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Men's Paul Leather Chukka Boots Men's Paul Leather Chukka Boots

Frye Men's Paul Leather Chukka Boots

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Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)
Collection Men's Arrister Leather Chelsea Boots Collection Men's Arrister Leather Chelsea Boots

Johnston & Murphy Collection Men's Arrister Leather Chelsea Boots

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Men's Axel Deerskin Men's Axel Deerskin Leather Lace-Up Dress Boots Men's Axel Deerskin Men's Axel Deerskin Leather Lace-Up Dress Boots

Belvedere Men's Axel Deerskin Men's Axel Deerskin Leather Lace-Up Dress Boots

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Men's Paul Leather Chukka Boots Men's Paul Leather Chukka Boots

Frye Men's Paul Leather Chukka Boots

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Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)
Mens XC+ Durham Embossed Leather Brogue Detail Wingtip Shearling Waterproof Boots Mens XC+ Durham Embossed Leather Brogue Detail Wingtip Shearling Waterproof Boots

Johnston & Murphy Mens XC+ Durham Embossed Leather Brogue Detail Wingtip Shearling Waterproof Boots

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Collection Mens Hartford Chelsea Boots Collection Mens Hartford Chelsea Boots

Johnston & Murphy Collection Mens Hartford Chelsea Boots

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Flag Ltd. Men's Marcus Leather Chelsea BootFlag Ltd. Men's Marcus Leather Chelsea Boot

Flag LTD.Flag Ltd. Men's Marcus Leather Chelsea Boot

Dillard's Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)
Men's Aiden Croco Embossed Leather Boots Men's Aiden Croco Embossed Leather Boots

Marc Nolan Men's Aiden Croco Embossed Leather Boots

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Men's Paul Leather Chukka Boots

PLACEHOLDER Men's Paul Leather Chukka Boots

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Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

Cole Haan Men's Grand Neoclassic FlexCraft Chukka Boots

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Sam Edelman Men's Taylor Suede Lace Up Wing Tip Boots

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PLACEHOLDER Men's Paul Leather Chukka Boots

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Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

Ariat Men's Booker Leather Chelsea Boots

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Rated 4.803 out of 5 starsRated 4.803 out of 5 starsRated 4.803 out of 5 starsRated 4.803 out of 5 starsRated 4.803 out of 5 stars(853)

Marc Nolan Men's Aiden Patent Leather Combat Boots

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PLACEHOLDER Men's Paul Leather Chukka Boots

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Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

Cole Haan Men's Chamberlin Water Resistant Nubuck EVA Chelsea Boots

Cole Haan Men's Chamberlin Chukka Boots

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PLACEHOLDER Men's Paul Leather Chukka Boots

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Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

Steve Madden Men's Highline Leather Chelsea Boots

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Steve Madden Men's Devera Leather Chelsea Boots

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Sam Edelman Men's Elliott Suede Lace Up Boots

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Flag LTD. Men's Monroe Leather Side Zip Dress Boots

Dillard's Exclusive
Rated 4.8596 out of 5 starsRated 4.8596 out of 5 starsRated 4.8596 out of 5 starsRated 4.8596 out of 5 starsRated 4.8596 out of 5 stars(57)

Frye Men's Campus Inside Zip Boots

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Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Marc Nolan Men's Belmont Leather and Denim Brogue Detail Wingtip Combat Boots

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Johnston & Murphy Mens XC+ Durham Wingtip Waterproof Boots

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Section X Men's Steven Leather Zip Chelsea Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(3)

Cole Haan Men's Chamberlin Grand Water Resistant Chukka Boots

Marc Nolan Men's Dax Croco Embossed Leather Chelsea Boots

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Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(5)

Johnston & Murphy Mens Calder Suede Chukka Boot

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Rated 4.4286 out of 5 starsRated 4.4286 out of 5 starsRated 4.4286 out of 5 starsRated 4.4286 out of 5 starsRated 4.4286 out of 5 stars(7)

Johnston & Murphy Mens XC Flex Daylen Chelsea Boots

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Sam Edelman Men's Elliott Leather Lace-Up Boots

Josef Seibel Men's Earl 04 Leather Lace Up Chukka Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(6)

Cole Haan Men's Chamberlin Water Resistant Leather EVA Chelsea Boots

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Tecovas Men's The Cartwright Cowhide Leather Cowboy Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Johnston & Murphy Men's Calder Leather Chukka Lace Up Boots

Rated 4.2857 out of 5 starsRated 4.2857 out of 5 starsRated 4.2857 out of 5 starsRated 4.2857 out of 5 starsRated 4.2857 out of 5 stars(63)

Tecovas Men's The Earl Cowhide Leather Roper Boots

Rated 1 out of 5 starsRated 1 out of 5 starsRated 1 out of 5 starsRated 1 out of 5 starsRated 1 out of 5 stars(1)

Johnston & Murphy Collection Men's Hartford Leather Chelsea Dress Boots

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Rated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 stars(3)

Tecovas Men's The Dean Cowhide Leather Zip Cowboy Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Blundstone Men's Water-Resistant Leather Chelsea Boots

Johnston & Murphy Men's Reeve Leather Chelsea Dress Boots

Johnston & Murphy Mens XC Flex Daylen Cap Toe Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Johnston & Murphy Men's Britton Tri-Color Wingtip Boots

Flag LTD. Men's Garrett Plain Toe Leather Boots

Dillard's Exclusive

Dune London Men's Smoky Leather Casual Ankle Boots

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Johnston & Murphy Mens XC Flex® Cade Leather Wingtip Boots

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Tecovas Men's The Wayne Boots

ALIGN Men's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

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Pikolinos Men's York Leather Lace Up Boots

Johnston & Murphy Men's Conlin Leather Side Zip Boots

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Johnston & Murphy Men's XC Flex Daylen Chelsea Boots

Sam Edelman Men's Cameron Suede Cozy Chukka Boots

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Johnston & Murphy Men's Clint Leather Chukka Boots

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Sperry Men's Drake 1-Eye Waterproof Boots

ALIGN Men's Rangley Leather Chelsea Boots

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Sam Edelman Men's Cameron Leather Cozy Chukka Boots

Twisted X Men's Slip-On Chukka Leather Driving Moccasin Boots

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Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

Justin Boots Men's Crazy Buck Leather Western Chelsea Booties

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Steve Madden Men's Ebner Leather Cap Toe Boots

Born Men's Henry Chukka Boots

Johnston & Murphy Men's XC Flex Cade Plain Toe Lug Boots

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Sam Edelman Men's Cameron Suede Chukka Boots

Internet Exclusive

Sam Edelman Men's Cameron Suede Chukka Boots

Johnston & Murphy Men's Britton Leather Boots

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Johnston & Murphy Men's XC+ Durham Cap Toe Waterproof Boots

Frye Men's Paul Inside Zip Boots

Internet Exclusive

Danner Men's Bull Run Leather 6" Chelsea Boots

Steve Madden Men's Meeker Leather Chukka Boots

Internet Exclusive

Tony Lama Men's Houston Leather Western Chelsea Boots

Internet Exclusive

Steve Madden Men's Brompton Leather Chelsea Boots

Dr. Martens Men's Lowell Chukka Boots

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Cole Haan Men's Chamberlin Water Resistant Nubuck Chelsea Boots

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Twisted X Men's 4" Woven Leather Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

Frye Men's Paul Waxed Suede Chukka Boots

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Bed Stu Men's Illiad Leather Chukka Boots

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Johnston & Murphy Collection Men's Hartford Leather Plain Toe Boots

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Rated 4.75 out of 5 starsRated 4.75 out of 5 starsRated 4.75 out of 5 starsRated 4.75 out of 5 starsRated 4.75 out of 5 stars(4)

Johnston & Murphy Men's XC+Durham Waterproof Leather Chelsea Boots

Rated 4.8571 out of 5 starsRated 4.8571 out of 5 starsRated 4.8571 out of 5 starsRated 4.8571 out of 5 starsRated 4.8571 out of 5 stars(7)

Timberland Men's Field Leather Boots

Rated 4.3092 out of 5 starsRated 4.3092 out of 5 starsRated 4.3092 out of 5 starsRated 4.3092 out of 5 starsRated 4.3092 out of 5 stars(152)

Twisted X Men's Chukka Hiker Waterproof Boots

Rated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 stars(2)

Frye Men's Connor Leather Chelsea Boots

Rated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 stars(5)

Polo Ralph Lauren Men's Bryson Leather and Wool Cap Toe Boots

Internet Exclusive
Rated 4.0476 out of 5 starsRated 4.0476 out of 5 starsRated 4.0476 out of 5 starsRated 4.0476 out of 5 starsRated 4.0476 out of 5 stars(21)

Bed Stu Men's Lincoln Lace Up Leather Boots

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Frye Men's Austin Leather Western Boots

Internet Exclusive
Rated 2.75 out of 5 starsRated 2.75 out of 5 starsRated 2.75 out of 5 starsRated 2.75 out of 5 starsRated 2.75 out of 5 stars(8)

To Boot New York Men's Largo Chelsea Boots

Ariat Men's Sport Wide Square Toe Four-Row Stitch Western Boots

Rated 4.7624 out of 5 starsRated 4.7624 out of 5 starsRated 4.7624 out of 5 starsRated 4.7624 out of 5 starsRated 4.7624 out of 5 stars(463)

Marc Nolan Men's Dax Leather Western Chelsea Boots

Rated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 stars(3)

Marc Nolan Men's Dax Patent Leather Chelsea Boots

Internet Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(5)

Birkenstock Men's Uppsala Mid Suede Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)
See all 7 colors >

Dingo Men's Night Shift Suede Western Zip Ankle Boots

Internet Exclusive

Born Men's Hemlock Leather Chelsea Boots

Rated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 stars(43)

Dr. Martens Men's 1460 Crazy Horse Leather Lace-Up Boots

Rated 4.8182 out of 5 starsRated 4.8182 out of 5 starsRated 4.8182 out of 5 starsRated 4.8182 out of 5 starsRated 4.8182 out of 5 stars(44)

Ariat Men's Booker Ultra Western Boots

Rated 4.8035 out of 5 starsRated 4.8035 out of 5 starsRated 4.8035 out of 5 starsRated 4.8035 out of 5 starsRated 4.8035 out of 5 stars(855)

Steve Madden Men's Montreux Leather Chelsea Boots

Internet Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Born Men's Harrison Leather Chukka Boots

Rated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 stars(34)

Ariat Men's Booker Ultra Western Leather Boots

Rated 4.809 out of 5 starsRated 4.809 out of 5 starsRated 4.809 out of 5 starsRated 4.809 out of 5 starsRated 4.809 out of 5 stars(974)

Section X Men's Steven Zip Oiled Leather Chelsea Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(3)

Dr. Martens Men's 2976 Chelsea Boots

Rated 4.5208 out of 5 starsRated 4.5208 out of 5 starsRated 4.5208 out of 5 starsRated 4.5208 out of 5 starsRated 4.5208 out of 5 stars(48)

Johnston & Murphy Men's XC+ Durham Waterproof Leather Cap Toe Boots

Rated 4.875 out of 5 starsRated 4.875 out of 5 starsRated 4.875 out of 5 starsRated 4.875 out of 5 starsRated 4.875 out of 5 stars(8)

Johnston & Murphy Men's Calder Leather Chelsea Boots

Rated 3.68 out of 5 starsRated 3.68 out of 5 starsRated 3.68 out of 5 starsRated 3.68 out of 5 starsRated 3.68 out of 5 stars(25)

Twisted X Men's Waterproof Driving Moccasins Chukka Boots

Rated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 stars(3)
Men's Albie Suede Chukka Boots Men's Albie Suede Chukka Boots

Steve Madden Men's Albie Suede Chukka Boots

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