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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 4.5882 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(51)
UGG Women's Neumel Suede Lace-Up Chukka BootsWomen's Neumel Suede Lace-Up Chukka Boots

UGGWomen's Neumel Suede Lace-Up Chukka Boots

Rated 4.7339 out of 5 starsRated 4.7339 out of 5 starsRated 4.7339 out of 5 starsRated 4.7339 out of 5 starsRated 4.7339 out of 5 stars(481)
SAS Gretchen Water Resistant Leather Lace Up BootiesGretchen Water Resistant Leather Lace Up Booties

SASGretchen Water Resistant Leather Lace Up Booties

Extended Sizes
Born Basin Suede Chukka BootiesBasin Suede Chukka Booties

BornBasin Suede Chukka Booties

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(3)
Born Men's Henry Chukka BootsMen's Henry Chukka Boots

BornMen's Henry Chukka Boots

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

UGGMen's Idyllwild Leather Lace 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)
Steve Madden Men's Ebner Leather Cap Toe BootsMen's Ebner Leather Cap Toe Boots

Steve MaddenMen's Ebner Leather Cap Toe Boots

Men's Ranger Tumbled Leather Buckle Lug Sole Boots

PLACEHOLDERMen's Ranger Tumbled Leather Buckle Lug Sole 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(51)

TimberlandWomen's Stone Street Leather Kiltie 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(24)

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(8)

PLACEHOLDERMen's Ranger Tumbled Leather Buckle Lug Sole 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(51)

Steve MaddenMen's Harken Leather 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(6)

Twisted XMen's Driving Leather Moc Toe Chukka Boots

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)

PLACEHOLDERMen's Ranger Tumbled Leather Buckle Lug Sole 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(51)

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

Extended Sizes
Rated 4.8753 out of 5 starsRated 4.8753 out of 5 starsRated 4.8753 out of 5 starsRated 4.8753 out of 5 starsRated 4.8753 out of 5 stars(369)

TimberlandMen's Waterproof Field 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)

PLACEHOLDERMen's Ranger Tumbled Leather Buckle Lug Sole 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(51)

Andre AssousCharlotte Suede Faux Shearling Cuff Platform Wedge Booties

Extended Sizes

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(2)

Bed StuMen's Lincoln Lace Up Leather Boots

Internet Exclusive

TimberlandMen's Auburn Falls Waterproof Nubuck Chukka Boots

AriatMen's Spitfire Boots

Extended Sizes
Rated 4.7595 out of 5 starsRated 4.7595 out of 5 starsRated 4.7595 out of 5 starsRated 4.7595 out of 5 starsRated 4.7595 out of 5 stars(370)

Johnston & MurphyMen's XC+ Durham Waterproof Leather Cap Toe Boots

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)

UGGMen's Neumel Cold Weather Waterproof Hybrid 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)

Johnston & MurphyMen's XC Flex Cade Plain Toe Lug Boots

Internet Exclusive

Steve MaddenMen's Noby Leather 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)

Twisted XMen's Work Steel Toe Leather 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)

BornMen's Rex Boots

Internet Exclusive
Extended Sizes

BornMen's Rex Distressed Suede Leather Boots

Internet Exclusive

Cole HaanMen's Chamberlin Water Resistant Nubuck Chukka Boots

AriatMen's Spitfire Waterproof Leather Boots

Extended Sizes
Rated 4.5147 out of 5 starsRated 4.5147 out of 5 starsRated 4.5147 out of 5 starsRated 4.5147 out of 5 starsRated 4.5147 out of 5 stars(68)

Johnston & MurphyMen's Clint Leather Chukka Boots

TimberlandWomen's Stone Street Mid Lace Up Waterproof Chukka Booties

Extended Sizes
Rated 4.6316 out of 5 starsRated 4.6316 out of 5 starsRated 4.6316 out of 5 starsRated 4.6316 out of 5 starsRated 4.6316 out of 5 stars(19)

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)

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)

SorelMen's Outing NW Mid Waterproof Boots

Extended Sizes

Twisted XMen's Chukka Driving 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

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)

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

Extended Sizes
Rated 4.6188 out of 5 starsRated 4.6188 out of 5 starsRated 4.6188 out of 5 starsRated 4.6188 out of 5 starsRated 4.6188 out of 5 stars(480)

UGGKids' Neumel II Suede Water-Resistant Booties (Infant)

Internet Exclusive
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(20)

Twisted XWomen's Embroidered 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(7)

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 Tooled Moc Toe Driving Chukka Booties

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)

UGGKids' Ashwin Weather Boots (Youth)

Internet Exclusive

SorelMen's Lark 47 Moc Toe Waterproof Boots

Extended Sizes

BornAnalia Distressed Suede Ankle Chukka Booties

Extended Sizes
Rated 4.2692 out of 5 starsRated 4.2692 out of 5 starsRated 4.2692 out of 5 starsRated 4.2692 out of 5 starsRated 4.2692 out of 5 stars(26)

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

Dillard's 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)

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)

Sam EdelmanMen's Cameron Suede Chukka Boots

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)

Flag LTD.Flag Ltd. Men's Garrett Leather Chukka Boots

Dillard's Exclusive

Polo Ralph LaurenMen's Ranger Work Boots

Internet Exclusive

DanskoXP 2.0 Clog Leather Booties

AriatMen's Clean Country Suede Chukka Boots

Rated 4.4333 out of 5 starsRated 4.4333 out of 5 starsRated 4.4333 out of 5 starsRated 4.4333 out of 5 starsRated 4.4333 out of 5 stars(30)

Johnston & MurphyMen's Calder Leather Chukka Lace Up Boots

Extended Sizes
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(64)

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)

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)

BornMen's Nigel Leather Lace Up 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

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 SoulsBaden Suede Monk Strap Hardware Booties

Internet Exclusive
Extended Sizes

Johnston & MurphyMens XC Flex® Cade Leather Wingtip Boots

Internet Exclusive

Cole HaanMen's Grand Neoclassic FlexCraft Chukka Boots

Internet Exclusive

Cole HaanMen's Chamberlin Grand Water Resistant Chukka Boots

Sam EdelmanMen's Cameron Leather Cozy Chukka Boots

Steve MaddenMen's Meeker Leather Chukka Boots

Internet Exclusive

Steve MaddenMen's Albie Suede Chukka Boots

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)

Gentle SoulsBliss Suede D-Ring Lace Up Faux Fur Lined Lugged Booties

Internet Exclusive
Extended Sizes

Twisted XMen's Work Composite Toe Slip On Driving Moccasins

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(1)

AriatMen's Split Rock Leather Moc Toe Chukka Boots

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)

DannerMen's Logger Moc 917 GTX Waterproof Nubuck Leather Boots

Internet Exclusive
Extended Sizes

Vintage HavanaGrand Suede Platform Booties

Internet Exclusive
Extended Sizes

Bed StuMen's Illiad Leather Chukka Boots

UGGMen's Loften Waterproof Lace Up Shoes

Extended Sizes

Twisted XMen's Driving Moccasin Chukka Boots

Internet Exclusive
Extended Sizes

UGGKids' Neumel II Boots (Youth)

Internet Exclusive

Johnston & MurphyMens XC+ Durham Wingtip Waterproof Boots

Internet Exclusive

Cole HaanMen's Chamberlin Chukka Boots

Internet Exclusive

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)

UGGKids' Neumel Weather Hybrid Boots (Youth)

Internet Exclusive
Only size 4 Youth available

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

Twisted XMen's Chukka Driving Mocs

Internet Exclusive
Extended Sizes

Dune LondonMen's Smoky Leather Casual Ankle Boots

Internet Exclusive
Only size 7 available

SorelMen's Buxton Lite Lace Plus Waterproof Boots

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)

AmalfiBagarino Suede Chukka Booties

Internet Exclusive
Extended Sizes

FryeMen's Paul Leather Chukka Boots

Internet Exclusive

Johnston & MurphyMen's Britton Leather Boots

Internet Exclusive

UGGKids' Ashwin Weather Boots (Toddler)

Twisted XWomen's Embroidered Moc Toe Driving Chukka Booties

Internet Exclusive
Extended Sizes

Johnston & MurphyMens Calder Suede Chukka Boot

Rated 4.4286 out of 5 starsRated 4.4286 out of 5 starsRated 4.4286 out of 5 starsRated 4.4286 out of 5 starsRated 4.4286 out of 5 stars(7)

Marc NolanMen's Logan Cowhide Chukka Boots

Internet Exclusive
Extended Sizes

DannerWomen's Inquire Chukka Waterproof Leather Hiking Boots

Extended Sizes

Marc NolanMen's Logan Chukka Boots

Internet Exclusive
Extended Sizes

Dr. MartensMen's Lowell Chukka Boots

Internet Exclusive

FitFlopGen-FF Suede Shearling Lace Up Booties

Internet Exclusive
Extended Sizes
Frye Men's Paul Leather Chukka BootsMen's Paul Leather Chukka Boots

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)
  • 132 Items
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