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  • 164 Items
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Cole Haan Men's Chamberlin Chukka BootsMen's Chamberlin Chukka Boots

Cole HaanMen's Chamberlin Chukka Boots

Internet Exclusive
Dr. Martens Men's 2976 Chelsea BootsMen's 2976 Chelsea Boots

Dr. MartensMen's 2976 Chelsea Boots

Internet Exclusive
Extended Sizes
Rated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 stars(10)
Dr. Martens Men's Lowell Chukka BootsMen's Lowell Chukka Boots

Dr. MartensMen's Lowell Chukka Boots

Internet Exclusive
Bed Stu Men's Lincoln Lace Up Leather BootsMen's Lincoln Lace Up Leather Boots

Bed StuMen's Lincoln Lace Up Leather Boots

Internet Exclusive
Johnston & Murphy Men's Clint Suede Slip On Chelsea BootMen's Clint Suede Slip On Chelsea Boot

Johnston & MurphyMen's Clint Suede Slip On Chelsea Boot

Internet Exclusive
Johnston & Murphy Men's Calder Suede Chelsea BootsMen's Calder Suede Chelsea Boots

Johnston & MurphyMen's Calder Suede Chelsea 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)
ALIGN Men's Rangley Leather Chelsea BootsMen's Rangley Leather Chelsea Boots

ALIGNMen's Rangley Leather Chelsea Boots

Internet Exclusive
Johnston & Murphy Men's Clint Leather Chelsea BootMen's Clint Leather Chelsea Boot

Johnston & MurphyMen's Clint Leather Chelsea Boot

Internet Exclusive
Men's Chamberlin Chukka Boots

PLACEHOLDERMen's Chamberlin Chukka Boots

Internet Exclusive

ALIGNMen's Ryder Weatherproof Leather Boots

Internet Exclusive

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Internet Exclusive

PLACEHOLDERMen's Chamberlin Chukka 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)

Johnston & MurphyCollection Men's Hartford Suede Plain Toe 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)

PLACEHOLDERMen's Chamberlin Chukka Boots

Internet Exclusive

BlundstoneMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

BornMen's Henry Chukka Boots

Internet Exclusive

PLACEHOLDERMen's Chamberlin Chukka Boots

Internet Exclusive

FryeMen's Austin Inside Zip Western Boots

Internet Exclusive

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)

Flag LTD.Men's Marsen Cap Toe Leather Lace-Up Hiker Boots

Dillard's Exclusive
Only size 9.5, 10 available
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(17)

ALIGNMen's Rangley Suede Chelsea Boots

Internet Exclusive

FryeMen's Hudson Leather Wedge Work 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)

FryeMen's Paul Leather Cap Toe Lace Up Boots

Internet Exclusive
Rated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 stars(4)

DannerMen's Bull Run Leather 6" Chelsea Boots

Extended Sizes

AriatMen's Wexford Waterproof Chelsea Boots

Rated 4.5483 out of 5 starsRated 4.5483 out of 5 starsRated 4.5483 out of 5 starsRated 4.5483 out of 5 starsRated 4.5483 out of 5 stars(290)

FryeMen's Campus Leather Roper 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 Connor Leather Chelsea Boots

Rated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 stars(4)

Dune LondonMen's Smoky Leather Casual Ankle 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)

Tony LamaMen's Houston Leather Western Chelsea Boots

Internet Exclusive

Dune LondonMen's Saltwood Leather Cap Toe Chelsea Boots

Internet Exclusive

SorelMen's Buxton Lite Lace Plus Waterproof Boots

Internet Exclusive
Extended Sizes
Rated 4.125 out of 5 starsRated 4.125 out of 5 starsRated 4.125 out of 5 starsRated 4.125 out of 5 starsRated 4.125 out of 5 stars(8)

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

Internet Exclusive

ALIGNMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

Internet Exclusive

AriatMen's Easton Leather R Toe Western Boots

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)

Johnston & MurphyCollection Men's Flynch Suede Chelsea Boots

Internet Exclusive
Extended Sizes

AriatMen's Hustler Leather Narrow Cutter Toe Cowboy Boots

Internet Exclusive
Rated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 stars(50)

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)

ALIGNMen's Ryder Weatherproof Suede 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(1)

AriatMen's Brush Creek Leather Wide Square Toe Cowboy Boots

Internet Exclusive
Rated 4.65 out of 5 starsRated 4.65 out of 5 starsRated 4.65 out of 5 starsRated 4.65 out of 5 starsRated 4.65 out of 5 stars(20)

MerrellMen's Speed Strike 2 Leather Mid Waterproof Boots

Rated 4.2813 out of 5 starsRated 4.2813 out of 5 starsRated 4.2813 out of 5 starsRated 4.2813 out of 5 starsRated 4.2813 out of 5 stars(32)

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

Twisted XMen's Chelsea Driving Moc Boots

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)

UGGMen's Classic Suede Family Matching Mini Booties

Extended Sizes
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(8)

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

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(3)

Dr. MartensMen's 1460 Classic Leather Family Matching Combat Boots

Extended Sizes
Rated 4.8696 out of 5 starsRated 4.8696 out of 5 starsRated 4.8696 out of 5 starsRated 4.8696 out of 5 starsRated 4.8696 out of 5 stars(23)

UGGMen's Neumel Classic Fur Lined Suede Lace Up Chukka Boots

Extended Sizes
Rated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 stars(355)

BornMen's Harrison Leather Chukka Boots

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 & MurphyMens Ripley Suede Chukka Boot

Internet Exclusive

Twisted XMen's ECO Moc-Toe Lace Up Boot

Only size 8, 10.5 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(2)

Steve MaddenMen's Meeker Leather Chukka Boots

Only size 9 available

Johnston & MurphyMen's Upton 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(1)

TimberlandMen's Redwood Edge Leather Lace Up 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(1)

Marc NolanMen's Aiden Pebble Leather and Suede Combat Boots

Limited Time Offer
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(3)

Cole HaanMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

BornMen's Reed Leather Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 10.5 available

Marc NolanMen's Dax Cow Print Pony Hair Chelsea Boots

Limited Time Offer
Orig.
Now
Internet Exclusive
Extended Sizes

Steve MaddenMen's Walvia Nubuck Lug Sole Work Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes

Flag LTD.Men's Garrett Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive

SorelMen's Slabtown 62' Stoic Suede Chukka Boots

Permanently Reduced
Orig.
Now
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)

BornMen's Ethan Distressed Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes

SorelMen's Slabtown 62 Six Waterproof Boots

Permanently Reduced
Orig.
Now
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)

SorelMen's Cyprus Waterproof Leather 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)

SorelMen's Slabtown 62 Moc Waterproof Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 7 available
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)

SorelMen's Madson II Waterproof Leather Chukka Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 7, 7.5 available
Rated 4.375 out of 5 starsRated 4.375 out of 5 starsRated 4.375 out of 5 starsRated 4.375 out of 5 starsRated 4.375 out of 5 stars(88)

FryeMen's Hudson Suede Chelsea Work Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 10, 11.5 available
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)

Cole HaanMen's American Classics Plain Toe Waterproof Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 7, 7.5 available

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

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 9.5, 10 available
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)
Flag LTD. Men's Ayden Moc Toe Waterproof Leather Lace Up Chukka BootsMen's Ayden Moc Toe Waterproof Leather Lace Up Chukka Boots

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

Permanently Reduced
Orig.
Now
Dillard's Exclusive
Only size 8 available
  • 164 Items
  • First
  • Previous Page
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