Tag / best men’s chukka boots

by Beau H.

Style Pick of the Week: Astorflex Brownflex Chukka Boots -A Fresh Fall Footwear Staple

Best chukka boots for men.

We’ve been talking a lot lately on this style blog about building outfits with, well, building blocks in mind, or a series of autumn style essentials you can trust to come through in the clutch. I’m talking about the sort of reliable and versatile pieces you can make work for you in just about any style situation. That holds true with the razor-sharp dark blue jean or the charcoal blazer, not to mention the white Oxford shirt, the chambray shirt or the casually rugged henley.

Of course, you can find each of those picks at Huckberry — the site of today’s stylish selection for your weekend reading enjoyment.

Shop the best fall style picks now at Huckberry

But what about on the footwear front? Laidback high-top sneakers and durable leather lace-up dress boots offer options on opposite ends of the style spectrum, but somewhere in between might be the best chukka boots for men — as wearable with chinos or dark blue jeans, stylish enough to team with tobacco-hued trousers or dark brown corduroy pants.

And from there, you can mix and match a pair of chukka boots like the Astorflex Brownflex Chukka Boots with just about any #OOTD combination your heart desires.

The highly versatile, crisply designed Astorflex Brownflex Chukka Boots hail from a family-owned European factory that you perhaps know very well from their production of effortlessly cool crepe rubber sole desert boots from fabrications like suede and leather.

Those boots break in wonderfully over time while retaining their durability and standout build, and the more sturdy, sleek design of the Astorflex Brownflex Chukka Boots also makes them a more elevated style winner for what Huckberry calls ‘smart casual’ style situations.

They’re fully lined in leather for extreme comfort right out of the box, while the stacked rubber heel is a durable upgrade from the more laidback crepe rubber outsole on other editions of Astorflex chukka boots (the Astorflex Greenflex Boots, to be more specific).

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The two-eyelet construction is sleek and streamlined, and the Astorflex Brownflex Chukka Boots should develop a handsome patina (or else, they can be polished to a nice shine, depending on how dressy you want your new favorite pair of chukka boots to get).

The Astorflex Brownflex Chukka Boots are also marked down under $200 right now, and that’s the perfect blend of affordability and dependability you can trust.

by Beau H.

The Thursday Buy: These Chukka Boots from Red Wing Heritage Are as Classic as It Gets for Any Summer Adventure

Red Wing Heritage Weekender Chukka Boots.

In my experience, it’s hard to go wrong with menswear classics — built from the ground up, of course — regardless of season or circumstance. And while the best men’s boots — particularly boots sold by our friends at Huckberry — span a broad range of categories (from lace-up work boots to sleek dress boots and stylish Chelsea boots), there’s something to be said for lacing up a pair of the best men’s chukka boots — again, regardless of season.

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There’s also a particular appeal to boots crafted in America by Red Wing Heritage, and while summer is certainly a time for stepping into a pair of the best men’s sneakers, it’s hard to go wrong with a pair of rugged, handsome leather chukka boots — particularly on those days when the weather or the occasion calls for stylish light wash denim, right?

Perhaps you’ve come across other Red Wing Heritage reviews here on this Brooklyn style blog, but just know that these boots are now back in stock and better than ever for the summer months. These Red Wing Heritage chukka boots boast a more lightweight, flexible and yet durable appeal than other pairs of chukka boots I’ve tested — the leather is supple, reliable and made to develop its own eye-catching patina over time.

That’s great news indeed for your wardrobe, as these Red Wing Heritage chukka boots — a longtime fan favorite — boast durable design and heritage detailing aplenty. The Hill outsole offers lightweight traction, while these boots also feature a supremely comfortable Ortholite® insole (a personal favorite of mine, as well).

And in the company’s signature Copper Rough and Tough leather, they tend to look better than ever (along a new lineup of fresh suede options delivers something even more lightweight for the season at hand).

Shop the best boots and gear for men at Huckberry

Huckberry can’t help but note Red Wing’s long-running Minnesota heritage and a history of making the best work boots for men, yet another reason to love these stylish leather chukka boots for men. Huckberry even calls this offering from Red Wing a “weekend Chukka boot built from workboot DNA,” and that’s about as great as it gets when it comes to the best chukka boots for men this season — wouldn’t you agree, my friends? Lace ’em up and we’ll see you out there.

by Beau H.

The Tuesday Steal: These Durable Huckberry Chukka Boots are a Bargain for Your Spring Boot Rotation

Building an #OOTD from the ground up, especially in the anything-goes days of spring, where weather can turn on you at a moment’s notice, often requires a pair of the best boots for the men. A pair built with versatility and dependable style in mind, a pair that can work as well with faded light wash jeans as they do with stretch chinos — a pair like the Rhodes Footwear Harrison Chukka Boots, my friends.

This time around, you’ll find them at Huckberry and in the Huckberry Sale section, always a wise place to start your search for rugged, hard-working (and discounted) gear for guys.

Get stellar savings on new spring gear at Huckberry

In my experience with Rhodes Footwear boots at Huckberry and via other Rhodes boots reviews on this very Brooklyn style blog, I’ve found that comfort is key, a respect for heritage design is top of mind, and a balance between rugged work boots and more casually stylish everyday boots is top of mind.

My friends, that’s precisely what you’re getting with the Rhodes Footwear Harrison Chukka Boots — and they just so happen to be marked down about $100 right now in the always-reliable, always-fun-to-shop Huckberry Sale section. The specs speak for themselves, but I’d say a closer look is in order, wouldn’t you?

Best leather chukka boots for men.

The Rhodes Footwear Harrison Chukka Boots boast the classic three-eyelet build of the chukka boot, set atop resoleable Goodyear welt construction featuring contrast stitching. And one of the best pairs of chukka boots for men gets its durability and good looks from the use of handcrafted waxed bovine leather, the kind that’ll take on a beautiful patina over time.

Leather-lined insoles will also mold to your feet and provide instant comfort right out of the box — from the very first wear of the Rhodes Footwear Harrison Chukka Boots, which you might just grow to learn are your new favorite chukka boots.

Best chukka boots for men.

The Vibram outsole should give you some serious spring in your step (plus added traction on cobblestone city streets as you search out an Old Fashioned). The Rhodes Footwear Harrison Chukka Boots also feature a profile that’s neither too casually rugged nor too dressy to wear with jeans — like the best men’s chukka boots on the market, they’re about as wearable as it gets with plenty of pairs of pants in your rotation.

Shop men’s boots and more at Huckberry

Throw in the fact that you’re saving nearly $100 on the Rhodes Footwear Harrison Chukka Boots, and the purchase might nearly be made for you. Dress ’em down with a denim Western shirt and black jeans, dress ’em up slightly with a lightweight stretch cotton blazer and olive chinos, and get ready to get plenty of wear out of the reliable-as-can-be Rhodes Footwear Harrison Chukka Boots, folks.

by Beau H.

Style Pick of the Week: Billy Reid Indianola Chukka Boots – The Best Boots for Summer

When I set my mind to tracking down summer style essentials, I tend to look for the unexpected. That holds true especially in the men’s footwear department: While a great pair of stylish canvas sneakers is a true essential, it pays off to have a few additional arrows in the quiver, so to speak, like a pair of the best boots for men. And in my experience, if you can find those boots from one of your favorite designers, that’s all the better — try my friends at Billy Reid, for instance.

Learn more and shop now at Billy Reid

Yes, even in the heat of summer, rugged-yet-lightweight leather boots can more than pass muster, whether paired up with your favorite set of lightweight stretch chinos or some classic light wash jeans. And for both of those wearing occasions, and then some, you deserve to step into the best: Take the newly restocked, utterly classic Billy Reid Indianola Chukka Boots.

Billy Reid Indianola Chukka Boots review.

They were introduced by the award-winning Southern menswear designer last year, and they’re back in a big way — although sizes are going quickly, they’re a handsome addition to any wardrobe that bridges the gap between rugged and refined.

In fact, my Billy Reid reviews have covered these stylish men’s chukka boots in the past, and they’re here just in time to shake things up with, say, a khaki summer suit or some fresh linen trousers.

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As with other Billy Reid menswear selections, from linen shirting to the peacoat worn by James Bond, proper specs and craftsmanship make all the difference. Built on a streamlined Italian last from light brown Kudu leather and made to develop a handsome patina over time, the Billy Reid Indianola Chukka Boots bring back an archival style that was a favorite of the designer decades ago.

Details like a burnished toe cap and subtle waxed laces elevate these versatile, of-the-moment chukka boots even further — keep on dreaming up ways to wear the Billy Reid Indianola Chukka Boots, because they’ll prove worthy of every penny in terms of an investment.

by Beau H.

See Now, Buy Now: These Classic Leather Chukka Boots from Huckberry Are a Certified Spring Essential

Best leather chukka boots for men.

Spring weather brings with it a set of new challenges, beyond the confines of brisk winter days. But it also brings with the chance to break out some truly seasonal style essentials, the classics that you might have shelved on the most harsh days of winter.

And yet, these picks, like a pair of the best chukka boots, are now ready to take center stage once more, seeing as versatile style is the name of the game. And that, my friends, is where the Astorflex Brownflex Chukka Boots demand some space in your footwear rotation, with durable, sustainable construction and style points aplenty. In designs ranging from rich suede to handsome nubuck leather, they’re a true spring must-have — let’s find out more, shall we?

Best men's chukka boots to buy this spring.

It starts with a soft natural crepe rubber outsole for a smooth ride underfoot, which is then bolstered by time-honored craftsmanship (at a fair price, of course). There’s assuredly a reason why the Astorflex Brownflex Chukka Boots are a fan favorite and bestseller at Huckberry, and it comes down to that blend of quality construction and effortlessly cool style points.

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That holds true whether worn with dark blue jeans and your favorite henley, paired up with olive stretch chinos and a chambray shirt, or styled with faded light wash jeans and a USA-made pocket tee.

The next time your wardrobe calls for easygoing yet classically cool style at the right price this spring, the Astorflex Brownflex Chukka Boots are calling your name.

by Beau H.

Style Pick of the Week: Billy Reid Indianola Chukka – A New Classic Pair of Fall Boots

Best fall chukka boots for men.

I’d guess that, if you read the blog on the regular, your wardrobe has more than a few of the best men’s style essentials, particularly on the footwear front when it comes to, say, the best chukka boots for men. But what about when things get shaken up a bit and your favorite menswear designer re-enters the men’s footwear space in a big way, just in time for fall?

That’s what Alabama-based Billy Reid is doing with the reintroduction of Billy Reid footwear, which should provide plenty more competition for your rotation of the best men’s boots. Let’s take a closer look, shall we?

Best leather moto boots for men.

Now, I already wrote about new boots from Billy Reid yesterday on the blog, but let’s talk about a highly versatile pair in particular. After all, the collection includes just two new pairs for now: First up, we’ve got the Billy Reid Paglia Moto Boots, made in Italy from overdyed pebbled leather with a slight edge to it.

Shop Billy Reid’s moto boots now

Those boots are sleek and dressy yet road-ready, but we’re here today to talk about the Billy Reid Indianola Chukka Boots. They’ve certainly got the pedigree you’d expect from a designer known for making one of the best pea coats and the best dress shirts on the market,

The Billy Reid Indianola Chukka Boots are very nearly what you’d precisely expect from a designer with a commitment to timeless style and craftsmanship. Light brown kudu leather gives these a bit of texture right out of the box, but these stylish men’s chukka boots will develop their own distinctive patina over time.

Best men's chukka boots.

Comfort flex soles provide ease of movement out of the box — these shouldn’t feel overly stiff or uncomfortable. The famed menswear brand has even burnished the toe cap for a bit of a rugged-meets refined feel when it comes to the Billy Reid Indianola Chukka Boots.

Satchel and Page

The profile on these should prove streamlined enough to dress up with the best corduroy pants or your favorite pair of chinos, yet classic brown leather chukka boots also wear very well with timeless dark blue denim.

Shop your new favorite boots at Billy Reid

Keep in mind that although the Billy Reid Indianola Chukka Boots are an investment (they’ll set you back $448), you’re getting a truly classic pair of men’s boots that can be dressed up or down, a pair that’s made in Italy from the finest materials on the market. It sounds to me like your new favorite pair of chukka boots could be just a few clicks away.

by Beau H.

The Tuesday Steal: These Astorflex Chukka Boots are the Perfect Fall Chukka Boots Right Now

Welcome to another quick-hitting edition of The Tuesday Steal, where today, we’re all about the best chukka boots for men to lace up as we head into early fall. Heck, this won’t be the last post on the blog this week about the best men’s boots in general (or on the best new menswear for fall), so you’d better get used to it. And yet, I’d wager the well-crafted, sustainable Astorflex Ettoflex Boots are going to be a mighty easy pair of boots to get used to wearing as we draw ever closer to Labor Day and early fall. As sold by Huckberry, they’re about everything you could ask for in a pair of the best transitional boots: Neither too lightweight nor too bulky, neither too flashy or too boring. That qualifies them handily as some of my new favorite chukka boots, and you very well might feel the same way.

If you’ve had the chance to try any Astorflex chukka boots, you’re in luck as far as that same quality and attention to detail is concerned. For starters, any and all Astorflex chukka boots are made sustainably, a huge bonus as far as fashion and function is concerned. The use of European leather only gets more impressive when you consider that it’s aged naturally for 30 days in a combination of water, bark, oak and powdered mimosa. The result is a supple and stylish leather that really lends itself quite well to a pair of the best chukka boots for men.

SHOP: The Astorflex Ettoflex Boots

The Astorflex Ettoflex Boots are also a bit more sporty than a classic pair of Astorflex chukka boots, although there’s nothing wrong with having more than one pair in your rotation. It’s the crepe wedge outsole that gives this pair of chukka boots a blend of durability, style and rugged appeal (never a bad thing to have in your footwear rotation). The roughout leather used on the Astorflex Ettoflex Boots is also tough and uniquely textured, a fitting fall style move when worn alongside, say, some Flint and Tinder jeans for a breezy late summer or early fall day.

The memory foam insole is also lined in calfskin for plenty of comfort through long fall days strolling through the park or visiting a favorite brewery. The Astorflex Ettoflex Boots are also polished enough to wear to the office in business casual situations, though. A rugged shawl cardigan and the expertly cut Flint and Tinder 365 Pants are a fine match for the well-made, versatile and exceedingly comfortable Astorflex Ettoflex Boots. What are you waiting for? If you do end up trying them out, be sure to let me know on Twitter. Here’s to the start of fall, folks!

SHOP: The Astorflex Ettoflex Boots

by Beau H.

The Thursday Buy: These Classic Leather Chukka Boots from Veldskoen Are a Spring Must-Have

Veldskoen men's boots

Some of the coolest chukka boots for men you can step into right now.

You don’t need me to tell you that having the best shoes for spring on your feet is a necessity, right? Long gone are the days of lacing up your winter snow boots or clunky work boots — opt for some of the best chukka boots instead, as you welcome the slow-but-sure return of sunshine, breezy days, outdoor patio beers and more. Are we on the same page today? Good, great, grand. And in today’s Thursday Buy, do I have just the pick for you: The Veldskoen Chukka Boots are well-made, affordably priced, expertly crafted and ideal for spring days and nights. Just as you need a pair of casual retro sneakers for spring and summer days aplenty, the right pair of classic leather chukka boots for men can indeed go a very long way.

Frontier 40

Think of the Veldskoen Chukka Boots as an alternative boot option to Clarks, a nice change of pace if you want something new (yet made with heritage quality in mind). And if you’re not familiar with South Africa’s Veldskoen, now is the perfect time to get acquainted.  Veldskoen makes its boots using old-school methods and ethical materials, to go along with sustainable sourcing and a close means of production with workers who are paid a fair wage. They’re hand-cut and handsewn, and the end result (especially when it comes to the understated, practical and stylish Veldskoen Chukka Boots) is nothing less than your new favorite pair of spring boots.

SHOP: The Veldskoen Chukka Boots

Veldskoen chukka boots review

Durable, classic, cool and sustainable — that’s Veldskoen for you.

You could make the case that every guy needs a pair of the best leather chukka boots, especially a pair that’s more comfortable to wear than your standard leather lace-up boots and somewhat dressier than your go-to canvas sneakers. The Veldskoen Chukka Boots toe that line quite nicely, literally, and the fact that they’re durable and won’t give out on you after a few wears is a major bonus (to say the least!).

The recyclable rubber compound sole gives you both cushioning and all-day comfort, and the memory foam insole is designed to mold to your foot over time (my own pair is certainly doing this after wearing ’em this season). They’re timeless and understated, ready to be worn with your favorite pair of tan chinos and a rugged henley — you can find both at the Shop By The Style Guide — or else with easygoing light wash jeans and a classic pocket T-shirt. With Veldskoen Chukka Boots, the styling potential is endless, and the timeless looks are nearly guaranteed. Happy spring, my friends.

SHOP: The Veldskoen Chukka Boots

by Beau H.

See Now, Buy Now: These Are the Classic Chukka Boots You Need On Your Feet Now

You need a pair of suede chukka boots on your feet this early spring — no questions asked.

If you read the site on the regular, perhaps you’re well-acquainted with the fact that I’m an advocate for classic early spring style essentials that you can wear well beyond just one season — like classic chukka boots, for instance. And of course, you’re perhaps well-aware that I love one brand of chukka boots in particular, from the good folks at Huckberry (naturally). Those timeless boots in question would  be the Astorflex Greenflex Chukka Boots, a truly critical pair to get in your wardrobe and on your feet as we move through early spring. We’ve covered them in the past here on the blog, but it’s always helpful to get a reminder about a great pair of footwear, is it not? Now that we’re nearing April, ideally, you’ve been able to put away your heftier, rugged leather boots in favor of lightweight footwear (and lightweight chinos, and Oxford shirts, and … you  get the point). That’s where the Astorflex Greenflex Chukka Boots, a longtime favorite of the blog, are going to serve you so well. The crepe rubber sole is a nice pairing indeed with the sustainably treated suede leather, offering comfort and a smooth ride — these are the type of chukka boots you can wear with either no-show socks or merino socks with ease (preferably beneath slim tan chinos, rolled up ever so slightly).

SHOP: The Astorflex Greenflex Chukka Boots

Just one of the colorways in which you can snag these essential chukka boots.

As per tradition, it seems Huckberry  does an ace job at finding gear that’s uniquely sourced, uniquely made and uniquely wearable — these stylish suede chukka boots just so happen to be made in Italy from European-sourced leather that goes through an all-natural aging process. The result? Expertly finished suede chukka boots that are perfect for plenty of spring style scenarios. Seriously, you can wear Astorflex Greenflex Chukka Boots with olive chinos and a light blue chambray shirt for easygoing spring style, or else you can take these classic chukka boots and pair them with dark denim, a blue Oxford shirt and a navy cotton blazer — talk about business-casual style dialed down to a “T,” yes? Yes indeed. Wear them for travel, wear ’em to an outdoor concert, wear them on the weekend … just be sure you’re wearing your new favorite chukka boots as often as you can this season.

SHOP: The Astorflex Greenflex Chukka Boots

by Beau H.

The Friday Read: New Chukka Boots from Huckberry, West Skincare & Fall’s Best New Sneakers

A classic flannel shirt you should pre-fund ASAP from Taylor Stitch.

Behold, my friends, the latest rugged flannel shirt to grace the pages of The Style Guide — and while the calendar reads August, there’s never been a better time than the present to pre-fund the Taylor Stitch Yosemite Shirt. It’s a new, stone-cold classic from the Taylor Stitch Sea Ranch Collection, and in my humble opinion, it’s the perfect way to kick off the weekend. I certainly wish it was chilly enough to wear the Yosemite Shirt these next few days; as we speak, I’m en route to Chicago to celebrate the bachelor weekend of my great friend and college newspaper colleague Mr. Dillon Davis! On the docket? Cold beer, a Chicago Cubs game & plenty of time well-spent catching up with old friends. To follow along with all the fun, head to my Instagram. It’s a treat to be in Chicago so soon again after my last visit for Lollapalooza 2019 — during that trip, I was fortunate enough to check out Revolution Brewing as well as Dry Hop Brewers, and I’m sure more delicious Chicago craft beer is on tap this weekend. What’s on your weekend itinerary? Let me know on Twitter, and kick off your weekend with the best early fall style essentials and reads below.

Shop Mott & Bow Today!

Alright, so before we go, I’ve got one last look at some early fall menswear essentials that are going to come in mighty handy as the weather gets cold (OK, so perhaps it’s technically still late summer). That being said, here’s my guide as to what to wear on a chilly summer night, featuring tough moc toe boots, a rugged overshirt and even a classic tee. Hope it comes in handy no matter where your weekend takes you. Thanks for reading!

Elevated Basics. Grounded Price.