Skip to search results Skip to filters Skip to sort Skip to selected filters

Men's Leather Chukka Boots

120 items found

Sort By

Your Selections

Search Results

. Clarks - Bushacre 3. Color Beeswax Leather. On sale for $89.99. MSRP $110.00.. 4.0 out of 5 stars

Brand Name: Clarks
Product Name: Bushacre 3
Color: Beeswax Leather
Price: $89.99MSRP: $110.00
Rating: 4Rated 4 stars out of 5(165)

Clarks - Desert Boot. Color Beeswax 1. $150.00. 4.5 out of 5 stars

Brand Name: Clarks
Product Name: Desert Boot
Color: Beeswax 1
Price: $150.00
Rating: 4Rated 4 stars out of 5(752)

Red Wing Heritage - Weekend Chukka. Color Copper Rough & Tough. $249.99. 4.3 out of 5 stars

Brand Name: Red Wing Heritage
Product Name: Weekend Chukka
Color: Copper Rough & Tough
Price: $249.99
Rating: 4Rated 4 stars out of 5(48)

. Steve Madden - Hestonn. Color Dark Taupe. $90.00. 3.8 out of 5 stars

Brand Name: Steve Madden
Product Name: Hestonn
Color: Dark Taupe
Price: $90.00
Rating: 4Rated 4 stars out of 5(69)

Clarks - Shacre Boot. Color Black Leather. On sale for $84.00. MSRP $110.00.. 4.5 out of 5 stars

Brand Name: Clarks
Product Name: Shacre Boot
Color: Black Leather
Price: $84.00MSRP: $110.00
Rating: 4Rated 4 stars out of 5(58)

Cole Haan - Hawthorne Chukka Boot. Color British Tan. On sale for $107.20. MSRP $140.00.. 4.4 out of 5 stars

Brand Name: Cole Haan
Product Name: Hawthorne Chukka Boot
Color: British Tan
Price: $107.20MSRP: $140.00
Rating: 4Rated 4 stars out of 5(9)

TOMS - Navi. Color Water Resistant Topaz Brown Leather. On sale for $127.21. MSRP $139.95.. 3.9 out of 5 stars

Brand Name: TOMS
Product Name: Navi
Color: Water Resistant Topaz Brown Leather
Price: $127.21MSRP: $139.95
Rating: 4Rated 4 stars out of 5(26)

Florsheim - Norwalk Plain Toe Chukka Boot. Color Black Crazy Horse. $134.95. 4.6 out of 5 stars

Black Florsheim Norwalk Plain Toe Chukka Boot

Brand Name: Florsheim
Product Name: Norwalk Plain Toe Chukka Boot
Color: Black Crazy Horse
Price: $134.95
Rating: 5Rated 5 stars out of 5(44)

Steve Madden - Harken. Color Cognac Leather. $89.95. 4.1 out of 5 stars

Brand Name: Steve Madden
Product Name: Harken
Color: Cognac Leather
Price: $89.95
Rating: 4Rated 4 stars out of 5(114)

Red Wing Heritage - Work Chukka. Color Briar Oil Slick. $289.99. 4.5 out of 5 stars

Brand Name: Red Wing Heritage
Product Name: Work Chukka
Color: Briar Oil Slick
Price: $289.99
Rating: 4Rated 4 stars out of 5(87)

Clarks - Wallabee Boot. Color Maple Suede. Low Stock. $170.00. 4.7 out of 5 stars

4 left in stock

Brand Name: Clarks
Product Name: Wallabee Boot
Color: Maple Suede
Price: $170.00
Rating: 5Rated 5 stars out of 5(43)

Nunn Bush - Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology. Color Tan CH. On sale for $79.95. MSRP $115.00.. 4.3 out of 5 stars

Brown Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology
Color: Tan CH
Price: $79.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(129)

Stacy Adams - Maxwell Plain Toe Demi Boot. Color Black. $125.00. 4.8 out of 5 stars

Black Stacy Adams Maxwell Plain Toe Demi Boot

Brand Name: Stacy Adams
Product Name: Maxwell Plain Toe Demi Boot
Color: Black
Price: $125.00
Rating: 5Rated 5 stars out of 5(32)

Nunn Bush - Otto Plain Toe Chukka Boot. Color Gray. On sale for $69.95. MSRP $95.00.. 4.7 out of 5 stars

Gray Nunn Bush Otto Plain Toe Chukka Boot

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boot
Color: Gray
Price: $69.95MSRP: $95.00
Rating: 5Rated 5 stars out of 5(11)

Rockport - Classic Break Chukka. Color Dark Brown Leather. On sale for $99.99. MSRP $139.95.. 4.3 out of 5 stars

Brand Name: Rockport
Product Name: Classic Break Chukka
Color: Dark Brown Leather
Price: $99.99MSRP: $139.95
Rating: 4Rated 4 stars out of 5(209)

Born - Brock. Color Brown Distressed Leather. $140.00. 4.8 out of 5 stars

Brand Name: Born
Product Name: Brock
Color: Brown Distressed Leather
Price: $140.00
Rating: 5Rated 5 stars out of 5(12)

Thomas & Vine - Keegan. Color Cognac. Low Stock. On sale for $60.00. MSRP $149.99.. 4.0 out of 5 stars

7 left in stock

Brand Name: Thomas & Vine
Product Name: Keegan
Color: Cognac
Price: $60.00MSRP: $149.99
Rating: 4Rated 4 stars out of 5(1)

SOREL - Explorer Next™ Drift Waterproof. Color Tobacco/Sea Salt. On sale for $89.07. MSRP $135.00.. 4.5 out of 5 stars

Brown SOREL Explorer Next™ Drift Waterproof

Brand Name: SOREL
Product Name: Explorer Next™ Drift Waterproof
Color: Tobacco/Sea Salt
Price: $89.07MSRP: $135.00
Rating: 5Rated 5 stars out of 5(15)

Nunn Bush - Denali Plain Toe Chukka. Color Black. On sale for $89.95. MSRP $115.00.. 4.5 out of 5 stars

Brand Name: Nunn Bush
Product Name: Denali Plain Toe Chukka
Color: Black
Price: $89.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(79)

Clarks - Desert Trek. Color Beeswax. $150.00. 4.5 out of 5 stars

Brand Name: Clarks
Product Name: Desert Trek
Color: Beeswax
Price: $150.00
Rating: 5Rated 5 stars out of 5(101)

Florsheim - Lodge Plain Toe Chukka Boot. Color Brown Crazy Horse. $129.95. 4.5 out of 5 stars

Brown Florsheim Lodge Plain Toe Chukka Boot

Brand Name: Florsheim
Product Name: Lodge Plain Toe Chukka Boot
Color: Brown Crazy Horse
Price: $129.95
Rating: 5Rated 5 stars out of 5(107)

Florsheim - Trail Mix Plain Toe Chukka Boot. Color Black Crazy Horse. Low Stock. On sale for $63.57. MSRP $120.00.. 4.6 out of 5 stars

7 left in stock

Black Florsheim Trail Mix Plain Toe Chukka Boot

Brand Name: Florsheim
Product Name: Trail Mix Plain Toe Chukka Boot
Color: Black Crazy Horse
Price: $63.57MSRP: $120.00
Rating: 5Rated 5 stars out of 5(33)

ALDO - Kenora. Color Brown. Low Stock. On sale for $120.90. MSRP $130.00.. 5.0 out of 5 stars

8 left in stock

Brand Name: ALDO
Product Name: Kenora
Color: Brown
Price: $120.90MSRP: $130.00
Rating: 5Rated 5 stars out of 5(2)

Born - Theo. Color Taupe/Brown Distressed. $130.00.

Brand Name: Born
Product Name: Theo
Color: Taupe/Brown Distressed
Price: $130.00
Rating

Steve Madden - Hestonn - Extended Sizes. Color Tan Leather. On sale for $89.99. MSRP $95.00.. 3.9 out of 5 stars

Tan Steve Madden Hestonn - Extended Sizes

Brand Name: Steve Madden
Product Name: Hestonn - Extended Sizes
Color: Tan Leather
Price: $89.99MSRP: $95.00
Rating: 4Rated 4 stars out of 5(59)

SOREL - Carson™ Chukka WP. Color Elk/Oatmeal. On sale for $103.97. MSRP $160.00.. 3.7 out of 5 stars

Brand Name: SOREL
Product Name: Carson™ Chukka WP
Color: Elk/Oatmeal
Price: $103.97MSRP: $160.00
Rating: 4Rated 4 stars out of 5(10)

Eastland 1955 Edition - Seneca. Color Bomber Brown. Low Stock. On sale for $84.95. MSRP $110.00.. 4.4 out of 5 stars

7 left in stock

Brand Name: Eastland 1955 Edition
Product Name: Seneca
Color: Bomber Brown
Price: $84.95MSRP: $110.00
Rating: 4Rated 4 stars out of 5(42)

Johnston & Murphy Collection - Welch Chukka. Color Brandy. Low Stock. On sale for $198.75. MSRP $265.00.. 4.0 out of 5 stars

4 left in stock

Brown Johnston & Murphy Collection Welch Chukka

Brand Name: Johnston & Murphy Collection
Product Name: Welch Chukka
Color: Brandy
Price: $198.75MSRP: $265.00
Rating: 4Rated 4 stars out of 5(1)

Frye - Bowery Chukka. Color Black. On sale for $180.40. MSRP $328.00.. 3.5 out of 5 stars

Brand Name: Frye
Product Name: Bowery Chukka
Color: Black
Price: $180.40MSRP: $328.00
Rating: 3Rated 3 stars out of 5(11)

Marc Joseph New York - Lenox Ave. Color Black Grainy. Low Stock. On sale for $99.45. MSRP $195.00.. 3.3 out of 5 stars

9 left in stock

Brand Name: Marc Joseph New York
Product Name: Lenox Ave
Color: Black Grainy
Price: $99.45MSRP: $195.00
Rating: 3Rated 3 stars out of 5(7)

Twisted X - MDM0033. Color Bomber/Tan. $135.95. 5.0 out of 5 stars

Brand Name: Twisted X
Product Name: MDM0033
Color: Bomber/Tan
Price: $135.95
Rating: 5Rated 5 stars out of 5(7)

Johnston & Murphy - Barrett Chukka. Color Tan Full Grain. On sale for $92.95. MSRP $175.00..

Brand Name: Johnston & Murphy
Product Name: Barrett Chukka
Color: Tan Full Grain
Price: $92.95MSRP: $175.00
Rating

Ariat - Spitfire H2O. Color Old Earth. $149.95. 4.6 out of 5 stars

Brand Name: Ariat
Product Name: Spitfire H2O
Color: Old Earth
Price: $149.95
Rating: 5Rated 5 stars out of 5(27)

Clarks - Whiddon Mid. Color Waterproof Black Leather. Low Stock. $109.95. 3.5 out of 5 stars

4 left in stock

Brand Name: Clarks
Product Name: Whiddon Mid
Color: Waterproof Black Leather
Price: $109.95
Rating: 4Rated 4 stars out of 5(8)

ECCO - Grainer Chukka Boot. Color Black. On sale for $129.99. MSRP $190.00.. 4.0 out of 5 stars

Brand Name: ECCO
Product Name: Grainer Chukka Boot
Color: Black
Price: $129.99MSRP: $190.00
Rating: 4Rated 4 stars out of 5(1)

Cole Haan - Original Grand Chukka. Color Woodbury Leather/Dark Roast. On sale for $112.49. MSRP $180.00.. 4.6 out of 5 stars

Brand Name: Cole Haan
Product Name: Original Grand Chukka
Color: Woodbury Leather/Dark Roast
Price: $112.49MSRP: $180.00
Rating: 5Rated 5 stars out of 5(413)

Hey Dude - Bradley Leather Boot. Color Black. Low Stock. On sale for $56.98. MSRP $94.99.. 4.3 out of 5 stars

4 left in stock

Brand Name: Hey Dude
Product Name: Bradley Leather Boot
Color: Black
Price: $56.98MSRP: $94.99
Rating: 4Rated 4 stars out of 5(146)

ALDO - Watson. Color Cognac. On sale for $106.08. MSRP $130.00..

Brand Name: ALDO
Product Name: Watson
Color: Cognac
Price: $106.08MSRP: $130.00
Rating

Johnston & Murphy - Upton Chukka. Color Black Full Grain. $169.00. 2.0 out of 5 stars

Brand Name: Johnston & Murphy
Product Name: Upton Chukka
Color: Black Full Grain
Price: $169.00
Rating: 2Rated 2 stars out of 5(1)

Clarks - Oakpark Mid. Color Tan Tumbled Leather. On sale for $91.00. MSRP $110.00.. 5.0 out of 5 stars

Brand Name: Clarks
Product Name: Oakpark Mid
Color: Tan Tumbled Leather
Price: $91.00MSRP: $110.00
Rating: 5Rated 5 stars out of 5(1)

COACH - Spencer Boot. Color Saddle. Low Stock. On sale for $165.20. MSRP $295.00..

9 left in stock

Brand Name: COACH
Product Name: Spencer Boot
Color: Saddle
Price: $165.20MSRP: $295.00
Rating

Florsheim - Renegade Plain Toe Chukka Boot. Color Black. On sale for $109.95. MSRP $150.00.. 4.3 out of 5 stars

Black Florsheim Renegade Plain Toe Chukka Boot

Brand Name: Florsheim
Product Name: Renegade Plain Toe Chukka Boot
Color: Black
Price: $109.95MSRP: $150.00
Rating: 4Rated 4 stars out of 5(18)

Ariat - Spitfire Outdoor Waterproof. Color Oily Distressed Brown. $149.95. 4.3 out of 5 stars

Brand Name: Ariat
Product Name: Spitfire Outdoor Waterproof
Color: Oily Distressed Brown
Price: $149.95
Rating: 4Rated 4 stars out of 5(19)

Allen Edmonds - Chandler. Color Light Brown. Low Stock. $475.00. 4.4 out of 5 stars

3 left in stock

Brand Name: Allen Edmonds
Product Name: Chandler
Color: Light Brown
Price: $475.00
Rating: 4Rated 4 stars out of 5(60)

Steve Madden - Harken - Extended Sizes. Color Black. Low Stock. On sale for $89.95. MSRP $95.00.. 4.1 out of 5 stars

2 left in stock

Black Steve Madden Harken - Extended Sizes

Brand Name: Steve Madden
Product Name: Harken - Extended Sizes
Color: Black
Price: $89.95MSRP: $95.00
Rating: 4Rated 4 stars out of 5(115)

Twisted X - MDM0014. Color Copper. $129.95. 5.0 out of 5 stars

Brand Name: Twisted X
Product Name: MDM0014
Color: Copper
Price: $129.95
Rating: 5Rated 5 stars out of 5(5)

Steve Madden - Jabbar. Color Dark Tan. On sale for $86.48. MSRP $99.95.. 3.9 out of 5 stars

Brand Name: Steve Madden
Product Name: Jabbar
Color: Dark Tan
Price: $86.48MSRP: $99.95
Rating: 4Rated 4 stars out of 5(42)

BOSS - Calev Suede Desert Boot. Color Dark Brown. Low Stock. On sale for $187.50. MSRP $250.00..

7 left in stock

Brand Name: BOSS
Product Name: Calev Suede Desert Boot
Color: Dark Brown
Price: $187.50MSRP: $250.00
Rating

Roper - Clearcut. Color Brown Vintage Leather. Low Stock. On sale for $104.04. MSRP $110.99.. 4.8 out of 5 stars

2 left in stock

Brand Name: Roper
Product Name: Clearcut
Color: Brown Vintage Leather
Price: $104.04MSRP: $110.99
Rating: 5Rated 5 stars out of 5(12)

Johnston & Murphy Collection - Jenson Chukka. Color Brown Italian Calfskin. Low Stock. $295.00. 3.0 out of 5 stars

8 left in stock

Brown Johnston & Murphy Collection Jenson Chukka

Brand Name: Johnston & Murphy Collection
Product Name: Jenson Chukka
Color: Brown Italian Calfskin
Price: $295.00
Rating: 3Rated 3 stars out of 5(1)

UGG - Neumel. Color White/White. On sale for $70.48. MSRP $149.95.. 4.8 out of 5 stars

Brand Name: UGG
Product Name: Neumel
Color: White/White
Price: $70.48MSRP: $149.95
Rating: 5Rated 5 stars out of 5(5975)

Clarks - Morris Peak Waterproof. Color Dark Tan Leather. Low Stock. On sale for $91.00. MSRP $110.00.. 3.4 out of 5 stars

8 left in stock

Brand Name: Clarks
Product Name: Morris Peak Waterproof
Color: Dark Tan Leather
Price: $91.00MSRP: $110.00
Rating: 3Rated 3 stars out of 5(26)

Marc Joseph New York - Soho Boot. Color Brown Grainy Leather. On sale for $78.00. MSRP $195.00.. 5.0 out of 5 stars

Brand Name: Marc Joseph New York
Product Name: Soho Boot
Color: Brown Grainy Leather
Price: $78.00MSRP: $195.00
Rating: 5Rated 5 stars out of 5(1)

Ariat - Recon Country. Color Distressed Brown. $149.95. 4.2 out of 5 stars

Brand Name: Ariat
Product Name: Recon Country
Color: Distressed Brown
Price: $149.95
Rating: 4Rated 4 stars out of 5(34)

Ariat - Clean Country. Color Fudge. Low Stock. On sale for $77.97. MSRP $119.95.. 4.6 out of 5 stars

10 left in stock

Brand Name: Ariat
Product Name: Clean Country
Color: Fudge
Price: $77.97MSRP: $119.95
Rating: 5Rated 5 stars out of 5(10)

Deer Stags - Bangor. Color Redwood/Dark Brown. On sale for $54.99. MSRP $100.00.. 4.1 out of 5 stars

Brand Name: Deer Stags
Product Name: Bangor
Color: Redwood/Dark Brown
Price: $54.99MSRP: $100.00
Rating: 4Rated 4 stars out of 5(12)

To Boot New York - Richard. Color Cognac. Low Stock. $450.00.

7 left in stock

Brand Name: To Boot New York
Product Name: Richard
Color: Cognac
Price: $450.00
Rating

Johnston & Murphy - XC Flex Raleigh Chukka. Color Tan Full Grain. $175.00. 5.0 out of 5 stars

Tan Johnston & Murphy XC Flex Raleigh Chukka

Brand Name: Johnston & Murphy
Product Name: XC Flex Raleigh Chukka
Color: Tan Full Grain
Price: $175.00
Rating: 5Rated 5 stars out of 5(1)

ALDO - Clinton. Color Black. On sale for $90.86. MSRP $130.00..

Brand Name: ALDO
Product Name: Clinton
Color: Black
Price: $90.86MSRP: $130.00
Rating

Clarks - Atticus LT Hi. Color Dark Brown Leather. On sale for $116.96. MSRP $130.00..

Brand Name: Clarks
Product Name: Atticus LT Hi
Color: Dark Brown Leather
Price: $116.96MSRP: $130.00
Rating

Ariat - Lookout. Color Earth/Stone Suede. $149.95. 4.2 out of 5 stars

Brand Name: Ariat
Product Name: Lookout
Color: Earth/Stone Suede
Price: $149.95
Rating: 4Rated 4 stars out of 5(125)

Johnston & Murphy - Upton Chukka Boot. Color Tan Full Grain. $165.00.

Brand Name: Johnston & Murphy
Product Name: Upton Chukka Boot
Color: Tan Full Grain
Price: $165.00
Rating

Marc Joseph New York - Vestry. Color Brown Napa. Low Stock. On sale for $103.35. MSRP $195.00.. 5.0 out of 5 stars

7 left in stock

Brand Name: Marc Joseph New York
Product Name: Vestry
Color: Brown Napa
Price: $103.35MSRP: $195.00
Rating: 5Rated 5 stars out of 5(1)

Vince Camuto - Tadesse Chukka Boot. Color Mocha. On sale for $129.98. MSRP $179.00..

Brand Name: Vince Camuto
Product Name: Tadesse Chukka Boot
Color: Mocha
Price: $129.98MSRP: $179.00
Rating

Twisted X - MDM0019. Color Bomber/Neon Orange. $129.95. 4.9 out of 5 stars

Brand Name: Twisted X
Product Name: MDM0019
Color: Bomber/Neon Orange
Price: $129.95
Rating: 5Rated 5 stars out of 5(7)

To Boot New York - Dickens. Color Softy Blue 501. Low Stock. On sale for $134.30. MSRP $395.00.. 5.0 out of 5 stars

1 left in stock

Brand Name: To Boot New York
Product Name: Dickens
Color: Softy Blue 501
Price: $134.30MSRP: $395.00
Rating: 5Rated 5 stars out of 5(3)

ECCO - Turn GORE-TEX® Chukka Tie. Color Black. Low Stock. On sale for $200.34. MSRP $230.00.. 4.3 out of 5 stars

4 left in stock

Brand Name: ECCO
Product Name: Turn GORE-TEX® Chukka Tie
Color: Black
Price: $200.34MSRP: $230.00
Rating: 4Rated 4 stars out of 5(62)

Magnanni - Maren. Color Tobacco 1. Low Stock. On sale for $297.50. MSRP $425.00..

2 left in stock

Brand Name: Magnanni
Product Name: Maren
Color: Tobacco 1
Price: $297.50MSRP: $425.00
Rating

Johnston & Murphy Collection - Everson Alpine Boot. Color Tan Italian Calfskin. On sale for $227.50. MSRP $325.00..

Tan Johnston & Murphy Collection Everson Alpine Boot

Brand Name: Johnston & Murphy Collection
Product Name: Everson Alpine Boot
Color: Tan Italian Calfskin
Price: $227.50MSRP: $325.00
Rating

Twisted X - MDM0049. Color Bomber. $129.95. 4.0 out of 5 stars

Brand Name: Twisted X
Product Name: MDM0049
Color: Bomber
Price: $129.95
Rating: 4Rated 4 stars out of 5(4)

Sperry - A/O Plushwave Lug Chukka. Color Dark Tan. Low Stock. $139.95. 4.2 out of 5 stars

8 left in stock

Brand Name: Sperry
Product Name: A/O Plushwave Lug Chukka
Color: Dark Tan
Price: $139.95
Rating: 4Rated 4 stars out of 5(25)

Clarks - Nature 5 Mid. Color Beeswax Combi. Low Stock. On sale for $100.47. MSRP $150.00..

3 left in stock

Brand Name: Clarks
Product Name: Nature 5 Mid
Color: Beeswax Combi
Price: $100.47MSRP: $150.00
Rating

Stacy Adams - Kyron Chukka Boot. Color Brown Multi. On sale for $59.98. MSRP $115.00.. 4.0 out of 5 stars

Brand Name: Stacy Adams
Product Name: Kyron Chukka Boot
Color: Brown Multi
Price: $59.98MSRP: $115.00
Rating: 4Rated 4 stars out of 5(2)

BOSS - Calev Desert Boot. Color Dark Brown. On sale for $181.70. MSRP $230.00..

Brand Name: BOSS
Product Name: Calev Desert Boot
Color: Dark Brown
Price: $181.70MSRP: $230.00
Rating

Stacy Adams - Tilden Chukka Boot. Color Cocoa. On sale for $64.98. MSRP $119.95.. 3.8 out of 5 stars

Brand Name: Stacy Adams
Product Name: Tilden Chukka Boot
Color: Cocoa
Price: $64.98MSRP: $119.95
Rating: 4Rated 4 stars out of 5(6)

OluKai - Papaku 'Ili. Color Mustang/Mustang. Low Stock. $160.00. 4.2 out of 5 stars

2 left in stock

Brand Name: OluKai
Product Name: Papaku 'Ili
Color: Mustang/Mustang
Price: $160.00
Rating: 4Rated 4 stars out of 5(5)

Martin Dingman - Countryaire Chukka. Color Smoke. Low Stock. On sale for $206.25. MSRP $275.00..

7 left in stock

Brand Name: Martin Dingman
Product Name: Countryaire Chukka
Color: Smoke
Price: $206.25MSRP: $275.00
Rating

Martin Dingman - Ernest Kudu. Color Evergreen. Low Stock. On sale for $331.80. MSRP $395.00..

7 left in stock

Brand Name: Martin Dingman
Product Name: Ernest Kudu
Color: Evergreen
Price: $331.80MSRP: $395.00
Rating

To Boot New York - Monaco. Color Medium Brown Suede. Low Stock. On sale for $264.65. MSRP $395.00..

2 left in stock

Brand Name: To Boot New York
Product Name: Monaco
Color: Medium Brown Suede
Price: $264.65MSRP: $395.00
Rating

PIKOLINOS - Avila M1T-8011C1. Color Black. Low Stock. $210.00.

1 left in stock

Brand Name: PIKOLINOS
Product Name: Avila M1T-8011C1
Color: Black
Price: $210.00
Rating

PIKOLINOS - Berna M8J-8181. Color Olmo. Low Stock. $200.00. 5.0 out of 5 stars

2 left in stock

Brand Name: PIKOLINOS
Product Name: Berna M8J-8181
Color: Olmo
Price: $200.00
Rating: 5Rated 5 stars out of 5(3)

SWIMS - Helmut Vibram. Color Hickory. Low Stock. On sale for $204.75. MSRP $325.00.. 2.0 out of 5 stars

1 left in stock

Brand Name: SWIMS
Product Name: Helmut Vibram
Color: Hickory
Price: $204.75MSRP: $325.00
Rating: 2Rated 2 stars out of 5(4)

Allen Edmonds - Harris. Color Brown Leather. Low Stock. $395.00.

4 left in stock

Brand Name: Allen Edmonds
Product Name: Harris
Color: Brown Leather
Price: $395.00
Rating

Bed Stu - Lincoln. Color Black Lux. Low Stock. $295.00. 4.5 out of 5 stars

2 left in stock

Brand Name: Bed Stu
Product Name: Lincoln
Color: Black Lux
Price: $295.00
Rating: 5Rated 5 stars out of 5(2)

Blake McKay - Alder. Color Tan. Low Stock. $165.00.

2 left in stock

Brand Name: Blake McKay
Product Name: Alder
Color: Tan
Price: $165.00
Rating

COACH - Suede Chukka Boot. Color Black. On sale for $209.45. MSRP $295.00..

Brand Name: COACH
Product Name: Suede Chukka Boot
Color: Black
Price: $209.45MSRP: $295.00
Rating

Moral Code - Sawyer Chukka Boot. Color Black. Low Stock. $169.00.

1 left in stock

Brand Name: Moral Code
Product Name: Sawyer Chukka Boot
Color: Black
Price: $169.00
Rating

Kodiak - Maltby Wedge Chukka. Color Canteen. Low Stock. On sale for $62.98. MSRP $150.00.. 1.0 out of 5 stars

6 left in stock

Brand Name: Kodiak
Product Name: Maltby Wedge Chukka
Color: Canteen
Price: $62.98MSRP: $150.00
Rating: 1Rated 1 star out of 5(2)

Johnston & Murphy - McGuffey Lug Chukka Boot. Color Gray Waterproof Full Grain. Low Stock. On sale for $108.84. MSRP $155.00.. 3.0 out of 5 stars

4 left in stock

Gray Johnston & Murphy McGuffey Lug Chukka Boot

Brand Name: Johnston & Murphy
Product Name: McGuffey Lug Chukka Boot
Color: Gray Waterproof Full Grain
Price: $108.84MSRP: $155.00
Rating: 3Rated 3 stars out of 5(1)

Durango - 5" Red Dirt Rebel Chukka Soft Toe. Color Bark Brown. Low Stock. $134.75. 4.3 out of 5 stars

4 left in stock

Brown Durango 5" Red Dirt Rebel Chukka Soft Toe

Brand Name: Durango
Product Name: 5" Red Dirt Rebel Chukka Soft Toe
Color: Bark Brown
Price: $134.75
Rating: 4Rated 4 stars out of 5(14)

Stacy Adams - Delson Chukka Boot. Color Black Leather. Low Stock. On sale for $73.03. MSRP $105.00.. 4.4 out of 5 stars

9 left in stock

+2 colors/patterns

Brand Name: Stacy Adams
Product Name: Delson Chukka Boot
Color: Black Leather
Price: $73.03MSRP: $105.00
Rating: 4Rated 4 stars out of 5(23)

Barbour - Barbour Readhead. Color Black. Low Stock. $220.00.

9 left in stock

Brand Name: Barbour
Product Name: Barbour Readhead
Color: Black
Price: $220.00
Rating

Vince Camuto - Stuwert Casual Boot. Color Avola/Mocha. Low Stock. On sale for $111.61. MSRP $169.00.. 4.0 out of 5 stars

10 left in stock

Brand Name: Vince Camuto
Product Name: Stuwert Casual Boot
Color: Avola/Mocha
Price: $111.61MSRP: $169.00
Rating: 4Rated 4 stars out of 5(1)

Vince Camuto - Saveli Casual Boot. Color Fatigue/Cognac. On sale for $104.99. MSRP $169.00..

Brand Name: Vince Camuto
Product Name: Saveli Casual Boot
Color: Fatigue/Cognac
Price: $104.99MSRP: $169.00
Rating

Twisted X - MDM0016. Color Black. $129.95. 4.3 out of 5 stars

Brand Name: Twisted X
Product Name: MDM0016
Color: Black
Price: $129.95
Rating: 4Rated 4 stars out of 5(7)

Twisted X - MDM0057. Color Oiled Saddle/Midnight. $135.95. 5.0 out of 5 stars

Brand Name: Twisted X
Product Name: MDM0057
Color: Oiled Saddle/Midnight
Price: $135.95
Rating: 5Rated 5 stars out of 5(3)

Twisted X Work - MDMW001. Color Brown. Low Stock. $149.95. 4.1 out of 5 stars

9 left in stock

Brand Name: Twisted X Work
Product Name: MDMW001
Color: Brown
Price: $149.95
Rating: 4Rated 4 stars out of 5(8)

Ariat - Recon Country Boots. Color Dirty Taupe Suede. $149.95. 4.1 out of 5 stars

Brand Name: Ariat
Product Name: Recon Country Boots
Color: Dirty Taupe Suede
Price: $149.95
Rating: 4Rated 4 stars out of 5(30)

La Canadienne - Alston. Color Taupe Suede. $425.00.

Brand Name: La Canadienne
Product Name: Alston
Color: Taupe Suede
Price: $425.00
Rating

BOSS - Calev Leather Desert Boot. Color Dark Brown. Low Stock. $230.00.

8 left in stock

Brand Name: BOSS
Product Name: Calev Leather Desert Boot
Color: Dark Brown
Price: $230.00
Rating

1 of 2

12Next Page

Men's Leather Chukka Boots

Your Selections

Search Results

Get on the List

About Zappos

Customer Service

Resources

Explore Zappos