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UGG Men's Idyllwild Leather Lace BootsMen's Idyllwild Leather Lace Boots

UGGMen's Idyllwild Leather Lace Boots

Extended Sizes
UGG Men's Neumel Classic Fur Lined Suede Lace Up Chukka BootsMen's Neumel Classic Fur Lined Suede Lace Up Chukka Boots

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)
Birkenstock Women's Uppsala Mid Suede Lace Up BootiesWomen's Uppsala Mid Suede Lace Up Booties

BirkenstockWomen's Uppsala Mid Suede Lace Up 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(5)
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 4.5185 out of 5 starsRated 4.5185 out of 5 starsRated 4.5185 out of 5 starsRated 4.5185 out of 5 starsRated 4.5185 out of 5 stars(54)
Born Analia Distressed Suede Ankle Chukka BootiesAnalia Distressed Suede Ankle Chukka Booties

BornAnalia Distressed Suede Ankle Chukka Booties

Extended Sizes
Rated 4.4375 out of 5 starsRated 4.4375 out of 5 starsRated 4.4375 out of 5 starsRated 4.4375 out of 5 starsRated 4.4375 out of 5 stars(16)
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)
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
Johnston & Murphy Boys' Calder Leather Lace Up Chukka Boots (Youth)Boys' Calder Leather Lace Up Chukka Boots (Youth)

Johnston & MurphyBoys' Calder Leather Lace Up Chukka Boots (Youth)

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)
Men's Idyllwild Leather Lace Boots

PLACEHOLDERMen's Idyllwild Leather Lace Boots

Extended Sizes

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

Extended Sizes
Rated 4.6378 out of 5 starsRated 4.6378 out of 5 starsRated 4.6378 out of 5 starsRated 4.6378 out of 5 starsRated 4.6378 out of 5 stars(450)

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)

PLACEHOLDERMen's Idyllwild Leather Lace Boots

Extended Sizes

UGGMen's Neumel Cold Weather Waterproof Hybrid Boots

Save on Select Items
Orig.
Now
Extended Sizes

Twisted XMen's Driving Leather Moc Toe Chukka Boots

Extended Sizes

PLACEHOLDERMen's Idyllwild Leather Lace Boots

Extended Sizes

DannerWomen's Inquire Chukka Waterproof Leather Hiking Boots

Extended Sizes

Johnston & MurphyMen's XC+ Durham Waterproof 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(6)

PLACEHOLDERMen's Idyllwild Leather Lace Boots

Extended Sizes

SASGretchen Water Resistant Leather Lace Up Booties

Extended Sizes

BirkenstockMen's Uppsala Mid Suede Boots

BirkenstockMen's Utti Lace Up Chukkas

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(4)

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)

ALDOMen's Farrell Leather Lace Up Boots

Extended Sizes

Cole HaanMen's Morse Leather Chukka Boots

Twisted XMen's Chukka Driving Mocs

Internet Exclusive
Extended Sizes

UGGKids' Neumel Weather Hybrid Boots (Youth)

Save on Select Items
Orig.
Now
Internet Exclusive
Only size 4 Youth, 5 Youth available

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)

Josef SeibelMen's Earl 04 Leather Lace Up 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(6)

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)

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)

BornCalyn Distressed Leather Lace Ankle 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)

Johnston & MurphyBoys' Calder Leather Hook-and-Loop Chukka Boots (Toddler)

Johnston & MurphyBoys' Calder Leather Hook-and-Loop Chukka Boots (Infant)

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)

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 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 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(5)

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(2)

AriatMen's Spitfire Boots

Extended Sizes
Rated 4.7236 out of 5 starsRated 4.7236 out of 5 starsRated 4.7236 out of 5 starsRated 4.7236 out of 5 starsRated 4.7236 out of 5 stars(322)

Flag LTD.Boys' Freddie Nubuck Lace Up Boots (Youth)

Dillard's Exclusive

AriatMen's Clean Country Suede Chukka Boots

Rated 4.4091 out of 5 starsRated 4.4091 out of 5 starsRated 4.4091 out of 5 starsRated 4.4091 out of 5 starsRated 4.4091 out of 5 stars(22)

DannerWomen's Inquire Chukka Waterproof Suede Hiking Boots

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)

SorelMen's Buxton Lite Lace Plus Waterproof Boots

Extended Sizes

SorelMen's Madson II Waterproof Leather Chukka Boots

Internet Exclusive
Extended Sizes
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)

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)

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)

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 Waterproof Driving Moccasins Chukka Boots

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)

Cole HaanMen's Chamberlin Water Resistant Nubuck Chukka Boots

Internet Exclusive

DannerMen's Logger Moc 917 GTX Waterproof Nubuck Leather Boots

Internet Exclusive
Extended Sizes

FryeMen's Paul Leather 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)

Steve MaddenMen's Noby Leather Boots

Internet Exclusive
Extended Sizes
Only size 11 available

COACHSculpted C Leopard Print Calf Hair Chukka Oxfords

Internet Exclusive
Extended Sizes
Only size 8 available

COACHSculpted C Suede Chukka Oxfords

Internet Exclusive
Extended Sizes
Only size 10 available

SorelMen's Cyprus Waterproof Leather 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)

ECCOMen's Metropole Milan Suede Chukka Boots

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 Mocs

Internet Exclusive
Extended Sizes

SorelMen's Slabtown 62' Stoic Suede 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(1)

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)

AriatMen's Spitfire Waterproof Leather 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(48)

RykaWomen's Belfast Hiker-Inspired Booties

Internet Exclusive
Extended Sizes
Only size 9.5, 10 available
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(39)

Bed StuMen's Lincoln Lace Up Leather Boots

Bed StuMen's Illiad Leather Chukka Boots

Twisted XWomen's Tooled Moc Toe Driving Chukka 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(8)

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)

ALIGNMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

Internet Exclusive

DannerWomen's Mountain Light Cascade Iconic Hiking 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 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)

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 Driving Moccasin Chukka Boots

Internet Exclusive
Extended Sizes

Twisted XWomen's Printed 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(2)

MinnetonkaKids' Suede Fringe Softsole Boots (Toddler)

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 XWomen's Embroidered Moc Toe Driving Chukka Booties

Internet Exclusive
Extended Sizes

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 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)

Twisted XMen's Chukka Driving Mocs

Extended Sizes

MinnetonkaWomen's Torrey Suede Faux Shearling Bootie Slippers

Internet Exclusive
Extended Sizes

MinnetonkaKids' Suede Fringe Detail Tramper Boots (Toddler)

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 Chukka Driving Mocs

Internet Exclusive
Extended Sizes

Flag LTD.Boys' Freddie Nubuck Lace Up Boots (Toddler)

Dillard's Exclusive

MinnetonkaKids' Suede Fringe Detail Tramper Boots (Infant)

Internet Exclusive

MinnetonkaKids' Suede Fringe Detail Tramper Boots (Youth)

Internet Exclusive

MinnetonkaKids' Braid Bootie Crib Shoes (Infant)

Internet Exclusive

MinnetonkaKids' Suede Fringe Softsole Boots (Infant)

Internet Exclusive

MinnetonkaGirls' Front Strap Fringe Detail Bootie Crib Shoes (Infant)

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)

MinnetonkaKids' Fringe Bootie Crib Shoes (Infant)

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 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 XWomen's Tooled Turquoise Stud Driving Moc Toe Chukka Boots

Internet Exclusive
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(5)

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)

MinnetonkaKids' Suede Fringe Softsole Boots (Youth)

Internet Exclusive
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)

BornMen's Harrison Leather Chukka Boots

Internet Exclusive
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)

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)

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

Permanently Reduced
Orig.
Now
Extended Sizes
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)

BornMen's Ethan Distressed Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes

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

Permanently Reduced
Orig.
Now
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(6)

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

Permanently Reduced
Orig.
Now
Rated 3.9474 out of 5 starsRated 3.9474 out of 5 starsRated 3.9474 out of 5 starsRated 3.9474 out of 5 starsRated 3.9474 out of 5 stars(38)

Johnston & MurphyMen's Upton Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
To Boot New York Men's Vista Chukka BootsMen's Vista Chukka Boots

To Boot New YorkMen's Vista Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
  • 128 Items
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