Men's 9.5 COLE HAAN Williams Wingtip Brown Leather Dress Chukka Boots C12674

$65 $248

Cole Haan Tan-Brown Leather Chukka Boots

$100 $220

Fiorentini + Baker Tolly Dark Brown Leather Chukka Boots - Lace-Up Size 10

$160 $460

Rye by Hawker Rye Atlas Black Lace Up Chukka Boots NEW - Men’s US 11.5 / EU 45

$59

Twisted X MCA0071 Mens Distressed Brown Leather Chukka Driving Moc Boots

$47

OluKai Nalukai Kapa Boot Mens 9 Brown Solid Canvas Chukka Casual 10377-1319

$43

Native Apollo Chukka Boots Gray/White Suede – Men’s 7 / Women’s 9

$49 $105

John Varvatos Brown Suede Chukka Boots

$35

Vintage Women's Red Wing Steel Toe Chukka Canvas Leather Boots 9B

$78

FRYE | Scott Graphite Suede Chukka Boots 3480077 Gray/Grey (10)

$150 $228

G.H. BASS & Co. Men's Brown Suede Chukka Boots Size 10 1/2 D

$50

Bert Pulitzer Men's Black Leather Chukka Boots - Classic Slip-On Style Size 11

$75

Clarks Originals Suede Chukka Boots Brown US 6.5 M

$40

Clarks Wallabee Boots 8 chukka classic casual minimalist normcore winter fall

$55

Clark’s Collection Men's Brown Leather Waterproof Chukka Boots Size 12

$40

Thursday Boot Co Mens Everyday Chukka Boot 15 Brown Suede Laceup Rugged Heritage

$75

Sorel Caribou Men's Waterproof Boots Buff/ Chamois Size 10

$70

UGG Neumel Unlined 1095676 Mens Black Suede Textile Chukka Boots Lace Up Size 8

$62 $33

UGG Neumel 3236 Mens Black Suede Chukka Boots Plush Lined Lace Up Winter Size 12

$25 $38

Danner Bull Run Chelsea 6” Work Boots Men’s 10D Brown Leather Wedge Sole NEW

$175

ECCO Kenton Derby Shoes Mens 12 EU 46 Brown Suede Leather Wingtip Oxford Comfort

$64

FRYE Ludlow Wool Chukka Boot Men's Size 10 Gray Canvas Lace Up Hi Top

$53

Clarks Men's Size 12 Suede Leather Taupe Dessert Chukka Boots

$30

Frye James Men’s Lace Up Boots Size 9 D Brown Leather Ankle Combat Outdoor

$66 $239

Common Projects Grey Suede Chukka Boots

$75

Cole Haan 2.Zerogrand Chukka Black Leather Boots C26198 Mens 10 M

$58

Prada Black Leather Chukka Wingtip Boots

$250

Massimo Dutti Black Suede Chukka Boots with Cream Sole

$65

Classic Black Men's Leather Chukka Boots

$75

Steve Madden P-Symin Short Chukka Boot Brown Men’s Size US 8.5

$35

Lucky Brand Men's Brown Leather Chukka Boots

$25

Timberland Men's Chukka Chelsea Boots - Chestnut Brown Suede

$75

UGG Men's Neumel Waterproof Leather Chukka Boots Size 10 Brown Suede Wool

$75

Christian Louboutin Tan Suede Studded Chukka Boots - Men

$775

Camper Olive Green Suede Chukka Desert Boots Lace Up EU 41

$129

Vivo Barefoot Scott IV in Bracken - Size 48

$160

Men's Red Suede UGGS

$47 $90

Gucci Guccissima Dark Brown Leather GG Monogram Chukka Boots Men 12.5 US * 12 UK

$450