home
saved gems

vintage mens chukka boot

Filter
Set Alert
712 results

Vegan Suede Chukka Boot Mens Size 7

$24

Gordon Rush Mens Chukka Boot 10.5

$35

Allen Edmonds Nomad Chukka Boot Mens Size 11d

$69

Vintage Timberland Brown Leather 3 Hole Chukka Boot Mens 11M Work Boot

Vintage Timberland Brown Leather 3 Hole Chukka Boo
$55

Timberland - Vintage Timberland Chukka Campsite Nubuck Mens Boot

$100

1901 Suede Chukka Boot Size 11 Mens Navy Blue Leather

$28.88

Crown Vintage Mens Casper Chukka Boot Black Size 8.5 M

$55

Vintage Replay Clutch Chukka Brown Leather Boot Mens Size 10.5

$75

Tods Mens Ankle Boots// Vintage Tods Chukka Boot// Brown Leather Boots

$89

GBX FOOTWARE MENS DESERT VINTAGE LEATHER CHUKKA BOOT Y2K SIZE 9M BEIGE - NICE!

$18.22

1901 MS Barrett Chukka Boot Mens 11.5 Brown Suede With Box

$47.99

Crown Vintage Mens Casper Chukka Boot Black Size 11 M

$39

Crown Vintage Mens Casper Chukka Boot Black Size 8.5 M

$42

Vintage Rocky Boots Mens Hand Sewn Chukka Boot Size 10.5 M

$39.99

Vans Vault 1995 Chukka Boot Mens 5 Women’s 6.5 Brown Vintage

$38

Crown Vintage Mens Casper Chukka Boot Black Size 11 M

$40

Timberland WP Waterproof Chukka Mens boot wheat #23061 "vintage" Never Worn

$125

Clarks Mens Bushacre 2 Chukka Boot Size 9.5 Leather Vintage Style

$22.99

1901 Mens 10,5 Desert Boots Brown Chukka Boot Suede Leather Lace Up

$43

Vintage Timberland Campsite Boots Mens 9.5 Leather Brown Boot Waterproof Chukka

$50

IPATH Shoes Mens 10.5 Vintage CATS Black Chukka Boot Skater Skateboard Y2K

$69.99

Vintage Replay Black Clutch Chukka Boot Mens SZ 11.5 Worn Once

$95

Vintage Timberland Brown Leather 3 Hole Chukka Boot Mens Size 10.5 W

$94.29

Vintage Timberland Campsite Boots Mens 9.5 Leather Gray Boot Waterproof Chukka

$50

Vintage Joseph Abboud Tan Suede Chukka Boot Mens SZ 12 Good Condition

$30

Mens Crown Vintage Black Chukka Boot, Size 8.5

$15

Timberland Chukka Mens boot #31070 Size 7.5 M Black Never Worn Vintage

$65

70s Streetwear Mens 11 D Distressed Suede Leather Chukka Boots AS IS USA, Vintage Suede Leather Chukka Boots, 1970s Leather Boots, Mens Boot

$69.95

Timberland WP Waterproof Chukka Mens Boot #23060 M Size 9 "vintage" Never Worn

$120

Vintage Replay Clutch Chukka Boot Light Brown Mens Size 10.5 Very Good Condition

$65

Florsheim Vintage Chukka Boot Shoe, Tan Leather Mens Shoe Size 12d

$67

VIA SPIGA Vintage Italian Leather Chukka Boot Mens Size 8.5 Y2k Goth Designer

$49.95

Vintage VANS Chukka Boot Size 11.5 Mens Suede Shoes High Top Ankle U.S.A.

$350

CLARKS Originals Navy Ankle Desert Canvas Chukka Boot Mens Size 12.5 Vintage Y2K

$53.90

Vintage Boot & Shoe Workers Union Mens Black Leather Chukka Boots Sz 12e

$75

Vintage Timberland Brown Leather 3 Hole Chukka Boot Mens Sz 7 Made USA

$37.99

Vintage Nathan Studio Green Suede Chukka Boot Mens SZ 11.5 Very Good Condition

$30

Kenneth Cole Reaction Desert Sun Chukka Boot Mens Size 11.5 Leather Brown Shoe

$50

Vintage IPATH Cats Skate Shoes Gray Suede Chukka Boot Rare Mens Size 11.5

$84.99

GAP Vintage Mens Italian Suede Leather Chukka Oxford Size 11 Tan Boot Shoe Rare

$69.98

Vintage IPATH Mens CATS Skate Shoes Brown Suede Chukka Boot Sz 13 US 21008DIG

$70

NOS VTG 70s JOUSTERS Sz 8 Mens Suede Boot Shoe Brown Fleece Lined CHUKKA Hippie

$51.99

Vintage Y2k Via Spiga Italian Leather Square Toe Chukka Boot Mens Size 8.5

$59

Gap Vintage Mens Italian Suede Leather Chukka Oxford Size 11 Tan Boot Shoe Rare

$70

Mens Crown Vintage Casper Chukka Suede Boot In Taupe Caramel Color Brown Lace 8

$26

Vintage VANS Chukka Boot Size Mens 6 Women’s 7.5 Shoes High Top Ankle Gray TBQ6

$19

Vintage Sea Vees mens SUN-TANS Chukka boot US size: 9.5 - all of the same comfort of classic sneakers

$65

Vintage SPERRY BOARDWALK CHUKKA classic look of a Sperry top sider shoe with the year round wearability of a boot - mens size 8 medium width

$60

Mens John Fluevog Black Tokyo Kawasaki Chukka Ankle Boot 10

$76.70
Set Alert
For new results for
“vintage mens chukka boot”

Vintage Fur Leather Chukka Boots, Shearling Lined Ankle Boots, Made in Canada, Men's 9

$85

70s Streetwear Mens 9 Distressed Leather Ankle Chukkas Chukka Boots Black, Vintage Vibram Leather Boots, 1970s Ankle Boots, Vintage Chukkas

$99.95

Vintage - Desert Boot - Chelsea Boot - Chukka - Side Zip - Men's

$55

Clarks Wallabee FTRE Mens White Blue Green Red Chukka Boots

$45

Men's Vintage Foundry Co Chukka Boot

$55

Vintage Ugg Men’s Chukka Sheepskin Boots

$65

Venturini Boots Sz 10 Black Chukka Leather Men

$200

Modern Vintage Men's Adriel Chukka Boot

$35

Vintage Dr Martens 9259 Black Leather Desert Chukka Lace Up Boot Mens Size 10 US

$48.81

70s Streetwear Mens 10.5 E Distressed Leather Strap Ankle Chukka Boots USA, 1970s Ankle Strap Leather Boots, 70s Chukka Boots, Leather Boots

$119.95

Vtg 70s Streetwear Mens 9 Distressed Leather Ankle Chukkas Chukka Boots Black

$89.96

Vintage Dr Martens Mens 11 Distressed Pebble Grain Leather Chukkas Chukka Boots

$161.95

1901 Nordstrom Men's Chukka Boots Suede 15

$89

Vintage Dr Martens Mens 11 Distressed Chunky Leather Chukka Chukkas Boots Brown

$145

90s Streetwear Mens 11 Distressed Suede Leather Platform Chukkas Boots Brown, Vintage Suede Leather Boots, 1990s Chukka Boots, Vintage Boots

$109.95

Vintage Men's Imperial Florsheim Chukka Boots 8D

$23.96

Vintage Men’s Size 9 Property Ankle Chukka Boots

$95

Vintage men's brown Chukka Boots. Box 1.

$35

Vintage Bates Boots Mens 10 Floaters Casual Two Eye Lined Chukka Brown Leather

$39.99

Crown Vintage Casper Chukka Boots, Black, Men's 11 M

$43.62

Vintage GBX Brown Leather Chukka Ankle Boots Men’s Sz 10.5 M

$34

Vintage Boots Chukka Men’s 7 Wingtips Leather Brown

$109

Stacy Adams Mens Boots Leather Vintage Granburry Chukka Chunky Retro Size 7M

$39.97

Timberland Men's Premium Chukka Boots Size 7.5W Real Leather

$40

Men's Vintage Foundry Co. Nyc Driggs Chukka Boots Sz 10.5

$40

Crown Vintage Brown Suede Chukka Boots Men's Size 9.5

$40

Crown Vintage Casper Chukka Boots, M13129 Black, Men's 10

$33

Vintage Eastland Mens Size 13 D Suede Leather Ankle Chukkas Chukka Boots Brown

$110

Vintage Jc Penney Men’s Tan Chukka Boots 11d

$35

Vintage Men’s Chukka Boot Size 9d

$22

Timberland 59093 Chukka Boots Hiking Boots Mens Size 10.5 Vintage 90s Brown

$39.99

Crown Vintage Brown Leather Chukka Boots Men's 13 Preowned

$39

Vintage Sebago Chukka Boots Brown Leather Men’s 9.5

$35

Crown Vintage Casper Chukka Boots Men’s 10

$25

Gianni Versace Versus Vintage Men’s Chukka Boot

$350

KENNETH COLE Black Men's Roll With It Chukka Boot Size 9.5

$155

Leather Chukka Boots Vintage Brown Men’s 8.5

$38

Vintage Timberland Campsite Chukka Boots Men Size 11 Blue Waterproof Leather Y2K

$55

Route 66 × Streetwear × Vintage Route 66 Men's Chukka Boots

$30

Clarks Wallabee FTRE Mens White Blue Green Red Chukka Boots

$45

Vintage Italian Chukka Boots Men’s 10.5 M Brown Kenneth Cole boots Rubber Sole

$32.75

Allen Edmonds Bellevue Chukka Boots Men's 11 D Brown 1945

$62

Quoddy Vintage Mens Chukka Boots Brown Leather Ankle Boots Size 11.5 Vibram

$319.99

Timberland Chukka Boots Mens 9 Wodehouse Brown Leather Shoes

$101

Vintage 90s Eastland Mens 12 D Waxed Leather Moc Chukkas Chukka Boots Brown Usa

$120

Vtg 70s Streetwear Mens 9 Distressed Leather Ankle Chukkas Chukka Boots Black

$100

Vintage Eastland Mens Size 13 D Suede Leather Ankle Chukkas Chukka Boots Brown

$98.96

Vintage RUSSELL MOCCASIN Boots Men’s 10.5 B Leather Brown Chukka Boots Vibram

$239.16

Men Vintage Leather Tan Ankle Boots By Adolfo Size 11/Men Chukka Boots

$49

Allen Edmonds Bellevue Mens Brown Leather Chukka Ankle Boots 1945 Size 13

$100

Vintage Brown Leather Chukka Ankle Boots Men's US 11-11.5

$69.99