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L.L. Bean Men's Allagash Handsewn Leather Chukka BootsL.L. Bean Men's Allagash Handsewn Leather Chukka Boots

L.L.BeanL.L. Bean Men's Allagash Handsewn Leather Chukka Boots

Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(33)
Cole Haan Men's ØriginalGrand CitySpectre Leather Chelsea BootsMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Cole HaanMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Internet Exclusive
Pikolinos Men's Vigo Leather Lace Up Zip Ankle BootsMen's Vigo Leather Lace Up Zip Ankle Boots

PikolinosMen's Vigo Leather Lace Up Zip Ankle Boots

Internet Exclusive
Section X Men's Steven Zip Suede Chelsea BootsMen's Steven Zip Suede Chelsea Boots

Section XMen's Steven Zip Suede Chelsea Boots

Sorel Men's Carson Storm Waterproof BootsMen's Carson Storm Waterproof Boots

SorelMen's Carson Storm Waterproof Boots

Internet Exclusive
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)
ALIGN Men's Rivers Weatherproof Oiled Leather Flannel Lined Winter BootsMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

ALIGNMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

Internet Exclusive
Johnston & Murphy Men's Barret Suede Plain Toe BootsMen's Barret Suede Plain Toe Boots

Johnston & MurphyMen's Barret Suede Plain Toe Boots

Extended Sizes
Rated 3.5714 out of 5 starsRated 3.5714 out of 5 starsRated 3.5714 out of 5 starsRated 3.5714 out of 5 starsRated 3.5714 out of 5 stars(7)
Twisted X Men's Cellstretch® Wedge Sole BootsMen's Cellstretch® Wedge Sole Boots

Twisted XMen's Cellstretch® Wedge Sole Boots

Extended Sizes
L.L. Bean Men's Allagash Handsewn Leather Chukka Boots

PLACEHOLDERL.L. Bean Men's Allagash Handsewn Leather Chukka Boots

Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(33)

Marc NolanMen's Commander Leather Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyMen's Upton Leather Chukka Boots

Extended Sizes

PLACEHOLDERL.L. Bean Men's Allagash Handsewn Leather Chukka Boots

Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(33)

Steve MaddenMen's Daviston Lace Up Leather Chukka Boots

Internet Exclusive
Extended Sizes

Marc NolanMen's Aiden Patent Leather Tortoise Print Combat Boots

Internet Exclusive
Extended Sizes

PLACEHOLDERL.L. Bean Men's Allagash Handsewn Leather Chukka Boots

Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(33)

DannerMen's Waterproof Suede Mountain 600 4.5" Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)

AriatMen's Clean Country Suede Chukka Boots

Rated 4.35 out of 5 starsRated 4.35 out of 5 starsRated 4.35 out of 5 starsRated 4.35 out of 5 starsRated 4.35 out of 5 stars(20)

PLACEHOLDERL.L. Bean Men's Allagash Handsewn Leather Chukka Boots

Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(33)

SorelMen's Scout 87' XT Waterproof Insulated Winter Boots

Internet Exclusive
Extended Sizes
Rated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 stars(5)

Dr. MartensMen's Combs Leather 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(33)

Johnston & MurphyMen's Braxton Oiled Leather Chukka Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

TimberlandMen's Redwood Falls Waterproof Boots

Internet Exclusive
Rated 4.6186 out of 5 starsRated 4.6186 out of 5 starsRated 4.6186 out of 5 starsRated 4.6186 out of 5 starsRated 4.6186 out of 5 stars(97)

AriatMen's Heritage Roper Western Boots

Extended Sizes
Rated 4.4523 out of 5 starsRated 4.4523 out of 5 starsRated 4.4523 out of 5 starsRated 4.4523 out of 5 starsRated 4.4523 out of 5 stars(283)

BornMen's Ryker Leather Boots

Rated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 stars(2)

Twisted XMen's Pull-On Moc Toe Leather Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(6)

Twisted XMen's Driving Moccasin Chukka Boots

Internet Exclusive
Extended Sizes

Twisted XMen's Chelsea Driving Moc Boots

Twisted XMen's Driving Leather Moc Toe Chukka Boots

Internet Exclusive
Extended Sizes

SorelMen's Buxton Lite Lace Plus Waterproof Boots

Extended Sizes
Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(7)

SorelMen's Cyprus Waterproof Leather Boots

Internet Exclusive
Extended Sizes

Polo Ralph LaurenMen's Ranger Leather Buckle Boots

Extended Sizes
Rated 4.7875 out of 5 starsRated 4.7875 out of 5 starsRated 4.7875 out of 5 starsRated 4.7875 out of 5 starsRated 4.7875 out of 5 stars(80)

Twisted XMen's ECO Moc-Toe Lace Up Boot

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)

BornMen's Harrison Leather Chukka Boots

Extended Sizes
Rated 4.697 out of 5 starsRated 4.697 out of 5 starsRated 4.697 out of 5 starsRated 4.697 out of 5 starsRated 4.697 out of 5 stars(33)

ALIGNMen's Rivers Weatherproof Tumbled Leather Boots

Johnston & MurphyMen's Calder 175th Anniversary Leather Chelsea Boots

Rated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 stars(1)

Marc NolanMen's Aiden Pebble Leather and Suede Combat Boots

Extended Sizes

Dr. MartensMen's 2976 Leather Family Matching Chelsea Boots

Rated 4.9 out of 5 starsRated 4.9 out of 5 starsRated 4.9 out of 5 starsRated 4.9 out of 5 starsRated 4.9 out of 5 stars(10)

BornMen's Erik Leather Boots

Extended Sizes

Polo Ralph LaurenMen's Ranger Suede and Plaid Wool Boots

Internet Exclusive
Extended Sizes
Rated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 stars(2)

Dr. MartensMen's Hardie Chelsea Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(6)

Steve MaddenMen's Brompton Suede Chelsea Boots

SkechersMen's Slip-ins Relaxed Fit: Respected 2.0 - Hagler Boots

Extended Sizes

ALIGNMen's Ryder Weatherproof Leather Boots

MerrellMen's Moab 3 Mid Waterproof Hiking Boots

Extended Sizes
Rated 4.3539 out of 5 starsRated 4.3539 out of 5 starsRated 4.3539 out of 5 starsRated 4.3539 out of 5 starsRated 4.3539 out of 5 stars(421)

AriatMen's Wexford Waterproof Chelsea Boots

Rated 4.541 out of 5 starsRated 4.541 out of 5 starsRated 4.541 out of 5 starsRated 4.541 out of 5 starsRated 4.541 out of 5 stars(244)

Twisted XMen's Driving Woven Leather Moccasin Chukka Boots

Extended Sizes
Rated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 stars(2)

AriatMen's Barrett Boots

Internet Exclusive
Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(4)

Flag LTD.Men's Ayden Moc Toe Waterproof Leather Lace Up Chukka Boots

Dillard's Exclusive

COACHMen's Dalton Leather Chelsea Boots

Internet Exclusive

TimberlandMen's Redwood Falls Waterproof Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.3051 out of 5 starsRated 4.3051 out of 5 starsRated 4.3051 out of 5 starsRated 4.3051 out of 5 starsRated 4.3051 out of 5 stars(59)

TimberlandMen's Newmarket Chukka Leather Boots

Extended Sizes
Rated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 stars(15)

Marc NolanMen's Dante Cow Print Boots

Extended Sizes

To Boot New YorkMen's Largo Chelsea Boots

Internet Exclusive

Marc NolanMen's Belmont Cow Print Wingtip Brogue Detail Combat Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

Johnston & MurphyCollection Men's Hartford Leather Chelsea Dress Boots

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)

Dan PostMen's Ka Western Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)

Polo Ralph LaurenMen's Ranger Suede Patch Detail Boots

Internet Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

FryeTyler Flex Leather Chelsea Boots

Internet Exclusive
Rated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 stars(3)

Johnston & MurphyMen's XC+Durham Waterproof Suede Chelsea Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(3)

FryeMen's Paul Leather Zip Boots

Internet Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

Dune LondonMen's Matchin Leather Chelsea Boots

Internet Exclusive

SorelMen's Madson II Moc Toe Waterproof Boots

Internet Exclusive
Rated 4.6154 out of 5 starsRated 4.6154 out of 5 starsRated 4.6154 out of 5 starsRated 4.6154 out of 5 starsRated 4.6154 out of 5 stars(13)

AriatMen's Barrett Leather Boots

Extended Sizes
Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(4)

Dan PostMen's Kingsly 11" Caiman Square Toe Western Boots

Internet Exclusive
Extended Sizes

TimberlandMen's Redwood Edge Leather Lace Up Boots

Extended Sizes

Marc NolanMen's Belmont Appaloosa Cow Print Brogue Wingtip Combat Boots

Extended Sizes

Cole HaanMen's Chamberlin Water Resistant Nubuck Cap Toe Boots

Internet Exclusive

Johnston & MurphyMen's Calder Suede Chelsea Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

Bruno MagliMen's Raging Leather Boots

Internet Exclusive

COACHMen's Lug Sole Leather Boots

Internet Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

Donald PlinerMen's Ashford Leather Chelsea Boots

Internet Exclusive
Extended Sizes

Twisted XMen's Chukka Driving Moccasins

Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

ALDOMen's Collen Suede Chelsea Boots

Internet Exclusive
Extended Sizes

BornMen's Nigel Suede Lace-Up Boots

Internet Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

BirkenstockMen's Stalon Nubuck Chelsea Boots

Only size 12, 13 available

AriatMen's Plano Western Boots

Internet Exclusive
Rated 3.9412 out of 5 starsRated 3.9412 out of 5 starsRated 3.9412 out of 5 starsRated 3.9412 out of 5 starsRated 3.9412 out of 5 stars(17)

Dan PostMen's Brutus 11" Python Snake Square Toe Western Boots

Internet Exclusive

TaftMen's Rome Leather Cap Toe Boots

Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

FryeMen's Paul Leather Cap Toe Lace Up Boots

Cole HaanMen's Muir Leather Moc Toe Boots

Internet Exclusive

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

TaftMen's Jack Wool Cap Toe Boots

Internet Exclusive
Rated 4.8685 out of 5 starsRated 4.8685 out of 5 starsRated 4.8685 out of 5 starsRated 4.8685 out of 5 starsRated 4.8685 out of 5 stars(1194)

Dan PostMen's Murray 11" Bison Leather Square Toe Western Boots

Internet Exclusive

Bed StuMen's Protege Distressed Leather Back Zip Combat Boots

Internet Exclusive
Extended Sizes

L.L.BeanMen's Eco Bay Nubuck Chukka Boots

AriatMen's Lookout Leather Chukka Boots

Only size 11 available
Rated 4.1493 out of 5 starsRated 4.1493 out of 5 starsRated 4.1493 out of 5 starsRated 4.1493 out of 5 starsRated 4.1493 out of 5 stars(67)

Bed StuMen's Lincoln Lace Up Leather Boots

Dan PostMen's Abram Western Boots

Extended Sizes

FryeMen's Astor Leather Chukka Boots

Internet Exclusive
Rated 4.2308 out of 5 starsRated 4.2308 out of 5 starsRated 4.2308 out of 5 starsRated 4.2308 out of 5 starsRated 4.2308 out of 5 stars(13)

ALDOMen's Walton Leather Lace Up Booties

Internet Exclusive
Extended Sizes

ALDOMen's Zeddy Suede Chelsea Boots

Internet Exclusive
Extended Sizes

Dune LondonMen's Matias Leather Ankle Boots

Internet Exclusive

Johnston & MurphyCollection Men's Hartford Waxed Suede Chelsea Boots

ALIGNMen's Rangley Suede Chelsea Boots

Internet Exclusive

Kurt Geiger LondonMen's Chiltern Leather Boots

COACHMen's Connor Signature Logo Coated Canvas and Leather Lace Up Boots

Internet Exclusive

ALDOMen's Farrell Leather Lace Up Boots

Internet Exclusive
Extended Sizes

Bed StuMen's Illiad Leather Chukka Boots

Dune LondonMen's Call Leather Cap Toe Zip Buckle Hardware Boots

Internet Exclusive
Dune London Men's Smoky Leather Casual Ankle BootsMen's Smoky Leather Casual Ankle Boots

Dune LondonMen's Smoky Leather Casual Ankle Boots

Internet Exclusive
  • 232 Items
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