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

M Size Ankle Chukka Boots

44 items found

Sort By

Your Selections

Search Results

SOREL - ONA™ RMX Chukka Waterproof. Color Black/Sea Salt. On sale for $72.50. MSRP $145.00.. 4.3 out of 5 stars

Black SOREL ONA™ RMX Chukka Waterproof

Black SOREL ONA™ RMX Chukka Waterproof

+2

Brand Name: SOREL
Product Name: ONA™ RMX Chukka Waterproof
Gender: Women's
Color: Black/Sea Salt
Price: $72.50MSRP: $145.00
Rating: 4Rated 4 stars out of 5(50)

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
Gender: Women's
Color: Bomber
Price: $124.95
Rating: 4Rated 4 stars out of 5(24)

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
Gender: Women's
Color: Iron/Picante
Price: $149.95
Rating: 5Rated 5 stars out of 5(6)

Hey Dude - Reyes Boot Wool. Color Light Grey. On sale for $44.98. MSRP $89.99.. 4.3 out of 5 stars

Gray Hey Dude Reyes Boot Wool

Gray Hey Dude Reyes Boot Wool

+3

Brand Name: Hey Dude
Product Name: Reyes Boot Wool
Gender: Women's
Color: Light Grey
Price: $44.98MSRP: $89.99
Rating: 4Rated 4 stars out of 5(128)

Dr. Martens - Corran 3i Boot. Color Black Atlas. On sale for $174.95. MSRP $190.00..

Multi Dr. Martens Corran 3i Boot

Multi Dr. Martens Corran 3i Boot

Brand Name: Dr. Martens
Product Name: Corran 3i Boot
Gender: Women's
Color: Black Atlas
Price: $174.95MSRP: $190.00
Rating

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

Tan Timberland Nellie Chukka

Tan Timberland Nellie Chukka

+2

Brand Name: Timberland
Product Name: Nellie Chukka
Gender: Women's
Color: Wheat Nubuck
Price: $139.95
Rating: 5Rated 5 stars out of 5(1045)

Hey Dude - Wendy Wooly Twill Fold Boot. Color Cream Multi. On sale for $32.89. 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
Gender: Women's
Color: Cream Multi
Price: $32.89MSRP: $69.99
Rating: 5Rated 5 stars out of 5(149)

Hey Dude - Wendy Peak Suede Fold Boot. Color Brown. Low Stock. On sale for $27.00. MSRP $89.99.. 4.1 out of 5 stars

5 left in stock

Brown Hey Dude Wendy Peak Suede Fold Boot

Brown Hey Dude Wendy Peak Suede Fold Boot

+2

Brand Name: Hey Dude
Product Name: Wendy Peak Suede Fold Boot
Gender: Women's
Color: Brown
Price: $27.00MSRP: $89.99
Rating: 4Rated 4 stars out of 5(232)

Dr. Martens - Church Quad Archive. Color Dark Brown Crazy Horse. On sale for $159.95. MSRP $200.00.. 5.0 out of 5 stars

Brown Dr. Martens Church Quad Archive

Brown Dr. Martens Church Quad Archive

Brand Name: Dr. Martens
Product Name: Church Quad Archive
Gender: Unisex
Color: Dark Brown Crazy Horse
Price: $159.95MSRP: $200.00
Rating: 5Rated 5 stars out of 5(1)

L.L.Bean - Stonington Chukka Suede. Color Toasted Coconut. On sale for $81.75. MSRP $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
Gender: Women's
Color: Toasted Coconut
Price: $81.75MSRP: $109.00
Rating: 4Rated 4 stars out of 5(138)

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
Gender: Women's
Color: Beeswax 1
Price: $150.00
Rating: 4Rated 4 stars out of 5(427)

Twisted X - WDM0041. Color Bomber. On sale for $99.96. MSRP $124.95.. 4.4 out of 5 stars

Bone Twisted X WDM0041

Bone Twisted X WDM0041

Brand Name: Twisted X
Product Name: WDM0041
Gender: Women's
Color: Bomber
Price: $99.96MSRP: $124.95
Rating: 4Rated 4 stars out of 5(11)

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
Gender: Women's
Color: Black
Price: $139.95
Rating: 5Rated 5 stars out of 5(4167)

Hey Dude - Wendy Fold. Color Black 1. On sale for $30.79. 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
Gender: Women's
Color: Black 1
Price: $30.79MSRP: $69.99
Rating: 5Rated 5 stars out of 5(42)

Josef Seibel - Conny 56. Color Bordeaux. Low Stock. On sale for $131.25. MSRP $175.00.. 5.0 out of 5 stars

9 left in stock

Burgundy Josef Seibel Conny 56

Burgundy Josef Seibel Conny 56

+3

Brand Name: Josef Seibel
Product Name: Conny 56
Gender: Women's
Color: Bordeaux
Price: $131.25MSRP: $175.00
Rating: 5Rated 5 stars out of 5(2)

Dolce Vita - Ronnie. Color Black Leather. On sale for $132.00. MSRP $220.00..

Black Dolce Vita Ronnie

Black Dolce Vita Ronnie

+3

Brand Name: Dolce Vita
Product Name: Ronnie
Gender: Women's
Color: Black Leather
Price: $132.00MSRP: $220.00
Rating

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

8 left in stock

Tan PIKOLINOS Royal W4D-8717C3

Tan PIKOLINOS Royal W4D-8717C3

+2

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

Twisted X - WDM0081. Color Brown/Tooled Flowers. On sale for $119.96. MSRP $149.95.. 3.0 out of 5 stars

Brown Twisted X WDM0081

Brown Twisted X WDM0081

Brand Name: Twisted X
Product Name: WDM0081
Gender: Women's
Color: Brown/Tooled Flowers
Price: $119.96MSRP: $149.95
Rating: 3Rated 3 stars out of 5(2)

Carhartt - Haslett Moc Toe Canvas Chukka. Color Grey Lightweight Durable Canvas. $99.99.

Gray Carhartt Haslett Moc Toe Canvas Chukka

Gray Carhartt Haslett Moc Toe Canvas Chukka

+3

Brand Name: Carhartt
Product Name: Haslett Moc Toe Canvas Chukka
Gender: Women's
Color: Grey Lightweight Durable Canvas
Price: $99.99
Rating

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

Yellow Clarks Wallabee Boot

Yellow Clarks Wallabee Boot

+2

Brand Name: Clarks
Product Name: Wallabee Boot
Gender: Women's
Color: Maple Suede 1
Price: $170.00
Rating: 5Rated 5 stars out of 5(139)

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
Gender: Women's
Color: Sand Suede
Price: $150.00
Rating: 3Rated 3 stars out of 5(4)

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

Multi SAS Kich

Multi SAS Kich

+2

Brand Name: SAS
Product Name: Kich
Gender: Women's
Color: Licorice
Price: $234.95
Rating: 4Rated 4 stars out of 5(22)

Comfortiva - Holland. Color Light Grey. On sale for $102.66. MSRP $129.95.. 3.2 out of 5 stars

Gray Comfortiva Holland

Gray Comfortiva Holland

+3

Brand Name: Comfortiva
Product Name: Holland
Gender: Women's
Color: Light Grey
Price: $102.66MSRP: $129.95
Rating: 3Rated 3 stars out of 5(4)

Lucky Brand - Scarlit. Color Black. Low Stock. On sale for $51.58. MSRP $129.00.. 4.3 out of 5 stars

8 left in stock

+2

Brand Name: Lucky Brand
Product Name: Scarlit
Gender: Women's
Color: Black
Price: $51.58MSRP: $129.00
Rating: 4Rated 4 stars out of 5(3)

Twisted X - WDM0105. Color Bomber/Print. On sale for $99.96. MSRP $124.95.. 5.0 out of 5 stars

Multi Twisted X WDM0105

Multi Twisted X WDM0105

Brand Name: Twisted X
Product Name: WDM0105
Gender: Women's
Color: Bomber/Print
Price: $99.96MSRP: $124.95
Rating: 5Rated 5 stars out of 5(3)

UGG - Refelt Neumel. Color Chestnut. Low Stock. On sale for $132.26. 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
Gender: Women's
Color: Chestnut
Price: $132.26MSRP: $149.95
Rating: 4Rated 4 stars out of 5(38)

Hey Dude - Reyes Boot Leather. Color Black/Black. On sale for $66.59. MSRP $89.99.. 4.1 out of 5 stars

Black Hey Dude Reyes Boot Leather

Black Hey Dude Reyes Boot Leather

+2

Brand Name: Hey Dude
Product Name: Reyes Boot Leather
Gender: Women's
Color: Black/Black
Price: $66.59MSRP: $89.99
Rating: 4Rated 4 stars out of 5(232)

Twisted X - WDM0020. Color Bomber/Turquoise. On sale for $99.96. MSRP $124.95.. 3.8 out of 5 stars

Brown Twisted X WDM0020

Brown Twisted X WDM0020

Brand Name: Twisted X
Product Name: WDM0020
Gender: Women's
Color: Bomber/Turquoise
Price: $99.96MSRP: $124.95
Rating: 4Rated 4 stars out of 5(4)

Cole Haan - Summit Chukka Bootie. Color Black Leather. On sale for $86.67. 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
Gender: Women's
Color: Black Leather
Price: $86.67MSRP: $150.00
Rating: 4Rated 4 stars out of 5(184)

Koolaburra by UGG - Advay. Color Black. $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
Gender: Women's
Color: Black
Price: $84.99
Rating: 3Rated 3 stars out of 5(22)

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
Gender: Women's
Color: Black Suede
Price: $79.99
Rating: 4Rated 4 stars out of 5(2)

The North Face - NSE Chukka. Color TNF Black/TNF Black. Low Stock. On sale for $98.05. 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
Gender: Women's
Color: TNF Black/TNF Black
Price: $98.05MSRP: $109.00
Rating: 5Rated 5 stars out of 5(82)

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
Gender: Unisex
Color: Chestnut
Price: $199.95
Rating: 4Rated 4 stars out of 5(8)

Twisted X - WDM0126. Color Bomber. On sale for $103.96. MSRP $129.95.. 5.0 out of 5 stars

Bone Twisted X WDM0126

Bone Twisted X WDM0126

Brand Name: Twisted X
Product Name: WDM0126
Gender: Women's
Color: Bomber
Price: $103.96MSRP: $129.95
Rating: 5Rated 5 stars out of 5(2)

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
Gender: Women's
Color: Cognac
Price: $169.00
Rating

ROAN by Bed Stu - Fatima. Color Straw Harare. Low Stock. On sale for $92.40. MSRP $110.00..

6 left in stock

Brown ROAN by Bed Stu Fatima

Brown ROAN by Bed Stu Fatima

Brand Name: ROAN by Bed Stu
Product Name: Fatima
Gender: Women's
Color: Straw Harare
Price: $92.40MSRP: $110.00
Rating

Hey Dude - Britt. Color Boho Chevron. On sale for $42.66. MSRP $69.95.. 4.6 out of 5 stars

Multi Hey Dude Britt

Multi Hey Dude Britt

Brand Name: Hey Dude
Product Name: Britt
Gender: Women's
Color: Boho Chevron
Price: $42.66MSRP: $69.95
Rating: 5Rated 5 stars out of 5(250)

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

8 left in stock

Brown Spring Step Rennie

Brown Spring Step Rennie

+2

Brand Name: Spring Step
Product Name: Rennie
Gender: Women's
Color: Brown
Price: $89.95MSRP: $139.95
Rating: 2Rated 2 stars out of 5(4)

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
Gender: Women's
Color: Falcon Nubuck
Price: $106.00MSRP: $265.00
Rating: 4Rated 4 stars out of 5(3)

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

2 left in stock

Gray Taos Footwear Woolabee

Gray Taos Footwear Woolabee

+2

Brand Name: Taos Footwear
Product Name: Woolabee
Gender: Women's
Color: Charcoal
Price: $150.00
Rating: 4Rated 4 stars out of 5(7)

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
Gender: Women's
Color: Brown Bomber
Price: $109.95
Rating: 5Rated 5 stars out of 5(108)

Roper - Clearcut. Color Tan. Low Stock. On sale for $88.76. MSRP $120.00..

2 left in stock

Tan Roper Clearcut

Tan Roper Clearcut

Brand Name: Roper
Product Name: Clearcut
Gender: Women's
Color: Tan
Price: $88.76MSRP: $120.00
Rating

Twisted X - WDM0072. Color Bomber/Turquoise. On sale for $99.96. MSRP $124.95.. 5.0 out of 5 stars

Brown Twisted X WDM0072

Brown Twisted X WDM0072

Brand Name: Twisted X
Product Name: WDM0072
Gender: Women's
Color: Bomber/Turquoise
Price: $99.96MSRP: $124.95
Rating: 5Rated 5 stars out of 5(1)

Twisted X - WDM0071. Color Bomber/Mahogany. On sale for $99.96. MSRP $124.95.. 3.6 out of 5 stars

Brown Twisted X WDM0071

Brown Twisted X WDM0071

Brand Name: Twisted X
Product Name: WDM0071
Gender: Women's
Color: Bomber/Mahogany
Price: $99.96MSRP: $124.95
Rating: 4Rated 4 stars out of 5(8)

Get on the List

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