Best Men's Chukka Boots (March 2024) - Rated by CherryPicks' Experts

At a Glance: Our Top Picks

Top 1

Clarks mens Bushacre 2 chukka boots, Beeswax, 10.5 US

9.9
CPR Score
Top 2

Clarks mens Bushacre 3 Chukka Boot, Beeswax, 11 US

9.7
CPR Score
Top 3

Rockport mens Classic Break chukka boots, Dark Brown Leather, 10.5 US

9.6
CPR Score
Tips


Our team has selected the top 30 best Men's Chukka Boots by analyzing and evaluating 2,134 products of different Men brands, including Skechers, Timberland, Nautica, Clarks, Kenneth Cole, ECCO, Dr. Martens, Steve Madden, Rockport, BOGS, Nunn Bush, Sorel, Florsheim, Cole Haan And Bruno Marc, Still, Our editor rated and compared them on product features before you buy.

* Cherrypicksreviews.com 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 Men's Chukka Boots Rated by CherryPicks

Market Overview
Men's Chukka Boots Reviewed
  • Reviews Analyzed: 92,461 Items
  • CPR Avg. Rating: 8.5 / 10
30 Products Evaluated
  • Highest Price: $322.11
  • Lowest Price: $40.06
  • Avg. Price: $115.60
Price Disclaimer

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

Clarks mens Bushacre 2 chukka boots, Beeswax, 10.5 US

Clarks
26082286
1.0 x 1.0 x 1.0 Inches
1.02 Pounds

Ratings for Clarks (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -
BHFO 1,084

Features

The finish or polish on these boots show marks which are not scratches
Chukka boot silhouette, Two eyelet lace-up front, Cushioned insole
Show More

Clarks mens Bushacre 3 Chukka Boot, Beeswax, 11 US

Clarks
26153528
10.0 x 15.0 x 6.0 Inches
2.0 Pounds

Ratings for Clarks (CPR Score)

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

Features

Unique “Chassis” construction delivers increased flexibility, support and comfort
Strategic padding in upper for superior comfort
Show More

Rockport mens Classic Break chukka boots, Dark Brown Leather, 10.5 US

Rockport
CLASSIC BREAK CHUKKA
5.0 x 5.0 x 0.7 inches
1.16 Pounds

Ratings for Rockport (CPR Score)

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

Features

The Classic Break Chukka has versatile style to get you through the day and into the evening.
Premium leather or suede uppers.
Show More
Top 4

Steve Madden Men's Hestonn Chukka Boot,Tan,9.5 M US

Steve Madden
Hestonn
6.0 x 6.0 x 7.0 Inches
0.9125 Pounds

Ratings for Steve Madden (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -
ShoeCago 1,106

Features

Rich, smooth leather dresses up or down in this chukka offering from Steve Madden.
Top 5

Rockport mens Storm Surge Water Proof Plain Toe chukka boots, Tan, 10.5 US

Rockport
Storm Surge Plain Toe Boot
5.0 x 5.0 x 5.0 Inches
1.2 Pounds

Ratings for Rockport (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -
6pm 161
Shoe Stack 5,408

Features

Create a subdued rugged look that can be extremely versatile with the style and practicality of these Rockport® boots.
Waterproof leather upper with a hand-burnished finish and tonal topstitching.
Show More
Top 6

Cole Haan Men's York Chukka Boot, Magnet Nubuck, 10.5

Cole Haan
C34159
2.0 Pounds

Ratings for Cole Haan (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -
SellerMaster2020 -

Features

Modern luxurious leathers and nubuck uppers
Lined in textile
Show More
Top 7

Clarks Men's Fallhill Mid Chukka Boot, Grey Nubuck, 9

Clarks
26162770
10.0 x 15.0 x 6.0 Inches
0.75 Pounds

Ratings for Clarks (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -
Peltz Shoes 115

Features

Stylish chukka boot with contrasting sole
Soft synthetic outsole provides comfort all day
Show More
Top 8

Nunn Bush mens Barklay Plain Toe Chukka Boot Suede Leather with Memory Foam and Comfort Gel, Gray, 10

Nunn Bush
84793020
2.0 Pounds

Ratings for Nunn Bush (CPR Score)

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

Features

Style: Made with premium crazy horse leather and suede uppers with classic chukka boot detailing give the Barklay a refined look that looks great either dressed up, or dressed down with jeans and chinos. Also available in very stylish multi-color outsole
Comfort: Our Comfort Gel footbed combines a molded memory foam insole with our signature comfort gel heel pod for superior cushioning and all-day support
Show More
Top 9

Steve Madden Men's Harken Chukka Boot, Cognac, 10.5 M US

Steve Madden
HARKEN
13.0 x 8.0 x 5.0 Inches
1.0 Pounds

Ratings for Steve Madden (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -
BlueSkiesProducts 7,763

Features

Leather upper with double-stitched overlay detail
Textile lining
Show More
Top 10

Nunn Bush Men's Odell Wingtip Dress Casual Chukka, Black, 10

Nunn Bush
84776-007
14.9 x 12.4 x 5.0 Inches
0.8875 Pounds

Ratings for Nunn Bush (CPR Score)

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

Features

STYLE: Made with premium leather uppers to assure the style and comfort level you expect, the Odell Wing Tip Classic Chukka Boot provides versitile styling to perfectly accent your wardrobe. Great for jeans and chinos!
COMFORT: Full length Memory Foam footbed with molded heel cup and extra heel cushion ensure superior all day shock absorption and cushioning.
Show More
Top 11

Rockport mens Rugged Bucks Waterproof chukka boots, Boston Tan, 10.5 US

Rockport
V81619
1.5 Pounds

Ratings for Rockport (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -
PRIME GARAG -
BJF Fulfillment -

Features

TruTech Technology
EVA heel cup
Show More

Skechers mens Resment Korver Chukka Boot, Dark Brown, 10.5 US

Skechers
64839
14.9 x 12.4 x 5.0 Inches
3.1 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
Skechers Air-Cooled Memory Foam cushioned comfort insole
Show More
Top 13

Kenneth Cole Men's Desert Sun Chukka Boot, Brown Pebbled, 10

Kenneth Cole
RM62212PB
15.0 x 8.0 x 5.0 Inches
3.0 Pounds

Ratings for Kenneth Cole (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -
Shoe Stack 5,408

Features

Leather Upper; Flexible Rubber Outsole
Kenneth Cole Reaction is a global lifestyle brand designed to embrace mobility; We provide versatile; modern style essentials with comfort and performance for active living
Show More
Top 14

Bruno Marc Men's Grey Casual Suede Leather Chukka Dress Boots Lace Up Desert Boots Size 9.5 M US URBAN-01

Bruno Marc
41740-URBAN-01-GREY-SZ-9.5
5.0 x 5.0 x 0.7 Inches

Ratings for Bruno Marc (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
topshoesUS 17

Features

Premium suede leather keeps feet warm
Soft leather lining to absorb sweat and be breathable
Show More
Top 15

Skechers Men's Relment Pelmo Chukka Waterproof Boot Charcoal/Black 9

Skechers
64869-CCBK

Ratings for Skechers (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Orva Stores 19
Top 16

Dr. Martens mens Chukka Fashion Boot, Black 10 Oz Canvas, 13 US

Dr. Martens
26216001

Ratings for Dr. Martens (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -
The Act of Living 9,981

Features

Inspired by Dr. Martens iconic 101 Boot
Lightweight cupsole
Show More
Top 17

Nunn Bush Men's Lancaster Plain Toe Chukka Boot, BLACK, 7 Medium

Nunn Bush
84708-001
0.94 Pounds

Ratings for Nunn Bush (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -
Zappos 10

Features

Classic STYLE: The Nunn Bush lancaster plain toe chukka boot features a choice of leather or suede upper. Pair these with your favorite jeans, chinos or corduroy pants for a great everyday relaxed look
Comfort: designed with a memory foam insole to cushion your every step. This soft Insole creates a custom fit and relieves foot fatigue throughout the day

Skechers Men's Relaxed Fit Segment - Dorton Boot,Dark Brown,10 M US

Skechers
64263
14.9 x 12.4 x 5.0 Inches
1.125 Pounds

Ratings for Skechers (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -
Amazon Global Store UK -

Features

Rounded plain toe front. Side embossed with s-logo
Reinforced stitched seams

Skechers mens Blaine-orsen chukka boots, Dark Brown, 10.5 US

Skechers
62929
12.0 x 4.0 x 8.0 Inches
1.38 Pounds

Ratings for Skechers (CPR Score)

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

Features

Skechers
leather
Show More
Top 20

Nunn Bush Men's Tour 2.0 Plain Toe Sneaker Styled Chukka Boot with KORE Comfort Technology, Gray, 10.5

Nunn Bush
84932-020
14.9 x 12.4 x 5.0 Inches

Ratings for Nunn Bush (CPR Score)

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

Features

Our KORE technology is biomechanically designed for walking. As it propels you forward, the sole of the shoe is designed to support and cushion your every step.
Footbed created with 20% BLOOM Algae, which will return 32 liters of clean water to habitats and clean 20 cubic meters of air
Show More
Top 21

Clarks Men's Wallabee Suede-10.5M Chukka Boot, Maple Suede, 10.5

Clarks
26155516
14.9 x 12.4 x 5.0 Inches
2.5 Pounds

Ratings for Clarks (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -
M Emporium 2,155
MAWGroup.USA -
WW Retail -
Kicks Game -

Features

Clarks Originals
Chukka Boot
Show More
Top 22

Clarks Men's Desert Boot 261382 Chukka, Brown Suede, 085 M US

Clarks
26138229
13.0 x 9.0 x 5.0 Inches
0.9375 Pounds

Ratings for Clarks (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
MenShoeNet -
Cool J's -
SHOE PLUS1 -

Features

Heel Height .94 inches
Clarks Artisan
Show More
Top 23

Nautica Men's Vega Chukka Boot Lace Up Ankle Shoe Oxfords Desert Boots-Largo-Brown-9.5

Nautica

Ratings for Nautica (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Misgav Partners LLC 2,285

Features

Plain-Toe Chukka Boot Featuring Textured Vegan Leather Upper.
Lace-Up Front Closure
Show More
Top 24

Steve Madden Men's Harken Chukka Boot, Cognac, 12 Wide

Steve Madden
HARKEN-W
5.0 x 5.0 x 0.7 Inches
1.1875 Pounds

Ratings for Steve Madden (CPR Score)

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

Features

Leather upper with double-stitched overlay detail
Textile lining
Show More
Top 25

ECCO Men's Jamestown Hydromax Chukka, BLACK, 11 M US

ECCO
53030402001
1.1 Pounds

Ratings for ECCO (CPR Score)

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

Features

Crafted from oil nubuck or full-grain leather, made in our own tanneries
HYDROMAX treated leather and tongue construction provide enhanced water resistance
Show More
Top 26

Sorel Men's Madson II Chukka Waterproof Boot - Major - Size 10

Sorel
1921211
14.0 x 13.0 x 6.0 Inches
3.2 Pounds

Ratings for Sorel (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Backcountry 2,540
Zappos 10
LBT Express -
The Shoe People -

Features

Versatile Style: A classic design with a modern touch, these sneaker boots are perfect for various occasions and are an essential addition to any wardrobe
Warm and Cozy: Shield your feet from the cold weather with these men's boots featuring a waterproof suede outer and toe caps; these sneakers are perfect for chilly days
Show More
Top 27

Florsheim Scarsdale Plain Toe Chukka Boot Brown Crazy Horse 14 M (D)

Florsheim
13378-215

Ratings for Florsheim (CPR Score)

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

Features

Leather upper
Textile lining
Show More
Top 28

Bogs Men's Sauvie Slip On Low Height Chukka Waterproof Rain Boot, Dark Green, 10 M US

BOGS
72208-301
14.0 x 11.0 x 6.0 Inches
1.44 Pounds

Ratings for BOGS (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -
Angel Seller 1,732
Montgomery Group -

Features

100% Waterproof
Rebound cushioning in footbed for lasting comfort
Show More
Top 29

Cole Haan Men's 2.Zerogrand Chukka Boot, British TAN LTHR/Java, 10.5

Cole Haan
C26944
10.0 x 15.0 x 6.0 Inches
2.0 Pounds

Ratings for Cole Haan (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -
Zappos 10
The Act of Living 9,981
DLD Square 6,203
Warehouse Island LLC -

Features

Two eye chukka pattern with leather or suede uppers
Textile covered foot bed for comfort and breathability
Show More
Top 30

Timberland Men's Ankle Chukka Boots, Yellow Wheat Nubuck W Black, 9

Timberland
TB0A1NHJ2311
0.0 x 0.0 x 0.0 Inches
1.1 Pounds

Ratings for Timberland (CPR Score)

Seller CPR Rank Amazon Fulfilled Prime Free Shipping
Amazon.com -
Mayon Products -
SHOE LAWYER -
Patti's Wholesale -

Top 10 Men's Chukka Boots - Verified to Buy (Mar. 2024)

Top 10 Men's Chukka Boots Brands on Amazon

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

  • Clarks
  • Rockport
  • Steve Madden
  • Cole Haan
  • Nunn Bush
  • Skechers
  • Kenneth Cole
  • Bruno Marc
  • Dr. Martens
  • Nautica

Top 10 Men's Chukka 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
🥈 topshoesUS 33,091 4.8
🥉 Orva Stores 30,351 4.9
4 6pm 13,504 4.9
5 Peltz Shoes 11,361 4.7
6 BHFO 3,261 4.6
7 ShoeCago 3,069 4.9
8 Angel Seller 2,084 4.8
9 Misgav Partners LLC 1,864 4.9
10 Backcountry 1,718 4.8
View or download top Men's Chukka Boots seller & rating report
Zappos [49115] topshoesUS [33091] Orva Stores [30351] 6pm [13504] Peltz Shoes [11361] BHFO [3261] ShoeCago [3069] Angel Seller [2084] Misgav Partners LLC [1864] Backcountry [1718] Zappos 33% topshoesUS 22% Orva Stores 20% 6pm 9% Peltz Shoes 8% BHFO 2% ShoeCago 2% Angel Seller 1% Misgav Partners LLC 1% Backcountry 1%

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

What does "Amazon Fulfilled" Mean?

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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 Men's Chukka 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 Men 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 Men's Chukka Boots to buy for new March 2024?

CherryPicks’s Methodology for Evaluating Men's Chukka 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 Men 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 2,134 of Men's Chukka Boots reviews based on our selection criteria. It helped us shortlist the top qualified and rated Men's Chukka Boots for Men, We found that most customers choose Men's Chukka Boots with an average price of $115.60, and the top brands are Skechers, Timberland, Nautica, Clarks, Kenneth Cole, ECCO, Dr. Martens, Steve Madden, Rockport, BOGS, Nunn Bush, Sorel, Florsheim, Cole Haan And Bruno Marc. 

Then our expert-level editors reviewed all those quality items and selected the top 30 Men's Chukka Boots for you, We have researched hundreds of sellers and picked the top sellers for Men, including Zappos, topshoesUS, Orva Stores, 6pm, Peltz Shoes, BHFO, ShoeCago, Angel Seller, Misgav Partners LLC, Backcountry, M Emporium And Shoe Stack. The Clarks mens Bushacre 2 chukka boots, Beeswax, 1... are available for purchase right now, and The seller of #1 rank product has received honest feedback from 23,054 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 Men's Chukka Boots to buy.


Written By Helene Covarrubias

Helene Alfaro Covarrubias is a fashion designer, an art teacher, and a foodie. She is here to open your eyes to the world of Arts and sewing by recommending the best tools she has used herself that have made her work easier.