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

Men's W Size Chukka Boots

39 items found

Sort By

Your Selections

Search Results

Clarks - Bushacre 3. Color Beeswax Leather. On sale for $84.00. MSRP $110.00.. 3.9 out of 5 stars

Brown Clarks Bushacre 3

Brown Clarks Bushacre 3

+4

Brand Name: Clarks
Product Name: Bushacre 3
Gender: Men's
Color: Beeswax Leather
Price: $84.00MSRP: $110.00
Rating: 4Rated 4 stars out of 5(175)

Johnston & Murphy - Upton Chukka. Color Black Full Grain. On sale for $119.99. MSRP $169.00.. 4.4 out of 5 stars

Black Johnston & Murphy Upton Chukka

Black Johnston & Murphy Upton Chukka

+5

Brand Name: Johnston & Murphy
Product Name: Upton Chukka
Gender: Men's
Color: Black Full Grain
Price: $119.99MSRP: $169.00
Rating: 4Rated 4 stars out of 5(46)

Nunn Bush - Odell 2.0 Wingtip Dress Casual Chukka Leather Boot. Color Black. On sale for $79.95. MSRP $109.95.. 4.8 out of 5 stars

Black Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boot

Black Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boot

+1

Brand Name: Nunn Bush
Product Name: Odell 2.0 Wingtip Dress Casual Chukka Leather Boot
Gender: Men's
Color: Black
Price: $79.95MSRP: $109.95
Rating: 5Rated 5 stars out of 5(5)

Nunn Bush - Circuit DC Plain Toe Chukka. Color Brown. On sale for $59.95. MSRP $85.00.. 3.7 out of 5 stars

Brown Nunn Bush Circuit DC Plain Toe Chukka

Brown Nunn Bush Circuit DC Plain Toe Chukka

+3

Brand Name: Nunn Bush
Product Name: Circuit DC Plain Toe Chukka
Gender: Men's
Color: Brown
Price: $59.95MSRP: $85.00
Rating: 4Rated 4 stars out of 5(39)

Clarks - Shacre Boot. Color Dark Sand Suede. $109.95. 4.3 out of 5 stars

Brown Clarks Shacre Boot

Brown Clarks Shacre Boot

+4

Brand Name: Clarks
Product Name: Shacre Boot
Gender: Men's
Color: Dark Sand Suede
Price: $109.95
Rating: 4Rated 4 stars out of 5(66)

. Johnston & Murphy - Upton Chukka Boot. Color Tan Full Grain. On sale for $96.66. MSRP $169.00.. 4.7 out of 5 stars

Tan Johnston & Murphy Upton Chukka Boot

Tan Johnston & Murphy Upton Chukka Boot

Brand Name: Johnston & Murphy
Product Name: Upton Chukka Boot
Gender: Men's
Color: Tan Full Grain
Price: $96.66MSRP: $169.00
Rating: 5Rated 5 stars out of 5(47)

Steve Madden - Harken. Color Black. On sale for $44.99. MSRP $90.00.. 4.1 out of 5 stars

Black Steve Madden Harken

Black Steve Madden Harken

+2

Brand Name: Steve Madden
Product Name: Harken
Gender: Men's
Color: Black
Price: $44.99MSRP: $90.00
Rating: 4Rated 4 stars out of 5(116)

Nunn Bush - Denali Plain Toe Chukka. Color Black. On sale for $84.95. MSRP $115.00.. 4.4 out of 5 stars

Black Nunn Bush Denali Plain Toe Chukka

Black Nunn Bush Denali Plain Toe Chukka

+3

Brand Name: Nunn Bush
Product Name: Denali Plain Toe Chukka
Gender: Men's
Color: Black
Price: $84.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(88)

Nunn Bush - Karnak Moc Toe Boot Lightweight Comfortable Chukka. Color Black. On sale for $79.95. MSRP $109.95.. 4.4 out of 5 stars

Black Nunn Bush Karnak Moc Toe Boot Lightweight Comfortable Chukka

Black Nunn Bush Karnak Moc Toe Boot Lightweight Comfortable Chukka

+1

Brand Name: Nunn Bush
Product Name: Karnak Moc Toe Boot Lightweight Comfortable Chukka
Gender: Men's
Color: Black
Price: $79.95MSRP: $109.95
Rating: 4Rated 4 stars out of 5(7)

Johnston & Murphy - Calder Chukka. Color Black Tumbled Full Grain. $165.00. 3.5 out of 5 stars

Black Johnston & Murphy Calder Chukka

Black Johnston & Murphy Calder Chukka

+4

Brand Name: Johnston & Murphy
Product Name: Calder Chukka
Gender: Men's
Color: Black Tumbled Full Grain
Price: $165.00
Rating: 4Rated 4 stars out of 5(2)

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

Brown Ariat Recon Country

Brown Ariat Recon Country

Brand Name: Ariat
Product Name: Recon Country
Gender: Men's
Color: Distressed Brown
Price: $149.95
Rating: 4Rated 4 stars out of 5(35)

Nunn Bush - Ozark 2.0 Plain Toe Chukka Leather Boot. Color Brown. On sale for $79.95. MSRP $109.95.. 4.0 out of 5 stars

Brown Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boot

Brown Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boot

+3

Brand Name: Nunn Bush
Product Name: Ozark 2.0 Plain Toe Chukka Leather Boot
Gender: Men's
Color: Brown
Price: $79.95MSRP: $109.95
Rating: 4Rated 4 stars out of 5(1)

Roper - Gum Sticker. Color Desert Tan. $104.99. 5.0 out of 5 stars

Taupe Roper Gum Sticker

Taupe Roper Gum Sticker

Brand Name: Roper
Product Name: Gum Sticker
Gender: Men's
Color: Desert Tan
Price: $104.99
Rating: 5Rated 5 stars out of 5(5)

Nunn Bush - Chase Plain Toe Chukka Contemporary Fashion Boot. Color Black. On sale for $59.95. MSRP $90.00.. 3.9 out of 5 stars

Black Nunn Bush Chase Plain Toe Chukka Contemporary Fashion Boot

Black Nunn Bush Chase Plain Toe Chukka Contemporary Fashion Boot

+3

Brand Name: Nunn Bush
Product Name: Chase Plain Toe Chukka Contemporary Fashion Boot
Gender: Men's
Color: Black
Price: $59.95MSRP: $90.00
Rating: 4Rated 4 stars out of 5(10)

Nunn Bush - Otto Plain Toe Chukka Boot. Color Black. On sale for $79.95. MSRP $110.00.. 3.9 out of 5 stars

Black Nunn Bush Otto Plain Toe Chukka Boot

Black Nunn Bush Otto Plain Toe Chukka Boot

+4

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boot
Gender: Men's
Color: Black
Price: $79.95MSRP: $110.00
Rating: 4Rated 4 stars out of 5(21)

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

Brown Twisted X MDM0033

Brown Twisted X MDM0033

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

Rockport - Classic Break Chukka. Color Dark Brown Leather. On sale for $98.00. MSRP $139.95.. 4.3 out of 5 stars

Brown Rockport Classic Break Chukka

Brown Rockport Classic Break Chukka

Brand Name: Rockport
Product Name: Classic Break Chukka
Gender: Men's
Color: Dark Brown Leather
Price: $98.00MSRP: $139.95
Rating: 4Rated 4 stars out of 5(211)

Ariat - Spitfire. Color Deepest Clay. $119.95. 4.7 out of 5 stars

Brown Ariat Spitfire

Brown Ariat Spitfire

+4

Brand Name: Ariat
Product Name: Spitfire
Gender: Men's
Color: Deepest Clay
Price: $119.95
Rating: 5Rated 5 stars out of 5(299)

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

Brown Ariat Lookout

Brown Ariat Lookout

Brand Name: Ariat
Product Name: Lookout
Gender: Men's
Color: Earth/Stone Suede
Price: $149.95
Rating: 4Rated 4 stars out of 5(128)

Twisted X - MDM0003. Color Bomber. $129.95. 4.6 out of 5 stars

Bone Twisted X MDM0003

Bone Twisted X MDM0003

Brand Name: Twisted X
Product Name: MDM0003
Gender: Men's
Color: Bomber
Price: $129.95
Rating: 5Rated 5 stars out of 5(25)

Cole Haan - Grand Atlantic Chukka WR. Color Morel Nubuck Micro Perf. Low Stock. $150.00. 4.0 out of 5 stars

Low Stock

Brown Cole Haan Grand Atlantic Chukka WR

Brown Cole Haan Grand Atlantic Chukka WR

Brand Name: Cole Haan
Product Name: Grand Atlantic Chukka WR
Gender: Men's
Color: Morel Nubuck Micro Perf
Price: $150.00
Rating: 4Rated 4 stars out of 5(1)

Twisted X - MXC0001. Color Brown. $149.95. 4.4 out of 5 stars

Brown Twisted X MXC0001

Brown Twisted X MXC0001

Brand Name: Twisted X
Product Name: MXC0001
Gender: Men's
Color: Brown
Price: $149.95
Rating: 4Rated 4 stars out of 5(7)

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

Tan Ariat Spitfire Outdoor Waterproof

Tan Ariat Spitfire Outdoor Waterproof

Brand Name: Ariat
Product Name: Spitfire Outdoor Waterproof
Gender: Men's
Color: Oily Distressed Brown
Price: $149.95
Rating: 4Rated 4 stars out of 5(20)

Propet - Findley. Color Black. On sale for $95.00. MSRP $134.95.. 3.6 out of 5 stars

Black Propet Findley

Black Propet Findley

+2

Brand Name: Propet
Product Name: Findley
Gender: Men's
Color: Black
Price: $95.00MSRP: $134.95
Rating: 4Rated 4 stars out of 5(12)

Twisted X - MDM0080. Color Rubberized Brown. $129.95. 2.0 out of 5 stars

Brown Twisted X MDM0080

Brown Twisted X MDM0080

Brand Name: Twisted X
Product Name: MDM0080
Gender: Men's
Color: Rubberized Brown
Price: $129.95
Rating: 2Rated 2 stars out of 5(1)

Ariat - Spitfire H2O. Color Old Earth. On sale for $119.95. MSRP $149.95.. 4.5 out of 5 stars

Brown Ariat Spitfire H2O

Brown Ariat Spitfire H2O

+2

Brand Name: Ariat
Product Name: Spitfire H2O
Gender: Men's
Color: Old Earth
Price: $119.95MSRP: $149.95
Rating: 5Rated 5 stars out of 5(31)

Stacy Adams - Maxwell Plain Toe Demi Boot. Color Cognac. On sale for $110.00. MSRP $125.00.. 4.8 out of 5 stars

Tan Stacy Adams Maxwell Plain Toe Demi Boot

Tan Stacy Adams Maxwell Plain Toe Demi Boot

+2

Brand Name: Stacy Adams
Product Name: Maxwell Plain Toe Demi Boot
Gender: Men's
Color: Cognac
Price: $110.00MSRP: $125.00
Rating: 5Rated 5 stars out of 5(36)

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

Black Steve Madden Harken - Extended Sizes

Black Steve Madden Harken - Extended Sizes

+2

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

Orthofeet - Glacier Gorge. Color Black. $149.95. 3.0 out of 5 stars

Black Orthofeet Glacier Gorge

Black Orthofeet Glacier Gorge

Brand Name: Orthofeet
Product Name: Glacier Gorge
Gender: Men's
Color: Black
Price: $149.95
Rating: 3Rated 3 stars out of 5(2)

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

Brown Twisted X MDM0019

Brown Twisted X MDM0019

Brand Name: Twisted X
Product Name: MDM0019
Gender: Men's
Color: Bomber/Neon Orange
Price: $129.95
Rating: 5Rated 5 stars out of 5(8)

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

Low Stock

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

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

+3

Brand Name: Nunn Bush
Product Name: Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $79.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(130)

Twisted X - MCA0007. Color Oiled Saddle. $164.95. 3.7 out of 5 stars

Tan Twisted X MCA0007

Tan Twisted X MCA0007

Brand Name: Twisted X
Product Name: MCA0007
Gender: Men's
Color: Oiled Saddle
Price: $164.95
Rating: 4Rated 4 stars out of 5(3)

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

Mahogany Red Wing Heritage Work Chukka

Mahogany Red Wing Heritage Work Chukka

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

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

Brown Twisted X MDM0057

Brown Twisted X MDM0057

Brand Name: Twisted X
Product Name: MDM0057
Gender: Men's
Color: Oiled Saddle/Midnight
Price: $135.95
Rating: 5Rated 5 stars out of 5(4)

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

Bronze Twisted X MDM0014

Bronze Twisted X MDM0014

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

Clarks - Whiddon Mid. Color Waterproof Black Leather. Low Stock. On sale for $54.99. MSRP $110.00.. 3.5 out of 5 stars

Low Stock

Black Clarks Whiddon Mid

Black Clarks Whiddon Mid

Brand Name: Clarks
Product Name: Whiddon Mid
Gender: Men's
Color: Waterproof Black Leather
Price: $54.99MSRP: $110.00
Rating: 4Rated 4 stars out of 5(8)

Ariat - Clean Country. Color Dark Tan. On sale for $95.96. MSRP $119.95.. 4.5 out of 5 stars

Brown Ariat Clean Country

Brown Ariat Clean Country

+2

Brand Name: Ariat
Product Name: Clean Country
Gender: Men's
Color: Dark Tan
Price: $95.96MSRP: $119.95
Rating: 5Rated 5 stars out of 5(11)

Samuel Hubbard - Rafael Chukka Boot. Color Taupe Suede. $245.00.

Taupe Samuel Hubbard Rafael Chukka Boot

Taupe Samuel Hubbard Rafael Chukka Boot

Brand Name: Samuel Hubbard
Product Name: Rafael Chukka Boot
Gender: Men's
Color: Taupe Suede
Price: $245.00
Rating

. Ariat - Spitfire Waterproof. Color Satin Black. $139.95.

Black Ariat Spitfire Waterproof

Black Ariat Spitfire Waterproof

Brand Name: Ariat
Product Name: Spitfire Waterproof
Gender: Men's
Color: Satin Black
Price: $139.95
Rating

Join Our List, Get 10% Off

Sign up for Zappos emails—new subscribers get 10% off a future order!* Plus, get early access to sales, coupons, and more. (One code per email address.)