Shop men's chukka boots

Sponsored
About our ads
$1,250.00
Brunello Cucinelli, Suede Chukka Boots, Brown, 45
Brunello Cucinelli Online Boutique
Free shipping
$1,250.00
Brunello Cucinelli, Suede Chukka Boots, Brown, 45
Brunello Cucinelli Online Boutique
Free shipping
$62.98
Clarks Wide Width Eastridge Chukka Boot | Men's | Light Brown | Size 9 | Boots | Lug
DSW
35
$62.98
Clarks Wide Width Eastridge Chukka Boot | Men's | Light Brown | Size 9 | Boots | Lug
DSW
35
$41.99
$100.00
St. John's Bay Mens Acton Flat Heel Chukka Boots | Brown | Regular 10 1/2 | Boots Chukka Boots | Memory Foam | Fall Fashion
JCPenney
35
58% off
$41.99
$100.00
St. John's Bay Mens Acton Flat Heel Chukka Boots | Brown | Regular 10 1/2 | Boots Chukka Boots | Memory Foam | Fall Fashion
JCPenney
35
$26.99
$90.00
St. John's Bay Mens Mills Flat Heel Chukka Boots | Brown | Regular 7 1/2 | Boots Chukka Boots | Memory Foam
JCPenney
70% off
$26.99
$90.00
St. John's Bay Mens Mills Flat Heel Chukka Boots | Brown | Regular 7 1/2 | Boots Chukka Boots | Memory Foam
JCPenney
$64.98
Crown Vintage Jalynn Chukka Boot | Men's | Dark Brown | Size 10 | Boots
DSW
1
$64.98
Crown Vintage Jalynn Chukka Boot | Men's | Dark Brown | Size 10 | Boots
DSW
1
$26.99
$90.00
St. John's Bay Mens Mills Flat Heel Chukka Boots | Black | Regular 12 | Boots Chukka Boots | Memory Foam
JCPenney
70% off
$26.99
$90.00
St. John's Bay Mens Mills Flat Heel Chukka Boots | Black | Regular 12 | Boots Chukka Boots | Memory Foam
JCPenney
$99.99
Timberland Westmore Chukka Boot | Men's | Dark Brown | Size 10.5 | Boots | Moc Toe
DSW
30
Free shipping
$99.99
Timberland Westmore Chukka Boot | Men's | Dark Brown | Size 10.5 | Boots | Moc Toe
DSW
30
$139.99
Rocky Men's Outback Chukka Boots In Dark Brown Size 8.5m | Leather/Rubber
TacticalGear.com
189
$139.99
Rocky Men's Outback Chukka Boots In Dark Brown Size 8.5m | Leather/Rubber
TacticalGear.com
189
$37.49
$59.99
Sonoma Goods For Life® Comfort Chukka Men's Boots, Size: 10.5, Black
Kohl's
37% off
$37.49
$59.99
Sonoma Goods For Life® Comfort Chukka Men's Boots, Size: 10.5, Black
Kohl's
$37.49
$59.99
Sonoma Goods For Life® Comfort Chukka Men's Boots, Size: 10, Red
Kohl's
37% off
$37.49
$59.99
Sonoma Goods For Life® Comfort Chukka Men's Boots, Size: 10, Red
Kohl's
$110.42
Georgia Boot Wedge Chukka Work Boot
Amazon.com
633
Free shipping
$110.42
Georgia Boot Wedge Chukka Work Boot
Amazon.com
633
$99.99
Carhartt Men's Haslett Moc Toe Canvas Chukka Boots In Coyote Size 12.0m
TacticalGear.com
47
$99.99
Carhartt Men's Haslett Moc Toe Canvas Chukka Boots In Coyote Size 12.0m
TacticalGear.com
47
$150.00
UGG® Men's Chukka Lug Suede Shoes In Chestnut, Size 10
Ugg
1
$150.00
UGG® Men's Chukka Lug Suede Shoes In Chestnut, Size 10
Ugg
1
$121.00
Rocky Men's Polishable Chukka Shoes In Black Size 10.5m | Leather/Rubber
TacticalGear.com
$121.00
Rocky Men's Polishable Chukka Shoes In Black Size 10.5m | Leather/Rubber
TacticalGear.com
$92.65
Skechers Men's Segment Melego Leather Chukka Waterproof Boot
Amazon.com
6K+
Free shipping
$92.65
Skechers Men's Segment Melego Leather Chukka Waterproof Boot
Amazon.com
6K+
$84.59
ROPER Men's Gum Sticker Chukka Boots Tan 11
Amazon.com
390
Free shipping
$84.59
ROPER Men's Gum Sticker Chukka Boots Tan 11
Amazon.com
390
$178.95
Johnston & Murphy Calder Chukka Men's Boots Brown Oiled Full Grain : 10 m (D), Leather
Zappos
11
$178.95
Johnston & Murphy Calder Chukka Men's Boots Brown Oiled Full Grain : 10 m (D), Leather
Zappos
11
$169.00
Most Comfortable Leather Boots For Men With Arch Support & Heel Pain Relief | Chukka Style, Lightweight, Work & Travel | KURU DRAFT Aalto Dark Brown
KURU
$169.00
Most Comfortable Leather Boots For Men With Arch Support & Heel Pain Relief | Chukka Style, Lightweight, Work & Travel | KURU DRAFT Aalto Dark Brown
KURU
$119.99
$159.95
Rockport Classic Break Chukka Men's Boots Dark Brown Leather : 12 m (D)
Zappos
2K+
24% off
$119.99
$159.95
Rockport Classic Break Chukka Men's Boots Dark Brown Leather : 12 m (D)
Zappos
2K+
$119.99
$169.00
Johnston & Murphy Upton Chukka Boot Men's Boots Tan Full Grain : 11 m (D), Leather/Rubber
Zappos
53
29% off
$119.99
$169.00
Johnston & Murphy Upton Chukka Boot Men's Boots Tan Full Grain : 11 m (D), Leather/Rubber
Zappos
53
$129.99
Redhead Series 61 Chukka Boots For Men - Russet - 8.5m
Bass Pro Shops
$129.99
Redhead Series 61 Chukka Boots For Men - Russet - 8.5m
Bass Pro Shops
$129.99
Redhead Series 61 Chukka Boots For Men - Russet - 9m
Bass Pro Shops
$129.99
Redhead Series 61 Chukka Boots For Men - Russet - 9m
Bass Pro Shops
$430.00
Morjas The Chukka Boot | Men's | Medium Brown | Suede | Crafted By Hand
MORJAS Merchant Center Bing
$430.00
Morjas The Chukka Boot | Men's | Medium Brown | Suede | Crafted By Hand
MORJAS Merchant Center Bing
$74.97
Clarks Suede Chukka Ankle Boots - Brown - Casual Boots Size 12
Nordstrom Rack
$74.97
Clarks Suede Chukka Ankle Boots - Brown - Casual Boots Size 12
Nordstrom Rack
$129.99
Redhead Series 61 Chukka Boots For Men - Russet - 8m
Cabela's
$129.99
Redhead Series 61 Chukka Boots For Men - Russet - 8m
Cabela's
$54.97
Nunn Bush Circuit Plain Toe Chukka Boot - Brown - Casual Boots Size 10.5
Nordstrom Rack
76
$54.97
Nunn Bush Circuit Plain Toe Chukka Boot - Brown - Casual Boots Size 10.5
Nordstrom Rack
76
$130.00
UGG® Men's The UGG® Lug Chukka Leather/Waterproof Shoes In Sand, Size 7
Ugg
$130.00
UGG® Men's The UGG® Lug Chukka Leather/Waterproof Shoes In Sand, Size 7
Ugg
$430.00
Morjas The Chukka Boot | Men's | Brown | Suede | Crafted By Hand
MORJAS Merchant Center Bing
$430.00
Morjas The Chukka Boot | Men's | Brown | Suede | Crafted By Hand
MORJAS Merchant Center Bing
$269.97
To Boot New York Versailles Chukka Boot - Brown - Casual Boots Size 13
Nordstrom Rack
$269.97
To Boot New York Versailles Chukka Boot - Brown - Casual Boots Size 13
Nordstrom Rack
$60.00
$80.00
Deer Stags Bangor Men's Chukka Boots, Size: 8.5, Redwood
Kohl's
49
25% off
$60.00
$80.00
Deer Stags Bangor Men's Chukka Boots, Size: 8.5, Redwood
Kohl's
49
$92.00
$102.00
Thorogood Men's Classic Poromeric Academy Chukka Duty Boot - 831-6032, 9 / Medium / Black
Overlook Boots
$92.00
$102.00
Thorogood Men's Classic Poromeric Academy Chukka Duty Boot - 831-6032, 9 / Medium / Black
Overlook Boots
$130.00
Clarks - Mens Boots - Aldwin Chukka Mid Tan Leather - 10.5 - Brown
ClarksUSA.com
5
$130.00
Clarks - Mens Boots - Aldwin Chukka Mid Tan Leather - 10.5 - Brown
ClarksUSA.com
5
$84.97
$169.95
Men's Nubuck Chukka Lace Up Boots - Lands' End - Brown - 9
Lands' End
50% off
$84.97
$169.95
Men's Nubuck Chukka Lace Up Boots - Lands' End - Brown - 9
Lands' End
$200.00
Cole Haan Men's Øriginalgrand Remastered Waterproof Chukka Boots - Black - Casual Boots Size Medium 13
Cole Haan
$200.00
Cole Haan Men's Øriginalgrand Remastered Waterproof Chukka Boots - Black - Casual Boots Size Medium 13
Cole Haan
$104.95
Caterpillar Threshold Chukka Boot Beaned, Size 10.5 Medium Newwidth
CATFootwear.com
$104.95
Caterpillar Threshold Chukka Boot Beaned, Size 10.5 Medium Newwidth
CATFootwear.com
$150.00
UGG® Men's Neumel Leather Shoes Chukka Boots In Brown/, Size 12
Ugg
17K+
$150.00
UGG® Men's Neumel Leather Shoes Chukka Boots In Brown/, Size 12
Ugg
17K+
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Shop men's chukka boots

Sponsored
About our ads
$99.99
Carhartt Men's Haslett Moc Toe Canvas Chukka Boots In Coyote Size 12.0m
TacticalGear.com
47
$99.99
Carhartt Men's Haslett Moc Toe Canvas Chukka Boots In Coyote Size 12.0m
TacticalGear.com
$150.00
UGG® Men's Chukka Lug Suede Shoes In Chestnut, Size 10
Ugg
1
$150.00
UGG® Men's Chukka Lug Suede Shoes In Chestnut, Size 10
Ugg
$121.00
Rocky Men's Polishable Chukka Shoes In Black Size 10.5m | Leather/Rubber
TacticalGear.com
$121.00
Rocky Men's Polishable Chukka Shoes In Black Size 10.5m | Leather/Rubber
TacticalGear.com
$92.65
Skechers Men's Segment Melego Leather Chukka Waterproof Boot
Amazon.com
6K+
Free shipping
$92.65
Skechers Men's Segment Melego Leather Chukka Waterproof Boot
Amazon.com
$84.59
ROPER Men's Gum Sticker Chukka Boots Tan 11
Amazon.com
390
Free shipping
$84.59
ROPER Men's Gum Sticker Chukka Boots Tan 11
Amazon.com
$178.95
Johnston & Murphy Calder Chukka Men's Boots Brown Oiled Full Grain : 10 m (D), Leather
Zappos
11
$178.95
Johnston & Murphy Calder Chukka Men's Boots Brown Oiled Full Grain : 10 m (D), Leather
Zappos
$169.00
Most Comfortable Leather Boots For Men With Arch Support & Heel Pain Relief | Chukka Style, Lightweight, Work & Travel | KURU DRAFT Aalto Dark Brown
KURU
$169.00
Most Comfortable Leather Boots For Men With Arch Support & Heel Pain Relief | Chukka Style, Lightweight, Work & Travel | KURU DRAFT Aalto Dark Brown
KURU
$119.99
$159.95
Rockport Classic Break Chukka Men's Boots Dark Brown Leather : 12 m (D)
Zappos
2K+
24% off
$119.99
$159.95
Rockport Classic Break Chukka Men's Boots Dark Brown Leather : 12 m (D)
Zappos
$119.99
$169.00
Johnston & Murphy Upton Chukka Boot Men's Boots Tan Full Grain : 11 m (D), Leather/Rubber
Zappos
53
29% off
$119.99
$169.00
Johnston & Murphy Upton Chukka Boot Men's Boots Tan Full Grain : 11 m (D), Leather/Rubber
Zappos
$129.99
Redhead Series 61 Chukka Boots For Men - Russet - 8.5m
Bass Pro Shops
$129.99
Redhead Series 61 Chukka Boots For Men - Russet - 8.5m
Bass Pro Shops
$129.99
Redhead Series 61 Chukka Boots For Men - Russet - 9m
Bass Pro Shops
$129.99
Redhead Series 61 Chukka Boots For Men - Russet - 9m
Bass Pro Shops
$430.00
Morjas The Chukka Boot | Men's | Medium Brown | Suede | Crafted By Hand
MORJAS Merchant Center Bing
$430.00
Morjas The Chukka Boot | Men's | Medium Brown | Suede | Crafted By Hand
MORJAS Merchant Center Bing
$74.97
Clarks Suede Chukka Ankle Boots - Brown - Casual Boots Size 12
Nordstrom Rack
$74.97
Clarks Suede Chukka Ankle Boots - Brown - Casual Boots Size 12
Nordstrom Rack
$129.99
Redhead Series 61 Chukka Boots For Men - Russet - 8m
Cabela's
$129.99
Redhead Series 61 Chukka Boots For Men - Russet - 8m
Cabela's
$54.97
Nunn Bush Circuit Plain Toe Chukka Boot - Brown - Casual Boots Size 10.5
Nordstrom Rack
76
$54.97
Nunn Bush Circuit Plain Toe Chukka Boot - Brown - Casual Boots Size 10.5
Nordstrom Rack
$130.00
UGG® Men's The UGG® Lug Chukka Leather/Waterproof Shoes In Sand, Size 7
Ugg
$130.00
UGG® Men's The UGG® Lug Chukka Leather/Waterproof Shoes In Sand, Size 7
Ugg
$430.00
Morjas The Chukka Boot | Men's | Brown | Suede | Crafted By Hand
MORJAS Merchant Center Bing
$430.00
Morjas The Chukka Boot | Men's | Brown | Suede | Crafted By Hand
MORJAS Merchant Center Bing
$269.97
To Boot New York Versailles Chukka Boot - Brown - Casual Boots Size 13
Nordstrom Rack
$269.97
To Boot New York Versailles Chukka Boot - Brown - Casual Boots Size 13
Nordstrom Rack

Shop men's chukka boots

Sponsored
About our ads
$1,250.00
Brunello Cucinelli, Suede Chukka Boots, Brown, 45
Brunello Cucinelli Online Boutique
Free shipping
$1,250.00
Brunello Cucinelli, Suede Chukka Boots, Brown, 45
Brunello Cucinelli Online Boutique
Free shipping
$62.98
Clarks Wide Width Eastridge Chukka Boot | Men's | Light Brown | Size 9 | Boots | Lug
DSW
35
$62.98
Clarks Wide Width Eastridge Chukka Boot | Men's | Light Brown | Size 9 | Boots | Lug
DSW
35
$41.99
$100.00
St. John's Bay Mens Acton Flat Heel Chukka Boots | Brown | Regular 10 1/2 | Boots Chukka Boots | Memory Foam | Fall Fashion
JCPenney
35
58% off
$41.99
$100.00
St. John's Bay Mens Acton Flat Heel Chukka Boots | Brown | Regular 10 1/2 | Boots Chukka Boots | Memory Foam | Fall Fashion
JCPenney
35
$26.99
$90.00
St. John's Bay Mens Mills Flat Heel Chukka Boots | Brown | Regular 7 1/2 | Boots Chukka Boots | Memory Foam
JCPenney
70% off
$26.99
$90.00
St. John's Bay Mens Mills Flat Heel Chukka Boots | Brown | Regular 7 1/2 | Boots Chukka Boots | Memory Foam
JCPenney
$64.98
Crown Vintage Jalynn Chukka Boot | Men's | Dark Brown | Size 10 | Boots
DSW
1
$64.98
Crown Vintage Jalynn Chukka Boot | Men's | Dark Brown | Size 10 | Boots
DSW
1
$26.99
$90.00
St. John's Bay Mens Mills Flat Heel Chukka Boots | Black | Regular 12 | Boots Chukka Boots | Memory Foam
JCPenney
70% off
$26.99
$90.00
St. John's Bay Mens Mills Flat Heel Chukka Boots | Black | Regular 12 | Boots Chukka Boots | Memory Foam
JCPenney
$99.99
Timberland Westmore Chukka Boot | Men's | Dark Brown | Size 10.5 | Boots | Moc Toe
DSW
30
Free shipping
$99.99
Timberland Westmore Chukka Boot | Men's | Dark Brown | Size 10.5 | Boots | Moc Toe
DSW
30
$139.99
Rocky Men's Outback Chukka Boots In Dark Brown Size 8.5m | Leather/Rubber
TacticalGear.com
189
$139.99
Rocky Men's Outback Chukka Boots In Dark Brown Size 8.5m | Leather/Rubber
TacticalGear.com
189
$37.49
$59.99
Sonoma Goods For Life® Comfort Chukka Men's Boots, Size: 10.5, Black
Kohl's
37% off
$37.49
$59.99
Sonoma Goods For Life® Comfort Chukka Men's Boots, Size: 10.5, Black
Kohl's
$37.49
$59.99
Sonoma Goods For Life® Comfort Chukka Men's Boots, Size: 10, Red
Kohl's
37% off
$37.49
$59.99
Sonoma Goods For Life® Comfort Chukka Men's Boots, Size: 10, Red
Kohl's
$110.42
Georgia Boot Wedge Chukka Work Boot
Amazon.com
633
Free shipping
$110.42
Georgia Boot Wedge Chukka Work Boot
Amazon.com
633
$99.99
Carhartt Men's Haslett Moc Toe Canvas Chukka Boots In Coyote Size 12.0m
TacticalGear.com
47
$99.99
Carhartt Men's Haslett Moc Toe Canvas Chukka Boots In Coyote Size 12.0m
TacticalGear.com
47
$150.00
UGG® Men's Chukka Lug Suede Shoes In Chestnut, Size 10
Ugg
1
$150.00
UGG® Men's Chukka Lug Suede Shoes In Chestnut, Size 10
Ugg
1
$121.00
Rocky Men's Polishable Chukka Shoes In Black Size 10.5m | Leather/Rubber
TacticalGear.com
$121.00
Rocky Men's Polishable Chukka Shoes In Black Size 10.5m | Leather/Rubber
TacticalGear.com
$92.65
Skechers Men's Segment Melego Leather Chukka Waterproof Boot
Amazon.com
6K+
Free shipping
$92.65
Skechers Men's Segment Melego Leather Chukka Waterproof Boot
Amazon.com
6K+
$84.59
ROPER Men's Gum Sticker Chukka Boots Tan 11
Amazon.com
390
Free shipping
$84.59
ROPER Men's Gum Sticker Chukka Boots Tan 11
Amazon.com
390
$178.95
Johnston & Murphy Calder Chukka Men's Boots Brown Oiled Full Grain : 10 m (D), Leather
Zappos
11
$178.95
Johnston & Murphy Calder Chukka Men's Boots Brown Oiled Full Grain : 10 m (D), Leather
Zappos
11
$169.00
Most Comfortable Leather Boots For Men With Arch Support & Heel Pain Relief | Chukka Style, Lightweight, Work & Travel | KURU DRAFT Aalto Dark Brown
KURU
$169.00
Most Comfortable Leather Boots For Men With Arch Support & Heel Pain Relief | Chukka Style, Lightweight, Work & Travel | KURU DRAFT Aalto Dark Brown
KURU