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  • 333 Items
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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 4.7143 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)
Johnston & Murphy Men's Upton Leather Chukka BootsMen's Upton Leather Chukka Boots

Johnston & MurphyMen's Upton Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Ariat Men's Barrett Leather BootsMen's Barrett Leather Boots

AriatMen's Barrett Leather 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(4)
Steve Madden Men's Tabriz Lace Up Leather Chukka BootsMen's Tabriz Lace Up Leather Chukka Boots

Steve MaddenMen's Tabriz Lace Up Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Steve Madden Men's Duke Leather Chelsea BootsMen's Duke Leather Chelsea Boots

Steve MaddenMen's Duke Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Cole Haan Men's Muir Leather Moc Toe BootsMen's Muir Leather Moc Toe Boots

Cole HaanMen's Muir Leather Moc Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Ariat Men's Rowder VentTEK 360 Degree Western BootsMen's Rowder VentTEK 360 Degree Western Boots

AriatMen's Rowder VentTEK 360 Degree Western Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
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(63)
Cole Haan Men's Muir Waterproof Suede Moc Toe BootsMen's Muir Waterproof Suede Moc Toe Boots

Cole HaanMen's Muir Waterproof Suede Moc Toe Boots

Permanently Reduced
Orig.
Now
Men's XC+Parker Waterproof Leather Chukka Boots

PLACEHOLDERMen's XC+Parker Waterproof Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
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)

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)

SorelMen's Madson II Moc Toe Waterproof Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 8.5 available
Rated 4.6429 out of 5 starsRated 4.6429 out of 5 starsRated 4.6429 out of 5 starsRated 4.6429 out of 5 starsRated 4.6429 out of 5 stars(14)

PLACEHOLDERMen's XC+Parker Waterproof Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
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)

AriatMen's Barrett 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(4)

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

Permanently Reduced
Orig.
Now
Rated 4.3333 out of 5 starsRated 4.3333 out of 5 starsRated 4.3333 out of 5 starsRated 4.3333 out of 5 starsRated 4.3333 out of 5 stars(3)

PLACEHOLDERMen's XC+Parker Waterproof Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
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)

Steve MaddenMen's Aben Leather Chelsea Boots

Permanently Reduced
Orig.
Now

Cole HaanMen's Chamberlin Water Resistant Suede Cap Toe Boots

Permanently Reduced
Orig.
Now

PLACEHOLDERMen's XC+Parker Waterproof Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
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)

BirkenstockMen's Stalon Nubuck Chelsea Boots

Permanently Reduced
Orig.
Now
Only size 12 available

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

Permanently Reduced
Orig.
Now
Rated 2.5 out of 5 starsRated 2.5 out of 5 starsRated 2.5 out of 5 starsRated 2.5 out of 5 starsRated 2.5 out of 5 stars(2)

Kurt Geiger LondonMen's Chiltern Leather Boots

Permanently Reduced
Orig.
Now

Polo Ralph LaurenMen's Ranger Leather Buckle Boots

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

Polo Ralph LaurenMen's Ranger Suede Patch Detail Boots

Permanently Reduced
Orig.
Now
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(2)

Polo Ralph LaurenMen's Ranger Work 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(8)

UGGMen's Neumel Crafted Regenerate Boots

Permanently Reduced
Orig.
Now
Only size 8 available

AriatMen's Oakwood Western Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Rated 4.8148 out of 5 starsRated 4.8148 out of 5 starsRated 4.8148 out of 5 starsRated 4.8148 out of 5 starsRated 4.8148 out of 5 stars(27)

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(1)

UGGMen's Classic Ultra Mini Wrap Tech Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Steve MaddenMen's Walvia Nubuck Lug Sole Work Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Polo Ralph LaurenMen's Asher Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 10 available

TimberlandMen's Redwood Falls Waterproof Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 13 available
Rated 4.6542 out of 5 starsRated 4.6542 out of 5 starsRated 4.6542 out of 5 starsRated 4.6542 out of 5 starsRated 4.6542 out of 5 stars(107)

BornMen's Erik Leather Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Johnston & MurphyMen's Larkin Leather Plain Toe Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 stars(10)

UGGMen's Chelsea Lug Suede Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 14 available

Steve MaddenMen's Salvatore Leather Lug Sole 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(5)

ALIGNMen's Rivers Weatherproof Tumbled Leather Boots

Permanently Reduced
Orig.
Now

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

Permanently Reduced
Orig.
Now
Dillard's Exclusive

SorelMen's Metro II Waterproof Winter Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 2.1429 out of 5 starsRated 2.1429 out of 5 starsRated 2.1429 out of 5 starsRated 2.1429 out of 5 starsRated 2.1429 out of 5 stars(7)

L.L.BeanMen's Allagash Handsewn Leather Chukka Boots

Permanently Reduced
Orig.
Now
Rated 3.9167 out of 5 starsRated 3.9167 out of 5 starsRated 3.9167 out of 5 starsRated 3.9167 out of 5 starsRated 3.9167 out of 5 stars(36)

Twisted XMen's Leather Lace-Up Chukka Driving Moccasins

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 10 available
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)

Polo Ralph LaurenMen's Asher Suede Chukka Boots

Permanently Reduced
Orig.
Now

Polo Ralph LaurenMen's Ranger Suede Multi Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 8, 10 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(3)

COACHMen's Lug Sole Leather Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
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)

Cole HaanMen's American Classics Plain Toe Waterproof Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Rated 3.9231 out of 5 starsRated 3.9231 out of 5 starsRated 3.9231 out of 5 starsRated 3.9231 out of 5 starsRated 3.9231 out of 5 stars(13)

TimberlandMen's Redwood Falls Waterproof Leather Chukka Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Rated 4.3582 out of 5 starsRated 4.3582 out of 5 starsRated 4.3582 out of 5 starsRated 4.3582 out of 5 starsRated 4.3582 out of 5 stars(67)

Johnston & MurphyMen's Barret Suede Plain Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
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)

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

Permanently Reduced
Orig.
Now
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)

Steve MaddenMen's Essen Leather O-Ring Harness Hardware Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 12 available
Eastland Men's Ethan 1955 Leather BootsMen's Ethan 1955 Leather Boots

EastlandMen's Ethan 1955 Leather Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 9, 12 available
  • 333 Items
  • First
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