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Weekend Chukka Boot video
(16)16

Weekend Chukka Boot

Red Wing

Men

Current Price $269.99
Color
Color: Copper Rough And Tough
The brand says this runs true to size.
Size
D
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Details & care

Perfect your weekend ensembles with this season-spanning chukka boot made from lightweight, richly burnished leather.

  • Lace-up style
  • Leather upper and lining/synthetic sole
  • Made in the USA
  • Item #11339942
  • Core Product ID 333334D77D

Size info

  • The brand says this runs true to size.
  • D=medium width

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Red Wing

Offering shoes, boots and leather accessories, Red Wing's history goes back to 1905 and the small town of Red Wing, Minnesota. The company soon had a reputation for making tough, comfortable footwear for hard-working people on the job, on the farm and even at war. Today Red Wing footwear and leather goods are still made in America, and sold in over 100 countries.

Reviews

(16)164.1 out of 5
Write a Review
Fit: True to size
Width: True to width

Most helpful positive review

Sept 9, 2026

Versatile shoe

These are second pair of Red Wings I have bought. I have the Iron Rangers as well. These are completely different than the IRs. The IR are boots. These fit like a worn pair of your favorite athletic style shoes. You don't want to take these off. Unlike the IRs the sizing on these are true to size. If you wear a 10, get a 10. You can pretty much wear these everywhere. To the office. Driving your Porsche. Taking your girl out to dinner at a nice restaurant. The quality is everything you can expect from Red Wing. You're getting what you pay for. The soles are thin and grip well in all terrains. Allowing you to feel what is under you quite well. Worth every penny!
D Spaghetti
Reposted from redwingheritage.com
redwingheritage.com response
Thank you for the great review. We are happy to hear you love your boots and they are a great fit!

Most helpful critical review

May 10, 2026

Look like two different shoes!

I've had these shoes for while now and they look like two complete different shoes. One shoe looks great while the other one seems to be defective. Both are equally comfortable but the leathers don't match.
Leatherboy
Reposted from redwingheritage.com
redwingheritage.com response
Hello! We appreciate you taking the time to leave feedback on your experience. Customer comments and suggestions are an important part of our business, and this information is essential to improving our product and brand. I will forward this to the Product Design and Development teams for future consideration and review!

Customer photos

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5 stars63%
4 stars13%
3 stars6%
2 stars6%
1 star13%

Pros:

Cons:

Current reviews don’t mention any.
Sept 9, 2026

Versatile shoe

These are second pair of Red Wings I have bought. I have the Iron Rangers as well. These are completely different than the IRs. The IR are boots. These fit like a worn pair of your favorite athletic style shoes. You don't want to take these off. Unlike the IRs the sizing on these are true to size. If you wear a 10, get a 10. You can pretty much wear these everywhere. To the office. Driving your Porsche. Taking your girl out to dinner at a nice restaurant. The quality is everything you can expect from Red Wing. You're getting what you pay for. The soles are thin and grip well in all terrains. Allowing you to feel what is under you quite well. Worth every penny!
Reposted from redwingheritage.com
redwingheritage.com response
Thank you for the great review. We are happy to hear you love your boots and they are a great fit!
D Spaghetti
Aug 30, 2026

First redwing chukka

This first redwing chukka I bought. Not much break in required. Getting foot in require to very much loose the laces quite a bit or all the way, It is comfortable with merino wool socks and normal dress socks. This will be my go to for fall/ winter along the other redwing boots. I would recommend the weekender for comfort right of the box.
Verified purchase
IAS2022
Fit: True to size
Small
True to size
Large
Width: True to width
Narrow
True to width
Wide
Width purchased:
D
Color:
COPPER ROUGH AND TOUGH
Was this helpful?
Aug 12, 2026

My first Red Wings

I've had these for about a month now, and I'm glad I got them. They seem durable and very well made. I have somewhat flat feet and am usually a size 11, but I decided to get a size 10 and use my custom insoles with these. Took about a week to have them properly broken in for me, but I've loved them since. I wear them 5 days a week in a hospitality job and it suits my needs well.
Reposted from redwingheritage.com
redwingheritage.com response
Thank you for leaving us this review. It helps us know how we're doing. If you ever need further assistance, please don't hesitate to call us at 1-800-733-9464. We're available Monday - Friday 8am-5pm CST.
ja406
May 20, 2026

Worth every penny

I bought this boot for summer. They are comfortable out of the box but after a week around the house thy are awesome. I live in redwing boots (iron ranger and moc toes) if you take the time in the store to get the correct size redwing boots are a great investment.... if you are thinking about investing in boots please take a look at redwing boots get the correct size and take the time to break them in.... you won't regret it.......
Reposted from redwingheritage.com
redwingheritage.com response
Thanks for the great feedback! We’re glad to hear the fit and quality are just what you were looking for and perfect for everyday wear! Let us know if you need anything!
Northrider
May 10, 2026

Look like two different shoes!

I've had these shoes for while now and they look like two complete different shoes. One shoe looks great while the other one seems to be defective. Both are equally comfortable but the leathers don't match.
Reposted from redwingheritage.com
redwingheritage.com response
Hello! We appreciate you taking the time to leave feedback on your experience. Customer comments and suggestions are an important part of our business, and this information is essential to improving our product and brand. I will forward this to the Product Design and Development teams for future consideration and review!
Leatherboy
Apr 4, 2026

Why

Went to get a new pair of these as my old ones of 7 years finally bit the dust.. aaand you changed the design? The new variant is almost the same except as a scree you to everyone you stiched the tongue 1/4 way up the lace flaps? Now i cant get my foot in. Why. Why? Such a useless change. I really loved these boots but i guess ill try a different brand now. Fyi design your boots and leave them that way.
Reposted from redwingheritage.com
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