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  • 170 Items
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Twisted X Men's Driving Woven Leather Moccasin Chukka BootsMen's Driving Woven Leather Moccasin Chukka Boots

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)
Marc Nolan Men's Dax Cow Print Pony Hair Chelsea BootsMen's Dax Cow Print Pony Hair Chelsea Boots

Marc NolanMen's Dax Cow Print Pony Hair Chelsea Boots

Internet Exclusive
Extended Sizes
ALDO Men's Walton Leather Lace Up BootiesMen's Walton Leather Lace Up Booties

ALDOMen's Walton Leather Lace Up Booties

Internet Exclusive
Extended Sizes
Dr. Martens Men's Hardie Chelsea BootsMen's Hardie Chelsea Boots

Dr. MartensMen's Hardie Chelsea Boots

Internet Exclusive
Extended Sizes
Only size 14 available
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(10)
Dan Post Men's Makara 13#double; Caiman Round Toe Western BootsMen's Makara 13#double; Caiman Round Toe Western Boots

Dan PostMen's Makara 13" Caiman Round Toe Western Boots

Internet Exclusive
Frye Men's Astor Leather Chukka BootsMen's Astor Leather Chukka Boots

FryeMen's Astor Leather Chukka Boots

Save on Select Items
Orig.
Now
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)
Bed Stu Men's Illiad Leather Chukka BootsMen's Illiad Leather Chukka Boots

Bed StuMen's Illiad Leather Chukka Boots

ALIGN Men's Ryder Weatherproof Leather BootsMen's Ryder Weatherproof Leather Boots

ALIGNMen's Ryder Weatherproof Leather Boots

Internet Exclusive
Men's Driving Woven Leather Moccasin Chukka Boots

PLACEHOLDERMen'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)

Justin BootsMen's Jeb 10" Western Roper Leather Boots

Extended Sizes

AriatMen's Bomber Rambler Recon Western Boots

Internet Exclusive
Rated 4.5093 out of 5 starsRated 4.5093 out of 5 starsRated 4.5093 out of 5 starsRated 4.5093 out of 5 starsRated 4.5093 out of 5 stars(161)

PLACEHOLDERMen'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)

SorelMen's Slabtown 62 Six Waterproof Boots

Internet Exclusive
Extended Sizes
Rated 4.6571 out of 5 starsRated 4.6571 out of 5 starsRated 4.6571 out of 5 starsRated 4.6571 out of 5 starsRated 4.6571 out of 5 stars(35)

ALIGNMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

Internet Exclusive

PLACEHOLDERMen'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)

Dan PostMen's Wade 13" Leather Square Toe Western Boots

Internet Exclusive

AriatMen's Sport Rambler Western Boots

Extended Sizes
Rated 4.8072 out of 5 starsRated 4.8072 out of 5 starsRated 4.8072 out of 5 starsRated 4.8072 out of 5 starsRated 4.8072 out of 5 stars(83)

PLACEHOLDERMen'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)

FryeMen's Leather 12R O-Ring Harness Hardware Square Toe Boots

Rated 4.4756 out of 5 starsRated 4.4756 out of 5 starsRated 4.4756 out of 5 starsRated 4.4756 out of 5 starsRated 4.4756 out of 5 stars(82)

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

Internet Exclusive

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Internet Exclusive

Twisted XMen's 4" Woven 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(2)

BlundstoneMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

AriatMen's Heritage Roper Western Boots

Internet Exclusive
Extended Sizes
Rated 4.4715 out of 5 starsRated 4.4715 out of 5 starsRated 4.4715 out of 5 starsRated 4.4715 out of 5 starsRated 4.4715 out of 5 stars(316)

AriatMen's Hustler Leather Narrow Cutter Toe Cowboy Boots

Internet Exclusive
Rated 4.8788 out of 5 starsRated 4.8788 out of 5 starsRated 4.8788 out of 5 starsRated 4.8788 out of 5 starsRated 4.8788 out of 5 stars(33)

Josef SeibelMen's Erroll 52 Chukka Boots

Twisted XMen's Chelsea Driving Moc Boots

FryeMen'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)

TaftMen's Jack Wool Calfskin Cap Toe Braided Welt Detail 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(7)

AriatMen's Plano Square Toe Western 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(18)

AriatMen's Easton Leather R Toe Western Boots

Rated 4.7143 out of 5 starsRated 4.7143 out of 5 starsRated 4.7143 out of 5 starsRated 4.7143 out of 5 starsRated 4.7143 out of 5 stars(7)

MerrellMen's Speed Strike 2 Leather Mid Waterproof Boots

Rated 4.2963 out of 5 starsRated 4.2963 out of 5 starsRated 4.2963 out of 5 starsRated 4.2963 out of 5 starsRated 4.2963 out of 5 stars(27)

Twisted XMen's Slip-On Chukka Leather Driving Moccasin 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(2)

Dan PostMen's Cottonwood 13" Leather Round Toe Western Boots

Internet Exclusive

Twisted XMen's Driving Moccasin Chukka Boots

Internet Exclusive
Extended Sizes

AriatMen's Maverick Western Five Row Stitch Boots

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(8)

AriatMen's Plano Western 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(18)

Twisted XMen's Cellstretch® Wedge Sole 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)

ALIGNMen's Rangley Leather Chelsea Boots

Internet Exclusive

Dan PostMen's Blayde 11" Waterproof Leather Steel Toe Work Boots

Internet Exclusive
Extended Sizes

Dan PostMen's Blayde 11" Waterproof Leather Square Toe Work Boots

Internet Exclusive
Extended Sizes

SorelMen's Cyprus Waterproof 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(2)

Dan PostMen's Triton 13" Leather Snip Toe Western Boots

Internet Exclusive

Dune LondonMen's Saltwood Leather Cap Toe Chelsea Boots

Internet Exclusive

Dune LondonMen's Matias Leather Ankle Boots

Internet Exclusive

Justin BootsMen's Jackpot 11" Pull On Western Boots

Internet Exclusive

Dan PostMen's Journeyman 11" Waterproof Leather Round Toe Work Boots

Internet Exclusive
Extended Sizes

Dan PostMen's Abram Western Boots

Internet Exclusive
Extended Sizes

AriatMen's Stoney Creek Distressed Leather Western 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)

Dan PostMen's Journeyman 11" Waterproof Leather Round Composite Toe Work Boots

Internet Exclusive
Extended Sizes

Dan PostMen's Milwaukee 13" Leather Round Toe Western Boots

Extended Sizes

AriatMen's Captivate Wide Square Toe Cowboy Boots

Rated 4.625 out of 5 starsRated 4.625 out of 5 starsRated 4.625 out of 5 starsRated 4.625 out of 5 starsRated 4.625 out of 5 stars(8)

Dune LondonMen's Smoky Leather Casual Ankle Boots

Dan PostMen's Winslow 11" Leather Western Boots

Internet Exclusive
Extended Sizes

Dan PostMen's Bayou 13" Caiman Square Toe Western Boots

Internet Exclusive

FryeMen's Austin Inside Zip Western Boots

Internet Exclusive

AriatMen's Brush Creek Leather Wide Square Toe Cowboy Boots

Internet Exclusive
Rated 4.5882 out of 5 starsRated 4.5882 out of 5 starsRated 4.5882 out of 5 starsRated 4.5882 out of 5 starsRated 4.5882 out of 5 stars(17)

FryeMen's Barrett Leather 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)

Twisted XMen's Driving Woven Moccasin Chukka Boots

Only size 9, 12 available
Rated 4.7778 out of 5 starsRated 4.7778 out of 5 starsRated 4.7778 out of 5 starsRated 4.7778 out of 5 starsRated 4.7778 out of 5 stars(9)

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 Moc Toe Leather Lace Up 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(3)

BornMen's Harrison Leather Chukka Boots

Internet Exclusive
Extended Sizes
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)

Johnston & MurphyMen's Upton Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Johnston & MurphyMen's Upton Leather Chelsea Boots

Permanently Reduced
Orig.
Now
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(8)

Kurt Geiger LondonMen's Chiltern Leather Boots

Permanently Reduced
Orig.
Now

BornMen's Reed Leather Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Johnston & MurphyMen's XC Flex Raleigh Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 8, 14 available
Rated 4.6842 out of 5 starsRated 4.6842 out of 5 starsRated 4.6842 out of 5 starsRated 4.6842 out of 5 starsRated 4.6842 out of 5 stars(57)

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

Permanently Reduced
Orig.
Now
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(11)

Johnston & MurphyMen's Braxton Oiled Leather Chukka Boots

Permanently Reduced
Orig.
Now
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)

COACHMen's Lug Sole Leather Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 7.5 available
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(5)

BirkenstockMen's Highwood Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Only size 9 available

Cole HaanMen's Muir Leather Moc Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

Steve MaddenMen's Salvatore Leather Lug Sole Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 8 available
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(5)

Steve MaddenMen's Aben Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 10, 10.5 available

SorelMen's Slabtown 62 Moc Waterproof Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Rated 4.4211 out of 5 starsRated 4.4211 out of 5 starsRated 4.4211 out of 5 starsRated 4.4211 out of 5 starsRated 4.4211 out of 5 stars(38)

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

Permanently Reduced
Orig.
Now
Dillard's Exclusive

Flag LTD.Men's Garrett Leather Plain Toe Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive
Only size 9.5 available
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)
Johnston & Murphy Men's XC+Parker Waterproof Leather Chukka BootsMen's XC+Parker Waterproof Leather Chukka Boots

Johnston & MurphyMen's XC+Parker Waterproof Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.4615 out of 5 starsRated 4.4615 out of 5 starsRated 4.4615 out of 5 starsRated 4.4615 out of 5 starsRated 4.4615 out of 5 stars(13)
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