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Suede to Leather: The 8 Coolest Chukka Boots for Men in 2021

By Patrick Varone Updated: December 29, 2018

2021 Best Chukka Boots Men - New Mens Desert Chukka Boots Winter / MLK Jr Day

We may earn commission from the links on this page, but we still only recommend products we love. Yes, really.

It’s our favorite time of year when you can finally start sporting your favorite chukka boots.  What use to be strictly worn in the fall, can now be pretty much worn any time of year.  This season we’re seeing these boots in a variety of sizes (from below the ankle to right above the ankle), in a bunch of different materials (like suede, leather, and canvas) and cool colors (like sand, dark brown, black, and blue).  Any of these go perfectly with your stand-by chinos or your most comfortable pair of slim-fit jeans (just remember to roll the cuff so you can show off these bad-boys).  Shop some of the best mens chukka boots for 2021 and beyond.

1.  Best Chukka Boots for Men 2021:  Vince Scott Chukka Boot in Light Suede – Buy It Here For $325

Best Chukka Boots Men 2017: Vince Scott Tan Suede 2018

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2.  Cole Haan ‘Barron’ Chukka Boot Men – Buy It Here For $200

Best Chukka Boots Men 2017: Cole Haan Barron for Men 2018

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3.  Red Wing Men’s Chukka Boot in Sand – Buy It Here For $230

Best Chukka Boots Men 2017: Red Wing 2018

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4.  Clarks ‘Originals’ Desertt Chukka Boot in Beeswax Brown – Buy It Here For $130

Best Chukka Boots Men 2017: Clarks Originals 2018

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5. UGG Black Leather Chukka Boot for Fall/Winter 2017 – Buy It Here For $160

Best Chukka Boots Men 2017: UGG Black 2018

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6.  1901 ‘Barret’ Mushroom Brown Suede Chukka – Buy It Here For $125

Best Chukka Boots Men 2017: 1901 Barrett 2018

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7.  New Johnston & Murphy ‘Forrester’ Black Chukka Boot – Buy It Here For $185

Best Chukka Boots Men 2017: New Johnston Murphy 2018

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More Deals From: Target Sales & Coupons | Minted 2019 |  Wayfair 2019 Promo Codes |


8.  Clarks ‘Original’ Classic Dessert Boot in Dark Suede – Buy It Here For $130

Best Chukka Boots Men 2017: Clarks Suede Brown 2018

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More Style Trends:
The Shoes You Need to Wear to Work
Men’s Briefcases Totally On Trend in 2021
All the Mens Fashion & Clothing Trends This Year
Which Designer Espadrilles are Right For You?

And This Too:

  • 11 Uniquely Designed Sunglasses Perfect For Any Face Shape
  • The 13 Coolest Sneakers We're Obsessed With Every Single Day
  • Beanie Man: The 11 Best Winter Knit Hats For Men In 2021
  • 24 Stylish Pairs of Men's Shorts Perfect For Any Guy on the Go
  • UGG So Comfy! The 8 Best Slippers For Stylish Men in 2021
  • Penny Lane: The 14 Coolest Men's Loafers to Rock This Season

Filed Under: Lifestyle Tagged With: mens fashion 2021, shoes and boots, winter fun

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IBBB hopes you love these product recommendations. When you choose to buy our editorially chosen picks, we may earn affiliate commissions from the links on this page. It helps keep the lights on around here! Read more here.

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