Best Women's Chukka Ankle Boots (Nov. 2024) - Rated by CherryPicks' Experts

At a Glance: Our Top Picks

Top 1

WHITE MOUNTAIN Shoes Auburn Women's Boot, Black/Suede, 9 M

9.9
CPR Score
Top 2

BEARPAW Women's Skye Hickory Size 7 | Women's Chukka Bootie | Women's Slip On...

9.8
CPR Score
Top 3

BORN Women's Analia, Grey Distressed, 7

9.6
CPR Score
Tips


Below is a list of the top 30 best Women's Chukka Ankle Boots. Our team has selected the top products by analyzing and evaluating 1,000 products of different Women brands, including Skechers, UGG, Timberland, Clarks, ARIAT, KEEN, Chaco, Koolaburra by UGG, BEARPAW, Eastland, ROPER, Hush Puppies, CLIFFS BY WHITE MOUNTAIN, White Mountain, Justin Boots, Propet, BORN And Bernie Mev. Hope this listing can make your shopping choice much easier.

* CherryPicks.Reviews is reader-supported, Our editor review, and recommend the best products based on extensive data analysis, if you click on the product links, we may earn a commission through qualifying products purchased.

The Best Women's Chukka Ankle Boots Rated by CherryPicks

Market Overview
Women's Chukka Ankle Boots Reviewed
  • Reviews Analyzed: 38,457 Items
  • CPR Avg. Rating: 8.5 / 10
30 Products Evaluated
  • Highest Price: $162.58
  • Lowest Price: $29.95
  • Avg. Price: $86.43
Price Disclaimer

Top 30 Women's Chukka Ankle Boots on Amazon (Verified You can Buy)

WHITE MOUNTAIN Shoes Auburn Women's Boot, Black/Suede, 9 M

White Mountain
W26019
2.0 Pounds

Ratings for White Mountain (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -

Features

Classic Genuine Leather upper desert boot
Treaded lug bottom
Show More

BEARPAW Women's Skye Hickory Size 7 | Women's Chukka Bootie | Women's Slip On Boot | Comfortable Winter Boot

BEARPAW
2578W
14.9 x 12.4 x 5.0 inches
1.83 pounds
  • Designer: Bearpaw

Ratings for BEARPAW (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
LY Berditchev Co. 56
Angel Seller 1,945
Orva Stores 18
Todays Deals 5,835

Features

COMFORTABLE HIGH-QUALITY MATERIAL - The Skye is the limit with BEARPAW! Our new essential chukka bootie. Pawfect for all of your everyday winter adventures. Treated with BearCoat technology for extra protection from the elements.
COZY WOOL BLEND LINING & FOOTBED: Our 3.5-inch tall Women's Skye Chukka Bootie features a lace up adjustable circumference, cozy wool blend lining and wool blend footbed that regulates body temperature to keep your feet warm. The wool blend comfort footbed provides additional softness and reduces foot fatigue.
Show More
Top 3

BORN Women's Analia, Grey Distressed, 7

BORN
BR0044860
3.0 Pounds

Ratings for BORN (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
MetroShoe Warehouse 2,607

Features

Classic charm with modern comfort
Distressed suede upper
Show More

Skechers Women's ON-The-GO Joy 15501 Chukka Boot, Black, 8 M US

Skechers
15501
0.3937 x 0.3937 x 0.3937 inches
0.5375 Pounds
  • Designer: Skechers
  • Unknown: English

Ratings for Skechers (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -
Plus Trades 3,266

Features

On-the-go Joy 15501
Innovative and highly responsive 5GEN midsole cushioning
Show More

Clarks womens Breeze Glide Chukka Boot, Black Synthetic, 6.5 US

Clarks
26168937
10.0 x 15.0 x 6.0 inches
1.5 Pounds

Ratings for Clarks (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -

Features

Ideal for in-between-season days, our Clarks Breeze Glide boot blends an authentic look with dependable comfort
Black faux nubuck upper
Show More

Clarks womens Desert Boot., Beeswax, 9

Clarks
26155523
14.0 x 9.0 x 6.0 Inches
2.7 Pounds

Ratings for Clarks (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Zappos 7
kadimashoes -
A Little Something Gift Company -

Features

Clarks Originals
Lace-up Chukka Boot
Show More

KEEN Women's Mosey Chukka Mid Height Upcylced Ankle Boots, Natural Felt/Birch, 8

KEEN
1026447
14.9 x 12.4 x 5.0 inches
1.7571 pounds

Ratings for KEEN (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -
6pm 93
LB Enterprises56 -

Features

UPCYCLED: Made from Rewooly, a 50% recycled Italian wool blend crafted using a circular process; Featuring recycled PET plastic laces
TRACTION: Non-marking rubber and cork outsoles give you the perfect amount of grip for moseying around town
Show More

Hush Puppies Women's Seasonal Bailey Chukka Boot, Mushroom Suede, 5.5

Hush Puppies
HW06572-208
0.875 Pounds

Ratings for Hush Puppies (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -
Shoe Diamond & Swimwear -

Features

Worryfree Suede, novelty leather or calf hair uppers
Breathable microfiber skeletal lining, luxuriously soft genuine leather socklining with a removable bounce footbed
Show More
Top 9

Clarks Women's Airabell Ankle Chukka Boot, Light Taupe Suede, 8.5 Medium

Clarks
26163300
10.0 x 15.0 x 6.0 inches
1.4 Pounds

Ratings for Clarks (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Fashion Connection Inc -

Features

A classic chukka style sitting atop a trendy platform wedge sole
Airport Friendly
Show More
Top 10

Clarks Women's Roseville Aster Ankle Boot, Black Suede, 7

Clarks
26167825
10.0 x 15.0 x 6.0 inches

Ratings for Clarks (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
SoleConnect -

Features

An ankle boot crafted with luxurious comfort, Roseville Aster is ideal for everyday style that keeps feet cosy in the colder seasons
Soft black suede upper
Show More
Top 11

Propét Women Delaney Ankle Boot, Black Suede, 9 Medium

Propet
WFV002S
0.0 x 0.0 x 0.0 inches
0.9375 Pounds

Ratings for Propet (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -

Features

The Delaney dares to add a sporty style to your look so you can start your weekend on the right foot
Scotchgard; treated suede uppers with a round toe.
Show More
Top 12

Bernie Mev womens Tampa Chukka Boot, Black, 8-8.5 US

Bernie Mev
Tampa
12.7 x 8.3 x 4.6 inches
0.4375 Pounds

Ratings for Bernie Mev (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -

Features

Leather chukka style ankle boot
Contrasting stitch detail
Show More
Top 13

Ariat Womens Spitfire Brown Bomber 7

ARIAT
10025952
14.0 x 11.0 x 4.0 inches
0.5 Pounds

Ratings for ARIAT (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -

Features

Soft full-grain leather upper
Rubber outsole and forefoot flex grooves
Show More
Top 14

Timberland Women's Nellie Double Waterproof Ankle Boot,Wheat Yellow,7.5 M US

Timberland
TB023399713
16.0 x 7.0 x 5.0 inches
1.25 pounds

Ratings for Timberland (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Mjk GROUP -

Features

CLASSIC STYLE: Our comfy, customer-favorite Nellie boots are the perfect blend of rugged and feminine. Styled with everything from skirts to ripped jeans, wear these waterproof boots year-round. Featuring premium full-grain waterproof leather uppers.
NOT JUST FOR THE TRAIL: Whether you're trekking the mountains or hiking downtown streets, Timberland has the styles you'll love to wear. From ankle boots & sneaker boots to sandals & boat shoes, Timberland will keep you on your feet & looking fabulous.
Show More

Skechers Women's ON-The-GO Joy 15504 Chukka Boot, Black, 8 M US

Skechers
15504
0.3937 x 0.3937 x 0.3937 inches
0.4875 Pounds

Ratings for Skechers (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Orva Stores 18

Features

Skechers Perform-Tex synthetic leather upper with 3M Scotchguard
Lightweight and responsive 5Gen cushioning
Show More
Top 16

Eastland womens Ida Chukka Boot, Dark Walnut, 8 US

Eastland
3113-79M
14.9 x 12.4 x 5.0 inches
1.04 Pounds

Ratings for Eastland (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -

Features

Heel tab and dual-side elastic goring allows for easy on and off with a customized fit
Soft, breathable fabric-lined chelsea boot upper
Show More
Top 17

Eastland Women's Seneca Bomber Brown Boot - 8.5 B(M) US

Eastland
Seneca
14.9 x 12.4 x 5.0 Inches
0.775 Pounds

Ratings for Eastland (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -

Features

Handsewn moccasin construction
Easy to care for soft and smooth leather upper
Show More

ROPER Womens Gum Sticker Chukka Casual Boots Ankle - Beige - Size 9 B

ROPER
09-021-0606-0320
14.0 x 6.0 x 4.0 inches
1.81 Pounds

Ratings for ROPER (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -

Features

Genuine sand suede upper
Lace up closure
Show More

Skechers Women's Synergy-Mountain Dreamer Chukka Boot, Taupe, 10 M US

Skechers
44992-TPE
10.0 x 15.0 x 6.0 inches
3.0 Pounds

Ratings for Skechers (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -
Zappos 7
Distributors STS -

Features

3M scotchgard(tm) treated upper
Warm tech memory foam footbed
Show More

Clarks Women's Wallabee Boot Ankle, Maple Suede 1, 8

Clarks
26155520
13.0 x 9.0 x 5.0 inches
2.6 Pounds

Ratings for Clarks (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
M Emporium 2,552
Outletcore -
kadimashoes -

Features

The classic Wallabee Boot
Premium leather upper
Show More
Top 21

Clarks Women's Caroline Park Ankle Boot, Black Leather, 9

Clarks
26167702
10.0 x 15.0 x 6.0 Inches
1.6 pounds
  • Contributor: CLARKS

Ratings for Clarks (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -

Features

A crafted casual ankle boot that perfectly balances modern and classic style, Caroline Park is our new autumn essential
Responsibly sourced black leather upper
Show More
Top 22

Chaco Women's Ramble Puff Ankle Boot, Caramel Brown, 8

Chaco
JCH108890
14.0 x 9.0 x 5.0 inches
0.5 pounds

Ratings for Chaco (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Outletcore -

Features

UPPER
Water resistant rip-stop nylon with custom quilted diamond design and synthetic overlays for added durability
Show More

UGG Women's Neumel Boot, Black, 07

UGG
1094269
7.874 x 7.874 x 7.874 inches
0.75 Pounds
  • Unknown: English

Ratings for UGG (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -

Features

Suede upper
17mm UGGpure wool lining
Show More

BORN Women's, Tarkiln Ankle Boot Brown 7 M

BORN
F59106
10.0 x 15.0 x 6.0 inches
1.5 Pounds

Ratings for BORN (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Duane shoes -
kadimashoes -
Dodds Shoe Co. -

Features

Leather uppers with wraparound leather lace detail
Opanka hand crafted construction
Show More
Top 25

KEEN Women's Howser 2 Quilted Chukka Boot, Black/Black, 11

KEEN
1023818

Ratings for KEEN (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
ZenGoods -

Features

rubber sole
shaft measures approximately ankle from arch
Show More
Top 26

CLIFFS BY WHITE MOUNTAIN Women's Hearty Ankle Boot, Stone/Fabric/Sweater, 8.5 M

CLIFFS BY WHITE MOUNTAIN
C32703-908-8.5M

Ratings for CLIFFS BY WHITE MOUNTAIN (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -

Features

Cushioned insole
D-ring lacing
Show More
Top 27

Justin Boots Womens Waxy Split Chukka Casual Boots Ankle - Brown - Size 7 B

Justin Boots
L0170
4.0 Pounds

Ratings for Justin Boots (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
SHOEBACCA 155

Features

Leather upper
4" shaft height
Show More

BEARPAW Women's Drew Seal Brown Size 8 | Women's Ankle Boot | Women's Slip On Boot | Comfortable Winter Boot

BEARPAW
2779W
14.9 x 12.4 x 5.0 inches

Ratings for BEARPAW (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
LY Berditchev Co. 56
BEARPAW OFFICIAL -

Features

COMFORTABLE HIGH-QUALITY MATERIAL: Combining warm and rugged for an all-around perfect fall and winter boot. Whether you're wearing them around the house, walking through town, or heading to a ski lodge in the mountains, these durable 5” suede boots have all the comfort you need.
COZY ANKLE BOOTIE: These shoes feature a cow suede upper and wool blend lining that regulates body temperature to keep your feet warm. The comfort sheepskin footbed provides additional softness and reduces foot fatigue.
Show More
Top 29 Best for Fur

Skechers Women's Easy Going-Buried-Scooped Collar Bootie with Faux Fur Trim Ankle Boot, chocolate, 8.5 M US

Skechers
49537
10.0 x 15.0 x 6.0 inches
0.475 Pounds

Ratings for Skechers (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -

Features

Relaxed Fit design for a roomy comfortable fit
Air-Cooled Memory Foam cushioned comfort insole
Show More
Top 30

Koolaburra by UGG Women's Advay Boot, Black, Size 8

Koolaburra by UGG
1121497

Ratings for Koolaburra by UGG (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -

Features

Suede upper
Faux fur lining
Show More

Top 10 Women's Chukka Ankle Boots - Verified to Buy (Apr. 2024)

Top 10 Women's Chukka Ankle Boots Brands on Amazon

Here is the list of top-rated brands that were evaluated by CherryPicks.

  • White Mountain
  • BEARPAW
  • BORN
  • Skechers
  • Clarks
  • KEEN
  • Hush Puppies
  • Propet
  • Bernie Mev
  • ARIAT

Related Women's Chukka Ankle Boots Guides

For more personalized Women's Chukka Ankle Boots guides, Check those pages,


Top 10 Women's Chukka Ankle Boots Sellers: CPR Seller Rank List

CPR sellers rank is based on CherryPicks-AI bestselling ranking system that helps us analyze each seller's sales trends. The List of top seller ranks is our in-house data, essential for our product ranking to help you make the right shopping choice.

Rank Name Yearly Feedbacks Avg. Ratings
🥇 Zappos 49,115 4.9
🥈 Orva Stores 30,351 4.9
🥉 LY Berditchev Co. 16,122 4.9
4 6pm 13,504 4.9
5 SHOEBACCA 9,667 4.6
6 Angel Seller 2,084 4.8
7 M Emporium 1,709 4.9
8 MetroShoe Warehouse 1,682 4.7
9 Plus Trades 1,426 4.6
10 Todays Deals 921 4.8
View or download top Women's Chukka Ankle Boots seller & rating report
Zappos [49115] Orva Stores [30351] LY Berditchev Co. [16122] 6pm [13504] SHOEBACCA [9667] Angel Seller [2084] M Emporium [1709] MetroShoe Warehouse [1682] Plus Trades [1426] Todays Deals [921] Zappos 39% Orva Stores 24% LY Berditchev Co. 13% 6pm 11% SHOEBACCA 8% Angel Seller 2% M Emporium 1% MetroShoe Warehouse 1% Plus Trades 1% Todays Deals 1%

[Get] Women's Chukka Ankle Boots Deals (✅Exclusively for Prime)

What does "Amazon Fulfilled" Mean?

Amazon Fulfilled refers to products handled by Amazon's logistics, which indicates that the product is stored, packed, and shipped by Amazon from one of its fulfillment centers.

When you order a product that is "Amazon Fulfilled," Amazon takes care of the storage, packing, shipping, and customer service for that product. This often ensures quicker delivery and better customer service compared to products that are not fulfilled by Amazon. It also means that the product is eligible for Amazon's return policy.

What does "Prime" Mean?

"Prime" refers to Amazon Prime Member (Join Amazon Prime Now), which indicates eligibility for Prime benefits. When you see "Prime" next to a product on Amazon, This generally means that if you are  an Amazon Prime member, you can get free two-day shipping on that product, and sometimes even same-day or one-day shipping depending on your location.

Prime members also have access to other benefits, including 2-Day ShippingExclusive Member DealsPrime VideoBuy With PrimeAmazon MusicPrime Gaming, and more.

Shop Prime Women's Chukka Ankle Boots Deals

What does "Free Shipping" Mean?

"Free Shipping" means that you will not be charged additional fees for the shipping of that product. However, unlike "Prime," which usually guarantees fast two-day shipping, "Free Shipping" doesn't necessarily mean fast shipping.

Sometimes there might be a minimum purchase requirement to qualify for free shipping if you are not a Prime member. For Prime members, the "Free Shipping" usually refers to the free two-day shipping that is one of the benefits of the Prime membership.


Why Should You Trust Us?

Now hundreds and thousands of Women supplies are available on Amazon, Picking the right one is not easy, and that may take a lot of your time, Right? and What is the best Women's Chukka Ankle Boots to buy for new November 2024?

CherryPicks’s Methodology for Evaluating Women's Chukka Ankle Boots

We developed the CherryRatings-AI system to identify and score reviews and the CherryPicks-AI ranking system that uses TensorFlow framework to generate the best list, It will help us evaluate Women items that sell on Amazon. The score of items is based on over ten parameters such as analyzing customer review content, product reviewing rating statistics, brand reputation evaluation, comparing product price with features, etc, You can visit How We Rank to learn more in detail.

We collected and analyzed 1,000 of Women's Chukka Ankle Boots reviews based on our selection criteria. It helped us shortlist the top qualified and rated Women's Chukka Ankle Boots for Women, We found that most customers choose Women's Chukka Ankle Boots with an average price of $86.43, and the top brands are Skechers, UGG, Timberland, Clarks, ARIAT, KEEN, Chaco, Koolaburra by UGG, BEARPAW, Eastland, ROPER, Hush Puppies, CLIFFS BY WHITE MOUNTAIN, White Mountain, Justin Boots, Propet, BORN And Bernie Mev. 

Then our expert-level editors reviewed all those quality items and selected the top 30 Women's Chukka Ankle Boots for you, We have researched hundreds of sellers and picked the top sellers for Women, including Zappos, Orva Stores, LY Berditchev Co., 6pm, SHOEBACCA, Angel Seller, M Emporium, MetroShoe Warehouse, Plus Trades, Todays Deals, BEARPAW OFFICIAL And SoleConnect. The WHITE MOUNTAIN Shoes Auburn Women's Boot, Black... are available for purchase right now, and The seller of #1 rank product has received honest feedback from 541 consumers with an average rating of 4.3.

We've helped a lot of satisfied users get the right Clothing, Shoes & Jewelry product based on their needs, and save lots of time for them to pick Women's Chukka Ankle Boots to buy.


Written By Andrew B. McCutchen

Andrew would say — looking good is not only a woman's businessmen should actively be involved. He seeks to change the narrative and make men dress in the way they want to be addressed by looking smart, stylish, and trendy. He would be providing us reviews on men's fashion wears and items.