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Red Wing Heritage
Work Chukka Wide Boot - Men's

4.704918032786885 out of 5 stars
61 Reviews
Color:Briar Oil Slick


Size Chart


Why We Like The Red Wing Heritage Work Chukka Wide Boot

The Work Chukka Wide Boot is a Red Wing Heritage style inspired by the boot company's work lineup. These casual boots are comfortable when we're on our feet and flexible enough for bending and kneeling on work-heavy days.


  • Work-inspired boot for daily activities
  • Waxed full-grain leather is durable and water-resistant
  • Chukka boot lacing easily dresses up or down
  • Flexible outsole ideal for active days
  • Item #HTGG01C
Upper Material
full-grain leather, waxed
Atlas Tred (PU)
Manufacturer Warranty
limited 1 year

Overall Rating

4.5 based on 61 ratings

Review Summary

1 Stars - 1 reviews
2 Stars - 2 reviews
3 Stars - 2 reviews
4 Stars - 4 reviews
5 Stars - 52 reviews

What do you think about this product?


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2 out of 5 stars

April 17, 2024

Not what I’m used to getting from Red Wing

I purchased this chukka a few times to try different sizes and widths. Obviously I picked the size that fit. I’m just over two weeks in and my left heel still gets sore like the shoes aren’t broken in. This never happened with my blacksmiths. The difference in construction between the left and the right is noticeable in a couple ways. I can tie the left shoe easily with plenty of shoe lace to use but the right shoe doesn’t give the same amount of room. This is a wide size and the left shoe is definitely roomier than the right which may explain this lacing issue. It just feels weird having one shoe fit so different than the other and I am used to enjoying Red Wings but I’m not sure about these. Hopefully the issue will resolve itself in time.


Originally reviewed on

5 out of 5 stars

April 15, 2024

Great boot

I have 2 pair of these. One Sunday got to meeting pair another for everything else. Had the old pair about 15 years. I recommend these highly. Had them resoled and this made the old pair look vintage! Buy this boot!


Originally reviewed on

5 out of 5 stars

April 1, 2024

Love them!

I spend a lot of time on my feet at work, with weather warming up this are the perfect pair of boots. Comfortable out of the box and short break in period compared to my other red wings I own. Only downfall is I feel the laces are a bit short, but those can easily be replaced! Another successful purchase in my book.

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Zak B

Originally reviewed on

5 out of 5 stars

March 14, 2024

Best work boots I've ever owned. Made in the US.

These have held up well after a year of daily abuse. The soles could probably use a replace and I have a couple stitches that need attention, but I'm confident if I take care of these, I'll have them for life. Break in was a nightmare for me personally, but once I broke em, they are as comfy as slippers. Nice bonus, I get lots of compliments on them.


Originally reviewed on

5 out of 5 stars

March 2, 2024

Style and Comfort

Have had for 2+ months and have been wearing 6 days a week. Very stylish and comfortable and fit just right.


Originally reviewed on

5 out of 5 stars

February 28, 2024

High quality

Bought these beautiful boots a month ago and like all the redwings I’ve bought I have no regrets always satisfied with redwings these are very comfortable and the Leather looks great conditions very well easy to put on and take off before break in wouldn’t change anything about it


Originally reviewed on

5 out of 5 stars

February 22, 2024

Another beautiful pair of red wings

The closest thing Red Wing has to a "shoe" at the moment. Decided to give them a shot. Fit is true to size (so, half a size up from my iron rangers) but they are a tad narrow. If they came in E3 I would at least try them on. E2 seems like they'll be OK though. Folks you need to properly size your shoes. Yes they are very stiff and need breaking in but I can easily tolerate a full day in them with out blisters, bleeding or pain. If they are so bad you can't wear them you need a different size. Traditional leather footbed so don't expect cushy comfort right out of the box. The wedge outsole is also harder than I expected. They'll be firm at first. No complaints with comfort though, this is expected from their traditional, rugged construction. I simply love the look of them. They have a unique cut and last shape. The briar leather is gorgeous as well. Thanks RW for another great shoe. I expect they'll last for years and years, and I hope you release some shoes (not boots) in the future. Maybe oxfords. You've got a customer for life if you keep making them this way.


Originally reviewed on

5 out of 5 stars

January 3, 2024

Old world value

I’ve only been wearing the Work Chukka for a few days, but I can tell it’s going to be a great shoe for me. I’m 70 years old and retired and dealing with rheumatoid arthritis which has already caused a little bone deterioration in my feet. I bought the Weekend Chukka in store a few weeks ago, and I like it, too, but the Work Chukka is a sturdier, more substantial build. I use the thin leather Red Wing insert and a medium weight merino wool sock. The feel is like a more substantial, sturdy sneaker because of the cushioned sole. I can tell this is going to be excellent footwear for me, and the Weekend Chukka will be an excellent summer shoe. I wear an 11 in the Weekender and an 11.5 EE in the Work version because I had read it runs narrow. Love them both.


Originally reviewed on

5 out of 5 stars

December 14, 2023

Craftsmanship and fit is spot on!

These are the third pair of heritage series boots I own. These fit similar to my Iron Rangers. I wear a 11.5 iron ranger, 12 in moc toe, 11.5 work chukka. I typically buy a 13 in sneakers. I love how quick these felt broken in. I am impressed with the quality, look and fit. This is what you would expect coming out of Minnesota!


Originally reviewed on

3 out of 5 stars

November 4, 2023

Sad experience

I'm a little unhappy with Red Wings, I have always bought in store and are always satisfied with the quality and the product overall, this time I decided to shop online and got this damaged product 😥

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Originally reviewed on