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  • 80 Items
Polo Ralph Lauren Men's Ranger Tumbled Leather Buckle Lug Sole BootsMen's Ranger Tumbled Leather Buckle Lug Sole Boots

Polo Ralph LaurenMen's Ranger Tumbled Leather Buckle Lug Sole Boots

Extended Sizes
Rated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 stars(46)
Born Analia Distressed Suede Ankle Chukka BootiesAnalia Distressed Suede Ankle Chukka Booties

BornAnalia Distressed Suede Ankle Chukka Booties

Save on Select Items
Orig.
Now
Extended Sizes
Rated 4.4667 out of 5 starsRated 4.4667 out of 5 starsRated 4.4667 out of 5 starsRated 4.4667 out of 5 starsRated 4.4667 out of 5 stars(15)
Timberland Women's Stone Street Leather Kiltie Lace Up BootsWomen's Stone Street Leather Kiltie Lace Up Boots

TimberlandWomen's Stone Street Leather Kiltie Lace Up Boots

Extended Sizes
Rated 4.8254 out of 5 starsRated 4.8254 out of 5 starsRated 4.8254 out of 5 starsRated 4.8254 out of 5 starsRated 4.8254 out of 5 stars(63)
Johnston & Murphy Men's Calder Leather Chukka Lace Up BootsMen's Calder Leather Chukka Lace Up Boots

Johnston & MurphyMen's Calder Leather Chukka Lace Up Boots

Extended Sizes
Rated 4.5094 out of 5 starsRated 4.5094 out of 5 starsRated 4.5094 out of 5 starsRated 4.5094 out of 5 starsRated 4.5094 out of 5 stars(53)
L.L.Bean Men's Stonington Leather Moc Toe BootsMen's Stonington Leather Moc Toe Boots

L.L.BeanMen's Stonington Leather Moc Toe Boots

Extended Sizes
Rated 4.6388 out of 5 starsRated 4.6388 out of 5 starsRated 4.6388 out of 5 starsRated 4.6388 out of 5 starsRated 4.6388 out of 5 stars(443)
UGG Men's Idyllwild Leather Lace BootsMen's Idyllwild Leather Lace Boots

UGGMen's Idyllwild Leather Lace Boots

Extended Sizes
Born Men's Nigel Leather Lace Up BootsMen's Nigel Leather Lace Up Boots

BornMen's Nigel Leather Lace Up 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)
Twisted X Men's Chukka Driving MocsMen's Chukka Driving Mocs

Twisted XMen's Chukka Driving Mocs

Extended Sizes
Men's Ranger Tumbled Leather Buckle Lug Sole Boots

PLACEHOLDERMen's Ranger Tumbled Leather Buckle Lug Sole Boots

Extended Sizes
Rated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 stars(46)

SASGretchen Water Resistant Leather Lace Up Booties

Extended Sizes

DannerWomen's Inquire Chukka Waterproof Suede Hiking Boots

PLACEHOLDERMen's Ranger Tumbled Leather Buckle Lug Sole Boots

Extended Sizes
Rated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 stars(46)

Twisted XMen's Driving Leather Moc Toe Chukka Boots

Extended Sizes

Twisted XMen's Driving Leather Moccasin Chukka 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(8)

PLACEHOLDERMen's Ranger Tumbled Leather Buckle Lug Sole Boots

Extended Sizes
Rated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 stars(46)

Twisted XMen's Driving CellStretch Leather Moc Toe Chukka Boots

Extended Sizes
Rated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 stars(1)

ClarksOriginal Wallabee Suede Chukka Booties

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 Ranger Tumbled Leather Buckle Lug Sole Boots

Extended Sizes
Rated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 stars(46)

Cole HaanMen's Morse Leather Chukka Boots

AriatMen's Clean Country Suede Chukka Boots

Rated 4.381 out of 5 starsRated 4.381 out of 5 starsRated 4.381 out of 5 starsRated 4.381 out of 5 starsRated 4.381 out of 5 stars(21)

Twisted XWomen's Printed Leather Driving Moc Toe Chukka 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)

RykaWomen's Belfast Hiker-Inspired Booties

Extended Sizes
Rated 4.5161 out of 5 starsRated 4.5161 out of 5 starsRated 4.5161 out of 5 starsRated 4.5161 out of 5 starsRated 4.5161 out of 5 stars(31)

Twisted XWomen's Original Leather Driving Moc Toe Chukka Boots

Extended Sizes
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)

Twisted XWomen's Embroidered Leather Driving Moc Toe 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(7)

DannerWomen's Inquire Chukka Waterproof Leather Hiking Boots

Extended Sizes

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)

AriatMen's Split Rock Leather Moc Toe Chukka 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)

TimberlandMen's Redwood Edge Leather Lace Up 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)

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)

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)

RykaWomen's Vibrant Washable Chukka Platform Ankle Booties

Extended Sizes
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)

Johnston & MurphyMen's XC+ Durham Waterproof Leather Cap Toe 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(5)

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)

Bed StuMen's Lincoln Lace Up Leather Boots

Cole HaanMen's Chamberlin Water Resistant Nubuck Chukka Boots

Internet Exclusive

TimberlandWomen's Stone Street Mid Lace Up Waterproof Chukka Booties

Internet Exclusive
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(14)

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)

AriatMen's Spitfire Waterproof Leather Boots

Extended Sizes
Rated 4.4545 out of 5 starsRated 4.4545 out of 5 starsRated 4.4545 out of 5 starsRated 4.4545 out of 5 starsRated 4.4545 out of 5 stars(44)

SASKich Nubuck Lace Up Ankle Wedge Booties

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)

DannerMen's Logger Moc 917 GTX Waterproof Nubuck Leather Boots

Internet Exclusive
Extended Sizes

AriatMen's Spitfire Boots

Extended Sizes
Rated 4.712 out of 5 starsRated 4.712 out of 5 starsRated 4.712 out of 5 starsRated 4.712 out of 5 starsRated 4.712 out of 5 stars(309)

FryeMen's Paul Leather Chukka 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(2)

FryeMen's Astor Leather Chukka Boots

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)

Twisted XMen's Work Composite Toe Slip On Driving Moccasins

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(1)

Twisted XMen's Waterproof Driving Moccasins Chukka Boots

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(3)

Twisted XMen's Chukka Driving Mocs

Internet Exclusive
Extended Sizes

Twisted XMen's Work Steel Toe Leather Chukka Driving Moccasins

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)

Twisted XMen's Driving Moccasin Chukka Boots

Internet Exclusive
Extended Sizes

Bed StuMen's Illiad Leather Chukka Boots

Twisted XWomen's Sunflower Leather Driving Moc Toe Chukka Boots

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(2)

Twisted XMen's Chukka Driving CellStretch Mocs

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)

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)

ALIGNMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

Internet Exclusive

ALDOMen's Farrell Leather Lace Up Boots

Extended Sizes

Twisted XMen's Chukka Driving Mocs

Extended Sizes

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)

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)

Twisted XMen's Driving Woven Moccasin Chukka Boots

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)

Kurt Geiger LondonMansion Cozy Studded Suede Bit Buckle Platform Boots

Permanently Reduced
Orig.
Now
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(9)

UGGMen's Chukka Lug Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Steve MaddenMen's Jotting Leather Contrast Stitch Cap Toe Boots

Permanently Reduced
Orig.
Now
Rated 4.8333 out of 5 starsRated 4.8333 out of 5 starsRated 4.8333 out of 5 starsRated 4.8333 out of 5 starsRated 4.8333 out of 5 stars(6)

Johnston & MurphyMen's Upton Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes

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

Permanently Reduced
Orig.
Now
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)

To Boot New YorkMen's Vista Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Polo Ralph LaurenMen's Ranger Suede and Twill Patch Detail Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 2.6 out of 5 starsRated 2.6 out of 5 starsRated 2.6 out of 5 starsRated 2.6 out of 5 starsRated 2.6 out of 5 stars(5)

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)

Johnston & MurphyMen's Barret Leather Plain Toe 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(6)

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

Permanently Reduced
Orig.
Now
Rated 3.9189 out of 5 starsRated 3.9189 out of 5 starsRated 3.9189 out of 5 starsRated 3.9189 out of 5 starsRated 3.9189 out of 5 stars(37)

BornMen's Ethan Distressed Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Cole HaanMen's Muir Waterproof Suede Moc Toe Boots

Permanently Reduced
Orig.
Now

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

Permanently Reduced
Orig.
Now
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(4)

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)

Steve MaddenMen's Tabriz Lace Up Leather Chukka 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)

Cole HaanMen's Muir Leather Moc Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

Steve MaddenLeon Leather Bit Buckle High-Top Platform Loafers

Permanently Reduced
Orig.
Now
Extended Sizes
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)

Steve MaddenLeon Suede Bit Buckle High-Top Platform Loafers

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 3.9444 out of 5 starsRated 3.9444 out of 5 starsRated 3.9444 out of 5 starsRated 3.9444 out of 5 starsRated 3.9444 out of 5 stars(18)

Gentle SoulsCacti Suede Ankle Booties

Permanently Reduced
Orig.
Now
Extended Sizes

SorelMen's Slabtown 62 Moc Waterproof Boots

Permanently Reduced
Orig.
Now
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)

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

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)

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)
COACH Men's Sculpt C Suede Chukka OxfordsMen's Sculpt C Suede Chukka Oxfords

COACHMen's Sculpt C Suede Chukka Oxfords

Permanently Reduced
Orig.
Now
Internet Exclusive
  • 80 Items

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