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Cole Haan Chester Chukka is rated 1.9 out of 5 by 14.

Cole Haan Chester Chukka

Men's Brown, Style# 52302
  • 52302 right view
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  • 52302 left view
  • 52302 front view
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Cole Haan Chester Chukka

Men's Brown, Style# 52302

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  • Slip Resistant: Superior SFC slip-resistant outsole.
  • Genuine leather uppers
  • Non-metallic
  • TRIPGUARD®: Decreased trip hazard zone facilitates fluid movement between slippery environments.
  • Water-resistant, leather upper
  • Easy Clean: Patented Slip-resistant outsole technology that promotes self-cleaning and eliminates the frustration with hard to clean outsoles, typically found in slip resistant footwear.
  • ZERØGRAND cushioned insoles
  • Weight (per shoe): 11.71 oz.
  • Meets ASTM F2913-19 (slip-resistance)


Handsomely crafted by Cole Haan, these easy-to-wear, ankle-high boots have a classic, stylish silhouette. These Chester Chukkas are designed with high-quality leather uppers and world-class slip-resistant outsoles. Ease into the comfort of a fully-padded sock liner and a responsive EVA midsole. The Chester Chukka makes a statement, pairing well with casual or semi-formal attire.

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Rated 5 out of 5 by from High Quality Stylish, made of quality materials and very comfortable. Great shoe at a fair price for what you get.
Date published: 2022-10-30
Rated 4 out of 5 by from Look fantastic, slightly oversized, decent comfort Great product but slightly big. After over 8 months of brutal kitchen use, I got my fair use out of these. Comfortable? Not the most. But they look fantastic, along with my huge biceps. I gave these 4 stars because they are deteriorating somewhat quicker than the other shoes I've had, and a 5 star review is perfect; which these are not. I plan to re-purchase these again, but with a 1/2 size smaller. The size is likely due to this being a "dress" shoe. Overall, very satisfied. If you're buying this with comfort in mind, just ask yourself if you've ever stood in dress shoes all day?- But I'd say these are much more comfortable than "normal" dress shoes.
Date published: 2024-06-27
Rated 3 out of 5 by from Great shoe with poor quality control I’ve had 3 different pairs of Cole haan non slips and numerous Cole haan dress shoes. The comfort and style out the box is what you expect from Cole haan but the quality of the sole and the durability leaves alot to be desired. I bought these shoes in April and by July the non slip insert was coming unglued. I reached out to shoes for crews and was told someone would reach out to me next day and no one did. I ended up shoe gooing it and it’s lasted a few months but now the other side is coming loose. I love them and I wish for the price they would last atleast a year but it doesn’t look likely.
Date published: 2023-10-12
Rated 3 out of 5 by from Average shoe 6 months in and the rubber on the sides are peeling and falling apart. The shoe itself is alright for comfort, about a month ago I swapped out the insoles to try and add more comfort. The stock insoles are glued into the shoe and I had to peel it away to get it level again. Moving on to a different style after 6 months.
Date published: 2023-08-20
Rated 2 out of 5 by from Has its downsides Really fits the idea of a nice boot, went downhill after 6 months of wear & tear. Started with the bottom coming loose with the glued non slips afterwards. Turned into a ugly grey afterwards. Biggest downside is I wish it made it to a year
Date published: 2023-04-27
Rated 2 out of 5 by from Not worth the money I own a few different pairs of Cole Haan dress shoes, so I was super excited to try out their non-slips. While the overall quality of the leather and comfortability are great, the non-slip sole is already starting to peel and fall apart after only 2.5 months of use. If you're looking for a dress-style non-slip shoe, I would save the $100 and go for a less expensive pair.
Date published: 2023-04-14
Rated 1 out of 5 by from Horrible hold up w/ normal walking—sole falls apar Had 2 pair and both have had the sole non slip fall apart with 90 days. Very comfortable but horrible craftsmanship from Cole H.
Date published: 2024-06-22
Rated 1 out of 5 by from Worst quality assurance of any shoe I’ve worn I love these shoes, I work in the restaurant industry so I’m on my feet wearing these 60-70 hours a week. I’ve had 4 -5 pairs of different Cole Haan non slip shoes ranging from the wingtip to the chukka. With in the first six months in every pair of shoes the non slip sole insert always separates. I’ve called shoes for crew 3 times on three different pairs of shoes to try and get a replacement for the shoe. 2 times the sole separated at the six month mark and shoes for crews said it was to late. This time the sole separated at the 3 month mark and shoes for crew said that the warranty range is 30 days and I’m out of luck. Spending $180 for a pair of shoes that last less than six months is asinine and the warranty is a joke. I have numerous pairs of Cole Haan dress shoes, work shoes, belts and more. But this collaboration with shoes for crews has the worst product testing and materials used. After shopping with shoes for crews for more than 10 years and spending well over thousands of dollars I will not do this again. And this is to not knock Cole Haan because they’re extremely comfortable but shoes for crews needs to use better glue or offer a more realistic warranty.
Date published: 2024-06-06
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