Men's Chukka Clothing, Shoes, Accessories & Grooming

SOREL Slabtown 62™ Stoic Chukka Boot (Men)

$160Current Price $160

UGG® Neumel Chukka Boot (Men)

$149.95Current Price $149.95

New Markdown

SOREL Madson II Waterproof Chukka Boot (Men)

$142.50Current Price $142.50

$190Previous Price $190

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Hey Dude Paul Classic Slip-On (Men)

$74.99 – $79.99Current Price $74.99 to $79.99

UGG® Neumel Era Chukka Boot (Men)

$159.95Current Price $159.95

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Hey Dude Wally Classic Lace-Up (Men)

$69.99 – $79.99Current Price $69.99 to $79.99

Johnston & Murphy Upton Chukka (Men)

$119.99Current Price $119.99

$179Previous Price $179

OluKai Papakū 'Ili Waterproof Chukka Boot (Men)

$160Current Price $160

Blake Mckay Colton Chukka Boot (Men)

$79.90Current Price $79.90

$165Previous Price $165

Gordon Rush Fremont Chukka Boot (Men)

$99.90Current Price $99.90

$265Previous Price $265

Cole Haan Roundhill Grand Waterproof Chukka Boot (Men)

$260Current Price $260

Johnston & Murphy Parker Waterproof Chukka Boot (Men)

$129.99Current Price $129.99

$189Previous Price $189

Clarks® Originals Clarks® Desert Chukka Boot (Men)

$150Current Price $150

Camper Norman Chukka Shoe (Men)

$133 – $164Current Price $133 to $164

$185 – $200Previous Price $185 to $200

Johnston & Murphy Larkin Chukka Boot (Men)

$99.99Current Price $99.99

$159Previous Price $159

Clarks® Originals Wallabee Water Resistant Chukka Boot (Men)

$150Current Price $150

ECCO Metropole London Waterproof Suede Chukka Boot (Men)

$159.99 – $172.50Current Price $159.99 to $172.50

$229.95Previous Price $229.95

TravisMathew The Modern Chukka Sneaker (Men)

$169.95Current Price $169.95

TOMS Navi Water Resistant Chukka Boot (Men)

$140Current Price $140

New Markdown

Dune London Smoky Plain Toe Chukka Boot (Men)

$117Current Price $117

$195Previous Price $195

Clarks® Originals Clarks® Desert Trek Chukka Boot (Men)

$140 – $150Current Price $140 to $150

Barbour Meays Chukka Boot (Men)

$230Current Price $230

Clarks® Originals Desert Trek Chukka Boot (Men)

$160 – $170Current Price $160 to $170

ALDO Jefry Chukka Boot (Men)

$112Current Price $112

$150Previous Price $150

New Markdown

Dune London Maxxy Plain Toe Chukka Boot (Men)

$117Current Price $117

$195Previous Price $195

Frye Astor Chukka Sneaker (Men)

$119 – $133.50Current Price $119 to $133.50

$178 – $228Previous Price $178 to $228

G.H.BASS Wallace Two-Eye Lace-up Shoe (Men)

$225Current Price $225

Blake Mckay Alder Chukka Boot (Men)

$99.90Current Price $99.90

$165Previous Price $165

KLEMAN Padror Derby (Men)

$265Current Price $265

Rocky Goretex Waterproof Hiker Boot

$144.99Current Price $144.99

Polo Ralph Lauren Asher Chukka (Men)

$198Current Price $198

Polo Ralph Lauren Ranger Work Boot (Men)

$228Current Price $228

Polo Ralph Lauren Ranger Work Boot (Men)

$228Current Price $228

Clarks® Originals Wallabee Chukka Boot (Men)

$160 – $170Current Price $160 to $170

Timberland Premium Waterproof Lace-Up Chukka Boot (Men)

$140 – $150Current Price $140 to $150

Marc Joseph New York Clark Road Hands Free Technology Leather Laceup Chukka Boot

$117 – $135Current Price $117 to $135

$117 – $195Previous Price $117 to $195

Clarks® Originals Desert Boot (Men)

$140Current Price $140

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New!

BOSS Kope Suede Chukka Boot (Men)

$230Current Price $230

Lands' End Nubuck Chukka Lace Up Boots

$118.96Current Price $118.96

$169.95Previous Price $169.95

Hey Dude Wally NXT Leather Lace-Up Shoe (Men)

$94.99Current Price $94.99

Vionic Uptown Chukka (Women)

$190Current Price $190

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Clarks® Originals Wallabee Chukka (Men)

$160Current Price $160

SOREL Metro™ II Waterproof Sneaker (Men)

$89.99Current Price $89.99

$120Previous Price $120

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Børn 'Harrison' Chukka Boot (Online Only) (Men)

$145Current Price $145

Sperry Mini Lug Chukka Boot (Men)

$150Current Price $150

V.GAN LONDON Vegan Goji 2 Chukka Boots

$98Current Price $98

$140Previous Price $140

Clarks® Originals Torhill Hi Chukka Boot (Men)

$140Current Price $140

Sperry Mini Lug Chukka Boot (Men)

$150Current Price $150

AllSaints Skiff Chukka Boot (Men)

$173.40 – $319Current Price $173.40 to $319

$289 – $319Previous Price $289 to $319

Bed Stu Clyde Chukka Boot (Men)

$275Current Price $275

Barbour Hadston Chukka Boot (Men)

$240Current Price $240

Dr. Martens Gender Inclusive Lowell Chukka Boot

$190 – $200Current Price $190 to $200

Josef Seibel Earl 04 Chukka Boot (Men)

$180Current Price $180

Johnston & Murphy Calder Chukka Boot (Men)

$179Current Price $179

Johnston & Murphy Calder Oiled Suede Chukka Boot (Men)

$179Current Price $179

New!

Steve Madden Harros Chukka (Men)

$100Current Price $100

Børn 'Harrison' Chukka Boot (Online Only) (Men)

$145Current Price $145

Nordstrom Italian Collection Saluzzo Chukka Boot (Men)

$229.95Current Price $229.95

Johnston & Murphy Braxton Chukka Boot (Men)

$159Current Price $159

Josef Seibel Erroll Waterproof Chukka (Men)

$185Current Price $185

Florsheim Launch Plain Toe Chukka (Men)

$135Current Price $135

BILLY Footwear Billy Comfort Chukka Boot (Men)

$135Current Price $135

Clarks® Originals Wallabee RB Chukka (Men)

$160Current Price $160

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Frye Paul Chukka (Men)

$188Current Price $188

Florsheim Forge Chukka Boot (Men)

$130Current Price $130

Hey Dude Wally NXT Suede Lace-Up Shoe (Men)

$84.99Current Price $84.99

Clarks® Originals Torhill Hi Chukka Boot (Men)

$140Current Price $140

Eleventy Chukka Boot (Men)

$537Current Price $537

$895Previous Price $895

Clarks® Originals Wallabee Scout Chukka Boot (Men)

$270 – $290Current Price $270 to $290

Florsheim Traveler Chukka Boot (Men)

$135Current Price $135

KLEMAN Padror Derby (Men)

$295Current Price $295