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

B Size Ankle Chukka Boots

49 items found

Sort By

Your Selections

Search Results

. Hey Dude - Wendy Wooly Twill Fold Boot. Color Cream Multi. On sale for $28.00. MSRP $69.99.. 4.6 out of 5 stars

Multi Hey Dude Wendy Wooly Twill Fold Boot

Multi Hey Dude Wendy Wooly Twill Fold Boot

+3

Brand Name: Hey Dude
Product Name: Wendy Wooly Twill Fold Boot
Color: Cream Multi
Price: $28.00MSRP: $69.99
Rating: 5Rated 5 stars out of 5(140)

Carhartt - Haslett Moc Toe Canvas Chukka. Color Brown Lightweight Durable Canvas. On sale for $74.99. MSRP $99.99..

Beige Carhartt Haslett Moc Toe Canvas Chukka

Beige Carhartt Haslett Moc Toe Canvas Chukka

+3

Brand Name: Carhartt
Product Name: Haslett Moc Toe Canvas Chukka
Color: Brown Lightweight Durable Canvas
Price: $74.99MSRP: $99.99
Rating

Hey Dude - Wendy Fold. Color Black 1. On sale for $32.90. MSRP $69.99.. 4.8 out of 5 stars

Black Hey Dude Wendy Fold

Black Hey Dude Wendy Fold

Brand Name: Hey Dude
Product Name: Wendy Fold
Color: Black 1
Price: $32.90MSRP: $69.99
Rating: 5Rated 5 stars out of 5(42)

Dr. Martens - Church Quad Archive. Color Dark Brown Crazy Horse. On sale for $169.95. MSRP $200.00..

Brown Dr. Martens Church Quad Archive

Brown Dr. Martens Church Quad Archive

Brand Name: Dr. Martens
Product Name: Church Quad Archive
Color: Dark Brown Crazy Horse
Price: $169.95MSRP: $200.00
Rating

Twisted X - WDM0001. Color Bomber. $124.95. 4.5 out of 5 stars

Bone Twisted X WDM0001

Bone Twisted X WDM0001

Brand Name: Twisted X
Product Name: WDM0001
Color: Bomber
Price: $124.95
Rating: 4Rated 4 stars out of 5(24)

L.L.Bean - Stonington Chukka Suede. Color Toasted Coconut. $109.00. 4.2 out of 5 stars

Brown L.L.Bean Stonington Chukka Suede

Brown L.L.Bean Stonington Chukka Suede

+2

Brand Name: L.L.Bean
Product Name: Stonington Chukka Suede
Color: Toasted Coconut
Price: $109.00
Rating: 4Rated 4 stars out of 5(138)

Dolce Vita - Ronnie. Color Black Leather. On sale for $141.22. MSRP $220.00..

Black Dolce Vita Ronnie

Black Dolce Vita Ronnie

+3

Brand Name: Dolce Vita
Product Name: Ronnie
Color: Black Leather
Price: $141.22MSRP: $220.00
Rating

Hey Dude - Reyes Boot Wool. Color Light Grey. On sale for $57.59. MSRP $89.99.. 4.3 out of 5 stars

Gray Hey Dude Reyes Boot Wool

Gray Hey Dude Reyes Boot Wool

+4

Brand Name: Hey Dude
Product Name: Reyes Boot Wool
Color: Light Grey
Price: $57.59MSRP: $89.99
Rating: 4Rated 4 stars out of 5(128)

Ariat - Spitfire. Color Brown Bomber. Low Stock. $109.95. 4.8 out of 5 stars

9 left in stock

Brown Ariat Spitfire

Brown Ariat Spitfire

Brand Name: Ariat
Product Name: Spitfire
Color: Brown Bomber
Price: $109.95
Rating: 5Rated 5 stars out of 5(108)

Koolaburra by UGG - Advay. Color Black. On sale for $74.99. MSRP $84.99.. 3.5 out of 5 stars

Black Koolaburra by UGG Advay

Black Koolaburra by UGG Advay

+3

Brand Name: Koolaburra by UGG
Product Name: Advay
Color: Black
Price: $74.99MSRP: $84.99
Rating: 3Rated 3 stars out of 5(22)

Timberland - Nellie Chukka. Color Black Nubuck. $139.95. 4.6 out of 5 stars

Black Timberland Nellie Chukka

Black Timberland Nellie Chukka

+2

Brand Name: Timberland
Product Name: Nellie Chukka
Color: Black Nubuck
Price: $139.95
Rating: 5Rated 5 stars out of 5(1045)

Twisted X - WDM0071. Color Bomber/Mahogany. $124.95. 3.6 out of 5 stars

Brown Twisted X WDM0071

Brown Twisted X WDM0071

Brand Name: Twisted X
Product Name: WDM0071
Color: Bomber/Mahogany
Price: $124.95
Rating: 4Rated 4 stars out of 5(8)

Josef Seibel - Conny 56. Color Ocean. Low Stock. $175.00. 5.0 out of 5 stars

3 left in stock

Blue Josef Seibel Conny 56

Blue Josef Seibel Conny 56

+3

Brand Name: Josef Seibel
Product Name: Conny 56
Color: Ocean
Price: $175.00
Rating: 5Rated 5 stars out of 5(2)

Taos Footwear - Woolabee. Color Warm Sand. Low Stock. $150.00. 4.0 out of 5 stars

9 left in stock

Beige Taos Footwear Woolabee

Beige Taos Footwear Woolabee

+2

Brand Name: Taos Footwear
Product Name: Woolabee
Color: Warm Sand
Price: $150.00
Rating: 4Rated 4 stars out of 5(7)

Hey Dude - Reyes Boot Leather. Color Black/Black. On sale for $58.49. MSRP $89.99.. 4.1 out of 5 stars

Black Hey Dude Reyes Boot Leather

Black Hey Dude Reyes Boot Leather

+3

Brand Name: Hey Dude
Product Name: Reyes Boot Leather
Color: Black/Black
Price: $58.49MSRP: $89.99
Rating: 4Rated 4 stars out of 5(232)

Spring Step - Rennie. Color Black. Low Stock. On sale for $89.95. MSRP $139.95.. 2.0 out of 5 stars

8 left in stock

Black Spring Step Rennie

Black Spring Step Rennie

+2

Brand Name: Spring Step
Product Name: Rennie
Color: Black
Price: $89.95MSRP: $139.95
Rating: 2Rated 2 stars out of 5(4)

Danner - Inquire Chukka. Color Iron/Picante. $149.95. 4.7 out of 5 stars

Brown Danner Inquire Chukka

Brown Danner Inquire Chukka

Brand Name: Danner
Product Name: Inquire Chukka
Color: Iron/Picante
Price: $149.95
Rating: 5Rated 5 stars out of 5(6)

Dr. Martens - Corran 3i Boot. Color Black Atlas. $189.95.

Multi Dr. Martens Corran 3i Boot

Multi Dr. Martens Corran 3i Boot

Brand Name: Dr. Martens
Product Name: Corran 3i Boot
Color: Black Atlas
Price: $189.95
Rating

Comfortiva - Holland. Color Olive. $129.95. 3.2 out of 5 stars

Olive Comfortiva Holland

Olive Comfortiva Holland

+3

Brand Name: Comfortiva
Product Name: Holland
Color: Olive
Price: $129.95
Rating: 3Rated 3 stars out of 5(4)

UGG - Neumel. Color Black. $139.95. 4.8 out of 5 stars

Black UGG Neumel

Black UGG Neumel

+4

Brand Name: UGG
Product Name: Neumel
Color: Black
Price: $139.95
Rating: 5Rated 5 stars out of 5(4167)

Clarks - Desert Boot. Color Beeswax 1. $150.00. 3.9 out of 5 stars

Brown Clarks Desert Boot

Brown Clarks Desert Boot

+3

Brand Name: Clarks
Product Name: Desert Boot
Color: Beeswax 1
Price: $150.00
Rating: 4Rated 4 stars out of 5(427)

Twisted X - WDM0020. Color Bomber/Turquoise. $124.95. 3.8 out of 5 stars

Brown Twisted X WDM0020

Brown Twisted X WDM0020

Brand Name: Twisted X
Product Name: WDM0020
Color: Bomber/Turquoise
Price: $124.95
Rating: 4Rated 4 stars out of 5(4)

Twisted X - WDM0041. Color Bomber. $124.95. 4.3 out of 5 stars

Bone Twisted X WDM0041

Bone Twisted X WDM0041

Brand Name: Twisted X
Product Name: WDM0041
Color: Bomber
Price: $124.95
Rating: 4Rated 4 stars out of 5(10)

SoftWalk - Ramsey. Color Black Cow Suede Leather. Low Stock. On sale for $89.93. MSRP $124.95.. 4.3 out of 5 stars

2 left in stock

Black SoftWalk Ramsey

Black SoftWalk Ramsey

Brand Name: SoftWalk
Product Name: Ramsey
Color: Black Cow Suede Leather
Price: $89.93MSRP: $124.95
Rating: 4Rated 4 stars out of 5(249)

SAS - Kich. Color Almond. $234.95. 4.4 out of 5 stars

Brown SAS Kich

Brown SAS Kich

+2

Brand Name: SAS
Product Name: Kich
Color: Almond
Price: $234.95
Rating: 4Rated 4 stars out of 5(22)

UGG - Refelt Neumel. Color Chestnut. Low Stock. On sale for $125.80. MSRP $149.95.. 4.3 out of 5 stars

1 left in stock

Brown UGG Refelt Neumel

Brown UGG Refelt Neumel

+2

Brand Name: UGG
Product Name: Refelt Neumel
Color: Chestnut
Price: $125.80MSRP: $149.95
Rating: 4Rated 4 stars out of 5(38)

Hey Dude - Britt. Color Boho Chevron. On sale for $43.37. MSRP $69.95.. 4.6 out of 5 stars

Multi Hey Dude Britt

Multi Hey Dude Britt

+3

Brand Name: Hey Dude
Product Name: Britt
Color: Boho Chevron
Price: $43.37MSRP: $69.95
Rating: 5Rated 5 stars out of 5(249)

Born - Griffin. Color Cream. Low Stock. $159.91. 4.4 out of 5 stars

1 left in stock

Beige Born Griffin

Beige Born Griffin

Brand Name: Born
Product Name: Griffin
Color: Cream
Price: $159.91
Rating: 4Rated 4 stars out of 5(8)

BOBS from SKECHERS - Chill Wedge. Color Black. Low Stock. On sale for $59.80. MSRP $70.00.. 3.0 out of 5 stars

1 left in stock

Black BOBS from SKECHERS Chill Wedge

Black BOBS from SKECHERS Chill Wedge

Brand Name: BOBS from SKECHERS
Product Name: Chill Wedge
Color: Black
Price: $59.80MSRP: $70.00
Rating: 3Rated 3 stars out of 5(1)

Lucky Brand - Scarlit. Color Black. Low Stock. On sale for $59.98. MSRP $129.00.. 4.3 out of 5 stars

8 left in stock

+2

Brand Name: Lucky Brand
Product Name: Scarlit
Color: Black
Price: $59.98MSRP: $129.00
Rating: 4Rated 4 stars out of 5(3)

The North Face - NSE Chukka. Color TNF Black/TNF Black. Low Stock. On sale for $98.06. MSRP $109.00.. 4.6 out of 5 stars

2 left in stock

Black The North Face NSE Chukka

Black The North Face NSE Chukka

Brand Name: The North Face
Product Name: NSE Chukka
Color: TNF Black/TNF Black
Price: $98.06MSRP: $109.00
Rating: 5Rated 5 stars out of 5(82)

Twisted X - WDM0072. Color Bomber/Turquoise. $124.95. 5.0 out of 5 stars

Brown Twisted X WDM0072

Brown Twisted X WDM0072

Brand Name: Twisted X
Product Name: WDM0072
Color: Bomber/Turquoise
Price: $124.95
Rating: 5Rated 5 stars out of 5(1)

Twisted X - WDM0081. Color Brown/Tooled Flowers. $149.95. 3.0 out of 5 stars

Brown Twisted X WDM0081

Brown Twisted X WDM0081

Brand Name: Twisted X
Product Name: WDM0081
Color: Brown/Tooled Flowers
Price: $149.95
Rating: 3Rated 3 stars out of 5(2)

Twisted X - WDM0128. Color Bomber/Sunflower. On sale for $49.98. MSRP $124.95.. 5.0 out of 5 stars

Brown Twisted X WDM0128

Brown Twisted X WDM0128

Brand Name: Twisted X
Product Name: WDM0128
Color: Bomber/Sunflower
Price: $49.98MSRP: $124.95
Rating: 5Rated 5 stars out of 5(3)

Easy Street - Ronnie. Color Black Suede. Low Stock. $79.99. 4.0 out of 5 stars

2 left in stock

Black Easy Street Ronnie

Black Easy Street Ronnie

Brand Name: Easy Street
Product Name: Ronnie
Color: Black Suede
Price: $79.99
Rating: 4Rated 4 stars out of 5(2)

PIKOLINOS - Royal W4D-8717C3. Color Lead. Low Stock. On sale for $198.00. MSRP $220.00.. 4.0 out of 5 stars

8 left in stock

Gray PIKOLINOS Royal W4D-8717C3

Gray PIKOLINOS Royal W4D-8717C3

+2

Brand Name: PIKOLINOS
Product Name: Royal W4D-8717C3
Color: Lead
Price: $198.00MSRP: $220.00
Rating: 4Rated 4 stars out of 5(2)

Roper - Clearcut. Color Tan. Low Stock. On sale for $93.56. MSRP $120.00..

2 left in stock

Tan Roper Clearcut

Tan Roper Clearcut

Brand Name: Roper
Product Name: Clearcut
Color: Tan
Price: $93.56MSRP: $120.00
Rating

Moral Code - Faye Chukka Boot. Color Cognac. Low Stock. $169.00.

2 left in stock

Tan Moral Code Faye Chukka Boot

Tan Moral Code Faye Chukka Boot

Brand Name: Moral Code
Product Name: Faye Chukka Boot
Color: Cognac
Price: $169.00
Rating

Twisted X - WDM0145. Color Bomber. Low Stock. $124.95. 5.0 out of 5 stars

1 left in stock

Bone Twisted X WDM0145

Bone Twisted X WDM0145

Brand Name: Twisted X
Product Name: WDM0145
Color: Bomber
Price: $124.95
Rating: 5Rated 5 stars out of 5(1)

Cole Haan - Summit Chukka Bootie. Color Black Leather. On sale for $88.50. MSRP $150.00.. 4.5 out of 5 stars

Black Cole Haan Summit Chukka Bootie

Black Cole Haan Summit Chukka Bootie

+2

Brand Name: Cole Haan
Product Name: Summit Chukka Bootie
Color: Black Leather
Price: $88.50MSRP: $150.00
Rating: 4Rated 4 stars out of 5(184)

Eileen Fisher - Capa. Color Falcon Nubuck. Low Stock. On sale for $106.00. MSRP $265.00.. 3.7 out of 5 stars

2 left in stock

Tan Eileen Fisher Capa

Tan Eileen Fisher Capa

Brand Name: Eileen Fisher
Product Name: Capa
Color: Falcon Nubuck
Price: $106.00MSRP: $265.00
Rating: 4Rated 4 stars out of 5(3)

UGG - Neumel Crafted Regenerate. Color Chestnut. $199.95. 4.0 out of 5 stars

Brown UGG Neumel Crafted Regenerate

Brown UGG Neumel Crafted Regenerate

Brand Name: UGG
Product Name: Neumel Crafted Regenerate
Color: Chestnut
Price: $199.95
Rating: 4Rated 4 stars out of 5(8)

Clarks - Wallabee Boot. Color Black Suede 1. $170.00. 4.6 out of 5 stars

Black Clarks Wallabee Boot

Black Clarks Wallabee Boot

+2

Brand Name: Clarks
Product Name: Wallabee Boot
Color: Black Suede 1
Price: $170.00
Rating: 5Rated 5 stars out of 5(139)

Twisted X - WDM0126. Color Bomber. $129.95. 5.0 out of 5 stars

Bone Twisted X WDM0126

Bone Twisted X WDM0126

Brand Name: Twisted X
Product Name: WDM0126
Color: Bomber
Price: $129.95
Rating: 5Rated 5 stars out of 5(2)

Clarks - Desert Trek. Color Sand Suede. $150.00. 3.2 out of 5 stars

Tan Clarks Desert Trek

Tan Clarks Desert Trek

Brand Name: Clarks
Product Name: Desert Trek
Color: Sand Suede
Price: $150.00
Rating: 3Rated 3 stars out of 5(4)

Hey Dude - Wendy Peak Suede Fold Boot. Color Brown. On sale for $41.40. MSRP $89.99.. 4.1 out of 5 stars

Brown Hey Dude Wendy Peak Suede Fold Boot

Brown Hey Dude Wendy Peak Suede Fold Boot

Brand Name: Hey Dude
Product Name: Wendy Peak Suede Fold Boot
Color: Brown
Price: $41.40MSRP: $89.99
Rating: 4Rated 4 stars out of 5(222)

SOREL - ONA™ RMX Chukka Waterproof. Color Canoe/Jet. Low Stock. $144.95. 4.3 out of 5 stars

2 left in stock

Beige SOREL ONA™ RMX Chukka Waterproof

Beige SOREL ONA™ RMX Chukka Waterproof

+2

Brand Name: SOREL
Product Name: ONA™ RMX Chukka Waterproof
Color: Canoe/Jet
Price: $144.95
Rating: 4Rated 4 stars out of 5(50)

Twisted X - WDM0105. Color Bomber/Print. $124.95. 5.0 out of 5 stars

Multi Twisted X WDM0105

Multi Twisted X WDM0105

Brand Name: Twisted X
Product Name: WDM0105
Color: Bomber/Print
Price: $124.95
Rating: 5Rated 5 stars out of 5(3)

Hey Dude - Wendy Peak High Suede. Color Blush. Low Stock. On sale for $63.74. MSRP $84.99.. 3.7 out of 5 stars

5 left in stock

Pink Hey Dude Wendy Peak High Suede

Pink Hey Dude Wendy Peak High Suede

+2

Brand Name: Hey Dude
Product Name: Wendy Peak High Suede
Color: Blush
Price: $63.74MSRP: $84.99
Rating: 4Rated 4 stars out of 5(97)

Get on the List

Subscribe to Zappos emails for exclusive product launches, early notifications for sales, and a few extra-special surprises.