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...
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Vittoria 1976 Classic SPD Cycling Shoe

Vittoria 1976 Classic SPD Cycling Shoe

Amazon Marketplace
$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...
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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...
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Men's Propet Otoban - Vintage Black Trail Shoes

Men's Propet Otoban - Vintage Black...

Shoebuy.com
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.
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Men's Neil M Phoenix - Vintage Black Leather Lace Up Shoes

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

Shoebuy.com
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.
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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...
See More Propet Shoes
Men's Propet Otoban - Vintage Brown Trail Shoes

Men's Propet Otoban - Vintage Brown...

Shoebuy.com
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
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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
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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
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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
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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
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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
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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
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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

Added to Favorites

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
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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

Added to Favorites

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
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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

Added to Favorites

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
See More Sperry Top-Sider Shoes
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

Added to Favorites

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
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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

Added to Favorites

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
See More Sperry Top-Sider Shoes
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

Added to Favorites

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...
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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 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.
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Men's Pikolinos Barcelona 01M-5920V - Cuero Lace Up Shoes

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

Shoebuy.com
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...
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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...
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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...
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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
Free Shipping

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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...
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Men's Skechers Relaxed Fit Planfix Romelo - Gray Casual Shoes

Men's Skechers Relaxed Fit Planfix...

Shoebuy.com
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...
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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...
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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...
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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...
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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...
See More Ted Baker Shoes
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...
See More Ted Baker Shoes
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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40%

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