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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 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 stars(50)
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
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)
Birkenstock Men's Uppsala Mid Suede BootsMen's Uppsala Mid Suede Boots

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

Steve MaddenMen's Ebner Leather Cap Toe Boots

UGG Men's Neumel Cold Weather Waterproof Hybrid BootsMen's Neumel Cold Weather Waterproof Hybrid Boots

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)
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

Rated 4.8442 out of 5 starsRated 4.8442 out of 5 starsRated 4.8442 out of 5 starsRated 4.8442 out of 5 starsRated 4.8442 out of 5 stars(77)
Men's Ranger Tumbled Leather Buckle Lug Sole Boots

PLACEHOLDERMen's Ranger Tumbled Leather Buckle Lug Sole Boots

Extended Sizes
Rated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 stars(50)

BornMen's Henry Chukka Boots

Steve MaddenMen's Harken Leather Chukka 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)

PLACEHOLDERMen's Ranger Tumbled Leather Buckle Lug Sole Boots

Extended Sizes
Rated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 stars(50)

BornBasin Suede Chukka Booties

Internet Exclusive

TimberlandMen's Waterproof Field 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(7)

PLACEHOLDERMen's Ranger Tumbled Leather Buckle Lug Sole Boots

Extended Sizes
Rated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 stars(50)

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

PLACEHOLDERMen's Ranger Tumbled Leather Buckle Lug Sole Boots

Extended Sizes
Rated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 stars(50)

Andre AssousCharlotte Suede Faux Shearling Cuff Platform Wedge Booties

Extended Sizes

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)

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)

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)

Johnston & MurphyMens XC Flex® Cade Leather Wingtip Boots

Internet Exclusive

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)

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

Internet Exclusive

Steve MaddenMen's Noby Leather Boots

Extended Sizes

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)

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)

Johnston & MurphyMen's Clint Leather Chukka Boots

FitFlopGen-FF Suede Shearling Lace Up Booties

Internet Exclusive
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)

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)

Marc NolanMen's Logan Chukka Boots

Internet Exclusive
Extended Sizes

Cole HaanMen's Chamberlin Grand Water Resistant Chukka Boots

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

SorelMen's Outing NW Mid Waterproof Boots

Extended Sizes

TimberlandMen's Auburn Falls Waterproof Nubuck Chukka Boots

Internet Exclusive

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)

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 Chukka Driving Mocs

Internet Exclusive
Extended Sizes

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

Extended Sizes
Rated 4.6255 out of 5 starsRated 4.6255 out of 5 starsRated 4.6255 out of 5 starsRated 4.6255 out of 5 starsRated 4.6255 out of 5 stars(478)

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)

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)

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)

MinnetonkaWomen's Torrey Suede Gingham Print Faux Fur Lined Booties

Internet Exclusive
Extended Sizes

UGGKids' Ashwin Weather Boots (Youth)

Internet Exclusive

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

Internet Exclusive
Rated 4.92 out of 5 starsRated 4.92 out of 5 starsRated 4.92 out of 5 starsRated 4.92 out of 5 starsRated 4.92 out of 5 stars(25)

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)

SorelMen's Lark 47 Moc Toe Waterproof Boots

Extended Sizes

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

Dillard's Exclusive

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)

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

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)

Sam EdelmanMen's Cameron Suede Chukka Boots

Polo Ralph LaurenMen's Ranger Work Boots

Internet Exclusive

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)

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)

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)

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)

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)

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)

Cole HaanMen's Grand Neoclassic FlexCraft Chukka Boots

Internet Exclusive

Sam EdelmanMen's Cameron Leather Cozy Chukka Boots

Gentle SoulsBaden Suede Monk Strap Hardware Booties

Internet Exclusive
Extended Sizes

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)

Steve MaddenMen's Albie Suede Chukka Boots

Steve MaddenMen's Meeker Leather Chukka Boots

Internet Exclusive

UGGKids' Neumel II Boots (Youth)

Internet Exclusive

DannerMen's Logger Moc 917 GTX Waterproof Nubuck Leather Boots

Internet Exclusive
Extended Sizes

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)

Vintage HavanaGrand Suede Platform Booties

Internet Exclusive
Extended Sizes

Bed StuMen's Illiad Leather Chukka Boots

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

Internet Exclusive
Extended Sizes

UGGKids' Neumel Weather Hybrid Boots (Youth)

Internet Exclusive
Only size 4 Youth available

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 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)

DanskoXP 2.0 Clog Leather Booties

UGGMen's Loften Waterproof Lace Up Shoes

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)

Cole HaanMen's Chamberlin Chukka Boots

Internet Exclusive

Twisted XMen's Driving Moccasin Chukka Boots

Internet Exclusive
Extended Sizes

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

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)

Johnston & MurphyMens XC+ Durham Wingtip Waterproof Boots

Internet Exclusive

UGGKids' Ashwin Weather Boots (Toddler)

FryeMen's Paul Leather Chukka Boots

Internet Exclusive

AmalfiBagarino Suede Chukka Booties

Internet Exclusive
Extended Sizes

Twisted XMen's Chukka Driving Mocs

Internet Exclusive
Extended Sizes

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)

UGGKids' Ashwin Weather Boots (Infant)

Johnston & MurphyMen's Britton Leather Boots

Internet Exclusive

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)

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
Sorel Men's Ambler Fireside Waterproof Chukka BootsMen's Ambler Fireside Waterproof Chukka Boots

SorelMen's Ambler Fireside Waterproof Chukka Boots

Internet Exclusive
Extended Sizes
  • 131 Items
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