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Red Wing Heritage
Weekender Chukka Shoe - Men's

4.173913043478261 out of 5 stars
69 Reviews
$249.99
Color:Copper Rough & Tough Leather

Size:

Size Chart

Quantity


Why We Like The Weekender Chukka Shoes

Whether we rock them with socks or without, the Weekender Chukkas from Red Wing Heritage step right in to our shoe line-up with relaxed, warm-weather style and long-lasting comfort. Their lightweight, flexible stitchdown construction offers up the perfect feel right out of the box, while the full-grain leather upper will only break in more over time for custom comfort. Their softer Hill outsole provides steady footing and sleek styling everywhere you go, whether you're in the office or off the clock.


Details

  • Style-packed boots that turn heads from office to downtown
  • Quality leather upper is incredibly durable, wears well with time
  • ComfortForce footbed provides support with every step you take
  • Midsole made of Texon Board elevates strength and durability
  • Grippy Hill outsole keeps you surefooted even on slick surfaces
  • Item #HTG000J
Upper Material
leather
Closure
lace
Last
60
Footbed
ComfortForce
Midsole
Texon Board
Sole
Hill
Claimed Weight
[size 10, single] 1lb 2.2oz
Activity
casual
Manufacturer Warranty
limited

Overall Rating

4 based on 69 ratings

Review Summary

1 Stars - 5 reviews
2 Stars - 6 reviews
3 Stars - 5 reviews
4 Stars - 9 reviews
5 Stars - 44 reviews

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1 out of 5 stars

January 24, 2024

Issues with Glue on Sole - three different pairs

I bought these boots a few months ago. Within a couple weeks (approximately 6 wears) the sole began to peel away as if the glue was not working. I returned them for another pair and the same thing happened with that pair. I tried a third paid and it happened again. Unfortunate.

Skaggzy
redwingheritage.com

Originally reviewed on redwingheritage.com

5 out of 5 stars

January 24, 2024

Great for Daily Wear

I have been wearing my Weekender Chukka shoes for about a week. The workmanship is great. My feet are fairly tough from hiking, but with that caveat they were comfortable out of the box and did not require any break in. I size between and 10.5 and an 11 and I ordered an 11. The pair I received definitely run on the larger size so I possible should have ordered the 10.5. These shoes definitely lack any insole support so I will likely add aftermarket insoles to remedy that issue. With the qualification as to the sizing and the lack of insole support, I'm quite happy with the Weekender Chukkas.

Matt2024
redwingheritage.com

Originally reviewed on redwingheritage.com

1 out of 5 stars

January 17, 2024

Great looking - but that’s about it.

These boots look great but are very uncomfortable to the point of pain and blisters. I also have no idea how they “size” them. I wear size 11-11.5. I received my first pair as a gift in size 11 and they were like clown shoes on me. I exchanged them for a size 10. At first the size 10 pair fit “ok“ but after a couple weeks of wearing them they grew almost a half inch in length and are just as uncomfortable as my first pair of size 11’s. Extremely disappointed in these boots, especially for what they cost.

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JJ WI
redwingheritage.com

Originally reviewed on redwingheritage.com

5 out of 5 stars

December 3, 2023

My go to boots.

On my 2nd pair of these. Had the originals resoled and are still great. These have become my daily go to boots. They work in all scenarios except for the dressiest occasions. Running errands or business casual they are fantastic. I travel internationally for work and have had multiple trips these are the only shoes I bring. Farm as well and they are great for the ability to check a field, etc on way home from meetings, travel, etc. My 952s are my farm work boots but these cover everything else.

TechFarmer
redwingheritage.com

Originally reviewed on redwingheritage.com

5 out of 5 stars

October 23, 2023

Quality

I purchased these about two weeks ago, they fit true to size. Took about a week to break them in. This is my third pair of heritage boots. These look good and feel good, the perfect office shoe in the construction industry.

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AnthonyMitt
redwingheritage.com

Originally reviewed on redwingheritage.com

5 out of 5 stars

September 26, 2023

I've had these boots for 7+ years

I wear these boots to work, after work, weekends, you name it. They're not dress shoes, but I wear them all the time for just about everything else. I've only now, worn through the sole, and am getting them repaired to hopefully get another 7+ years out of them. I love them! Super comfortable and goes with any style. Would buy again in an instant but just repairing the old ones for now. Red wings are the best! Life long customer.

Schneider
redwingheritage.com

Originally reviewed on redwingheritage.com

4 out of 5 stars

August 28, 2023

1st Red Wings owned

I've heard great things about Red Wing boots so finally just bought this boot as my first. They're a bit stiff and I've been told they will take some time to wear in. First thing I did was pull the yellowish-brown laces out and replace with dark brown. I'll update after 6 months.

NCSoldier
redwingheritage.com

Originally reviewed on redwingheritage.com

5 out of 5 stars

June 16, 2023

Very comfortable and well made.

I just I received my shoes. The Weekender Chukka is comfortable. I have orthotic inserts and I am happy. I like the style and build. They are not too heavy. I wore walking shoes before in size 11.5 3E. My Chukkas are 11.5. D. Plenty of room.

Vetrand63
redwingheritage.com

Originally reviewed on redwingheritage.com

2 out of 5 stars

June 2, 2023

Clown shoes

These things squeak and groan like a barn animal on any polished surface. It’s embarrassing walking through my office. No idea why the soles on these sound like they’re made of dirt cheap rubber, but I sound like a power walking clown convention on my way to the water cooler. They’re also not very comfortable compared to other Red Wings I own, and the laces were quickly ruined. It feels like these are something Red Wing makes for a quick buck and not because making the chukka is something they are actually good at or care about.

Bobo Boots
redwingheritage.com

Originally reviewed on redwingheritage.com

1 out of 5 stars

May 23, 2023

Less than a year…very disappointed.

These shoes, unlike my 1907s, did not age well and it has not even been a year yet. The toe doesn’t seem to get the aged crease you would normally see. The leather looks to almost wrinkle in those spots. The leather boot did not petina well. Looks more dirty and cheap leather. I have been using the redwing cleaner kit as well and following all instructions and still they look terrible in under a year. I’ve had my 1907s for maybe 6 years now and they look better and better after each wear and polishing. These just do not seem like the red wing quality I was hoping for. Looked great when I bought them and it has been downhill ever since.

Derekg1085
redwingheritage.com

Originally reviewed on redwingheritage.com