The best denim shirts for men have reached heights far beyond their humble beginnings. Popularized in the early 20th century by the ranch hands and roughnecks of the American frontier, the rugged button-up has long since earned its place in the canon of hard-wearing, easy-going menswear classics. Unlike the plaid flannel, white tee, or chore coat, the denim shirt has managed to work its way into the snooty, sartorial upper echelons of tailoring, too. These days, some boast spread collars for tucking under a lapel or shell buttons to balance a lustrous wool gabardine blazer, but all are ready to add a hit of workwear-inspired swagger to your everyday lineup.
Just look at fellas like Steve McQueen, Tupac Shakur, and Pedro Pascal, who’ve made the denim shirt an essential part of their wardrobes. (And that’s to say nothing of Ralph Lauren, who’s been schooling the world on how to wear a denim shirt with panache for over 50 years.)
These days, there’s a wider array of denim shirts than ever before, from authentic sawtooth western joints crafted from Japanese selvedge to cozy flannel-lined jacket hybrids to elevated riffs done up in crisp white Italian cotton. Try one with a blazer and weathered khakis or as one-half of a Canadian tuxedo, and don’t be surprised—or remotely disappointed—if you find yourself reaching for it day after day. Rest assured, you’re in good company.
The Best Denim Shirt for the Office
Todd Snyder x Hamilton Chambray Long Point Collar Dress Shirt
In This Guide
Best Denim Shirt Overall: Levi’s Barstow Western Denim Shirt
Levi's
Barstow Western Denim Shirt
Pros & Cons
Pros
- Unimpeachable pedigree
- Widely available in a range of washes
- Slim but not constricting fit
Cons
- The collar is a smidge smaller than we'd like
- As long as we're nit-picking, we wouldn't say no to bigger pockets
If it’s authenticity you’re after, you’d best go straight to the source. Levi's has been outfitting folks in sturdy cotton workwear since 1853, and no other brand has a better claim to establishing blue denim as a mainstay of Americana style. Unlike their iconic dungarees, which became popular with miners and railway workers in the late 1800s, denim shirts didn’t become part of the Levi’s catalog until the 1930s, when they were adopted by ranch hands, cowboys, and city slickers looking to ape their rugged frontier style.
True to those origins, this version features authentic vintage details like western pockets, pointed front yokes, pearl snap placket with faux mother-of-pearl buttons, and a just-right mid-blue rinse. As in the 1930s, there’s no better way to add a dash of western swagger to your look without going full Midnight Cowboy.
Best Upgrade Denim Shirt: J.Crew Medium Weight Denim Shirt
Pros & Cons
Pros
- Nifty flap pockets
- Ages like top-shelf Chianti
- Feeling morally superior
Cons
- Feeling morally superior
Real ones know that sometimes the best shirt isn’t just a shirt. It’s one that can play different roles at the drop of the hat, from everyday button-up to light jacket to rough-and-tumble work shirt. J.Crew’s classic denim shirt has been in its catalog for as long as this writer can remember and it’s obvious why. The denim ain’t flimsy. It’s sturdy and densely woven, but softened into a vintage feel with a few different washes. The double flap chest pockets, pencil slot, cateye buttons, and contrast double-needle stitching come together to tie in the workwear inspiration, and the relaxed-but-not-sloppy silhouette make it perfect for wearing as a light layer or on its own.
It feels like the kind of shirt you’d be happy to acquire from your grand pappy, or find hidden deep within your favorite vintage store, ready to synchronize with every pair of pants you throw at it. And for a smidge above a hundred bucks—and very often on sale—that’s a lot of shirt for a truly reasonable price.
Best Budget Denim Shirt: Wrangler Iconic Denim Regular Fit Snap Shirt
Wrangler
Iconic Denim Regular Fit Snap Shirt
Pros & Cons
Pros
- Keeps retirement savings intact
- Handsome men have worn the same shirt
- Big vintage energy
Cons
- Knowing that you’ll never look as cool as Jeremy Allen White
Contrary to what you might believe, many of menswear’s well-established style icons are propped up by humble garments. There are, no doubt, plenty that rely on designer names and cutting edge labels, but elder statesmen and young bucks alike know to toss in some everyman garments to ground their style. Oftentimes, that’s a Wrangler western shirt. From Bruce Springsteen to the guy that’s playing him, the shirt have passed muster with cool guys for generations and made countless hopefuls way more stylish along the way.
At just about forty bones, the snap button western supplies heaps of style, much more than you’d think. It’s been in Wrangler’s lineup for generations and remains relatively unchanged which means they actually look vintage straight out of the box. If it’s not clear, that’s a very good thing.
Best Denim Shirt for the Office: Todd Snyder x Hamilton Chambray Long Point Collar Dress Shirt
Todd Snyder x Hamilton
Chambray Long Point Collar Dress Shirt
Pros & Cons
Pros
- Impeccable construction
- Silky lightweight chambray fabric
- Job security
Cons
- Dry cleaning bills
Your buttoned-up corporate office may not allow jeans, but they probably never said anything about denim dress shirts. We’re all for a western shirt under a blazer, but that’s not what we’re talking about here. Denim, employed with the right details and cut, can be as elegant as a crisp poplin and ready to stroll down the cubicle aisles or even a red carpet. Todd Snyder’s collaboration with multi-generational shirtmakers Hamilton have made one of the most distinguished shirts we’ve seen and can make any diehard denim junkie expand their understanding of the tough-natured fabric.
It features a substantial pointed collar, hand-carved mother-of-pearl buttons, a split yoke, and a classically tailored silhouette. Toss it under your best-fitting suit with a silk foulard tie and a pair of derbies, and your boss will have no choice but to acknowledge your superiority—or at least won’t put you on their shit list.
Best Denim Shirt for Denimheads: Sugar Cane 8oz Denim Western Shirt
Pros & Cons
Pros
- Unimpeachable pedigree
- Hefty pure-indigo-dyed Japanese denim
Cons
- You're stuck with one wash
The Western shirt may have been invented in the Wild West but—as with so many pieces of the classic American wardrobe—it was perfected in Japan. Formed in a Japanese factory that originally produced garments sold to US military bases, Sugar Cane makes both reproductions of vintage Americana as well reinterpretations suited to the modern market. This western shirt takes its cues from vintage western shirts with its slanted snap chest pockets, real mother-of-pearl inlay snaps, double-needle stitching, and western yokes, and crafts it all out of a hefty 8-ounce pure-indigo-dyed Japanese denim.
More Denim Shirts We Love
Gap
Denim Relaxed Shirt
Gap's bona fides as a denim dealer may have been lost in translation these days. But make no mistake, the brand still knows its way around the hardy fabric. This denim shirt is relaxed enough to wear as a light jacket or layered over a simple tee. Multifunctional and affordable? What more can you ask for?
Engineered Garments
Binocular Shirt
Engineered Garments is perhaps the peak example of weird in all the right ways.
Pure Blue Japan
Selvedge Chambray Double Pocket Shirt
The center of the venn diagram of vintage fiends and denim heads is reproduction garments like this deftly constructed work shirt from Pure Blue Japan. Based on vintage workwear shirts, this repro features asymmetrical pockets, fabric-covered buttons, chainstitch runoff at the selvedge-gusseted seams, and a beautiful gradient fade.
Kamakura
Tokyo Slim Fit Round Collar Chambray Shirt
If you've spent any time within the vicinity of a menswear forum, you may have heard of Kamakura, the Japanese label making incredible dress shirts at a master level for layman's prices. Each shirt is made with an impressive stitch density, high-quality fabrics, and lustrous mother-of-pearl buttons—not to mention indigo-dyed chambray and denim.
Lemaire
Button Down Shirt
Lemaire isn't the first to come to mind for denim shirts, but the brand's penchant for a polished kind of workwear deserves your attention. This take on the denim shirt features a beautiful pointed button-down collar that feels equally preppy as it does western, while the cotton-linen chambray lends a dressy sheen to the whole piece.
Rick Owens DRKSHDW
Tower Denim Outershirt
Crafted out of a mineral-washed 13oz. denim, Rick Owens' Tower outershirt is better categorized as a proper denim jacket with shirt-style details—a shirt jacket, in other words. It features both snap flap chest pockets as well as on-seam hand pockets and a unique strap on the yoke in case you need to be yanked away from another expensive store.
RRL
Buffalo Western Workshirt
Among Ralph Lauren’s many contributions to American fashion is transforming the denim shirt from a Western novelty to a ubiquitous piece of the modern wardrobe. Today, the legendary designer’s western-themed RRL label (named for his sprawling Colorado ranch) is still among the best places to score a great jean shirt like this one, which is cut from indigo-dyed Japanese denim and finished with boot-stitch detailing on the pockets. Whether you wear it with roper boots or sneakers, you can’t go wrong.
OrSlow
Denim Button Down Shirt
OrSlow's dedicated cult following is made up of hip dads, reformed denimheads, and a kind of workwear-leaning quiet luxury lover that isn't too precious with their clothes. This lightweight deep indigo button-up features a slightly slubby Japanese denim, classic Ivy button-down collar, and a perfectly tailored fit that works as perfect invitation to join the cult.
How We Test and Review Products
Style is subjective, we know—that’s the fun of it. But we’re serious about helping our audience get dressed. Whether it’s the best white sneakers, the flyest affordable suits, or the need-to-know menswear drops of the week, GQ Recommends’ perspective is built on years of hands-on experience, an insider awareness of what’s in and what’s next, and a mission to find the best version of everything out there, at every price point.
Our staffers aren’t able to try on every single piece of clothing you read about on GQ.com (fashion moves fast these days), but we have an intimate knowledge of each brand’s strengths and know the hallmarks of quality clothing—from materials and sourcing, to craftsmanship, to sustainability efforts that aren’t just greenwashing. GQ Recommends heavily emphasizes our own editorial experience with those brands, how they make their clothes, and how those clothes have been reviewed by customers. Bottom line: GQ wouldn’t tell you to wear it if we wouldn’t.
How We Make These Picks
We make every effort to cast as wide of a net as possible, with an eye on identifying the best options across three key categories: quality, fit, and price.
To kick off the process, we enlist the GQ Recommends braintrust to vote on our contenders. Some of the folks involved have worked in retail, slinging clothes to the masses; others have toiled for small-batch menswear labels; all spend way too much time thinking about what hangs in their closets.
We lean on that collective experience to guide our search, culling a mix of household names, indie favorites, and the artisanal imprints on the bleeding-edge of the genre. Then we narrow down the assortment to the picks that scored the highest across quality, fit, and price.
Across the majority of our buying guides, our team boasts firsthand experience with the bulk of our selects, but a handful are totally new to us. So after several months of intense debate, we tally the votes, collate the anecdotal evidence, and emerge with a list of what we believe to be the absolute best of the category right now, from the tried-and-true stalwarts to the modern disruptors, the affordable beaters to the wildly expensive (but wildly worth-it) designer riffs.
Whatever your preferences, whatever your style, there's bound to be a superlative version on this list for you. (Read more about GQ's testing process here.)


