The BEST Chukka Boots for Men | Red Wing vs Danner vs Astorflex vs Rhodes

Red Wing Weekender go.strayreviews.com/redwing-c...
Danner Pine Grove go.strayreviews.com/danner-ch...
Astorflex Brownflex go.strayreviews.com/astorflex...
Rhodes Tyler go.strayreviews.com/rhodes-ch...
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Chukka boots are underrated, in my opinion. They're stylish, rugged, and versatile. In today's video, I look at chukka boots from Red Wing Heritage, Danner, Asterflex, and Rhodes. Stay with me till the end because I'm going to let you know which one is my favorite.
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00:00 - [ Intro ]
01:55 - [ Danner Pine Grove ]
04:10 - [ Rhodes Tyler ]
04:10 - [ Red Wing Weekender ]
08:41 - [ Astorflex Brownflex ]
10:47 - [ The bottom line ]
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[@nearly-blindbrian8372]

thanks.. since my 2nd home is in Minnesota I guess that swings me to the REdWigs.. I will make a trip to Red Wing this summer and explore the HQ

[@StrayReviews]

That sounds pretty cool. I’d love to take that tour sometime myself.

[@johnshukeireh5804]

I have Thursday scouts for 160 and they were comfortable to wear at work plus being built pretty well. It’s my first pair of boots and I’m happy with them

[@StrayReviews]

Nice! I’m hoping to pick up a pair sometime this year.

[@pitis2flie]

I came across your channel recently watching waxed jacket videos. You do a great job. I had the Red Wing Weekender Chukkas for a while and wasn’t a fan. It was just too floppy and unstructured all around, but especially around the heel and toe box. And the outsole was too thin and uncomfortable underfoot. Which was really too bad because I absolutely love the copper rough and tough leather. I’ve never heard of Rhodes or Astorflex before so I can’t comment. But I just recently got some Thursday chukkas with a wedge sole and I’m in love. They fix the complaints I had about the Red Wings and the Safari Brown leather makes for a really sharp and beautiful looking boot.

[@StrayReviews]

Thanks for that! I didn't realise Thursday made a wedge sole chukka. I'm going to have to check those out!

[@TheMousquetaire]

I concur with the result of this review.

[@StrayReviews]

Thank you Gustave!

[@kso808]

I have a pair of Clark’s beeswax chukkas, which look similar to one of your models. I like your last model shown here.

[@StrayReviews]

Nice! I'm hoping to pick up a pair of Clarks by the end of the year.

[@66racer]

Good video, trying to understand what Chukka I would like. After trying the Thursday boots Chukka, I was SO TURNED OFF by the feel of them when walking I returned them. Maybe they needed to break in but it was a choice of return or try to break in and hate them still. Then I found the Sorel Madson II Chukka in Tobacco and immediately bought them for their comfort and style. So here I am, looking for videos trying to understand what about that boot I loved and how can I try other brands with similar feel. Rather than give up and just buy another pair that I beat on and one for looking nice on weekends.

[@StrayReviews]

I'd say the two most comfortable in this video are the Danner (at a half size up) or the Astorflex. The Danners are more rugged but the Astorflex is a great date night shoe.

[@66racer]

@@StrayReviews thanks, I was liking the look of the Danner too

[@PhilJArcher]

Chukkas are my favorite "boots" because they are the closest to sneakers without being sneakers, (former sneakerhead here, lol). I own two pairs of Clark's desert boots and two pairs of Thursday Scouts. The Scouts by far are my favorite. Out of your group, the Astro Flex are my style of Chukka. I prefer the suede or rough out look on chukkas versus the traditional leather that I prefer on service/heritage boots. Great video!

[@StrayReviews]

Thanks Phil! I'm hoping to try out a pair of Scouts sometime this year.

[@ethanbaran6158]

Grant stone might be a good company to check out if you like colors and fancy leathers lol

[@fidus00]

How’s the arch support on the astorflex compared to the ones with wedge sole, I’ve been wanting some Chukkas for some time and I’m on the fence cause of the crepe sole.

[@StrayReviews]

I’d say it’s average. But the removable footbed means you can throw an orthotic or something you like better in there.

[@Bayou987]

Hey Lee, I’d appreciate it if you mentioned if boots or shoes come in wide sizes or half sizes. It’s a big con or even a nonstarter for a lot of us if they don’t. Thanks

[@StrayReviews]

Great idea! I don't typically give it much thought since I'm normally a 10 D. Thanks for the suggestion!

[@marlenakauer5262]

I had two pairs of chukkas and just found myself almost never reaching for them or they weren’t my top choice. I sold them and don’t think I’ll get another pair. I’d rather have a rugged oxford/derby. I have a pair from OSB and love them. I also think you can rock them with shorts whereas chukkas you really can’t IMO or at least I couldn’t. That said, great review and I still watched the round up! Haha

[@marlenakauer5262]

I also found I need to go up a half size in Danners. I’m an E width.

[@StrayReviews]

Can't go wrong with OSB. The best shoes are the one's you'll wear!

[@bootsjeansandtheoddwatch]

I love my red wing chukkas but Rhodes continues to impress me …I’m hoping Rhodes comes out with a wide fit so it works better for my feet!

[@StrayReviews]

100% a wider-fit Rhodes would be great.

[@va6gkthaskey311]

Id suggest Jim Green chukka boots. They would be cheaper then any on your list, comfortable, able to be resoled, come from a great company, good quality as well.

[@StrayReviews]

Those look like a great option. Going to check those out.

[@DressForAfrica]

They looked okay for me also, until I saw the silly branding on the back. That put me off a lot.

[@va6gkthaskey311]

@@DressForAfrica i dont like a lot of branding either. The nice thing about Jim Green is you can custom order at very little to almost no extra cost. The boots i have you dont even notice the branding it blends in so well. But when i order a pair of chukka's ill probably request the branding to be left off the back. I may have it put on the tongue though, easy to hide when and if i want to, but still a fun little touch. 🤷‍♂️

[@va6gkthaskey311]

@@DressForAfrica my custom ordered AR8'S were under a month turnaround. Including delivery to Canada. I dont really expect that fast everytime but amazing they were able to pull it off

[@DressForAfrica]

@@va6gkthaskey311 thank you for the detailed info. Custom order will be the way. And yes the branding on the tongue isn't bad, it's the embossing on the back that's the eyesore. Glad there's the option around it. Peace.

[@stephen562]

I have a red wing store in the area and have tried on the weekend chukka. I really liked it at the time, but didn’t pull the trigger. I may have to at some point in 2024.

[@StrayReviews]

Trying them on at a Red Wing store is the way to go. I feel like they're tricky to size.

[@stephen562]

@@StrayReviews My only concern is the seemingly thin sole. I wonder how durable and long lasting it is.

[@StrayReviews]

@@stephen562 It's pretty soft rubber so I wouldn't imagine super long if they're going to be worn all day, every day. I'm not worried about them, but they're not as hearty as the Danner soles or something with a Vibram sole.

[@stephen562]

@@StrayReviews Thanks for that. I wouldn’t wear them everyday, maybe the occasion weekend, hence “weekender”? Ha, I get it now, lol

[@StrayReviews]

@stephen562 😂

[@michaelmasztal7871]

Can the Astorflex Brownflex be resoled?

[@StrayReviews]

They’re made with a type of stitchdown construction so (in theory) they should be able to be resoled.

[@rickybobby6760]

The original chukka (Clark's) not even included?

[@StrayReviews]

The Clarks Desert boot is a classic! I’ll probably do another “best chukka” next year, and I’ll see if I can get a pair to review.

[@ocean911]

The best chukka for the money is made by Jim Green in South Africa. They are called Vellies but for South Africans they are looked at being just shoes. The are built like a boot a real chukka without the high price.

[@StrayReviews]

I’ve seen those and they look great! Hopefully I’ll be able to review a pair in the future.