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Customer Reviews Red Wing Heritage Work Chukka

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Rating Summmary:

87 total reviews
Red Wing Heritage Work Chukka

Review Breakdown:

72%5Rated 5 stars out of 5

15%4Rated 4 stars out of 5

2%3Rated 3 stars out of 5

8%2Rated 2 stars out of 5

2%1Rated 1 star out of 5

Customer Fit Survey:

65%"Felt true to size"

84%"Felt true to width"

60%"Moderate arch support"

Additional Reviews

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Overall5Rated 5 stars out of 5
Comfort4Rated 4 stars out of 5
Style5Rated 5 stars out of 5
Verified PurchaseReview for Zappos VIP Points(What's this?)
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Poor SupportGreat Support
Gorgeous shoes that require some break-in time.
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2 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort5Rated 5 stars out of 5
Style5Rated 5 stars out of 5
Review for Zappos VIP Points(What's this?)
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Poor SupportGreat Support
My foot is a touch narrow and I usually wear a size 10. Turns out the 9-1/2 is the best fit in this boot. Pretty snug at first but already form-fitting after just a few days. Really nice looking boot and the leather is much sturdier than anything I've had before. And the construction is awesome. Top shelf. No wonder Red Wing is still around after more than 100 years. Good old-fashioned American quality. Worth the price without question. Looking forward to oiling them up and giving them a good test in the Redwoods this January.
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2 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort4Rated 4 stars out of 5
Style5Rated 5 stars out of 5
I absolutely love them. Rock solid construction with style and comfort. If you need a lot of arch support this may not be the boot for you but it doesn't bother me. This boot will be with me for many years to come.
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2 found this review helpful.
Overall4Rated 4 stars out of 5
Comfort3Rated 3 stars out of 5
Style5Rated 5 stars out of 5
Verified PurchaseReview for Zappos VIP Points(What's this?)
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Poor SupportGreat Support
Exactly what I was looking for style-wise. I read a few of the reviews that said these were true to size, one said that order the same size you order your Nikes in. Every pair of Nikes I've owned for the past decade have been a 9.5, so I ordered the 9.5 Red Wings. They were way too long. I returned them for the size 9, still too large. I'm waiting on the 8.5s now, hoping they work out, because I do like how these look.
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2 found this review helpful.
Overall3Rated 3 stars out of 5
Comfort4Rated 4 stars out of 5
Style5Rated 5 stars out of 5
Review for Zappos VIP Points(What's this?)
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Poor SupportGreat Support
It is a great looking shoe. The upper leather is holding up well after a year of constant use. My concern is the heels wore out so quickly.
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2 found this review helpful.
Overall2Rated 2 stars out of 5
Comfort1Rated 1 star out of 5
Style5Rated 5 stars out of 5
Verified PurchaseReview for Zappos VIP Points(What's this?)
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Poor SupportGreat Support
Hard to get in and out of. I’m on my feet 10 hours a day and not very comfortable.
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2 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort5Rated 5 stars out of 5
Style5Rated 5 stars out of 5
Review for Zappos VIP Points(What's this?)
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Poor SupportGreat Support
Exactly as described, but all of the advice I received on sizing was misleading. I ended up going with a half size larger than I normally wear.
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1 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort5Rated 5 stars out of 5
Style5Rated 5 stars out of 5
Review for Zappos VIP Points(What's this?)
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Poor SupportGreat Support
Wears well and is made well.
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1 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort5Rated 5 stars out of 5
Style5Rated 5 stars out of 5
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Poor SupportGreat Support
They are red wings, so the quality is great and are definitely going to last a lifetime. But, if you don't know, red wings need some extensive break in time. They look great, and are going to feel great once me get win the battle of wills against the leather insoles.
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1 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort4Rated 4 stars out of 5
Style5Rated 5 stars out of 5
Verified PurchaseReview for Zappos VIP Points(What's this?)
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Poor SupportGreat Support
I've gotten more compliments on these than any other shoes I've owned. Beautiful leather and they're crafted in America. I bought a second pair for variety and to support or workers.
I'd also recommend:
New Balance 990
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1 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort5Rated 5 stars out of 5
Style5Rated 5 stars out of 5
Verified Purchase
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Poor SupportGreat Support
Great build quality and materials. Working through the expected break-in period now, but coming along nicely. Went a full size down for the right fit. I’m an 11.5 in my Nike running shoes, for example ... 10.5 was just right for these.
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1 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort5Rated 5 stars out of 5
Style5Rated 5 stars out of 5
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Poor SupportGreat Support
These are good quality boots. The fit as expected, and while somewhat stiff right out of the box, there was no issue wearing these all day long on day one. They are sturdy but comfortable, and you can tell that they are built to last. One of the best pairs of footwear I've had. Some have complained that these are not lined. I don't see that as an issue -- they are what they are represented to be, and it is exactly what I was looking for.
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1 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort5Rated 5 stars out of 5
Style5Rated 5 stars out of 5
Verified PurchaseReview for Zappos VIP Points(What's this?)
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Poor SupportGreat Support
These are a classic pair in my closet.
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1 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort4Rated 4 stars out of 5
Style5Rated 5 stars out of 5
Verified PurchaseReview for Zappos VIP Points(What's this?)
Runs SmallRuns Large
Great looking chukka that can be used for work and play. Takes a bit to break in, unlike other Red Wing boots I own. After the break-in period, cradles the feet.
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1 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort5Rated 5 stars out of 5
Style5Rated 5 stars out of 5
Verified PurchaseReview for Zappos VIP Points(What's this?)
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Poor SupportGreat Support
These are very high quality shoes. I purchased a standard (D) width from a red wing store last year, but my foot was just a bit too wide. The leather is so thick that they never really stretched. I purchased the wide (EE) from Zappos and couldn’t be happier.
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1 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort5Rated 5 stars out of 5
Style5Rated 5 stars out of 5
Verified PurchaseReview for Zappos VIP Points(What's this?)
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Poor SupportGreat Support
Really enjoy the quality and comfort. I normally wear 11 and that is the size that fit me best. I read a lot of reviews that said try a half size smaller, and I couldn’t get them on my feet. 11’s are feeling great.
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1 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort5Rated 5 stars out of 5
Style5Rated 5 stars out of 5
Verified PurchaseReview for Zappos VIP Points(What's this?)
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Perfect boots
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1 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort5Rated 5 stars out of 5
Style5Rated 5 stars out of 5
Verified PurchaseReview for Zappos VIP Points(What's this?)
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Poor SupportGreat Support
These boots are amazing and I want to wear them everyday.
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1 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort5Rated 5 stars out of 5
Style5Rated 5 stars out of 5
Verified Purchase
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STYLE: The briar oil slick leather from the Red Wing tannery is premium in every way. The leather displays a color right in between brown and red, which looks great for evening formal wear and everyday casual wear. The boot looks formal with the pointy toe, but dials it back a tad with the blown rubber sole. The Goodyear welt gives the boot a style that boasts “I care about what is on my feet.” QUALITY: With the all leather footbed, insole, and upper, it is as good as one could expect from any boot. All brought together with the century old welting design. It’s quality and craftmanship is the best on the market. I’ve worn them for about 30 hours now and after 1 cleaning with saddle soap and treated the leather with leather balm, they look almost new. I expect to have these for my lifetime. FIT: True in length and width. If you wear a 9 in Nike, I would order a 9. Simple. Buy this boot, you’ll love it!
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1 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort5Rated 5 stars out of 5
Style5Rated 5 stars out of 5
Verified PurchaseReview for Zappos VIP Points(What's this?)
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Poor SupportGreat Support
True to size and width. I ordered the same size as I order for New Ballance shoes. No quality issues that I can find. These should last a very long time.
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1 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort5Rated 5 stars out of 5
Style5Rated 5 stars out of 5
Verified Purchase
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Poor SupportGreat Support
Ultimate quality. Initially purchased these for the smart casual look required for work. I’ve enjoyed the Chukka Work Boot so much that I wear them for church, nights out, school, and in my office. The briar leather has just the right tone of brown and red to give all types of attire versatility. Would I buy these again? Oh yeah. Do I recommend? You bet. Should you buy them? Hurry up. You won’t regret it. The Red Wing quality leather exterior is immediately noticeable. They have softened up nicely and marry the leather exterior to the leather footbed and crepe sole, it’s a really nice match. Hands down the best Chukka on the planet. Ordered these 1/2 size smaller than my normal shoe size and boom ?? right on. Thanks Zappos and a red Wing!!
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1 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort5Rated 5 stars out of 5
Style5Rated 5 stars out of 5
Verified PurchaseReview for Zappos VIP Points(What's this?)
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Poor SupportGreat Support
Great work boot. Perfect for business casual. It took about 4 weeks to break in but once they did... I feel very comfortable working all day in them!
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1 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort5Rated 5 stars out of 5
Style5Rated 5 stars out of 5
Verified PurchaseReview for Zappos VIP Points(What's this?)
Runs SmallRuns Large
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Poor SupportGreat Support
Love these boots. Great fit, goes with almost anything. Break in took a bit, but with some thicker socks it went well.
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1 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort5Rated 5 stars out of 5
Style5Rated 5 stars out of 5
Verified PurchaseReview for Zappos VIP Points(What's this?)
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Poor SupportGreat Support
Wow. After wearing these for several miles now I am convinced. Red Wing Heritage just may be the best boot in the business. Do not hesitate buy now.
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1 found this review helpful.
Overall5Rated 5 stars out of 5
Comfort5Rated 5 stars out of 5
Style5Rated 5 stars out of 5
Verified PurchaseReview for Zappos VIP Points(What's this?)
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Poor SupportGreat Support
These are by far the best boots I have ever owned. Comfortable right out of the box. I was very hesitant spending $280 on a pair of boots but they are worth every penny.
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1 found this review helpful.

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