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Red Wing Heritage
Chukka Boot - Men's

4.526315789473684 out of 5 stars
114 Reviews
$289.99
Color:Briar Oil Slick

Size:

Size Chart

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Why We Like The Red Wing Heritage Chukka Boot

The Red Wing Heritage Chukka Boot is a solid style originally made for those who worked indoors on heavy machinery and assembly lines. Their rugged leather upper will only ripen over time and is supported by triple-stitched seams for better longevity. Their softer Atlas tread sole was originally designed for work that required a lot of bending and lifting but will suit today's more casual boot wearers' style.


Details

  • Classic work boot style evolved for everyday wear
  • Leather upper offers signature style that wears well with age
  • Goodyear welt construction is built to last
  • Atlas tread sole is soft without sacrificing grip or durability
  • Item #HTG000B
Upper Material
leather
Closure
lace
Last
210
Footbed
leather
Midsole
cork
Sole
Atlas Tred rubber
Activity
casual
Manufacturer Warranty
limited 1 year

What do you think about this product?

Overall Rating

4.5 based on 114 ratings

Review Summary

1 Stars - 4 reviews
2 Stars - 8 reviews
3 Stars - 3 reviews
4 Stars - 8 reviews
5 Stars - 91 reviews

Customer Images

Here's what customers have to say

The reviews for this work boot are generally positive, with many customers praising the quality, comfort, and style. While the boots require a significant break-in period, they are reported to be extremely comfortable and durable once broken in. Some customers experienced issues with the fit, such as a narrow toe box, and a few noted the sole wearing down faster than expected. Overall, the consensus is that this is a high-quality, well-made boot worth the investment, despite the break-in period.

AI-generated from the text of customer reviews.

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5 out of 5 stars

August 3, 2025

Fabulous Construction & Comfort

Two comments of note: 1) Comfort from day day one (2) top drawer constructio, though I wish they were lined

dorf
redwingheritage.com

Originally reviewed on redwingheritage.com

5 out of 5 stars

August 1, 2025

My favorite shoe/boot

I've been proudly owning a pair 3141s for four years. I can assert that this is the best shoe that I have ever had. It looks great in various settings, super comfy and well made. I am waiting to get it in another leather (hopefully in CRT as I could not buy it last time). I am not interested in Weekenders, the Work Chukka is the one to go for.

Lighthouse
redwingheritage.com

Originally reviewed on redwingheritage.com

5 out of 5 stars

July 12, 2025

My Second Pair

Brought a second pair for Jobsite meetings Kept my first pair for working around the house Made in the USA

Kool Frank
redwingheritage.com

Originally reviewed on redwingheritage.com

5 out of 5 stars

July 3, 2025

Best all around boots

I’ve been wearing the 3137 and 3141 copper and originals for over 10 years and can’t imagine having to replace them with something else. Please don’t discontinue them, bring these back as soon as possible.

Socalhb
redwingheritage.com

Originally reviewed on redwingheritage.com

2 out of 5 stars

May 6, 2025

They changed the design and now not a good fit

I originally purchased the work chukka in 2017. I wore it almost every day. Resolved it 4 times. Built four buildings during this time. Best boot I ever owned, hands down. When I decided I need a succession plan for when in the future I might need to retire them, I again purchased the work chukka. Only red wing changed the design. Now the boot doesn’t fit!!! I needed tried every size. Ended up settling on a size that wasn’t a good fit. I’m very frustrated and disappointed. Not sure what to do here. I’m stuck with bad fitting boots. Will probably toss them and get something else. Bad move Red wing. What happened to my favorite boots?

BrooklynBuilder
redwingheritage.com

Originally reviewed on redwingheritage.com

5 out of 5 stars

April 29, 2025

Best boot ever

Have had mine for nearly 10 years with near daily wear, and still holding up great. Please bring back Oro so I can get a fresh pair!

Peetz
redwingheritage.com

Originally reviewed on redwingheritage.com

5 out of 5 stars

April 25, 2025

Excellent boot

I highly recommend these boots. They are of excellent quality and fit. They wear like iron and can be resoled by Redwing. I've been had mine 3 years of nearly constant wear.

Brice01
redwingheritage.com

Originally reviewed on redwingheritage.com

5 out of 5 stars

March 11, 2025

Chukka

I heard this style shoe is being discontinued. I usually get them in the copper red color. Please please please don’t stop making this shoe. I wear mine almost daily, they’re a great all around shoe and look better as they age.

Love them shoes
redwingheritage.com

Originally reviewed on redwingheritage.com

5 out of 5 stars

March 4, 2025

Great work chukka!

I've been looking for a work chukka for a long time. Spent a lot of time researching. These boots were the right decision! I love them! Had to size down a half-size for the proper fit.

macnuggy
redwingheritage.com

Originally reviewed on redwingheritage.com

4 out of 5 stars

February 28, 2025

My go-to for almost everyday use

I was given these boots as a gift about 2 years ago to use for just everyday wear. I'm a college student, so it was a lot of walking around. The only reason for the 4 star is because it took a LONG time for me to break them in. It took way longer than I expected, about 2-3 straight months of everyday use if I were to take out all the gaps in between use. This went on for the first full year. Now that they're finally broken in however, I have to restrain myself from using them on the daily to avoid developing any foul odor. They are comfortable, can be used the entire day, don't cook my feet in the summer heat, and I would recommend them to anybody. The design works nice, but the back of the heel may cause some heavy friction during the break-in period. The back of the heel was the 2nd longest thing to break in for me, but once finished it fits like a smooth glove. The thing that took the longest to adapt to my foot seems to be the leather insole. The heel is also wearing down faster than the rest of the boot, but that's likely due to my way of walking. I'm excited to get them resoled in the future. I believe I was finally able to break them after I accidentally left them in a very humid environment for about a month. I came back to them being a shade darker (which looks pretty nice) and was happy to see there was no mold anywhere. They were much more comfortable to wear for longer periods after that, but the real break-in (specifically of the leather insole) was when I went to NY and forgot to bring another pair of shoes. 3 days of constant walking for 10+ hours hurt like a mofo, but the boot now fits me like a glove. Pretty stiff when cold, but they quickly warm up.

VAH21
redwingheritage.com

Originally reviewed on redwingheritage.com

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