Lightweight Chukka Boots for Men

Shop Lightweight Chukka Boots for Men

Sponsored

$190.00

Vionic Men's Uptown Chukka Boot With Arch Support In Light Brown Nubuck, Size 8

Vionic Shoes

$190.00

Vionic Men's Uptown Chukka Boot With Arch Support In Light Brown Nubuck, Size 8

Vionic Shoes

$190.00

Vionic Men's Uptown Chukka Boot With Arch Support In Navy Blazer Nubuck, Size 12

Vionic Shoes

$190.00

Vionic Men's Uptown Chukka Boot With Arch Support In Navy Blazer Nubuck, Size 12

Vionic Shoes

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Arizona Adobe Size 8.5

Thursday Boot Company

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Arizona Adobe Size 8.5

Thursday Boot Company

$41.24

$90.00

JCPenney

In store

Curbside

$41.24

$90.00

JCPenney

$129.99

Carhartt Men's Lightweight Wedge Moc Toe Chukka | Dark Brown Oil Tanned | 10.5 m

Carhartt D2C US

3K+

$129.99

Carhartt Men's Lightweight Wedge Moc Toe Chukka | Dark Brown Oil Tanned | 10.5 m

Carhartt D2C US

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Mocha Brown Suede Size 14

Thursday Boot Company

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Mocha Brown Suede Size 14

Thursday Boot Company

$69.99

$100.99

Men's Deer Stags® Bangor Chukka Boots By Deer Stags In Red Wood (Size 13 M)

fullbeauty

648

30% off

$69.99

$100.99

Men's Deer Stags® Bangor Chukka Boots By Deer Stags In Red Wood (Size 13 M)

fullbeauty

$159.95

Danner Men's Forest Chukka 4.5" Leather Lifestyle Boot - 37640, 10.5 / Medium / Brown

Overlook Boots

$159.95

Danner Men's Forest Chukka 4.5" Leather Lifestyle Boot - 37640, 10.5 / Medium / Brown

Overlook Boots

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Ash Grey Suede Size 9

Thursday Boot Company

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Ash Grey Suede Size 9

Thursday Boot Company

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Cognac Brown Suede Size 11

Thursday Boot Company

795

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Cognac Brown Suede Size 11

Thursday Boot Company

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Brown 'Cinnamon' Suede - Thursday Size 10.5

Thursday Boot Company

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Brown 'Cinnamon' Suede - Thursday Size 10.5

Thursday Boot Company

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Tan 'Dune' Suede Size 11

Thursday Boot Company

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Tan 'Dune' Suede Size 11

Thursday Boot Company

$69.99

$100.99

Men's Deer Stags® Bangor Chukka Boots By Deer Stags In Black (Size 13 M)

fullbeauty

486

30% off

$69.99

$100.99

Men's Deer Stags® Bangor Chukka Boots By Deer Stags In Black (Size 13 M)

fullbeauty

$295.00

Men's Martin Dingman Blue Ridge Chukkas - Chestnut, Chestnut, 11

Patrick James

$295.00

Men's Martin Dingman Blue Ridge Chukkas - Chestnut, Chestnut, 11

Patrick James

$25.49

$59.99

Sonoma Goods For Life® Westynn Men's Chukka Boots, Size: 13

Kohl's

57% off

$25.49

$59.99

Sonoma Goods For Life® Westynn Men's Chukka Boots, Size: 13

Kohl's

$80.00

$100.00

Skechers Relaxed Fit® Respected Boswell Men's Boots, Size: 13, Dark Brown

Kohl's

756

Free shipping

20% off

$80.00

$100.00

Skechers Relaxed Fit® Respected Boswell Men's Boots, Size: 13, Dark Brown

Kohl's

$33.74

$90.00

St. John's Bay Mens Mills Flat Heel Chukka Boots | Black | Regular 9 1/2 | Boots Chukka Boots | Memory Foam

JCPenney

In store

Curbside

$33.74

$90.00

St. John's Bay Mens Mills Flat Heel Chukka Boots | Black | Regular 9 1/2 | Boots Chukka Boots | Memory Foam

JCPenney

$25.49

$59.99

Sonoma Goods For Life® Ledger Men's Chukka Boots, Size: 13, Brown

Kohl's

246

57% off

$25.49

$59.99

Sonoma Goods For Life® Ledger Men's Chukka Boots, Size: 13, Brown

Kohl's

$104.99

$150.00

UGG® Men's Neumel Moc Suede Classic Boots In Mustard Seed, Size 13

Ugg

342

30% off

$104.99

$150.00

UGG® Men's Neumel Moc Suede Classic Boots In Mustard Seed, Size 13

Ugg

$89.98

$99.99

Timberland Men's Westmore Chukka Boots (Tortoise Brown) - Size 8.0 m

Famous Footwear

Free shipping

10% off

$89.98

$99.99

Timberland Men's Westmore Chukka Boots (Tortoise Brown) - Size 8.0 m

Famous Footwear

$159.00

Men's Allagash Handsewn Chukka Boots Canyon 9(EE), Suede Leather | L.L.Bean

L.L.Bean

Free shipping

$159.00

Men's Allagash Handsewn Chukka Boots Canyon 9(EE), Suede Leather | L.L.Bean

L.L.Bean

$33.74

$90.00

St. John's Bay Mens Mills Flat Heel Chukka Boots | Brown | Regular 7 | Boots Chukka Boots | Memory Foam

JCPenney

62% off

$33.74

$90.00

St. John's Bay Mens Mills Flat Heel Chukka Boots | Brown | Regular 7 | Boots Chukka Boots | Memory Foam

JCPenney

$140.00

Ugg Men's Neumel Suede Chukka Boots - Blue - Size 10 - Deep Ocean

Bloomingdale's

$140.00

Ugg Men's Neumel Suede Chukka Boots - Blue - Size 10 - Deep Ocean

Bloomingdale's

$119.00

L.L.Bean | Men's Hybrid Wellie® Boots Deepest Brown 13 M(D), Leather/Rubber/Neoprene

L.L.Bean

Free shipping

$119.00

L.L.Bean | Men's Hybrid Wellie® Boots Deepest Brown 13 M(D), Leather/Rubber/Neoprene

L.L.Bean

$110.00

Clarks Mens Eastridge Flat Heel Lace Up Boots | Brown | Regular 7 | Boots Lace Up Boots | Comfort

JCPenney

Free shipping

$110.00

Clarks Mens Eastridge Flat Heel Lace Up Boots | Brown | Regular 7 | Boots Lace Up Boots | Comfort

JCPenney

$159.00

L.L.Bean | Men's Allagash Handsewn Chukka Boots 14 M(D), Suede Leather

L.L.Bean

Free shipping

$159.00

L.L.Bean | Men's Allagash Handsewn Chukka Boots 14 M(D), Suede Leather

L.L.Bean

$64.99

$110.00

Clarks Mens Shacre Flat Heel Chukka Boots | Brown | Regular 8 1/2 | Boots Chukka Boots | Comfort

JCPenney

40% off

$64.99

$110.00

Clarks Mens Shacre Flat Heel Chukka Boots | Brown | Regular 8 1/2 | Boots Chukka Boots | Comfort

JCPenney

$60.00

Deer Stags Bangor Men's Chukka Boots, Size: 11, Redwood

Kohl's

Free shipping

$60.00

Deer Stags Bangor Men's Chukka Boots, Size: 11, Redwood

Kohl's

$99.99

$124.99

Wide Width Men's Warren Chukka Boot By Deer Stags In Black (Size 10 W)

fullbeauty

20% off

$99.99

$124.99

Wide Width Men's Warren Chukka Boot By Deer Stags In Black (Size 10 W)

fullbeauty

$199.00

Thursday Boot Company Men's President Lace-Up Boot In Mocha Brown Suede - Thursday Size 9.5

Thursday Boot Company

$199.00

Thursday Boot Company Men's President Lace-Up Boot In Mocha Brown Suede - Thursday Size 9.5

Thursday Boot Company

$139.00

L.L.Bean | Men's Stonington Chelsea Boots, Suede Deepest Brown 11(EE), Suede Leather/Rubber

L.L.Bean

Free shipping

$139.00

L.L.Bean | Men's Stonington Chelsea Boots, Suede Deepest Brown 11(EE), Suede Leather/Rubber

L.L.Bean

$85.00

Dockers Mens Esmond Flat Heel Chukka Boots | Brown | Regular 9 | Boots Chukka Boots | Comfort

JCPenney

Free shipping

$85.00

Dockers Mens Esmond Flat Heel Chukka Boots | Brown | Regular 9 | Boots Chukka Boots | Comfort

JCPenney

$129.00

$249.00

Rothy's - Men's Chukka Boot In Brown/Neutral, Size 9.5

Rothy's.com

48% off

$129.00

$249.00

Rothy's - Men's Chukka Boot In Brown/Neutral, Size 9.5

Rothy's.com

$149.00

$249.00

Rothy's - Men's Chukka Boot In Black/Neutral, Size 14

Rothy's.com

40% off

$149.00

$249.00

Rothy's - Men's Chukka Boot In Black/Neutral, Size 14

Rothy's.com

$42.23

$64.97

B O C Livie Chukka Boot In Natural Nubuck At Nordstrom Rack, Size 8.5

Nordstrom Rack

35% off

$42.23

$64.97

B O C Livie Chukka Boot In Natural Nubuck At Nordstrom Rack, Size 8.5

Nordstrom Rack

$206.50

$295.00

Men's Martin Dingman Blue Ridge Chukkas, Camo, 9

Patrick James

30% off

$206.50

$295.00

Men's Martin Dingman Blue Ridge Chukkas, Camo, 9

Patrick James

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Shop Lightweight Chukka Boots for Men
Sponsored
$160.00
Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Tan 'Dune' Suede Size 11
Thursday Boot Company
$160.00
Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Tan 'Dune' Suede Size 11
Thursday Boot Company
$69.99
$100.99
Men's Deer Stags® Bangor Chukka Boots By Deer Stags In Black (Size 13 M)
fullbeauty
486
30% off
$69.99
$100.99
Men's Deer Stags® Bangor Chukka Boots By Deer Stags In Black (Size 13 M)
fullbeauty
$295.00
Men's Martin Dingman Blue Ridge Chukkas - Chestnut, Chestnut, 11
Patrick James
$295.00
Men's Martin Dingman Blue Ridge Chukkas - Chestnut, Chestnut, 11
Patrick James
$25.49
$59.99
Sonoma Goods For Life® Westynn Men's Chukka Boots, Size: 13
Kohl's
57% off
$25.49
$59.99
Sonoma Goods For Life® Westynn Men's Chukka Boots, Size: 13
Kohl's
$80.00
$100.00
Skechers Relaxed Fit® Respected Boswell Men's Boots, Size: 13, Dark Brown
Kohl's
756
Free shipping
20% off
$80.00
$100.00
Skechers Relaxed Fit® Respected Boswell Men's Boots, Size: 13, Dark Brown
Kohl's
$33.74
$90.00
St. John's Bay Mens Mills Flat Heel Chukka Boots | Black | Regular 9 1/2 | Boots Chukka Boots | Memory Foam
JCPenney
In store
Curbside
$33.74
$90.00
St. John's Bay Mens Mills Flat Heel Chukka Boots | Black | Regular 9 1/2 | Boots Chukka Boots | Memory Foam
JCPenney
$25.49
$59.99
Sonoma Goods For Life® Ledger Men's Chukka Boots, Size: 13, Brown
Kohl's
246
57% off
$25.49
$59.99
Sonoma Goods For Life® Ledger Men's Chukka Boots, Size: 13, Brown
Kohl's
$104.99
$150.00
UGG® Men's Neumel Moc Suede Classic Boots In Mustard Seed, Size 13
Ugg
342
30% off
$104.99
$150.00
UGG® Men's Neumel Moc Suede Classic Boots In Mustard Seed, Size 13
Ugg
$89.98
$99.99
Timberland Men's Westmore Chukka Boots (Tortoise Brown) - Size 8.0 m
Famous Footwear
8
Free shipping
10% off
$89.98
$99.99
Timberland Men's Westmore Chukka Boots (Tortoise Brown) - Size 8.0 m
Famous Footwear
$159.00
Men's Allagash Handsewn Chukka Boots Canyon 9(EE), Suede Leather | L.L.Bean
L.L.Bean
Free shipping
$159.00
Men's Allagash Handsewn Chukka Boots Canyon 9(EE), Suede Leather | L.L.Bean
L.L.Bean
$33.74
$90.00
St. John's Bay Mens Mills Flat Heel Chukka Boots | Brown | Regular 7 | Boots Chukka Boots | Memory Foam
JCPenney
62% off
$33.74
$90.00
St. John's Bay Mens Mills Flat Heel Chukka Boots | Brown | Regular 7 | Boots Chukka Boots | Memory Foam
JCPenney
$140.00
Ugg Men's Neumel Suede Chukka Boots - Blue - Size 10 - Deep Ocean
Bloomingdale's
$140.00
Ugg Men's Neumel Suede Chukka Boots - Blue - Size 10 - Deep Ocean
Bloomingdale's
$119.00
L.L.Bean | Men's Hybrid Wellie® Boots Deepest Brown 13 M(D), Leather/Rubber/Neoprene
L.L.Bean
Free shipping
$119.00
L.L.Bean | Men's Hybrid Wellie® Boots Deepest Brown 13 M(D), Leather/Rubber/Neoprene
L.L.Bean
$110.00
Clarks Mens Eastridge Flat Heel Lace Up Boots | Brown | Regular 7 | Boots Lace Up Boots | Comfort
JCPenney
Free shipping
$110.00
Clarks Mens Eastridge Flat Heel Lace Up Boots | Brown | Regular 7 | Boots Lace Up Boots | Comfort
JCPenney
$159.00
L.L.Bean | Men's Allagash Handsewn Chukka Boots 14 M(D), Suede Leather
L.L.Bean
Free shipping
$159.00
L.L.Bean | Men's Allagash Handsewn Chukka Boots 14 M(D), Suede Leather
L.L.Bean
$64.99
$110.00
Clarks Mens Shacre Flat Heel Chukka Boots | Brown | Regular 8 1/2 | Boots Chukka Boots | Comfort
JCPenney
40% off
$64.99
$110.00
Clarks Mens Shacre Flat Heel Chukka Boots | Brown | Regular 8 1/2 | Boots Chukka Boots | Comfort
JCPenney
$60.00
Deer Stags Bangor Men's Chukka Boots, Size: 11, Redwood
Kohl's
46
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$60.00
Deer Stags Bangor Men's Chukka Boots, Size: 11, Redwood
Kohl's
$99.99
$124.99
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$99.99
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Shop Lightweight Chukka Boots for Men

Sponsored

$190.00

Vionic Men's Uptown Chukka Boot With Arch Support In Light Brown Nubuck, Size 8

Vionic Shoes

$190.00

Vionic Men's Uptown Chukka Boot With Arch Support In Light Brown Nubuck, Size 8

Vionic Shoes

$190.00

Vionic Men's Uptown Chukka Boot With Arch Support In Navy Blazer Nubuck, Size 12

Vionic Shoes

$190.00

Vionic Men's Uptown Chukka Boot With Arch Support In Navy Blazer Nubuck, Size 12

Vionic Shoes

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Arizona Adobe Size 8.5

Thursday Boot Company

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Arizona Adobe Size 8.5

Thursday Boot Company

$41.24

$90.00

JCPenney

In store

Curbside

$41.24

$90.00

JCPenney

$129.99

Carhartt Men's Lightweight Wedge Moc Toe Chukka | Dark Brown Oil Tanned | 10.5 m

Carhartt D2C US

3K+

$129.99

Carhartt Men's Lightweight Wedge Moc Toe Chukka | Dark Brown Oil Tanned | 10.5 m

Carhartt D2C US

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Mocha Brown Suede Size 14

Thursday Boot Company

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Mocha Brown Suede Size 14

Thursday Boot Company

$69.99

$100.99

Men's Deer Stags® Bangor Chukka Boots By Deer Stags In Red Wood (Size 13 M)

fullbeauty

648

30% off

$69.99

$100.99

Men's Deer Stags® Bangor Chukka Boots By Deer Stags In Red Wood (Size 13 M)

fullbeauty

$159.95

Danner Men's Forest Chukka 4.5" Leather Lifestyle Boot - 37640, 10.5 / Medium / Brown

Overlook Boots

$159.95

Danner Men's Forest Chukka 4.5" Leather Lifestyle Boot - 37640, 10.5 / Medium / Brown

Overlook Boots

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Ash Grey Suede Size 9

Thursday Boot Company

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Ash Grey Suede Size 9

Thursday Boot Company

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Cognac Brown Suede Size 11

Thursday Boot Company

795

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Cognac Brown Suede Size 11

Thursday Boot Company

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Brown 'Cinnamon' Suede - Thursday Size 10.5

Thursday Boot Company

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Brown 'Cinnamon' Suede - Thursday Size 10.5

Thursday Boot Company

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Tan 'Dune' Suede Size 11

Thursday Boot Company

$160.00

Thursday Boot Company Men's Suede Chukka Scout Chukka Boot In Tan 'Dune' Suede Size 11

Thursday Boot Company

$69.99

$100.99

Men's Deer Stags® Bangor Chukka Boots By Deer Stags In Black (Size 13 M)

fullbeauty

486

30% off

$69.99

$100.99

Men's Deer Stags® Bangor Chukka Boots By Deer Stags In Black (Size 13 M)

fullbeauty

$295.00

Men's Martin Dingman Blue Ridge Chukkas - Chestnut, Chestnut, 11

Patrick James

$295.00

Men's Martin Dingman Blue Ridge Chukkas - Chestnut, Chestnut, 11

Patrick James

$25.49

$59.99

Sonoma Goods For Life® Westynn Men's Chukka Boots, Size: 13

Kohl's

57% off

$25.49

$59.99

Sonoma Goods For Life® Westynn Men's Chukka Boots, Size: 13

Kohl's

$80.00

$100.00

Skechers Relaxed Fit® Respected Boswell Men's Boots, Size: 13, Dark Brown

Kohl's

756

Free shipping

20% off

$80.00

$100.00

Skechers Relaxed Fit® Respected Boswell Men's Boots, Size: 13, Dark Brown

Kohl's

$33.74

$90.00

St. John's Bay Mens Mills Flat Heel Chukka Boots | Black | Regular 9 1/2 | Boots Chukka Boots | Memory Foam

JCPenney

In store

Curbside

$33.74

$90.00

St. John's Bay Mens Mills Flat Heel Chukka Boots | Black | Regular 9 1/2 | Boots Chukka Boots | Memory Foam

JCPenney

$25.49

$59.99

Sonoma Goods For Life® Ledger Men's Chukka Boots, Size: 13, Brown

Kohl's

246

57% off

$25.49

$59.99

Sonoma Goods For Life® Ledger Men's Chukka Boots, Size: 13, Brown

Kohl's

Chukka Boots For Men Up To 90% Off | Chukka Boots For Men Clearance
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