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Red Wing Heritage Work Chukka Reviews

47 reviews
total

Overall Rating:

64%Rated 5 stars

32%Rated 4 stars

0%Rated 3 stars

4%Rated 2 stars

0%Rated 1 stars

Customer Fit Survey:

68% "Felt true to size"

79% "Felt true to width"

45% "No arch support"

40 are "Favorable"

Most Helpful Favorable Review

Posted 2/15/12
Overall Rated:5 stars!
Comfort Rated:4 stars!
Style Rated:4 stars!

Stoked on these boots. They feel true to size length-wise, a little snug width-wise, but otherwise I am confident I chose correctly. I anticipate the leather stretching out a bit and the snug fit relaxing with time. One thing I noticed was the need for a shoe horn initially as the seam on the instep does not allow for simply slipping these on like a sneaker. So, if you have a wide(-ish) foot like I do, do not size down, you'll see why when you first put these on. Unlike some previous reviews state, I am impressed with the fit and finish of these boots and do not feel that they are lacking in any details. The leather inside is raw, but isn't that what a "chukka" boot is all about? Simple is better. After wearing these for the first time, I notice the leather beginning to relax and conform to my feet already. Another couple of days and they will be thoroughly softened up and comfortable. The price tag is quite steep, but I do believe these boots should last a long while and will only look more classic, not quite stylish, with time.

vs

7 are "Critical"

Most Helpful Critical Review

Posted 3/21/11
Overall Rated:2 stars!
Comfort Rated:1 stars!
Style Rated:5 stars!

Notice that the picture shown leads you to believe the shoe is nicely finished or lined. It is not . It is completely unfinished on the inside. For the price and the venerable name of Red Wing attached, you expect more. This shoe is poor value for the money. If the shoe is exemplary, Red Wing is not the company it used to be.

Additional 27 Work Chukka Red Wing Heritage Reviews

1 2

2 people found this review helpful  

March 26, 2012

Anonymous

 

Awesome Chukka! This boot is fantastic. I wear a 10 in just about every shoe so I was a little hesitant to order a 10 in this boot because some people reviewed it as running large. The 10s fit perfectly. As other reviewers have stated, these really need quite a few wears to break in. The boot has almost zero arch support because it has a very thick leather insole. The more you wear it, the more it conforms to the feet. Be patient and be ready for a little discomfort for a while. Once you get it broken in, it fits like no other shoe/boot you have owned. The only criticism I have of this boot would be the lack of a lining on the inside. But isn't that what a Chukka is all about? Well done Redwing. :)

Brands I'd also recommend: Timberland Boot Company, ONETrueSaxon

Overall Rated:5 stars!

Comfort Rated:5 stars!

Style Rated:5 stars!

 

Was this review helpful? Yes

Fit Rating

Felt true to size

 

Runs Small

Runs Large

Excellent arch support

 

Poor Support

Great Support

Felt true to width

 

Runs Narrow

Runs Wide

2 people found this review helpful  

December 5, 2011

Ian

from North Carolina

Red Wing Shoes have never let me down, and these Chukkas continue the sweet streak. Comfortable yet sturdy, and they look awesome with just about any pair of pants. They do take some time to break-in, but after a while, they form right to the foot. I couldn't be happier with them.

Overall Rated:5 stars!

Comfort Rated:5 stars!

Style Rated:5 stars!

 

Was this review helpful? Yes

Fit Rating

Felt true to size

 

Runs Small

Runs Large

Moderate arch support

 

Poor Support

Great Support

Felt true to width

 

Runs Narrow

Runs Wide

2 people found this review helpful  

September 20, 2011

Anonymous

from Hamburg, Germany

It's my 4th pair of Red Wings and my 3rd pair of Chukkas. As before I ordered them a half size smaller than my usual size. And as before it takes some time that they feel as comfortable as they do at the end.

Overall Rated:5 stars!

Comfort Rated:5 stars!

Style Rated:5 stars!

 

Was this review helpful? Yes

Fit Rating

Felt a half size larger than marked

 

Runs Small

Runs Large

Excellent arch support

 

Poor Support

Great Support

Felt true to width

 

Runs Narrow

Runs Wide

2 people found this review helpful  

February 22, 2010

Anonymous

from Burlington, MA

Great shoe! Even my wife thinks it is stylish. Thought the fit was a bit tight at first, but broke in nicely after a few days. Fit is true to size. Supremely comfortable. You will not want to take these off.

Overall Rated:5 stars!

Comfort Rated:5 stars!

Style Rated:5 stars!

 

Was this review helpful? Yes

Fit Rating

Felt true to size

 

Runs Small

Runs Large

No arch support

 

Poor Support

Great Support

Felt true to width

 

Runs Narrow

Runs Wide

2 people found this review helpful  

January 22, 2010

Anonymous

from Portland, Oregon

Great American Shoes - These are fantastic shoes that could last forever if taken care of. The leather stretches to your feet. The more you wear them, the better they get. Although they are a bit expensive, no one makes better leather boots and shoes than Red Wing. These shoes provide more support than Clarks Dessert Boots and look nicer. If you’re looking for a pair of Chukkas, buy these Red Wing shoes which are made in America.

Overall Rated:5 stars!

Comfort Rated:5 stars!

Style Rated:5 stars!

 

Was this review helpful? Yes

Fit Rating

Felt a half size smaller than marked

 

Runs Small

Runs Large

No arch support

 

Poor Support

Great Support

Felt true to width

 

Runs Narrow

Runs Wide

2 people found this review helpful  

April 7, 2012

Some G

from Washington

These are excellent chukkas. The white sole takes a bit to get used to if you haven't worn RW before; they do clean up well. Also, out of the box they are very stiff but after a week or so they break in nicely. Expensive but a good investment.

Overall Rated:4 stars!

Comfort Rated:4 stars!

Style Rated:4 stars!

 

Was this review helpful? Yes

Fit Rating

Felt true to size

 

Runs Small

Runs Large

Moderate arch support

 

Poor Support

Great Support

Felt true to width

 

Runs Narrow

Runs Wide

2 people found this review helpful  

February 2, 2012

Roman M

from Houston, Texas

I hope they get more of these in stock. I like them a lot and got the last pair in my size in this grey suede color. I have a flat foot, size 13 and the insole works well for me. For the strength and stability of the boot, it is pretty light. I wear them every day right now and I wear them with khakis, shirt and bow tie many days. They are stylish and rugged. They are not super cushy but they comfy for a work boot.

Overall Rated:4 stars!

Comfort Rated:4 stars!

Style Rated:4 stars!

 

Was this review helpful? Yes

Fit Rating

Felt true to size

 

Runs Small

Runs Large

Felt true to width

 

Runs Narrow

Runs Wide

2 people found this review helpful  

January 30, 2012

Doug

from Atlanta, Georgia

Very pretty shoe and well-constructed. Very stiff at first. True to size but only after you get your foot in. Recommend going a half size larger. Will take about 20 wears to break-in.

Brands I'd also recommend: Clarks; Cole-Haan

Overall Rated:4 stars!

Comfort Rated:4 stars!

Style Rated:4 stars!

 

Was this review helpful? Yes

Fit Rating

Felt a half size smaller than marked

 

Runs Small

Runs Large

No arch support

 

Poor Support

Great Support

Felt true to width

 

Runs Narrow

Runs Wide

2 people found this review helpful  

August 25, 2011

Anonymous

from Minneapolis

Nice boot, but it seems small. I have the Red Wing Iron Ranger in the same size and it fits fine, but I can't get my feet into these.

Brands I'd also recommend: Red Wing Iron Ranger

Overall Rated:4 stars!

Comfort Rated:4 stars!

Style Rated:4 stars!

 

Was this review helpful? Yes

Fit Rating

Felt a full size smaller than marked

 

Runs Small

Runs Large

No arch support

 

Poor Support

Great Support

Felt narrower than marked

 

Runs Narrow

Runs Wide

2 people found this review helpful  

July 13, 2011

Evan A

from Santa Barbara, CA

Really well made shoe that is long wearing and very comfortable. I love the look of these and wear them more than the Blundstones that they replaced.

Brands I'd also recommend: Danner

Overall Rated:4 stars!

Comfort Rated:4 stars!

Style Rated:4 stars!

 

Was this review helpful? Yes

Fit Rating

Felt true to size

 

Runs Small

Runs Large

Moderate arch support

 

Poor Support

Great Support

Felt narrower than marked

 

Runs Narrow

Runs Wide

2 people found this review helpful  

January 28, 2010

Greg V

from Grapevine Texas

Great boot, it is very well made but I expect nothing else from Redwing. You will however need to insert some sort of foot pad the arch support is not adequate.

Overall Rated:4 stars!

Comfort Rated:4 stars!

Style Rated:4 stars!

 

Was this review helpful? Yes

Fit Rating

Felt true to size

 

Runs Small

Runs Large

No arch support

 

Poor Support

Great Support

Felt true to width

 

Runs Narrow

Runs Wide

2 people found this review helpful  

October 24, 2009

Bill G

from San Francisco

I bought these in black last month and have gotten nothing but compliments when it comes to these boots. Really sharp looking and they clean up very nicely with a little mink oil. I walk about 2 miles a day throughout my commute and, as can be expected, there was an uncomfortable break-in period, but after about two weeks these shoes were very comfortable.

Overall Rated:4 stars!

Comfort Rated:4 stars!

Style Rated:4 stars!

 

Was this review helpful? Yes

2 people found this review helpful  

September 4, 2009

Anonymous

from Dallas, TX

Well, there's no doubt about it these Heritage Work Boots look great and are made to last, for this price they ought to be. My one complaint is the lack of cushion in the sole, and literally no arch support to speak of. I had to insert supports to make the boot more comfortable, makes a world of difference. Hard to imagine a company that's as established as Red Wing would make a work/casual boot that's lacking in this department, especially at this price. But, if you can get past that then you won't be disappointed. Like I said, looks great and the workmanship is top notch. I wear a size 10 and it feels true to size.

Overall Rated:4 stars!

Comfort Rated:4 stars!

Style Rated:4 stars!

 

Was this review helpful? Yes

2 people found this review helpful  

March 21, 2011

Mark B

from California

Notice that the picture shown leads you to believe the shoe is nicely finished or lined. It is not . It is completely unfinished on the inside. For the price and the venerable name of Red Wing attached, you expect more. This shoe is poor value for the money. If the shoe is exemplary, Red Wing is not the company it used to be.

Overall Rated:2 stars!

Comfort Rated:2 stars!

Style Rated:2 stars!

 

Was this review helpful? Yes

Fit Rating

Felt true to size

 

Runs Small

Runs Large

No arch support

 

Poor Support

Great Support

1 person found this review helpful  

January 2, 2013

Anonymous

from United States

The shoe is an incredibly good looking shoe. I had to buy one half size smaller than I usually buy but besides that it fit my feet perfectly right out of the box. But you may find it difficult to put your feet in and out of these shoes if you don't loosen; because of the design of the shoe the tongue doesn't give much to put your feet in. It may take a week or two of wearing this shoe to break it in completely to conform to your feet. The shoe is perfect for casual or dressing up. It is difficult to find an outfit that will not match this shoe.

Brands I'd also recommend: Clarks

Overall Rated:5 stars!

Comfort Rated:5 stars!

Style Rated:5 stars!

 

Was this review helpful? Yes

Fit Rating

Felt a half size larger than marked

 

Runs Small

Runs Large

Moderate arch support

 

Poor Support

Great Support

Felt true to width

 

Runs Narrow

Runs Wide

1 person found this review helpful  

August 20, 2012

Anonymous

 

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.

Overall Rated:5 stars!

Comfort Rated:5 stars!

Style Rated:5 stars!

 

Was this review helpful? Yes

 

March 10, 2016

Enrique

from Atlanta

Not only good looking shoes but very comfortable also... They go with anything; saving you time in deciding what to wear!

Overall Rated:5 stars!

Comfort Rated:5 stars!

Style Rated:5 stars!

 

Was this review helpful? Yes

Fit Rating

Felt true to size

 

Runs Small

Runs Large

Excellent arch support

 

Poor Support

Great Support

Felt true to width

 

Runs Narrow

Runs Wide

 

February 4, 2016

MG

from Boston

These are probably the best boots that I have purchased. Yes, they will be painful in the beginning. In fact, I almost returned them back when I got them 2 weeks ago. But now, they are becoming more and more comfortable as each day goes by. I would recommend resisting the urge to buy a size up, because initially you will feel that they are a bit tight. Once you start breaking into them, they will become comfortable. I would highly recommending getting a shoe horn, otherwise you will be spending 5 minutes each day getting into them. I would also highly recommend getting thick socks to help with the break in process. Besides the painful break in period, these boots are great. They feel great and look great! Highly recommend getting this boot!

Overall Rated:5 stars!

Comfort Rated:5 stars!

Style Rated:5 stars!

 

Was this review helpful? Yes

Fit Rating

Felt true to size

 

Runs Small

Runs Large

Moderate arch support

 

Poor Support

Great Support

Felt true to width

 

Runs Narrow

Runs Wide

 

January 9, 2016

Todd o

from Denver , CO

Great quality and design. I can also get them in the snow and they work great. These are my new favorite jeans boots. They are worth the cost versus less expensive copies. I oiled the tongue for quicker break in. I normally wear a 44 in an Ecco and ordered these in a 10½.

Overall Rated:5 stars!

Comfort Rated:5 stars!

Style Rated:5 stars!

 

Was this review helpful? Yes

Fit Rating

Felt true to size

 

Runs Small

Runs Large

Moderate arch support

 

Poor Support

Great Support

Felt true to width

 

Runs Narrow

Runs Wide

 

May 11, 2015

Capt G

from Vermont

Just bought the Oro-Iginal in size 9.5W, couldn't be more pleased. The quality is at least as good as Alden's at a much higher price point. The fit is true to size, breaking in is necessary, but well worth it!

Brands I'd also recommend: Alden

Overall Rated:5 stars!

Comfort Rated:5 stars!

Style Rated:5 stars!

 

Was this review helpful? Yes

Fit Rating

Felt true to size

 

Runs Small

Runs Large

Moderate arch support

 

Poor Support

Great Support

Felt true to width

 

Runs Narrow

Runs Wide

 

January 11, 2015

Anonymous

 

Tese things are nice. Expensive but nice. The size was true to other work shoes so order half a size down to your Nikes if you are going to use an insole or a full size down without adding an insole. I think they run a little narrow so I bought an EE, time will tell if I made the right buy. I have had no break in period with mine. I put them on and went. I am a turf manager for an athletic facility so I am on my feet a lot but it is generally soft areas, not much hard concrete flooring all day. The wedge tracks almost no mud/dirt to the office or house since I have small children. There is not much arch support but I do not need much. I am using a very slim insole and the boots are tremendously comfortable. Zero blisters and no break-in but I have got tough feet compared to most and I am wearing thick over ankle socks until they soften some more. The leather has taken mink oil and polish nicely.

Overall Rated:5 stars!

Comfort Rated:5 stars!

Style Rated:5 stars!

 

Was this review helpful? Yes

Fit Rating

Felt a full size larger than marked

 

Runs Small

Runs Large

No arch support

 

Poor Support

Great Support

Felt true to width

 

Runs Narrow

Runs Wide

 

October 28, 2014

Geoff

from Boston

These original chukkas are boss. They look even better on your feet. I bought mine from an actual red wings store so if you have that option I would head over. They have a high tech foot sizing mechanism that nails your size down. The man said they should feel like a "firm handshake," because the boots stretch. After and hour of wearing around my living room they already feel much more comfy than right out of the box so I won't return them for a wide size. 4 stars for comfort (haven't broke them in yet), half size smaller than my athletic shoe size is good, narrower than I'm used to but apparently they stretch. Style is worth every penny of that price tag.

Overall Rated:5 stars!

Comfort Rated:5 stars!

Style Rated:5 stars!

 

Was this review helpful? Yes

Fit Rating

Felt a half size larger than marked

 

Runs Small

Runs Large

Moderate arch support

 

Poor Support

Great Support

Felt narrower than marked

 

Runs Narrow

Runs Wide

 

October 4, 2014

Tim

from California

Okay, I must admit I was somewhat disappointed when I first received these shoes. They are pricey and my first impression was they were just simple. But after wearing them over time, I have been blown away by the durability and beauty of these shoes! The leather is very stiff when new and it takes quite awhile to break them in. I am not talking about thin Italian glove leather -- this is heavy premium saddle leather. The more you wear them, the more attractive they become. And the soles are deceiving. I was concerned that I would wear the heals quickly as I typically do -- but seriously -- I have worn these shoes for months on end without hardly any wear at all to the heals! If you are looking for a shoe that is broken in from day one, don't buy these. If you like shoes that look good and wear like iron and are willing to break these shoes in, then buy them -- because I promise you -- they will become your friend.

Brands I'd also recommend: Alden boots

Overall Rated:5 stars!

Comfort Rated:5 stars!

Style Rated:5 stars!

 

Was this review helpful? Yes

Fit Rating

Felt true to size

 

Runs Small

Runs Large

Excellent arch support

 

Poor Support

Great Support

Felt narrower than marked

 

Runs Narrow

Runs Wide

 

September 20, 2014

Anonymous

from Medford Oregon

If you have been straddling the fence of indecision, may I encourage you to jump over into Red Wing country! Do not let the price dissuade you. The insuperable quality of these boots have to be seen and felt for faith in American craftsmanship. The main attribute of this boot that cemented my decision was "Goodyear welt construction" that allows for repeated re-soling, ensuring many years of productive use.

Overall Rated:5 stars!

Comfort Rated:5 stars!

Style Rated:5 stars!

 

Was this review helpful? Yes

Fit Rating

Felt true to size

 

Runs Small

Runs Large

Moderate arch support

 

Poor Support

Great Support

Felt true to width

 

Runs Narrow

Runs Wide

 

July 27, 2014

Anonymous

from Chicago, IL

Great shoes! Leather and construction is topnotch. I also like that these come in EE width as well as the regular D. The leather insoles are not comfortable, in my opinion, so I use additional insoles with these that also give more arch support. These are great chukkas that will last 10 years if cared properly. I have many Red Wing boots and all of them have been great!

Brands I'd also recommend: Chippewa

Overall Rated:5 stars!

Comfort Rated:5 stars!

Style Rated:5 stars!

 

Was this review helpful? Yes

Fit Rating

Felt a half size larger than marked

 

Runs Small

Runs Large

No arch support

 

Poor Support

Great Support

Felt true to width

 

Runs Narrow

Runs Wide

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