2-eye style gets a fun update this spring with a vintage inspired Hawaiian print while Sperry's unique construction keeps feet comfortable all day long Sperry Bahama Hawaiian Print 2-Eye Boat Shoe WhiteHawaiianPrint, Size 11M Men's Shoes

Sperry Bahama Hawaiian Print 2-Eye...

Sperry Top-Sider
Sperry Top-Sider
$75.00

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Classic Bahama 2-eye style gets a fun update this spring with a vintage inspired Hawaiian print while Sperry's unique construction keeps feet comfortable all day long Sperry Bahama Hawaiian Print 2-Eye Boat Shoe WhiteHawaiianPrint, Size 10.5M Men's Shoes

Sperry Bahama Hawaiian Print 2-Eye...

Sperry Top-Sider
Sperry Top-Sider
$75.00

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A contemporary interpretation of a classic footwear style, these Mark McNairy Derby shoes exude panache. The traditional pebbled leather uppers have been Goodyear-welted to chunky wedged... A contemporary interpretation of a classic footwear style, these Mark McNairy Derby shoes exude panache. The traditional pebbled leather uppers have been Goodyear-welted to chunky wedged crepe soles, creating a shoe that is at both vintage-inspired and...

A contemporary interpretation of a...

Mr. Porter
Mark McNairy
$560.00

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The Barcelona is a vintage finish leather derby shoe. This shoe features a leather lining and a vulcanized rubber sole. Men's Pikolinos Barcelona 01M-5920V - Cuero Lace Up Shoes

Men's Pikolinos Barcelona 01M-5920V -...

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Pikolinos
$179.95
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The latest version of our iconic boot preserves the spirit of the 1912 original, but adds a touch of vintage style with a flexible waxed-canvas upper. Handstitched and quality-checked right... Signature Men's Waxed-Canvas Maine Hunting Shoe, 6" 14 M(D) Multi Color

Signature Men's Waxed-Canvas Maine...

L.L. Bean
L.L. Bean
$119.00
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The latest version of our iconic boot preserves the spirit of the 1912 original, but adds a touch of vintage style with a flexible waxed-canvas upper. Handstitched and quality-checked right... Signature Men's Waxed-Canvas Maine Hunting Shoe, 10"

Signature Men's Waxed-Canvas Maine...

L.L. Bean
L.L. Bean
$139.00
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The latest version of our iconic boot preserves the spirit of the 1912 original, but adds a touch of vintage style with a flexible waxed-canvas upper. Handstitched and quality-checked right... Signature Men's Waxed-Canvas Maine Hunting Shoe, 10" 14 M(D) Multi Color

Signature Men's Waxed-Canvas Maine...

L.L. Bean
L.L. Bean
$139.00
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Show off some vintage cool wearing the SKECHERS Relaxed Fit®: Planfix - Romelo shoe. Smooth leather, suede and woven fabric upper in a lace up casual classic sneaker with stitching and... Men's Skechers Relaxed Fit Planfix Romelo - Gray Casual Shoes

Men's Skechers Relaxed Fit Planfix...

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Skechers
$59.95
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Moccasin-style construction defines a modern driving shoe touched with cool vintage details. Color(s): dark green suede, deep purple suede. Brand: Ted Baker London. Style Name: Ted Baker... Men's Ted Baker London 'Muddi' Driving Shoe, Size 11 M - Purple

Men's Ted Baker London 'Muddi'...

Nordstrom
Ted Baker
$165.00 $98.90
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Moccasin-style construction defines a modern driving shoe touched with cool vintage details. Color(s): dark green suede, deep purple suede. Brand: Ted Baker London. Style Name: Ted Baker... Men's Ted Baker London 'Muddi' Driving Shoe, Size 7 M - Green

Men's Ted Baker London 'Muddi'...

Nordstrom
Ted Baker
$165.00 $98.90
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Moccasin-style construction defines a modern driving shoe touched with cool vintage details. Color(s): dark green suede, deep purple suede. Brand: Ted Baker London. Style Name: Ted Baker... Men's Ted Baker London 'Muddi' Driving Shoe, Size 11 M - Green

Men's Ted Baker London 'Muddi'...

Nordstrom
Ted Baker
$165.00 $98.90
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Moccasin-style construction defines a modern driving shoe touched with cool vintage details. Color(s): dark green suede, deep purple suede. Brand: Ted Baker London. Style Name: Ted Baker... Men's Ted Baker London 'Muddi' Driving Shoe, Size 13 M - Green

Men's Ted Baker London 'Muddi'...

Nordstrom
Ted Baker
$165.00 $98.90
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Moccasin-style construction defines a modern driving shoe touched with cool vintage details. Color(s): dark green suede, deep purple suede. Brand: Ted Baker London. Style Name: Ted Baker... Men's Ted Baker London 'Muddi' Driving Shoe, Size 12 M - Green

Men's Ted Baker London 'Muddi'...

Nordstrom
Ted Baker
$165.00 $98.90
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Moccasin-style construction defines a modern driving shoe touched with cool vintage details. Color(s): dark green suede, deep purple suede. Brand: Ted Baker London. Style Name: Ted Baker... Men's Ted Baker London 'Muddi' Driving Shoe, Size 13 M - Purple

Men's Ted Baker London 'Muddi'...

Nordstrom
Ted Baker
$165.00 $98.90
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