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Dress Shirts

Dressing for the office shouldn't be hard. Simply stated, these dress shirts are crafted to look great, tailored to fit like a charm, and designed to simplify your life in different ways.

66 Items
66 Items
Daily Grind Wrinkle Free Dress Shirt
3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98

White

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

Jetsetter Stretch Dress Shirt
3 FITS
Jetsetter Stretch Dress Shirt
$128
$128

Solid White

Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.

Daily Grind Wrinkle Free Dress Shirt Extended Sizes
2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98

Blue Harrison Stripe

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

Daily Grind Wrinkle-Free Dress Shirt 3-Pack
Daily Grind Wrinkle-Free Dress Shirt 3-Pack
$225$294
$225$294

Get any 3 for $225. Discount applied in cart. Markdown items are not eligible for bundle discounts.

Jetsetter Stretch Dress Shirt 3-Pack
Jetsetter Stretch Dress Shirt 3-Pack
$294$384
$294$384

Get 3 Jetsetter Dress Shirts for $294. Discount applied in cart. Markdown items are not eligible for bundle discounts.

Jetsetter Stretch Dress Shirt Extended Sizes
2 FITS
Jetsetter Stretch Dress Shirt Extended Sizes
$128
$128

Solid Light Blue

Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.

2 FITS
Swiss Performance Dress Shirt
$158
$158

Blue Runaround Dobby

Innovative Swiss stretch fabric you never need to iron.

Daily Grind Wrinkle-Free Dress Shirt 3-Pack (Extended Sizes)
$225$294
$225$294

Get any 3 for $225. Discount applied in cart. Markdown items are not eligible for bundle discounts.

Jetsetter Stretch Dress Shirt 3-Pack (Extended Sizes)
$294$384
$294$384

Get 3 Jetsetter Dress Shirts for $294. Discount applied in cart. Markdown items are not eligible for bundle discounts.

Stretch Tuxedo Shirt Extended Sizes
$178
$178

White

Makes formal occasions more comfortable & better looking.

3 FITS
Stretch Tuxedo Shirt
$178
$178

White

Makes formal occasions more comfortable & better looking.

3 FITS
Tuxedo Shirt
$168
$168

White Pleated

Luxe Italian fabric. Impeccable details. Cut to an elegant fit.

3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98

Blue Sampson Check

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98

Blue End On End

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98

Textured Light Blue

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98

Textured White

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98

Textured White

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98

Blue End On End

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

3 FITS
Jetsetter Stretch Dress Shirt
$128
$128

Blue Textured Dobby

Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.

2 FITS
Jetsetter Stretch Dress Shirt Extended Sizes
$128
$128

Solid White

Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.

2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98

Textured Light Blue

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

2 FITS
Jetsetter Stretch Dress Shirt Extended Sizes
$128
$128

Blue Tattersall

Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.

3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98

Blue Twill Check

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98

Blue Twill Check

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

2 FITS
Jetsetter Stretch Dress Shirt Extended Sizes
$128
$128

Navy Mini Check

Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.

2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98

Blue Sampson Check

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98

Light Purple Gingham

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98

Purple End On End

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98

Blue Harrison Stripe

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98

Navy Gingham

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98

Navy End On End

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98

Navy Gingham

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

2 FITS
Jetsetter Stretch Dress Shirt Extended Sizes
$128
$128

Blue Textured Dobby

Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.

2 FITS
Jetsetter Stretch Dress Shirt Extended Sizes
$128
$128

White Textured Dobby

Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.

3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98

Blue Birch Tattersall

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

2 FITS
Jetsetter Stretch Dress Shirt Extended Sizes
$128
$128

Blue Myrtle Check

Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.

2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98

Blue Sycamore Tatterall

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98

Blue Soundview Check

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98

Light Purple Gingham

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

3 FITS
Jetsetter Stretch Dress Shirt
$128
$128

Solid Light Blue

Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.

2 FITS
Swiss Performance Dress Shirt
$158
$158

White Textured Dobby

Innovative Swiss stretch fabric you never need to iron.

3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98

White Oxford

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

3 FITS
Jetsetter Stretch Dress Shirt
$128
$128

White Textured Dobby

Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.

3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98

Blue Classic Check

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98

Pink Tattersall

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98

Purple End On End

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

2 FITS
Swiss Performance Dress Shirt
$158
$158

Blue Mini Houndstooth

Innovative Swiss stretch fabric you never need to iron.

3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98

Blue Oxford

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98

Blue Soundview Check

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98

Solid White

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98

Navy End On End

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98

Textured Blue

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

2 FITS
Jetsetter Stretch Dress Shirt Extended Sizes
$128
$128

Solid Peri Blue

Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.

2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98

Bay Blue

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

2 FITS
Swiss Performance Dress Shirt
$158
$158

Blue Clifton Jacquard

Innovative Swiss stretch fabric you never need to iron.

3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98

Blue Sycamore Check

Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.

3 FITS
Jetsetter Stretch Dress Shirt
$128
$128

Navy Mini Check

Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.

3 FITS
Jetsetter Stretch Dress Shirt
$128
$128

Blue Tattersall

Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.

3 FITS
Jetsetter Stretch Dress Shirt
$128
$128

Blue Myrtle Check

Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.

3 FITS
Tuxedo Shirt
$168
$168

White Pique

Luxe Italian fabric. Impeccable details. Cut to an elegant fit.

3 FITS
Tuxedo Shirt
$168
$168

White

Luxe Italian fabric. Impeccable details. Cut to an elegant fit.

3 FITS
Tuxedo Shirt
$168
$168

White Pique Bib

Luxe Italian fabric. Impeccable details. Cut to an elegant fit.

3 FITS
Jetsetter Stretch Dress Shirt
$128
$128

Navy Gingham

Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.

3 FITS
Stretch Tuxedo Shirt
$178
$178

Black

Makes formal occasions more comfortable & better looking.

How do you pick out a dress shirt? A good dress shirt should be fitted and crisp (but also comfortable). It's important to focus first on fit and material, pocket and collar styles, then color for the occasion. Slim Fit is a more modern style that looks great on most men. For the more muscular type, an Athletic Fit is going to bring out the shoulders and trim down in the waist. The classic man might go for a Casual Fit Dress Shirt, which is a little looser and relaxed. Now that we've got our fit figured out, we can look at the material. A wool shirt will be great for the winter because it's warm but doesn't show sweat. A cotton dress shirt is the standard option and gives a nice amount of stretch, softness and comfort. Finally, tech fabrics will be the top choice for summer or the sweatier guys because they wick moisture. Now nobody likes to deal with ironing their shirts, especially when they're on a business trip. That's why we've got premium Non-Iron dress shirts and Wrinkle Free Dress Shirts that will save a lot of hassle.

But we don’t stop there, you get to choose the details, like pockets, collars (point, semi-spread, spread, etc.), sleeve length, and neck size. Dialing in the fit will help ensure that you can wear that thing all day without even noticing it. Finally, pick your design. Now, what color of dress shirt to buy? It depends, but we always recommend a nice solid color for more formal occasions like white, navy or black. For a dinner date, it can be fun to pick out a pinstriped or patterned dress shirt because they're more unique. And for work, it's always good to have a selection of solids, plaids and patterned dress shirts to keep people guessing. If that doesn't help, just go with your heart and pick one that stands out to you. Don't forget to check out our athletic fit dress pants and tech pants that will go great with any of these tops!