When you shop through links on our site, we may earn an affiliate commission. This educational content is not intended to be a substitute for professional advice.

Taste Stl

20 Best Chukka Boots For Men (2022 Updated)

Chukka boots are a type of ankle-high boot that was traditionally worn by desert nomads and British soldiers in the Western Desert Campaign during World War II. The boots are usually made from soft leather or suede and have a flexible rubber sole.

They are typically worn with jeans or khakis.

20 Best Chukka Boots For Men

1. Thursday Boot Company Men’s Scout Chukka Boot

Thursday Boot Company Men's Scout Chukka Boot

  • 7

Check Latest Price

Sold By Price
Amazon.com – Seller
Thursday Boot Company

Product Details

Specifications

Details
Sole Material Rubber
Shaft Height 4.5”
Platform Height 50”

Reviews From Real Customers

Steven P.
Darryl H.
Kegan C.

2. Red Wing Shoes Men’s Chukka Boot Copper 8.5

Red Wing Shoes Men's Chukka Boot Copper 8.5

Check Latest Price

Sold By Price
Amazon.com – Seller
Zappos.com

Product Details

Specifications

Details
Upper Material Leather
Outsole Material Rubber
Midsole Material Cork
Recommended Age Group Adult
Gender Men

Reviews From Real Customers

DaveJA
JChrisO
Jeff33

3. Men’s Rockport Classic Break Chukka Boot, Size: 7, Brown

Men's Rockport Classic Break Chukka Boot, Size: 7, Brown

  • 7

Check Latest Price

Sold By Price
Amazon.com
Walmart – Earlaska Discounts LLC
Rockport.com
Zappos.com

Product Details

Specifications

Details
Upper Material Leather
Insole Material EVA
Insole Type Cushioned
Outsole Material TPR
Closure Type Lace-up

Reviews From Real Customers

jp1006
BillGreensboro
Leek

4. Lugz Drifter Peacoat Men’s Chukka Boots, Size: 8.5, Black

Lugz Drifter Peacoat Men's Chukka Boots, Size: 8.5, Black

Check Latest Price

Sold By Price
Amazon.com
Walmart – SHOEBACCA LTD.
JCPenney
Lugz

Product Details

Specifications

Details
Closure Type Lace-Up
Shaft Circumference 11 Inches
Boot Shaft Height 4 Inches
Shoe Heel Height 1 1/2 Inches
Upper/Outer Base Material 100% Textile

Reviews From Real Customers

Mike C
adam.g
Mike H

5. Caterpillar Men’s Transform 2.0 Chukka Boot

Caterpillar Men's Transform 2.0 Chukka Boot

Check Latest Price

Sold By Price
Amazon.com
CatFootwear.com
Zappos.com
ShopWSS

Product Details

Specifications

Details
Footwear Height Ankle
Outsole Durable rubber
Topsole Breathable Nylon, Mesh
Terrain Road
Footwear Closure Lace-up

Reviews From Real Customers

Toolman
7thSon
Dees

6. Johnston & Murphy Men’s Copeland Chukka Boots – Black

Johnston & Murphy Men's Copeland Chukka Boots - Black

  • 10

Check Latest Price

Sold By Price
Amazon.com – Seller
Johnston & Murphy
Dillard’s
Zappos.com

Product Details

Specifications

Details
Runs too small 2
Runs too big 0

Reviews From Real Customers

pH
Insurance guy
Sid

7. Steve Madden Men’s Harken Chukka Boots – Cognac – Size 10.5

Steve Madden Men's Harken Chukka Boots - Cognac - Size 10.5

  • 10½

Check Latest Price

Sold By Price
Amazon.com
Steve Madden
DSW
Macy’s

Product Details

Specifications

Details
Upper Material Leather
Lining Material Textile
Outsole Material Rubber
Heel Height 1″
Closure Type Lace-up

Reviews From Real Customers

Jack W.
Cesar F.
AlexCSF

8. Sorel Men’s Madson II Chukka Boots – Tobacco

Sorel Men's Madson II Chukka Boots - Tobacco

  • 8

Check Latest Price

Sold By Price
Amazon
Nordstrom
Zappos.com
Sorel USA

Product Details

Specifications

Details
HEEL HEIGHT 1 in
PLATFORM HEIGHT 1/2 in
SHAFT HEIGHT 3 3/4 in
LACE LENGTH 46 in
Uses Light Rain

Reviews From Real Customers

Bob11
GlasgowCraig
No nickname

9. Crown Vintage Casper Chukka Boot | Men’s | Cognac | Size 13 | Boots | Chukka | Lace-Up

Crown Vintage Casper Chukka Boot | Men's | Cognac | Size 13 | Boots | Chukka | Lace-Up

  • 13

Check Latest Price

Sold By Price
Amazon
DSW

Product Details

Reviews From Real Customers

SkateNY
Kdargie
pdrobbers

10. Kenneth Cole Reaction Men’s Desert Sun Chukka Boot Dark Grey 8.5

Kenneth Cole Reaction Men's Desert Sun Chukka Boot Dark Grey 8.5

Check Latest Price

Sold By Price
Amazon
eBay – adbaffordabledesignerbrands
Nordstrom Rack
Feet Heart

Product Details

Specifications

Details
Shoes Sole Material Man-made
Shoes Toe Style Almond shaped

Reviews From Real Customers

nordstromrack.com
GLYNDA
Tyrone

11. Cole Haan Men’s Original Grand Chukka Boot Black 8

Cole Haan Men's Original Grand Chukka Boot Black 8

  • 8

Check Latest Price

Sold By Price
Amazon
Cole Haan

Product Details

Specifications

Details
Closure Type Lace-up
Midsole Material EVA
Insole Type Padded
Outsole Material Rubber
Upper Material Leather

Reviews From Real Customers

Blackmon
dsw.com
lemonstitch

12. Red Wing Heritage Men’s Weekender Chukka Boots, Copper Rough/Tough, 8 D US

Red Wing Heritage Men's Weekender Chukka Boots, Copper Rough/Tough, 8 D US

  • 8

Check Latest Price

Sold By Price
Amazon
Red Wing Heritage
Woodhouse Clothing
MJ footwear

Product Details

Specifications

Details
Catalog number 3322
Outer material moulded leather
Internal material natural leather + textile
Cartridge suede leather + synthetic material
Outer sole rubber

Reviews From Real Customers

Charlie Down
AidenS
Meadows

13. Danner Men’s Pilgrim Chukka (10 Timberwolf)

Danner Men's Pilgrim Chukka (10 Timberwolf)

  • 10

Check Latest Price

Sold By Price
Amazon
REI
Danner.com
Backcountry.com

Product Details

Specifications

Details
Insulation Non-Insulated
Footbed Polyurethane
Shank Nylon
Last Type 677
Lining Non-Waterproof

Reviews From Real Customers

Masen M.
Schuyler M.
Marc A.

14. Clarks Men’s Morris Peak Waterproof Chukka Boot

Clarks Men's Morris Peak Waterproof Chukka Boot

  • 7

Check Latest Price

Sold By Price
Amazon
Clarks Shoes
Zappos.com

Product Details

Specifications

Details
Upper Material Leather
Lining Material Textile
Sole Material TPR
Fastening Type Lace
Removable Insole No

Reviews From Real Customers

Nattyfella59
John McQ
BobGa

15. Hush Puppies The Everyday Chukka 8 Men’s Cognac

Hush Puppies The Everyday Chukka 8 Men's Cognac

  • 8

Check Latest Price

Sold By Price
Amazon
eBay – mark-7505
6pm.com
Sears – BHFO

Product Details

Specifications

Details
Origin Made in USA or Imported
Sole Material Synthetic
Shaft Height Ankle Inches
Shaft Circumference 11 Inches

Reviews From Real Customers

Mama Bear
shana
LuxEye

16. Nunn Bush Men’s Luxor Waterproof Plain Toe Chukka Boot

Nunn Bush Men's Luxor Waterproof Plain Toe Chukka Boot

  • 8

Check Latest Price

Sold By Price
Amazon
Walmart – Limitless and Beyond
Shoe Carnival
Zappos.com

Product Details

Specifications

Details
Closure Type Lace-Up
Footwear Technology Memory Foam Insole
Shaft Circumference 13 Inches
Boot Shaft Height 4 Inches
Shoe Heel Height 1/4 Inch

Reviews From Real Customers

Walter
Edwin
Priscila

17. Wolverine Men’s Torrent Waterproof Chukka Boot, Olive, 10

Wolverine Men's Torrent Waterproof Chukka Boot, Olive, 10

  • 10

Check Latest Price

Sold By Price
Amazon
Wolverine.com
Peltz Shoes
6pm.com

Product Details

Specifications

Details
Style Comfort, Duck, Lace Up, Rain, Snow
Heel Height 1.00
Toe Style closed-toe
Shoe Height ankle-high
Sole Material rubber

Reviews From Real Customers

gfox
ADVChic
Talliebelly

18. Carlo Morandi Men’s Tan Chukka Boots – Size: 9.5 D-Width

Carlo Morandi Men's Tan Chukka Boots - Size: 9.5 D-Width

Check Latest Price

Sold By Price
Men’s Wearhouse

Product Details

Reviews From Real Customers

The Men's Wearhouse
Douglob
Derrick M

19. Nisolo Sustainable Men’s Daytripper Chukka Boot Tobacco, Size 8, Black

Nisolo Sustainable Men's Daytripper Chukka Boot Tobacco, Size 8, Black

  • 8

Check Latest Price

Sold By Price
Nisolo
Nordstrom
Zappos.com
Target

Product Details

Specifications

Details
Footwear Insole Material Leather
Footwear Lining Material Leather
Protective Qualities Water-Resistant Construction
Toe Style Round Toe
Heel Approximately 1.0 Inch Roper Heel

Reviews From Real Customers

Lachlan P.
Roberto R.

20. L.L.Bean Stonington Chukka Boot Leather Men’s Shoes Deepest Brown : 8 D – Medium

L.L.Bean Stonington Chukka Boot Leather Men's Shoes Deepest Brown : 8 D - Medium

  • 8

Check Latest Price

Sold By Price
L.L.Bean
Zappos.com

Product Details

Specifications

Details
Comfort 5Rated 5 stars out of 5
Style 5Rated 5 stars out of 5

Reviews From Real Customers

Aloysius
Howard S
Trublu7

Conclusion

There are many different types of chukka boots for men available on the market, and it can be difficult to decide which pair is right for you. The best way to determine this is to try on a few different pairs and see which one feels the most comfortable.

You should also take into consideration the type of clothing you will be wearing with the boots and the occasion for which you will be wearing them.

Leave a Reply

Your email address will not be published. Required fields are marked *