Best Seller
Wide Width Men's Warren Chukka Boot by Deer Stags in Black (Size 10 W)

Wide Width Men's Warren Chukka Boot by Deer Stags in Black (Size 10 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Warren Chukka Boot by Deer Stags® is a reliable shoe to keep you comfortable during a night out and special occasions. Lace-up... more

$124.99 $86.99

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Wide Width Men's Warren Chukka Boot by Deer Stags in Black (Size 9 W)

Wide Width Men's Warren Chukka Boot by Deer Stags in Black (Size 9 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Warren Chukka Boot by Deer Stags® is a reliable shoe to keep you comfortable during a night out and special occasions. Lace-up... more

$124.99 $86.99

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Best Seller
Men's Warren Chukka Boot by Deer Stags in Black (Size 14 M)

Men's Warren Chukka Boot by Deer Stags in Black (Size 14 M)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Warren Chukka Boot by Deer Stags® is a reliable shoe to keep you comfortable during a night out and special occasions. Lace-up... more

$124.99 $86.99

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Men's Warren Chukka Boot by Deer Stags in Wheat Nubuck (Size 13 M)

Men's Warren Chukka Boot by Deer Stags in Wheat Nubuck (Size 13 M)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Warren Chukka Boot by Deer Stags® is a reliable shoe to keep you comfortable during a night out and special occasions. Lace-up... more

$124.99 $86.99

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Wide Width Men's Warren Chukka Boot by Deer Stags in Wheat Nubuck (Size 11 W)

Wide Width Men's Warren Chukka Boot by Deer Stags in Wheat Nubuck (Size 11 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Warren Chukka Boot by Deer Stags® is a reliable shoe to keep you comfortable during a night out and special occasions. Lace-up... more

$124.99 $86.99

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Men's Warren Chukka Boot by Deer Stags in Black (Size 12 M)

Men's Warren Chukka Boot by Deer Stags in Black (Size 12 M)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Warren Chukka Boot by Deer Stags® is a reliable shoe to keep you comfortable during a night out and special occasions. Lace-up... more

$124.99 $86.99

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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

FREE shipping

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Metro Ii Waterproof Chukka Sneaker

Metro Ii Waterproof Chukka Sneaker

Men's Sorel Metro Ii Waterproof Chukka Sneaker - Black - Casual boots A street-savvy chukka with signature waterproof protection and a sneaker-inspired attitude keeps you moving in comfortable style all day long. Waterproof: protects against rain,... more

$130.00

FREE shipping

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Metro Ii Waterproof Chukka Sneaker

Metro Ii Waterproof Chukka Sneaker

Men's Sorel Metro Ii Waterproof Chukka Sneaker - Brown - Casual boots A street-savvy chukka with signature waterproof protection and a sneaker-inspired attitude keeps you moving in comfortable style all day long. Waterproof: protects against rain,... more

$130.00

FREE shipping

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Men's TRVL LITE Moc Chukka Sneaker Boot | Black | Size 7 | TOMS Official Site - Shoes, Accessories, & Apparel

Men's TRVL LITE Moc Chukka Sneaker Boot | Black | Size 7 | TOMS Official Site - Shoes, Accessories, & Apparel

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 $99.97

FREE shipping

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Men's TRVL LITE Moc Chukka Sneaker Boot | Black | Size 9 | TOMS Official Site - Shoes, Accessories, & Apparel

Men's TRVL LITE Moc Chukka Sneaker Boot | Black | Size 9 | TOMS Official Site - Shoes, Accessories, & Apparel

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 $99.97

FREE shipping

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Men's TRVL LITE Moc Chukka Sneaker Boot | Black | Size 13 | TOMS Official Site - Shoes, Accessories, & Apparel

Men's TRVL LITE Moc Chukka Sneaker Boot | Black | Size 13 | TOMS Official Site - Shoes, Accessories, & Apparel

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 $99.97

FREE shipping

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Jungdeepe Men Fashion Walking Sneakers Non Work Shoes Comfortable Leather Casual Athletic Tennis Shoes Men s Walking Shoes on Wingtip Casual Shoes Mens Mens Chukka Boots 12 Wide Shoe Sneaker Fashion

Jungdeepe Men Fashion Walking Sneakers Non Work Shoes Comfortable Leather Casual Athletic Tennis Shoes Men s Walking Shoes on Wingtip Casual Shoes Mens Mens Chukka Boots 12 Wide Shoe Sneaker Fashion

Upper Material:PU Sole Material:Rubber Toe Style: Round Toe Heel High Style:Flat Closing Method:Lace up Mens Extra Wide Canvas Men Shoes Stylish Mens Semi Casual Mens Casual Shoes Tan Business Outfits Men Size chart: Size:39 US:7.5 UK:5 EU:38.5 JP:24.5... more

$34.99

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Jungdeepe Men Fashion Walking Sneakers Non Work Shoes Comfortable Leather Casual Athletic Tennis Shoes Men s Walking Shoes on Wingtip Casual Shoes Mens Mens Chukka Boots 12 Wide Shoe Sneaker Fashion

Jungdeepe Men Fashion Walking Sneakers Non Work Shoes Comfortable Leather Casual Athletic Tennis Shoes Men s Walking Shoes on Wingtip Casual Shoes Mens Mens Chukka Boots 12 Wide Shoe Sneaker Fashion

Upper Material:PU Sole Material:Rubber Toe Style: Round Toe Heel High Style:Flat Closing Method:Lace up Mens Extra Wide Canvas Men Shoes Stylish Mens Semi Casual Mens Casual Shoes Tan Business Outfits Men Size chart: Size:39 US:7.5 UK:5 EU:38.5 JP:24.5... more

$33.99

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Jungdeepe Men Fashion Walking Sneakers Non Work Shoes Comfortable Leather Casual Athletic Tennis Shoes Men s Walking Shoes on Wingtip Casual Shoes Mens Mens Chukka Boots 12 Wide Shoe Sneaker Fashion

Jungdeepe Men Fashion Walking Sneakers Non Work Shoes Comfortable Leather Casual Athletic Tennis Shoes Men s Walking Shoes on Wingtip Casual Shoes Mens Mens Chukka Boots 12 Wide Shoe Sneaker Fashion

Upper Material:PU Sole Material:Rubber Toe Style: Round Toe Heel High Style:Flat Closing Method:Lace up Mens Extra Wide Canvas Men Shoes Stylish Mens Semi Casual Mens Casual Shoes Tan Business Outfits Men Size chart: Size:39 US:7.5 UK:5 EU:38.5 JP:24.5... more

$34.99

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Levi's Shoes | Levi’s Atwater Chukka Boot Sneakers Men’s Size 9.5 | Color: Blue/Brown | Size: 9.5

Levi's Shoes | Levi’s Atwater Chukka Boot Sneakers Men’s Size 9.5 | Color: Blue/Brown | Size: 9.5

These Men's Levi's Atwater Brush Chukka Boots Are Cool And Casual. Boot Features Durable Faux Leather Upper Comfort Insole For All Extra Cushioning Pull Tab Durable Traction Sole Boot Construction Faux Leather Upper Cotton Blend Lining Eva Midsole... more

$24.00

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Levi's Shoes | Levis Atwater Leather Mens Brown Chukka Boots Sneakers Shoes Sz 12 | Color: Brown | Size: 12

Levi's Shoes | Levis Atwater Leather Mens Brown Chukka Boots Sneakers Shoes Sz 12 | Color: Brown | Size: 12

Elevate Your Shoe Game With These Stylish Levi's Atwater Leather Chukka Boots Sneakers. Crafted With High-Quality Leather And Featuring A Lace-Up Closure, These Sneakers Are Perfect For Casual Occasions. The Brown Color And Sleek Design Make Them A... more

$42.00

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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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Carhartt Force 5" Nano Toe Lightweight Sneaker Boot - Mens 14 Black Boot Medium

Carhartt Force 5" Nano Toe Lightweight Sneaker Boot - Mens 14 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

FREE shipping

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

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

FREE shipping

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Carhartt Force 5" Nano Toe Lightweight Sneaker Boot - Mens 7 Black Boot Medium

Carhartt Force 5" Nano Toe Lightweight Sneaker Boot - Mens 7 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

FREE shipping

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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 10.0 Wide | Black | Textile/Synthetic | Vegan

Skechers Men's Work Relaxed Fit: Flex Advantage - McAllen SR Sneaker | Size 10.0 Wide | 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 11.0 | Black | Textile/Synthetic | Vegan

Skechers Men's Work Relaxed Fit: Flex Advantage - McAllen SR Sneaker | Size 11.0 | 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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Wide Width Men's Warren Chukka Boot by Deer Stags in Wheat Nubuck (Size 10 W)

Wide Width Men's Warren Chukka Boot by Deer Stags in Wheat Nubuck (Size 10 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Warren Chukka Boot by Deer Stags® is a reliable shoe to keep you comfortable during a night out and special occasions. Lace-up... more

$124.99 $86.99

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Wide Width Men's Warren Chukka Boot by Deer Stags in Black (Size 13 W)

Wide Width Men's Warren Chukka Boot by Deer Stags in Black (Size 13 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Warren Chukka Boot by Deer Stags® is a reliable shoe to keep you comfortable during a night out and special occasions. Lace-up... more

$124.99 $86.99

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Wide Width Men's Warren Chukka Boot by Deer Stags in Black (Size 12 W)

Wide Width Men's Warren Chukka Boot by Deer Stags in Black (Size 12 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Warren Chukka Boot by Deer Stags® is a reliable shoe to keep you comfortable during a night out and special occasions. Lace-up... more

$124.99 $86.99

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Men's Warren Chukka Boot by Deer Stags in Black (Size 12 M)

Men's Warren Chukka Boot by Deer Stags in Black (Size 12 M)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Warren Chukka Boot by Deer Stags® is a reliable shoe to keep you comfortable during a night out and special occasions. Lace-up... more

$124.99 $86.99

go to store
Wide Width Men's Warren Chukka Boot by Deer Stags in Wheat Nubuck (Size 13 W)

Wide Width Men's Warren Chukka Boot by Deer Stags in Wheat Nubuck (Size 13 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Warren Chukka Boot by Deer Stags® is a reliable shoe to keep you comfortable during a night out and special occasions. Lace-up... more

$124.99 $86.99

go to store
Wide Width Men's Warren Chukka Boot by Deer Stags in Wheat Nubuck (Size 13 W)

Wide Width Men's Warren Chukka Boot by Deer Stags in Wheat Nubuck (Size 13 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Warren Chukka Boot by Deer Stags® is a reliable shoe to keep you comfortable during a night out and special occasions. Lace-up... more

$124.99 $86.99

go to store
Men's Warren Chukka Boot by Deer Stags in Black (Size 13 M)

Men's Warren Chukka Boot by Deer Stags in Black (Size 13 M)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Warren Chukka Boot by Deer Stags® is a reliable shoe to keep you comfortable during a night out and special occasions. Lace-up... more

$124.99 $86.99

go to store
Wide Width Men's Warren Chukka Boot by Deer Stags in Black (Size 9 W)

Wide Width Men's Warren Chukka Boot by Deer Stags in Black (Size 9 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Warren Chukka Boot by Deer Stags® is a reliable shoe to keep you comfortable during a night out and special occasions. Lace-up... more

$124.99 $86.99

go to store
Wide Width Men's Warren Chukka Boot by Deer Stags in Wheat Nubuck (Size 14 W)

Wide Width Men's Warren Chukka Boot by Deer Stags in Wheat Nubuck (Size 14 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Warren Chukka Boot by Deer Stags® is a reliable shoe to keep you comfortable during a night out and special occasions. Lace-up... more

$124.99 $86.99

go to store
Wide Width Men's Warren Chukka Boot by Deer Stags in Black (Size 14 W)

Wide Width Men's Warren Chukka Boot by Deer Stags in Black (Size 14 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Warren Chukka Boot by Deer Stags® is a reliable shoe to keep you comfortable during a night out and special occasions. Lace-up... more

$124.99 $86.99

go to store
Men's Warren Chukka Boot by Deer Stags in Wheat Nubuck (Size 14 M)

Men's Warren Chukka Boot by Deer Stags in Wheat Nubuck (Size 14 M)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Warren Chukka Boot by Deer Stags® is a reliable shoe to keep you comfortable during a night out and special occasions. Lace-up... more

$124.99 $86.99

go to store
Wide Width Men's Warren Chukka Boot by Deer Stags in Wheat Nubuck (Size 14 W)

Wide Width Men's Warren Chukka Boot by Deer Stags in Wheat Nubuck (Size 14 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Warren Chukka Boot by Deer Stags® is a reliable shoe to keep you comfortable during a night out and special occasions. Lace-up... more

$124.99 $86.99

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Oscar Sneaker Boot

Oscar Sneaker Boot

Men's Eastland Oscar Sneaker Boot - Black - Casual boots Eastland Oscar Men's Sneaker Boot Redesign your sporty look in the modern Eastland Oscar Sneaker Boot. Featuring a leather upper and stitched mock toe, this chukka Boot also has a comforting sock... more

$209.99

FREE shipping

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Jimmy Chukka Boot

Jimmy Chukka Boot

Men's Vance Co. Jimmy Chukka Boot - Black - Casual boots Want to look impressive around the clock? Then choose the Jimmy chukka boot by Vance Co. This lace-up sneaker ensures above-par comfort levels with its Tru Comfort foam insole. EVA sole stays... more

$74.99

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Jimmy Chukka Boot

Jimmy Chukka Boot

Men's Vance Co. Jimmy Chukka Boot - Blue - Casual boots Want to look impressive around the clock? Then choose the Jimmy chukka boot by Vance Co. This lace-up sneaker ensures above-par comfort levels with its Tru Comfort foam insole. EVA sole stays... more

$74.99

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Jimmy Chukka Boot

Jimmy Chukka Boot

Men's Vance Co. Jimmy Chukka Boot - Gray - Casual boots Want to look impressive around the clock? Then choose the Jimmy chukka boot by Vance Co. This lace-up sneaker ensures above-par comfort levels with its Tru Comfort foam insole. EVA sole stays... more

$74.99

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More information about Men's Shoes

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