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The 16 Best Men's Dress Shirts for Looking Dapper This Season

A little dress shirt to impress

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Mizzen + Main, Everlane, Neiman Marcus

The definition of exactly what can be classified as a dress shirt is one that we're still aiming to totally understand in 2023, but let's be clear—there are very clear examples of what is a dress shirt and have been from a classic style perspective. It's those shirts that you pull out when you are going to a wedding, but don't want to wear a suit. It's those shirts that you bust out when you want to wear something to the office that's professional but not too dressy. It's those shirts you rock on a date night when you want to look fancier than normal without looking like you tried to look fancy so to speak (you get our drift). Bottomline—dress shirts have a way of saving the day (and your outfit), and there's a lot of versatility in the sense that you can pair them with linen pants, blazers, jeans, and of course dress sneakers. We've rounded several of the best men's dress shirts out there that you can cop right here and right now from luxury shirts such as the Theory Sylvain Shirt ($195), to super affordable shirts like the Port Authority W809 Short Sleeve SuperPro React Twill Shirt ($18.38). Scroll down to check out our list of the best dress shirts for men to look extra dapper this season.

RELATED: The 17 Best Men's Dress Sneakers for Your Next Semi-Formal Occasion

Dress Shirts Buying Guide:

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Theory
  • Collars: It's quite literally all in the collar as the overall classification of a dress shirt harkens back to how formal/dressy the collar is. A dressy collar equals a dressy shirt. A not-so-dressy collar equals a regular button-down that is slightly above the casual level, but still not "dressy."
  • Fabric: As you do your research, you'll find that most dress shirts tend to be made with either a linen or cotton fabric. Cotton is a preferred choice due to its comfort, and linen is a great summertime fabric. Of course there's other fabrics/fabric blends that can be found in dress shirts, but these are the two most common ones thanks to their respective properties.
  • Cuffs: Cuffs are a small detail, but an important one that can factor into the elegance of a dress shirt. There's two main styles of cuffs—the single cuff and the double cuff. Single cuffs are generally easier to work with as they are able to roll up better than double cuffs due to their button placement.
  • Color: Black, white, and blue dress shirts tend to be among the most common solid colors worn and are the most formal. Blue dress shirts are less formal than white. Other colors are traditionally a bit less formal, but can still be dressed up.

The Best Men's Dress Shirts, at a Glance:

1. Theory Sylvain Shirt

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Theory

Best Men's Dress Shirt Overall

  • Sizes: XS - XXL
  • Colors: White, Black, Blue Surf, Eclipse, Olympic
  • Product Specs: Material: 53% Cotton, 47% Polyester Fit: Classic | Front pocket: No
  • Price: $117 - 195
  • Pros: Versatile, comfortable, and minimalistic
  • Cons: May get a little pricey depending on which size you get

Theory's Structure Knit Tailored Shirt is a tailored style that features minimal detailing non-visible to the naked eye, but still dominant in the sense that it makes the shirt stand out. The Sylvain shirt is designed with a structured point collar and a longer hem, which makes it easier to tuck into your pants.

SHOP NOW AT THEORY, $117 - $195

2. Mizzen + Main Dress Shirt

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Mizzen + Main

Also Great

  • Sizes: XS - XXL
  • Colors: White Navy Mini Grid, Light Blue Gingham, Black Solid, Light Blue Solid, White Solid, and 15 others
  • Product Specs: Material: Polyester 88%, Spandex 12% | Fit: Slim | Front pocket: No
  • Price: $138
  • Pros: Lots of colors to choose from, multiple fits available, and has a nice look
  • Cons: May not be as durable as other materials

The Standard Dress Shirt from Mizzen + Main is another great option to add to your wishlist as it's made with high quality performance fibers, features a spread collar, is wrinkle-resistant, and possesses four-way stretch. Apparently this shirt is called "The Best Damn Dress Shirt," which makes this yet another reason to consider purchasing.

SHOP NOW AT MIZZEN + MAIN, $138

3. Charles Tyrwhitt on-Iron Twill Shirt

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Charles Tyrwhitt

Best Dress Shirt for the Office

  • Sizes: 14.5 - 20
  • Colors: Ivory, White, Indigo, Navy, Sky Pink
  • Product Specs: Material: Cotton | Fit: Slim | Front pocket: No
  • Price: $109
  • Pros: Made with British Tailoring, can customize collar size and sleeve length
  • Cons: Sleeves could run shorter according to some

British tailored and made with the finest cotton, the Non-Iron Twill shirt from Charles Tyrwhitt remains true to their balance of tradition and innovation. The non-iron element of the shirt also means you don't have you don't have to bust out the ironing board, which is always a bonus.

SHOP NOW AT CHARLES TYRWHITT, $109

4. Charvet Men's Basic Solid Point-Collar Dress Shirt With French Cuffs

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Neiman Marcus

Best Dress Shirt for Date Night

  • Sizes: 15R - 17.5XL
  • Colors: White
  • Product Specs: Material: Cotton | Fit: Classic | Front pocket: No
  • Price: $595
  • Pros: Versatile look, nice quality and comfort
  • Cons: On the pricey side

If you are willing to make the $600 investment, this Solid Point-Collar Dress Shirt from Neiman Marcus is totally worth the bang for your buck as it has a point collar, french cuffs, and a shirttail hem, all of which contribute to its elegance. The quality is amazing as well.

SHOP NOW AT NEIMAN MARCUS, $595

5. Luca Faloni Portofino Linen Shirt

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Luca Faloni

Best Linen Dress Shirt

  • Sizes: XS - 4XL
  • Colors: Black, Midnight Blue, Navy Blue, Payne's Grey, Blue Melange, and 19 others | Material: Linen | Fit: Classic | Front pocket: No
  • Price: $195
  • Pros: Versatile look, multiple colors to choose from, amazing quality
  • Cons: Is on the pricier side

Luca Faloni is always a great place to go for your elevated menswear needs, and of course they have an amazing linen dress shirt that is oh so comfortable and beautifully designed. Crafted by skilled artisans in Bergamo and Brescia in Northern Italy, the shirt is perfect for both evening and casual wear.

SHOP NOW AT LUCA FALONI, $195

6. Gucci Cotton Shirt with Double G Embroidery

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GUCCI
  • Sizes: 14 - 18
  • Colors: White, Light Blue
  • Product Specs: Material: Cotton | Fit: Classic | Front pocket: No
  • Price: $780
  • Pros: Elegant look with high-quality cotton material
  • Cons: On the pricier side

This Cotton Shirt from GUCCI combines sartorial excellence and an eclectic vision to give you the ultimate cotton shirt that, of course, has a tonal Double G embroidery because it wouldn't be a GUCCI item without it. An investment, but a solid one to make if you are going to splurge.

SHOP NOW AT GUCCI, $780

7. Port Authority W809 Short Sleeve SuperPro React Twill Shirt

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Full Source

Best Short Sleeve Dress Shirt

  • Sizes: XS - 4XL
  • Colors: Burgundy, Cloud Blue, Dark Green, Deep Black, Ecru, and 13 others
  • Material: 55/45 Cotton/Poly Twill | Fit: Classic | Front pocket: No
  • Price: $18.38
  • Pros: Affordable, short sleeve, multiple colors to choose from
  • Cons: No half sizes

A good quality short sleeve dress shirt can be hard to come by. Throw that in with the under $20 price tag, and we're not seeing how this isn't a good buy. You could get five shirts for $100 if you wanted. Good in our book.

SHOP NOW AT FULL SOURCE, $18.38

8. Everlane Organic Oxford Shirt

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Everlane

Best Sustainable Men's Dress Shirt

  • Sizes: XS - XXL
  • Colors: Light Blue, White, Slate Grate, Grey, White / Blue Stripe, Mazarine Blue / Bone | Material: Organic Cotton | Fit: Classic | Front pocket: No
  • Price: $88
  • Pros: Sustainably made, great quality and colors to choose from
  • Cons: May run slightly big according to some user reviews

Everlane is one of our go-to brands when it comes to sustainable products that are also great for the environment, and their Organic Oxford Shirt, which is a remixed version of their fan favorite oxford, offers a fit that is more roomy and relaxed in the sense that can be worn either tucked or untucked.

SHOP NOW AT EVERLANE, $88

9. Brooks Brothers Stretch Supima Pinpoint Oxford

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Brooks Brothers
  • Sizes: 14.5 - 18
  • Colors: Bright Blue, Light Blue, Lavender, Navy, Red
  • Product Specs: Material: Supima Cotton | Fit: Slim | Front pocket: Yes |
  • Price: $118
  • Pros: Unique design, versatile, great quality
  • Cons: Style may not be for everyone

Brooks Brothers is another cool place to go for your sartorial requests, and their Oxford Button-Down Collar Pinstripe Dress Shirt offers a look that is vintage 1950s/1960s, whilst still remaining modern. While we featured the slim-fit version of this shirt, there's also the option to choose traditional and regular fits as well.

SHOP NOW AT BROOKS BROTHERS, $118

10. Hugo Boss Slim Fit Shirt

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Hugo Boss
  • Sizes: 15.5 - 17
  • Colors: White
  • Product Specs: Material: Cotton | Fit: Slim | Front pocket: No
  • Price: $74
  • Pros: Nice look, affordable price, eco-friendly
  • Cons: May run too big according to some user reviews

Hugo Boss is known for giving you luxury at a non-luxury price, and their Slim-fit Dress Shirt is a major snag in our opinion considering the quality and luxurious nature of Boss clothing. You can rock it by itself, or put it underneath a suit jacket/blazer for a different look if you wish.

SHOP NOW AT HUGO BOSS, $74

11. David Donahue Royal Oxford Trim Fit Dress Shirt

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Bloomingdales
  • Sizes: 15 - 18.5
  • Colors: White
  • Product Specs: Material: Cotton | Fit: Classic | Front pocket: No
  • Price: $155
  • Pros: Elegant look, versatile, can be machine washed
  • Cons: Tends to run large according to some buyers

The polished style alone of this Royal Oxford Trim-Fit Shirt from David Donahue makes this worth of a purchase consideration, along with the versatility. You can pair this shirt with just about everything and take it just about everywhere. That's about all you can ask for in a product.

SHOP NOW AT BLOOMINGDALES, $155

13. Ted Baker Stretch Slim-Fit Spread Collar Cotton Weave Dress Shirt

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Dillards
  • Sizes: 15.5 x 34/35 - 16.5 x 32/33
  • Colors: Light Blue, White
  • Product Specs: Material: Cotton | Fit: Slim | Front pocket: No
  • Price: $99.50
  • Pros: Great quality and versatile colors
  • Cons: Sleeves run long according to some buyers

Ted Baker is a brand that has been committed to men's sartorial staples since its inception in 1987. If you are looking for a high quality dress shirt, look no further than the Stretch Slim-Fit Spread Collar Cotton Weave Dress Shirt.

SHOP NOW AT DILLARDS, $99.50

14. Zegna Men's Trofeo™ Cotton Dress Shirt

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Neiman Marcus
  • Sizes: 38 - 42
  • Colors: White
  • Product Specs: Material: Cotton | Fit: Classic | Front pocket: No
  • Price: $435
  • Pros: Great quality, durable, and versatile
  • Cons: On the pricier side

You could also go with this Men's Trofeo™ Cotton Dress Shirt from Zegna as a suitable option as well. The cotton quality is excellent, the shirt is durable in the sense that it can last you for years, and it's super versatile.

SHOP NOW AT NEIMAN MARCUS, $435

15. Lorenzo Uomo Poplin Shirt

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Lorenzo Uomo
  • Sizes: 14.5 32/33 - 18 34/35
  • Colors: Navy Poplin, Black Poplin, Light Blue Poplin, White Poplin
  • Product Specs: Material: 98% Cotton, 2% Lycra | Fit: Classic | Front pocket: No
  • Price: $125
  • Pros: Nice look, versatile, on the affordable end
  • Cons: Could run too big

This Navy Poplin shirt from Lorenzo Uomo instantly elevates your look as it has a crisp and fashionable edge, and great technology to ensure that the shirt doesn't get wrinkled as you progress through your day. Not bad for $125.

SHOP NOW AT LORENZO UOMO, $125

16. Eton Contemporary-Fit Twill Dress Shirt

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Neiman Marcus
  • Sizes:15 - 18
  • Colors: Black
  • Product Specs: Material: Cotton | Fit: Classic | Front pocket: No
  • Price: $265
  • Pros: Nice look, versatile, comfortable, and durable
  • Cons: On the pricier side

And a contemporary dress shirt from Eton that will have you feeling smooth and fresh with its crease-resistant fabric, the ability convert the button cuff to a French cuff, and the moderate spread collar that elevates the shirt into a semi-dressy/dressy look. The attention to the small details is what makes this shirt such a great choice.

SHOP NOW AT NEIMAN MARCUS, $265

How to Style Dress Shirts:

Styling dress shirts isn't too hard as it just requires keeping your overall look simple. Obviously there are occasions where you need to wear a dress shirt such as a wedding or an important meeting at the office, and you can play around with those looks if you want to give your shirt a little more razzle dazzle. You can wear certain dress shirts underneath a suit jacket or blazer, but be careful because not all dress shirts are made to go under a blazer/jacket. Some can stand alone, and when they do, you can pair them with slacks, blazers, khaki's, chinos, etc. Loafers are a good shoe pairing for dress shirts as well.

Color-wise, you don't want to wear a shirt that is too similar in color to the jacket or pants you're pairing it with. So consider a white shirt with a navy blazer, or a light blue shirt with a brown blazer. Contrast is part of what gives a formal outfit its aesthetic, and often a lighter dress shirts pair well with a darker layer.

RELATED: 18 Types of Suits For Men: A Guide to Styles, Jackets and Brands

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