20 Dress Shirts to Make You Feel Like the Gentleman You Are (2024)

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  best overall dress shirt

  Calvin Klein Slim-Fit Herringbone Non-Iron Dress Shirt

  $40 at Amazon

  $40 at Amazon

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• 

  best performance dress shirt

  Lululemon Venture Long Sleeve Dress Shirt

  $118 at Lululemon

  $118 at Lululemon

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• 

  best basic dress shirt

  Uniqlo Super Non-Iron Slim-Fit Long-Sleeve Shirt

  $40 at Uniqlo

  $40 at Uniqlo

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• 

  best comfortable dress shirt

  Rhone Commuter Shirt

  $69 at Rhone

  $69 at Rhone

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• 

  best go-to dress shirt

  J.Crew Ludlow Premium Fine Cotton Dress Shirt

  $90 at J Crew

  $90 at J Crew

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• 

  best everyday dress shirt

  Everlane The Organic Oxford Shirt

  $62 at Everlane

  $62 at Everlane

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• 

  best custom dress shirt

  Stantt Wrinkle-Resistant Grid Check Shirt

  $169 at stantt.com

  $169 at stantt.com

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• 

  best versatile dress shirt

  Tommy Hilfiger Dress Shirt

  $31 at Amazon

  $31 at Amazon

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  best iconic dress shirt

  Turnbull and Asser 'Dr. No' Blue Cotton Dress Shirt

  $465 at turnbullandasser.com

  $465 at turnbullandasser.com

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• 

  best affordable dress shirt

  Van Heusen Slim-Fit Traveler Stretch Dress Shirt

  $36 at Amazon

  $36 at Amazon

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Calvin Klein, the brand that ushered in minimalism in the '90s, continues to offer unfussy styles that'll work for one and all.

Few—and we mean very few—can surpass Lululemon's ability to offer sleek, uber comfortable styles meant to move with you. This, of course, includes its stellar collection of tailored pieces.

You don't have to break the bank to look expensive and sleek, as Uniqlo proves. This dress shirt is simple, classic, and just under 40 bucks—the ultimate trio, if you ask me.

Rhone is an activewear brand that offers dressier styles with such ample stretch and comfort that you might want to work out them. (Probably don't, though.)

At this point, J.Crew's Ludlow needs no introduction. But if you need a refresher, it is the umbrella name for the classic suits and shirts that will work for business meetings, barbecues, weddings, dates, what have you.

Everlane offers timeless pieces—including this not-too-dressy dress shirt—that won't fail you. Plus, it's made from organic cotton.

Gone are the days of your dress shirt being ill-fitting, wrinkly, and just all-around uncomfortable. Stantt is changing the game with its completely customizable, wrinkle-free shirts. Plug in your collar and sleeve size, preferred fit, and preferences for a collar, cuff, buttons, front, and pocket, and voilà: a completely custom, personalized dress shirt is yours.

We live in a day and age where you can get a Tommy Hilfiger dress shirt for around 30 bucks on Amazon, and boy am I glad for it. Tried and true, this gingham option is a reliable choice that effortlessly pairs with chinos, khakis, jeans, or dress pants.

From Sean Connery to Pierce Pierce Brosnan to Daniel Craig, Turnball and Asser, England's premiere shirtmaker, has outfitted the top three actors to play James Bond (sorry not sorry, Roger Moore fans) in its dress shirts. And here is the same style that 007 wore in Dr. No, which makes it a definite yes.

Levi's is to jeans as Van Heusen is to affordable dress shirts. That pretty much sums it up.

No frills, no fuss—Gap has a simple, timeless white dress shirt that you can style under a blazer or a sweater, or even over a tee, if that's your vibe.

Bonobos is a household name in the world of dress shirts, and for good reason. The brand's iconic Jetsetter shirt is comfortable, stretchy, and infallibly chic.

When it comes to dressing up, a quintessential fabric to keep in your rotation is poplin. This slim-fit option from Banana Republic has a tailored look, so you'll always feel your best in it.

Dressing up doesn't have to mean you feel stiff and formal. Thanks to a stretchy fabric that allows for all-day movement and comfort, this elevated option from Canali is one of our favorites.

From BOSS comes a tailored-look that keeps things a little bit playful, too. Don't be afraid of a little print or pattern!

If England has Turnball and Asser, the U.S. has Ralph Lauren Purple Label, a collection of pieces that are made of the finest materials and tailored to the nines.

The center of the shirting world is located in a six-story townhouse on the Place Vendôme in Paris, the HQ of Charvet, the oldest and the best shirtmaker in history. Need we say more?

Gucci is celebrated for its ornate collections, filled with looks that crank up the volume. But break them apart, and you have some incredibly tailored, incredibly well-made styles that impart quiet luxury.

This one is infallible. Clean, dressy, and sleek, it makes for the perfect companion to just about any jacket or suit.

In a chic pale pink, Zegna's spread-collar, poplin shirt looks as good as it feels.