Reviewed: Red Wings Work Chukka (3137)

Are you like me? Do you ever get something in your head and you can’t get it out. It happens to me from time to time and this time I wanted a new pair of boots. But not just any pair of boots. I wanted a great pair of boots that would hold up and look better with age. I wanted a pair that would last. After reading hundreds of reviews and articles I kept coming back to the Red Wings Work Chukka (3137).

I’ve had these boots for over a year and feel that I’ve worn them enough to be able to give you a thorough review.

Here goes.

Who Is Red Wings Shoes

Red Wings Shoes is an American made shoe company that’s been around since 1905. It was founded by Charles Beckman to make work boots.

Even over 100 years ago, Red Wings quality and craftsmanship set it apart.

They produced boots for soldiers in World War I and World War II.

In 2007, they launched their Heritage Brand Boots, which is the line that the Work Chukka falls under.


The first thing to understand when you buy these boots is that its an investment.

The price can be very prohibitive. But with that price comes a high-quality pair of boots.

Let’s talk about the construction and materials that go into the Red Wings Work Chukka.

The first thing you notice is the leather.

The leather on these boots come from the S.B. Foot Tanning Company.

They’ve been making high-quality leather since 1872. You don’t stay in business for nearly 150 years by not making quality goods.

The leather is all hand-cut by craftsmen with decades of experience. The reason this is important is since no two cows are the same, no two cowhides are the same. You need someone with a trained eye to make sure they are using the best sections of leather for your boots.

Although the shoes can get scuffed up throughout the day its no problem to clean them up and leave them looking good as new.

They aren’t lined which is perfect for me in Texas but may not fit your needs if you live in a colder climate. I can get by wearing these most months.

They hold up great in rain and dirt and mud.

The leather sits on a base of Goodyear Welt polyurethane outsole.

The boot is resoleable and comes with nickel eyelets for the laces.

Why I Chose The Red Wings Work Chukka In Copper Rough and Tough

When I was first looking at boots I thought I wanted a Red Wings Moc Boot. That’s the one I saw first and its a great looking boot. No doubt.

But the more I researched them the more my eyes kept coming back to the Work Chukka (3137) in Copper Rough and Tough.

I loved the look of the leather. Still do. It’s a fantastic shade.

I had always been a fan of chukkas. They work great paired jeans or chinos. You can throw them on most any time and not feel out of place.

But these boots aren’t what I would consider a traditional chukka boot like say the popular Clark’s Desert Chukka.

Don’t let the laid back style fool you. These boots can handle plenty of work.

Thats what makes them more flexible in my opinion.

They would work in the outdoors or casual office environment or dressed up for dinner and a movie.

The contrast of the leather with the white outsole was just another bonus.

They are handsome boots.

Red Wings Work Chukka Copper Rough and Tough review

Fit And Feel

Like I mentioned earlier, these boots fall under Red Wing”s Heritage line of boots. What that means is that they are more designed with a nod to lifestyle and looking great then hard work.

But don’t let that fool you. These Work Chukkas will hold up to plenty of work.

Don’t baby them. They’re boots after all. They’ll respond.

The first thing I noticed about these shoes is the quality of the materials.

The leather is first-rate, soft, and durable. And like quality leather, it will look even better with time.

What makes them so great is that you can throw them on in the morning for some yard work and them clean them off in time for date night.

What about comfort you ask?

Well here’s the rub. Maybe literally.

They aren’t easy to break in. Far from it.

I had read the reviews about how they took some people 2 months to break in. So I knew what I was getting in to.

Let me just say, they were absolutely spot on.

In my experience, the leather only took about 2 weeks to break-in. I expected that and overall was happy with that timeframe.

The soles were another issue altogether.

They took every bit of 2 months to feel comfortable.

There was a lot of dog walking with my dogs barking.

But over time they broke in and became softer and softer.

It just takes some time so be prepared.

I just kept telling myself that I bought these boots to last years and years. I can handle a couple of months of them being less than ideal.

They handle well in wet and sometimes icy conditions.

As far as sizing goes, I’m a 10 medium in Nikes and Vans and I was a 9.5 in these. So keep that in mind.


I wear these boots nearly every day in the Fall and Winter and I love them more and more as time goes by.

This simply comes down to how much discomfort you can manage while breaking them in.

If you can tough it out for a while this is a no brainer.

The leather and construction are top-notch. The craftsmanship is absolutely what you want in boots at this price point.

I can’t recommend them highly enough. I can’t wait to wear them again when the weather cools off.

If you’ve got any questions let me know in the comments.

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