Shop vintage chukka boots

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$47.98
Crown Vintage Lornell Chukka Boot | Men's | Dark Tan | Size 8 | Boots | Lug
DSW
$47.98
Crown Vintage Lornell Chukka Boot | Men's | Dark Tan | Size 8 | Boots | Lug
DSW
$59.99
Crown Vintage Gaspen Chukka Boot | Men's | Tobacco | Size 8 | Boots
DSW
In store
15% Off*
$59.99
Crown Vintage Gaspen Chukka Boot | Men's | Tobacco | Size 8 | Boots
DSW
$59.99
Crown Vintage Gaspen Chukka Boot | Men's | Dark Olive Green | Size 8 | Boots
DSW
In store
15% Off*
$59.99
Crown Vintage Gaspen Chukka Boot | Men's | Dark Olive Green | Size 8 | Boots
DSW
$245.00
Men's Wicklow Chukka Boots | Carbon2cobalt - Brown - 43
Carbon2Cobalt
$245.00
Men's Wicklow Chukka Boots | Carbon2cobalt - Brown - 43
Carbon2Cobalt
$109.00
Chukka Sneaker Boots For Tall Men In Tan 13 / Tan
American Tall
$109.00
Chukka Sneaker Boots For Tall Men In Tan 13 / Tan
American Tall
$99.99
$140.00
Chaco Men's Paonia Desert Chukka Boot Teak, Size 12 Medium Width
Chacos.com
1
28% off
$99.99
$140.00
Chaco Men's Paonia Desert Chukka Boot Teak, Size 12 Medium Width
Chacos.com
$99.00
Tall Men's Chukka Boots In Black 15 / Black
American Tall
$99.00
Tall Men's Chukka Boots In Black 15 / Black
American Tall
$99.99
$140.00
Chaco Men's Paonia Desert Chukka Boot Cinnamon Brown, Size 12 Medium Width
Chacos.com
28% off
$99.99
$140.00
Chaco Men's Paonia Desert Chukka Boot Cinnamon Brown, Size 12 Medium Width
Chacos.com
$124.60
Timberland Men's Maple Grove Leather Chukka Boot Wheat 8.5
Amazon.com
4
Free shipping
$124.60
Timberland Men's Maple Grove Leather Chukka Boot Wheat 8.5
Amazon.com
$159.95
Men's Rebar Lift Chukka Work Boots In Distressed Brown, Size: 11 EE / Wide By Ariat
Ariat
$159.95
Men's Rebar Lift Chukka Work Boots In Distressed Brown, Size: 11 EE / Wide By Ariat
Ariat
$86.23
ROPER Mens Gum Sticker Chukka Casual Boots Ankle - Brown Tan 13
Amazon.com
304
Free shipping
$86.23
ROPER Mens Gum Sticker Chukka Casual Boots Ankle - Brown Tan 13
Amazon.com
$159.95
Men's Rebar Lift Chukka Work Boots In Distressed Brown Sharkskin Print, Size: 6 D / Medium By Ariat
Ariat
$159.95
Men's Rebar Lift Chukka Work Boots In Distressed Brown Sharkskin Print, Size: 6 D / Medium By Ariat
Ariat
$45.00
Men's Jerad Chukka Boots - Goodfellow & Co Brown 12
Target
Free shipping
$45.00
Men's Jerad Chukka Boots - Goodfellow & Co Brown 12
Target
$190.00
Vionic Men's Uptown Chukka Boot With Arch Support In Light Brown Nubuck, Size 11.5 Wide
Vionic Shoes
$190.00
Vionic Men's Uptown Chukka Boot With Arch Support In Light Brown Nubuck, Size 11.5 Wide
Vionic Shoes
$99.99
$140.00
Chaco Men's Paonia Desert Chukka Boot Earth Brown, Size 8 Medium Width
Chacos.com
28% off
$99.99
$140.00
Chaco Men's Paonia Desert Chukka Boot Earth Brown, Size 8 Medium Width
Chacos.com
$249.95
ECCO Men's Turn Gore-Tex Tie Chukka Boot
Amazon.com
Free shipping
$249.95
ECCO Men's Turn Gore-Tex Tie Chukka Boot
Amazon.com
$169.95
Men's Rebar Lift Chukka Waterproof Work Boots In Distressed Brown, Size: 11.5 EE / Wide By Ariat
Ariat
1
$169.95
Men's Rebar Lift Chukka Waterproof Work Boots In Distressed Brown, Size: 11.5 EE / Wide By Ariat
Ariat
$159.95
Danner Men's Forest Chukka 4.5" Leather Lifestyle Boot- Bracken- 37641, 12 / Medium / Brown
Overlook Boots
$159.95
Danner Men's Forest Chukka 4.5" Leather Lifestyle Boot- Bracken- 37641, 12 / Medium / Brown
Overlook Boots
$98.00
$139.95
Rockport Classic Break Chukka Men's Boots Dark Brown Leather : 7 m (D)
Zappos
29% off
$98.00
$139.95
Rockport Classic Break Chukka Men's Boots Dark Brown Leather : 7 m (D)
Zappos
$145.00
Johnston & Murphy Braydon Chukka Men's Boots Brown Oiled Full Grain : 8 m (D), Leather
Zappos
$145.00
Johnston & Murphy Braydon Chukka Men's Boots Brown Oiled Full Grain : 8 m (D), Leather
Zappos
$119.97
Vintage Foundry Treyton Chukka Boot - Brown - Casual Boots Size 10
Nordstrom Rack
$119.97
Vintage Foundry Treyton Chukka Boot - Brown - Casual Boots Size 10
Nordstrom Rack
$133.00
$150.00
Georgia Men's Wedge Chukka Wedge Work Boot - Tobacco - GB1222, 10.5 / Wide / Tobacco
Overlook Boots
1K+
11% off
$133.00
$150.00
Georgia Men's Wedge Chukka Wedge Work Boot - Tobacco - GB1222, 10.5 / Wide / Tobacco
Overlook Boots
$106.55
$130.00
Olukai Papaku Chukka Boots Men's Boots Navy/Navy : 11.5 D - Medium, Leather
Zappos
18% off
$106.55
$130.00
Olukai Papaku Chukka Boots Men's Boots Navy/Navy : 11.5 D - Medium, Leather
Zappos
$99.97
Vintage Foundry Lewis Chukka Boot - Black - Casual Boots Size 9
Nordstrom Rack
$99.97
Vintage Foundry Lewis Chukka Boot - Black - Casual Boots Size 9
Nordstrom Rack
$189.95
Bates Men's Buckle Chukka Boots - Round Toe
Boot Barn
$189.95
Bates Men's Buckle Chukka Boots - Round Toe
Boot Barn
$99.97
Vintage Foundry Leather Wingtip Chukka Boots - Black - Casual Boots Size 8
Nordstrom Rack
$99.97
Vintage Foundry Leather Wingtip Chukka Boots - Black - Casual Boots Size 8
Nordstrom Rack
$159.00
Men's Allagash Handsewn Chukka Boots 11 M(D), Suede Leather | L.L.Bean
L.L.Bean
Free shipping
$159.00
Men's Allagash Handsewn Chukka Boots 11 M(D), Suede Leather | L.L.Bean
L.L.Bean
$66.00
$110.00
Clarks Mens Shacre Flat Heel Chukka Boots | Brown | Regular 13 | Boots Chukka Boots | Comfort | Fall Fashion
JCPenney
40% off
$66.00
$110.00
Clarks Mens Shacre Flat Heel Chukka Boots | Brown | Regular 13 | Boots Chukka Boots | Comfort | Fall Fashion
JCPenney
$62.99
$89.99
Vance Co. Orson Men's Chukka Boots, Size: 12
Kohl's
9
Free shipping
30% off
$62.99
$89.99
Vance Co. Orson Men's Chukka Boots, Size: 12
Kohl's
$43.99
$90.00
St. John's Bay Mens Acton Flat Heel Chukka Boots | Brown | Regular 8 | Boots Chukka Boots | Memory Foam | Fall Fashion
JCPenney
In store
20
Curbside
$43.99
$90.00
St. John's Bay Mens Acton Flat Heel Chukka Boots | Brown | Regular 8 | Boots Chukka Boots | Memory Foam | Fall Fashion
JCPenney
$156.45
Vintage Foundry Co. Men's Kenneth Chukka Boot, Size 10, Navy
QVC
$156.45
Vintage Foundry Co. Men's Kenneth Chukka Boot, Size 10, Navy
QVC
$43.99
$90.00
St. John's Bay Mens Mills Flat Heel Chukka Boots | Brown | Regular 8 | Boots Chukka Boots | Memory Foam | Fall Fashion
JCPenney
51% off
$43.99
$90.00
St. John's Bay Mens Mills Flat Heel Chukka Boots | Brown | Regular 8 | Boots Chukka Boots | Memory Foam | Fall Fashion
JCPenney
$160.00
UGG® Men's Burleigh Chukka Suede Shoes In Antilope, Size 14
Ugg
4
$160.00
UGG® Men's Burleigh Chukka Suede Shoes In Antilope, Size 14
Ugg
$282.45
Vintage Foundry Co. Men's Hayden Chukka Boot, Size 11, Navy
QVC
$282.45
Vintage Foundry Co. Men's Hayden Chukka Boot, Size 11, Navy
QVC
$160.00
UGG® Men's Burleigh Chukka Suede Shoes In Chestnut, Size 13
Ugg
4
$160.00
UGG® Men's Burleigh Chukka Suede Shoes In Chestnut, Size 13
Ugg
$116.00
Rocky Dress Leather High Gloss Chukka Duty Shoes
Boot Barn
240
$116.00
Rocky Dress Leather High Gloss Chukka Duty Shoes
Boot Barn
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    Shop vintage chukka boots

    Ads
    $47.98
    Crown Vintage Lornell Chukka Boot | Men's | Dark Tan | Size 8 | Boots | Lug
    DSW
    $47.98
    Crown Vintage Lornell Chukka Boot | Men's | Dark Tan | Size 8 | Boots | Lug
    DSW
    $59.99
    Crown Vintage Gaspen Chukka Boot | Men's | Tobacco | Size 8 | Boots
    DSW
    In store
    15% Off*
    $59.99
    Crown Vintage Gaspen Chukka Boot | Men's | Tobacco | Size 8 | Boots
    DSW
    $59.99
    Crown Vintage Gaspen Chukka Boot | Men's | Dark Olive Green | Size 8 | Boots
    DSW
    In store
    15% Off*
    $59.99
    Crown Vintage Gaspen Chukka Boot | Men's | Dark Olive Green | Size 8 | Boots
    DSW
    $245.00
    Men's Wicklow Chukka Boots | Carbon2cobalt - Brown - 43
    Carbon2Cobalt
    $245.00
    Men's Wicklow Chukka Boots | Carbon2cobalt - Brown - 43
    Carbon2Cobalt
    $109.00
    Chukka Sneaker Boots For Tall Men In Tan 13 / Tan
    American Tall
    $109.00
    Chukka Sneaker Boots For Tall Men In Tan 13 / Tan
    American Tall
    $99.99
    $140.00
    Chaco Men's Paonia Desert Chukka Boot Teak, Size 12 Medium Width
    Chacos.com
    1
    28% off
    $99.99
    $140.00
    Chaco Men's Paonia Desert Chukka Boot Teak, Size 12 Medium Width
    Chacos.com
    $99.00
    Tall Men's Chukka Boots In Black 15 / Black
    American Tall
    $99.00
    Tall Men's Chukka Boots In Black 15 / Black
    American Tall
    $99.99
    $140.00
    Chaco Men's Paonia Desert Chukka Boot Cinnamon Brown, Size 12 Medium Width
    Chacos.com
    28% off
    $99.99
    $140.00
    Chaco Men's Paonia Desert Chukka Boot Cinnamon Brown, Size 12 Medium Width
    Chacos.com
    $124.60
    Timberland Men's Maple Grove Leather Chukka Boot Wheat 8.5
    Amazon.com
    4
    Free shipping
    $124.60
    Timberland Men's Maple Grove Leather Chukka Boot Wheat 8.5
    Amazon.com
    $159.95
    Men's Rebar Lift Chukka Work Boots In Distressed Brown, Size: 11 EE / Wide By Ariat
    Ariat
    $159.95
    Men's Rebar Lift Chukka Work Boots In Distressed Brown, Size: 11 EE / Wide By Ariat
    Ariat
    $86.23
    ROPER Mens Gum Sticker Chukka Casual Boots Ankle - Brown Tan 13
    Amazon.com
    304
    Free shipping
    $86.23
    ROPER Mens Gum Sticker Chukka Casual Boots Ankle - Brown Tan 13
    Amazon.com
    $159.95
    Men's Rebar Lift Chukka Work Boots In Distressed Brown Sharkskin Print, Size: 6 D / Medium By Ariat
    Ariat
    $159.95
    Men's Rebar Lift Chukka Work Boots In Distressed Brown Sharkskin Print, Size: 6 D / Medium By Ariat
    Ariat
    $45.00
    Men's Jerad Chukka Boots - Goodfellow & Co Brown 12
    Target
    Free shipping
    $45.00
    Men's Jerad Chukka Boots - Goodfellow & Co Brown 12
    Target
    $190.00
    Vionic Men's Uptown Chukka Boot With Arch Support In Light Brown Nubuck, Size 11.5 Wide
    Vionic Shoes
    $190.00
    Vionic Men's Uptown Chukka Boot With Arch Support In Light Brown Nubuck, Size 11.5 Wide
    Vionic Shoes
    $99.99
    $140.00
    Chaco Men's Paonia Desert Chukka Boot Earth Brown, Size 8 Medium Width
    Chacos.com
    28% off
    $99.99
    $140.00
    Chaco Men's Paonia Desert Chukka Boot Earth Brown, Size 8 Medium Width
    Chacos.com
    $133.00
    $150.00
    Georgia Men's Wedge Chukka Wedge Work Boot - Tobacco - GB1222, 10.5 / Wide / Tobacco
    Overlook Boots
    1K+
    11% off
    $133.00
    $150.00
    Georgia Men's Wedge Chukka Wedge Work Boot - Tobacco - GB1222, 10.5 / Wide / Tobacco
    Overlook Boots
    $249.95
    ECCO Men's Turn Gore-Tex Tie Chukka Boot
    Amazon.com
    Free shipping
    $249.95
    ECCO Men's Turn Gore-Tex Tie Chukka Boot
    Amazon.com
    $169.95
    Men's Rebar Lift Chukka Waterproof Work Boots In Distressed Brown, Size: 11.5 EE / Wide By Ariat
    Ariat
    1
    $169.95
    Men's Rebar Lift Chukka Waterproof Work Boots In Distressed Brown, Size: 11.5 EE / Wide By Ariat
    Ariat