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Brooks Brothers Men's 1818 Footwear Textured Leather Chukka Sneakers | Navy | Size 7 D

Brooks Brothers Men's 1818 Footwear Textured Leather Chukka Sneakers | Navy | Size 7 D

The 1818 Footwear Collection combines Italian craftsmanship, the finest materials and timeless designs to produce versatile, comfortable shoes that form a solid foundation for the polished wardrobe. These polished chukka sneakers are crafted from... more

$298.00 $69.99

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TOMS Men's Brown Waxy Suede Travel Lite Moc Chukka Sneaker Shoes, Size 10

TOMS Men's Brown Waxy Suede Travel Lite Moc Chukka Sneaker Shoes, Size 10

A suede spin on the Desert Boot. The coffee undertones and fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible... more

$119.95 $99.99

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TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 8.5

TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 8.5

A suede spin on the Desert Boot. Fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible manufacturing via the Leather... more

$119.95 $99.99

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TOMS Men's Brown Waxy Suede Travel Lite Moc Chukka Sneaker Shoes, Size 9.5

TOMS Men's Brown Waxy Suede Travel Lite Moc Chukka Sneaker Shoes, Size 9.5

A suede spin on the Desert Boot. The coffee undertones and fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible... more

$119.95 $99.99

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Astor Sneaker-sole Leather Chukka Boots

Astor Sneaker-sole Leather Chukka Boots

Men's Frye Astor Sneaker-sole Leather Chukka Boots - Brown Frye "Astor" leather chukka boots feature a rubber sneaker sole Flat heel Round toe Leather lace-up vamp Stamped logo on the side Lining: Leather Imported. more

$228.00

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Boat Chukka Sneaker

Boat Chukka Sneaker

Men's Robert Graham Boat Chukka Sneaker - Brown - Low-top sneakers Supple leather construction and a padded footbed mean all-day comfort in a stylish sneaker. more

$278.00

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Astor Chukka Sneaker

Astor Chukka Sneaker

Men's Frye Astor Chukka Sneaker - Brown - Low-top sneakers Classic chukka styling meets modern athletic vibes in this lace-up sneaker grounded by a cushioned footbed. more

$228.00

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Columbia Shoes | Columbia Suede/Leather Brown Chukka Sneaker Boots Mens Size 8.5 | Color: Brown | Size: 8.5

Columbia Shoes | Columbia Suede/Leather Brown Chukka Sneaker Boots Mens Size 8.5 | Color: Brown | Size: 8.5

Gently Used! No Rips Or Tears. Smoke Free. No Box. We Carefully Package And Box Ship Asap. Reach Out With Any Questions! Pair In Photos Is The Exact Pair You Are Purchasing Deals On Multiple Pairs! more

$59.00

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Adidas Shoes | Adidas Nmd C1 Tr Chukka Sneakers | Color: Black | Size: 8.5

Adidas Shoes | Adidas Nmd C1 Tr Chukka Sneakers | Color: Black | Size: 8.5

Adidas Nmd C1 Tr Chukka Sneakers Preowned And Work A Couple Of Times // Sz Mens 8.5 // Color: Black more

$145.00

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Vans Shoes | Men’s Vans Low Chukka Sneakers | Color: Tan | Size: 10

Vans Shoes | Men’s Vans Low Chukka Sneakers | Color: Tan | Size: 10

Very Good Preowned Condition. more

$20.00

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Carhartt Force 5" Nano Toe Lightweight Sneaker Boot - Mens 11.5 Black Boot Medium

Carhartt Force 5" Nano Toe Lightweight Sneaker Boot - Mens 11.5 Black Boot Medium

*Chukka work boot from Carhartt *Black high abrasion resistant 1200D fabric and black leather *Nano Composite safety toe cap is lightweight, non-metallic, and non-conductive to heat or cold *Safety toe meets or exceeds ASTM 2413-18 standards *Insite®... more

$144.95

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Carhartt Force 5" Nano Toe Lightweight Sneaker Boot - Mens 13 Black Boot W

Carhartt Force 5" Nano Toe Lightweight Sneaker Boot - Mens 13 Black Boot W

*Chukka work boot from Carhartt *Black high abrasion resistant 1200D fabric and black leather *Nano Composite safety toe cap is lightweight, non-metallic, and non-conductive to heat or cold *Safety toe meets or exceeds ASTM 2413-18 standards *Insite®... more

$144.95

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Carhartt Force 5" Nano Toe Lightweight Sneaker Boot - Mens 9 Black Boot Medium

Carhartt Force 5" Nano Toe Lightweight Sneaker Boot - Mens 9 Black Boot Medium

*Chukka work boot from Carhartt *Black high abrasion resistant 1200D fabric and black leather *Nano Composite safety toe cap is lightweight, non-metallic, and non-conductive to heat or cold *Safety toe meets or exceeds ASTM 2413-18 standards *Insite®... more

$144.95

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ZIZOCWA Men S Bowling Shoes Mens Sneaker Boots Size 14 Non-Slip Breathable Mesh Outdoor Shoes Climbing Hiking Shoes Hiking Couple Men S Chukka Sneaker Boots Mens

ZIZOCWA Men S Bowling Shoes Mens Sneaker Boots Size 14 Non-Slip Breathable Mesh Outdoor Shoes Climbing Hiking Shoes Hiking Couple Men S Chukka Sneaker Boots Mens

Warm Reminder:Different Shoe Styles Please Select The Size According To Your Foot Type. Toe Style : Round Toe circumference : NO Insole Material : Fabric Please Closing : Lace Up Season : Spring/Summer/Autumn Material :No Style : Casual Fashion Simple... more

$49.48

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Skechers Men's Vigor 2.0 - Trait Sneaker | Size 9.5 Wide | Taupe/Black | Leather/Textile/Synthetic

Skechers Men's Vigor 2.0 - Trait Sneaker | Size 9.5 Wide | Taupe/Black | Leather/Textile/Synthetic

Get even more sporty comfort out of Skechers Vigor 2.0 - Trait. This lace-up athletic style features a trubuck leather, synthetic and mesh fabric upper with cushioned Memory Foam insole. | Skechers Men's Vigor 2.0 - Trait Sneaker | Size 9.5 Wide |... more

$75.00 $52.99

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Skechers Men's Work Relaxed Fit: Flex Advantage - McAllen SR Sneaker | Size 9.5 | Black | Textile/Synthetic | Vegan

Skechers Men's Work Relaxed Fit: Flex Advantage - McAllen SR Sneaker | Size 9.5 | Black | Textile/Synthetic | Vegan

All-day comfort and sporty style deliver in Skechers Work Relaxed Fit Flex Advantage - McAllen SR. Featuring a smooth synthetic and mesh upper on a sporty casual slip-resistant work design with a cushioned Skechers Memory Foam insole. | Skechers Men's... more

$95.00

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Skechers Men's Work Relaxed Fit: Flex Advantage - McAllen SR Sneaker | Size 16.0 | Black | Textile/Synthetic | Vegan

Skechers Men's Work Relaxed Fit: Flex Advantage - McAllen SR Sneaker | Size 16.0 | Black | Textile/Synthetic | Vegan

All-day comfort and sporty style deliver in Skechers Work Relaxed Fit Flex Advantage - McAllen SR. Featuring a smooth synthetic and mesh upper on a sporty casual slip-resistant work design with a cushioned Skechers Memory Foam insole. | Skechers Men's... more

$95.00

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Extra Wide Width Men's KingSize No-Tie Sneakers by KingSize in Jet Black Royal Blue (Size 13 EW)

Extra Wide Width Men's KingSize No-Tie Sneakers by KingSize in Jet Black Royal Blue (Size 13 EW)

Forget about pesky laces. These KingSize No-Tie Sneakers feature elastic laces that fit comfortably over the feet while remaining secure. A memory foam sockliner and padded collar and tongue ensure that every step is supported. No-tie elastic lace... more

$92.99 $64.99

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Men's KingSize No-Tie Sneakers by KingSize in Navy White (Size 14 M)

Men's KingSize No-Tie Sneakers by KingSize in Navy White (Size 14 M)

Forget about pesky laces. These KingSize No-Tie Sneakers feature elastic laces that fit comfortably over the feet while remaining secure. A memory foam sockliner and padded collar and tongue ensure that every step is supported. No-tie elastic lace... more

$94.99 $65.99

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Men's JUMP Sneakers by Drew in Dark Grey Leather (Size 9 1/2 EEEE)

Men's JUMP Sneakers by Drew in Dark Grey Leather (Size 9 1/2 EEEE)

You can't help but embrace the casual cool comfort of the Drew® men's Jump. These twin gore slip-on sneakers have all the comfort features Drew is famous for including the Plus Fitting System® - two removable footbeds for added or double depth.... more

$155.99

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Danner Pine Grove Chukka Hiking Shoes Leather Men's, Roasted Pecan SKU - 360144

Danner Pine Grove Chukka Hiking Shoes Leather Men's, Roasted Pecan SKU - 360144

The Danner Pine Grove Chukka Leather Hiking Shoes provide non-marking, oil-and-slip-resistant outsoles to offer superior traction in urban environments. The shoes are completely recraftable, including lace hardware, outsole, midsole, toe cap, heel... more

$239.95

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Blair Men's Dr. Max™ Leather Sneakers with Memory Foam - Black - 10

Blair Men's Dr. Max™ Leather Sneakers with Memory Foam - Black - 10

For incredible comfort and style, these supple leather sneakers are just what the doctor ordered! Features a high-density memory foam insole for superior comfort to keep feet happy all day long. Let’s talk details: • Exclusive Dr. Max™ Enhanced Comfort... more

$59.99

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Blair Men's Dr. Max™ Leather Sneakers with Memory Foam - Black - 10.5

Blair Men's Dr. Max™ Leather Sneakers with Memory Foam - Black - 10.5

For incredible comfort and style, these supple leather sneakers are just what the doctor ordered! Features a high-density memory foam insole for superior comfort to keep feet happy all day long. Let’s talk details: • Exclusive Dr. Max™ Enhanced Comfort... more

$59.99

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Blair Men's Dr. Max™ Leather Sneakers with Memory Foam - Navy - 12

Blair Men's Dr. Max™ Leather Sneakers with Memory Foam - Navy - 12

For incredible comfort and style, these supple leather sneakers are just what the doctor ordered! Features a high-density memory foam insole for superior comfort to keep feet happy all day long. Let’s talk details: • Exclusive Dr. Max™ Enhanced Comfort... more

$59.99

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Crocs Pfd Triple Black Men's On The Clock Slip Resistant Work Sneaker Shoes

Crocs Pfd Triple Black Men's On The Clock Slip Resistant Work Sneaker Shoes

Our latest style to join the Crocs at Work™ Collection, the On the Clock Sneaker, was designed with hard workers like you in mind. This durable shoe features breathable yet easy to clean uppers and premium LiteRide™ footbeds that deliver support and... more

$69.99

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Danner Pine Grove Chukka Hiking Shoes Leather Men's, Roasted Pecan SKU - 108382

Danner Pine Grove Chukka Hiking Shoes Leather Men's, Roasted Pecan SKU - 108382

The Danner Pine Grove Chukka Leather Hiking Shoes provide non-marking, oil-and-slip-resistant outsoles to offer superior traction in urban environments. The shoes are completely recraftable, including lace hardware, outsole, midsole, toe cap, heel... more

$239.95

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Danner Pine Grove Chukka Hiking Shoes Leather Men's, Roasted Pecan SKU - 347228

Danner Pine Grove Chukka Hiking Shoes Leather Men's, Roasted Pecan SKU - 347228

The Danner Pine Grove Chukka Leather Hiking Shoes provide non-marking, oil-and-slip-resistant outsoles to offer superior traction in urban environments. The shoes are completely recraftable, including lace hardware, outsole, midsole, toe cap, heel... more

$239.95

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TOMS Men's Brown Waxy Suede Travel Lite Moc Chukka Sneaker Shoes, Size 7

TOMS Men's Brown Waxy Suede Travel Lite Moc Chukka Sneaker Shoes, Size 7

A suede spin on the Desert Boot. The coffee undertones and fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible... more

$119.95 $99.99

FREE shipping

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TOMS Men's Brown Waxy Suede Travel Lite Moc Chukka Sneaker Shoes, Size 12

TOMS Men's Brown Waxy Suede Travel Lite Moc Chukka Sneaker Shoes, Size 12

A suede spin on the Desert Boot. The coffee undertones and fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible... more

$119.95 $99.99

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TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 10.5

TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 10.5

A suede spin on the Desert Boot. Fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible manufacturing via the Leather... more

$119.95 $99.99

FREE shipping

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TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 14

TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 14

A suede spin on the Desert Boot. Fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible manufacturing via the Leather... more

$119.95 $99.99

FREE shipping

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TOMS Men's Brown Waxy Suede Travel Lite Moc Chukka Sneaker Shoes, Size 11.5

TOMS Men's Brown Waxy Suede Travel Lite Moc Chukka Sneaker Shoes, Size 11.5

A suede spin on the Desert Boot. The coffee undertones and fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible... more

$119.95 $99.99

FREE shipping

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TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 9

TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 9

A suede spin on the Desert Boot. Fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible manufacturing via the Leather... more

$119.95 $99.99

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Clarks(r) Torhill Bee Chukka Sneaker

Clarks(r) Torhill Bee Chukka Sneaker

Women's Clarks(r) Torhill Bee Chukka Sneaker - Pink - Low-top sneakers A low-top cut enhances the grab-and-go comfort of this vintage-inspired shoe rendered in velvety suede and grounded on a chunky, ribbed sole. The lightweight Contour Cushion footbed... more

$120.00

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Clarks(r) Torhill Lo Chukka Sneaker

Clarks(r) Torhill Lo Chukka Sneaker

Men's Clarks(r) Torhill Lo Chukka Sneaker - Green - Low-top sneakers A chunky, ribbed sole and Contour Cushion footbed ground this heritage-inspired shoe that's crafted from premium materials in a casual, low-cut profile. more

$120.00

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Metro Ii Waterproof Chukka Sneaker

Metro Ii Waterproof Chukka Sneaker

Men's Sorel Metro Ii Waterproof Chukka Sneaker - Brown - Hi-top sneakers A street-savvy chukka with signature waterproof protection and a sneaker-inspired attitude keeps you moving in comfortable style all day long. more

$130.00

FREE shipping

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Clarks(r) Torhill Bee Chukka Sneaker

Clarks(r) Torhill Bee Chukka Sneaker

Women's Clarks(r) Torhill Bee Chukka Sneaker - Orange - Low-top sneakers A low-top cut enhances the grab-and-go comfort of this vintage-inspired shoe rendered in glossy leather and grounded on a chunky, ribbed sole. The lightweight Contour Cushion... more

$120.00

FREE shipping

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Astor Chukka Sneaker

Astor Chukka Sneaker

Men's Frye Astor Chukka Sneaker - Brown - Low-top sneakers Classic chukka styling meets modern athletic vibes in this lace-up sneaker grounded by a cushioned footbed. more

$228.00

FREE shipping

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Clarks(r) Torhill Lo Chukka Sneaker

Clarks(r) Torhill Lo Chukka Sneaker

Men's Clarks(r) Torhill Lo Chukka Sneaker - White - Low-top sneakers A chunky, ribbed sole and Contour Cushion footbed ground this heritage-inspired shoe that's crafted from premium materials in a casual, low-cut profile. more

$120.00

FREE shipping

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Astor Chukka Sneaker

Astor Chukka Sneaker

Men's Frye Astor Chukka Sneaker - Brown - Low-top sneakers Classic chukka styling meets modern athletic vibes in this lace-up sneaker grounded by a cushioned footbed. more

$228.00

FREE shipping

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