Some ideas in the menswear world are so ingenious, it’s a wonder there aren’t more like them. Take the denim shirt: It’s a simple enough silhouette, but the standard dress shirt is turned into a rugged, timeless essential by using the very same cotton denim that makes your favorite pair of jeans an eternal classic. Not a bad casual staple piece to have in your wardrobe, right?
The best denim shirts, like those trusty blue jeans, were first trusted for their hard-wearing durability and versatility in the field. Some denim shirts are built more like an Oxford shirt, with a buttondown collar and chest pocket, and some nod to Western designs, with reinforced shoulder and back yoke stitching.
The bottom line is that when you want to switch things up from an Oxford shirt or a flannel shirt, a Western shirt is a bold approach approved by icons like Steve McQueen and worn to great effect by modern style legends, too. Channel that same energy by stepping out in one of the best denim shirts below.
What makes a classic a true classic? Try longevity and a respect for the past, blended with modern style. Levi’s hits the right notes with its longtime favorite Barstow Shirt, from Western contrast stitching to a highly agreeable price and rugged good looks to style with Levi’s denim.
You could very well call the Levi’s Barstown Denim Shirt “the original and best” as far as denim shirts are concerned – the company helped pioneer denim in the United States, after all – and you’d be right on the money.
It’s a certified classic for a reason, hitting on all the right notes, from the pointed shoulder yoke detailing to the V-shaped front chest pockets. The Light Wash color is classic and makes for a solid style purchase when paired up with dark blue, black or grey denim, and it helpfully retails for well under $100.
The best denim shirts call to mind another time and place, like the vintage appeal of Taylor Stitch and its distinctive take on the Western shirt.
Organic cotton selvage denim delivers both softness and standout durability (the shirt is washed for a lived-in feel), while the faded color itself looks like you’ve had it for years.
When paired up with contrast stitching, slanted Western-style chest pockets and YKK Western snap buttons, it’s a perfectly executed take on the denim shirt. Bonus points for the fact that you can wear it open over a Taylor Stitch tee, or buttoned up beneath a shawl cardigan.
The best denim shirts can add some serious flair to your wardrobe, at least if you select this handsome number from road-ready brand Iron and Resin.
Custom embroidery adds a distinctive look to the front of this shirt, while double-needle stitching at key stress points drives home serious durability.
Trust Kato Brand to consistently select some of the most interesting, appealing fabrics on the market, all the while turning them into seriously stylish, high-quality jeans and shirts.
It all comes together in this 7oz. denim workshirt, with heritage details like rounded flap pockets, and incredible USA-made design. Several color options available.
Bonobos says they’ve used all the “denim bells and whistles” here, and that results in a classic denim shirt made from rich, lived-in fabric.
It boasts the buttondown collar of an Oxford shirt, and the casually rugged “cool” factor of the iconic denim shirt.
The denim shirt is the perfect sort of piece for famed American designer Todd Snyder to overhaul. It’s a rugged classic that takes on a luxe feel with Snyder’s use of handsome Italian cotton denim, and the faded fit and finish makes it look like you’ve had it for years. Someday, that will prove the case.
For a brand that was originally inspired by the rough-and-tumble, hard-working factories of Rust Belt cities, it makes perfect sense to carefully craft one of the best denim shirts on the market.
All the bells and whistles you could ask for in a denim workshirt are front and center, be it the indigo yarn-dyed denim (in a layering-friendly 7oz. weight) or the double-needle felled seams for long-lasting durability. Side seam gussets (a fabric patch designed to improve mobility) make this a proper workshirt pick for the garage or the shop, but the rich denim color is stylish enough to serve as an off-duty shirt jacket, too.
“If it ain’t broke, don’t fix it” is an adage that could very well apply to this iconic denim shirt from another lauded all-American menswear brand.
The Shoals Denim Shirt is a longtime favorite of the Alabama-based designer, who’s carried it in his namesake line for nearly two decades. The details have remained largely the same, from the eye-catching angled front snap pockets to the antique brass snap buttons.
Reid himself loves the shirt, and it’s not hard to see why: The soft denim fabric is comfortable as a shirt on its own, yet easy enough to layer over a henley shirt in cooler weather.
Some of the best denim shirts are so cool and utterly rugged, they look like Clint Eastwood or Steve McQueen wore them right off screen and into the real world.
The RRL Type 2 denim jacket leans into Ralph Lauren’s classic Americana designs in a major way, reinventing the famed Type 2 Trucker Jacket style for the modern man.
It’s made from tough selvedge denim that will wear in handsomely over time, and the use of Japanese cotton fabric puts it a cut above other denim shirts on the market. In short: It’s worth the higher price tag.
Want a classic denim shirt that more closely rivals the casual, cool flair of your favorite Oxford shirt than a Western shirt? Orvis is right on the money with its Wrinkle-Free Denim Shirt, a lightweight 4.5oz. cotton denim shirt in a deep indigo blue color.
That color gives it a dressy look and feel that could even work well with tan stretch chinos and brown leather chukka boots in a business casual office setting. Plus, this shirt’s details are subtle and timeless, like the buttondown collar and a single button chest pocket.
Western shirts, with their durable back and shoulder yokes and hearty snap buttons, have long been a heritage style move with functional roots. They’re also more popular than ever these days, and Flint and Tinder has come up with an expertly crafted shirt with a lived-in feel and burnt cow snap buttons.