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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 4.88 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(350)
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 4.6364 out of 5 starsRated 4.6364 out of 5 starsRated 4.6364 out of 5 starsRated 4.6364 out of 5 starsRated 4.6364 out of 5 stars(44)
Born Analia Distressed Suede Ankle Chukka BootiesAnalia Distressed Suede Ankle Chukka Booties

BornAnalia Distressed Suede Ankle Chukka Booties

Extended Sizes
Rated 4.2727 out of 5 starsRated 4.2727 out of 5 starsRated 4.2727 out of 5 starsRated 4.2727 out of 5 starsRated 4.2727 out of 5 stars(11)
Polo Ralph Lauren Men's Ranger Suede and Twill Patch Detail BootsMen's Ranger Suede and Twill Patch Detail Boots

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

Extended Sizes
Rated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 stars(3)
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 4.5417 out of 5 starsRated 4.5417 out of 5 starsRated 4.5417 out of 5 starsRated 4.5417 out of 5 starsRated 4.5417 out of 5 stars(48)
Birkenstock Women's Uppsala Shearling Lined Suede Chukka BootiesWomen's Uppsala Shearling Lined Suede Chukka Booties

BirkenstockWomen's Uppsala Shearling Lined Suede 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(5)
Steve Madden Men's Jotting Leather Contrast Stitch Cap Toe BootsMen's Jotting Leather Contrast Stitch Cap Toe Boots

Steve MaddenMen's Jotting Leather Contrast Stitch Cap Toe 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(4)
Twisted X Men's Driving Leather Moccasin Chukka BootsMen's Driving Leather Moccasin Chukka Boots

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)
UGG Kids' Neumel Weather Hybrid Boots (Youth)Kids' Neumel Weather Hybrid Boots (Youth)

UGGKids' Neumel Weather Hybrid Boots (Youth)

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Internet Exclusive

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

Polo Ralph LaurenMen's Ranger 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(8)

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(1)

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

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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)

UGGMen's Neumel Cold Weather Waterproof Hybrid Boots

Extended Sizes

SorelMen's Madson II Waterproof Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.3678 out of 5 starsRated 4.3678 out of 5 starsRated 4.3678 out of 5 starsRated 4.3678 out of 5 starsRated 4.3678 out of 5 stars(87)

Cole HaanMen's Morse Leather Chukka Boots

Steve MaddenMen's Harros 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)

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)

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(3)

BirkenstockMen's Uppsala Mid Suede Boots

Steve MaddenMen's Noby Leather Boots

Extended Sizes

BornMen's Brock Distressed Suede 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(9)

AriatMen's Spitfire Waterproof Leather Boots

Extended Sizes
Rated 4.4524 out of 5 starsRated 4.4524 out of 5 starsRated 4.4524 out of 5 starsRated 4.4524 out of 5 starsRated 4.4524 out of 5 stars(42)

UGGMen's Idyllwild Leather Lace Boots

Extended Sizes

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)

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

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 XMen's Chukka Driving Mocs

Extended Sizes

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)

Polo Ralph LaurenMen's Ranger Suede Multi 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)

AriatMen's Spitfire Boots

Extended Sizes
Rated 4.7053 out of 5 starsRated 4.7053 out of 5 starsRated 4.7053 out of 5 starsRated 4.7053 out of 5 starsRated 4.7053 out of 5 stars(302)

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

Extended Sizes
Rated 4.6321 out of 5 starsRated 4.6321 out of 5 starsRated 4.6321 out of 5 starsRated 4.6321 out of 5 starsRated 4.6321 out of 5 stars(424)

BornMen's Ethan Distressed Suede Boots

Extended Sizes

Steve MaddenLeon Suede Bit Buckle High-Top Platform Loafers

Extended Sizes
Rated 3.875 out of 5 starsRated 3.875 out of 5 starsRated 3.875 out of 5 starsRated 3.875 out of 5 starsRated 3.875 out of 5 stars(16)

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

Dillard's Exclusive

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

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)

ClarksOriginal Wallabee Suede Chukka Booties

TimberlandWomen's Stone Street Leather Kiltie Lace Up Boots

Internet Exclusive
Extended Sizes
Rated 4.7674 out of 5 starsRated 4.7674 out of 5 starsRated 4.7674 out of 5 starsRated 4.7674 out of 5 starsRated 4.7674 out of 5 stars(43)

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)

Gentle SoulsBaden Suede Monk Strap Hardware Booties

Internet Exclusive
Extended Sizes

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)

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)

Cole HaanMen's Chamberlin Water Resistant Nubuck Chukka Boots

Steve MaddenGirls' T-Glazer Charm Boots (Toddler)

Internet Exclusive
Only size 10 Toddler available

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

Polo Ralph LaurenMen's Asher Suede Chukka Boots

Internet Exclusive

DannerWomen's Mountain Light Cascade Iconic Hiking 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)

Twisted XMen's Cellstretch® Wedge Sole Boots

Extended Sizes

SorelMen's Slabtown 62 Moc Waterproof Boots

Internet Exclusive
Extended Sizes
Rated 4.4595 out of 5 starsRated 4.4595 out of 5 starsRated 4.4595 out of 5 starsRated 4.4595 out of 5 starsRated 4.4595 out of 5 stars(37)

Johnston & MurphyBoys' McGuffey Leather Alternative Closure Chukka Boots (Toddler)

Rated 4.9231 out of 5 starsRated 4.9231 out of 5 starsRated 4.9231 out of 5 starsRated 4.9231 out of 5 starsRated 4.9231 out of 5 stars(13)

Johnston & MurphyMen's Upton Leather Chukka Boots

Extended Sizes

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)

Johnston & MurphyMen's Braxton Oiled Leather 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(1)

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)

UGGKids' Neumel Suede Crib Shoes (Infant)

Rated 4.6364 out of 5 starsRated 4.6364 out of 5 starsRated 4.6364 out of 5 starsRated 4.6364 out of 5 starsRated 4.6364 out of 5 stars(11)

Twisted XMen's Chukka Driving Mocs

Extended Sizes

L.L.BeanL.L. Bean Men's Allagash Handsewn Leather Chukka 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(33)

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)

ALIGNMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

Internet Exclusive

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(1)

Cole HaanMen's Muir Waterproof Suede Moc Toe Boots

Internet Exclusive

SASGretchen Water Resistant Leather Lace Up Booties

Extended Sizes

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(1)

Stride RiteBoys' Quinn SRT Leather Boots (Infant)

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 Daviston Lace Up Leather Chukka Boots

Internet Exclusive
Extended Sizes

BornCalyn Distressed Leather Lace Ankle Booties

Internet Exclusive

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

Dillard's Exclusive

Johnston & MurphyMen's Barret Suede Plain Toe Boots

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)

Twisted XMen's Driving Moccasin Chukka Boots

Internet Exclusive
Extended Sizes

AriatMen's Clean Country Suede Chukka Boots

Rated 4.35 out of 5 starsRated 4.35 out of 5 starsRated 4.35 out of 5 starsRated 4.35 out of 5 starsRated 4.35 out of 5 stars(20)

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

Rated 4.9375 out of 5 starsRated 4.9375 out of 5 starsRated 4.9375 out of 5 starsRated 4.9375 out of 5 starsRated 4.9375 out of 5 stars(16)

Twisted XMen's Driving Leather Moc Toe Chukka Boots

Internet Exclusive
Extended Sizes

TimberlandMen's Redwood Falls Waterproof Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.3051 out of 5 starsRated 4.3051 out of 5 starsRated 4.3051 out of 5 starsRated 4.3051 out of 5 starsRated 4.3051 out of 5 stars(59)

SorelMen's Cyprus Waterproof Leather Boots

Internet Exclusive
Extended Sizes

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)

Polo Ralph LaurenMen's Ranger Leather Buckle Boots

Extended Sizes
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)

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)

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

Dillard's Exclusive

MinnetonkaWomen's Torrey Suede Faux Shearling Bootie Slippers

Extended Sizes

RykaWomen's Belfast Hiker-Inspired Booties

Extended Sizes
Rated 4.4706 out of 5 starsRated 4.4706 out of 5 starsRated 4.4706 out of 5 starsRated 4.4706 out of 5 starsRated 4.4706 out of 5 stars(17)

ALIGNMen's Rivers Weatherproof Tumbled Leather Boots

Steve MaddenLeon Leather Bit Buckle High-Top Platform Loafers

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)

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

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)

MerrellGirls' Bare Steps Cocoa Jr. Leather Alternative Closure Boots (Toddler)

Internet Exclusive
Limited Availability
Rated 4.6765 out of 5 starsRated 4.6765 out of 5 starsRated 4.6765 out of 5 starsRated 4.6765 out of 5 starsRated 4.6765 out of 5 stars(68)

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

Dillard's Exclusive

SkechersMen's Slip-ins Relaxed Fit: Respected 2.0 - Hagler 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)

Gentle SoulsCacti Suede Ankle Booties

Save on Select Items
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Polo Ralph LaurenMen's Ranger Suede and Plaid Wool Boots

Internet Exclusive
Extended Sizes
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(2)

DannerWomen's Inquire Chukka Waterproof Suede Hiking Boots

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

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)

TimberlandWomen's Rowan Way Warm-Lined Water-Resistant Winter 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(2)

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)

ECCOMen's Metropole Milan Suede Chukka Boots

Ariat Men's Lookout Leather Chukka BootsMen's Lookout Leather Chukka Boots

AriatMen's Lookout Leather Chukka Boots

Only size 11 available
Rated 4.1493 out of 5 starsRated 4.1493 out of 5 starsRated 4.1493 out of 5 starsRated 4.1493 out of 5 starsRated 4.1493 out of 5 stars(67)
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