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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.

81 Items
Sitewide discount terms and conditions
Black Friday Week - Exclusions Apply
30% Off Sitewide
Price as marked - Limited time with code
81 Items
Jetsetter Stretch Dress Shirt
4 Fits
New Color
Jetsetter Stretch Dress Shirt
$128
$128

Burgundy Check

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

Jetsetter Stretch Dress Shirt
4 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
3 Fits
Daily Grind Wrinkle Free Dress Shirt
$78$98
$78$98

Blue Soundview Check

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

Jetsetter Stretch Dress Shirt
4 Fits
New Color
Jetsetter Stretch Dress Shirt
$128
$128

Navy Ink Houndstooth

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
3 Fits
Daily Grind Wrinkle Free Dress Shirt
$78$98
$78$98

Blue Twill Check

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

Only a few left
Daily Grind Wrinkle Free Dress Shirt
3 Fits
Daily Grind Wrinkle Free Dress Shirt
$78$98
$78$98

Purple Antonio Plaid

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

4 Fits
Jetsetter Stretch Dress Shirt
$128
$128

Rainstorm Dot

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

4 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.

4 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.

3 Fits
Stretch Tuxedo Shirt
$178
$178

White

Makes formal occasions more comfortable & better looking.

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.

3 Fits
Tuxedo Shirt
$168
$168

White Pique

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

Only a few left
4 Fits
Jetsetter Stretch Dress Shirt
$128
$128

Cornflower Blue Dot

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

4 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
Swiss Performance Dress Shirt
$98$158
$98$158

Rouge Textured Checks

Innovative Swiss stretch fabric you never need to iron.

Only a few left
3 Fits
Tuxedo Shirt
$168
$168

White

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

4 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
Daily Grind Wrinkle Free Dress Shirt
$48$98
$48$98

Cornflower Blue Plaid

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

4 Fits
Jetsetter Stretch Dress Shirt
$128
$128

Blue Antonio Plaid

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
$78$128
$78$128

Cherry Abstract Pebbles

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

Only a few left
4 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.

2 Fits
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$48$98
$48$98

Palace Blue Twill Check

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

Only a few left
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.

4 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
Daily Grind Wrinkle Free Dress Shirt
$78$98
$78$98

Purple Norbeck Geo

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
$48$98
$48$98

White Violet Geo

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

Only a few left
4 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.

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.

3 Fits
Daily Grind Wrinkle Free Dress Shirt
$78$98
$78$98

Blue Verdel Stripe

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
$98$158
$98$158

Textured Burgundy

Innovative Swiss stretch fabric you never need to iron.

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.

3 Fits
Daily Grind Wrinkle Free Dress Shirt
$78$98
$78$98

Blue Foyers Plaid

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

4 Fits
New Color
Jetsetter Stretch Dress Shirt
$128
$128

Teal Window Pane

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
$98$158
$98$158

Ink Blue Paisley

Innovative Swiss stretch fabric you never need to iron.

Only a few left
3 Fits
Stretch Tuxedo Shirt
$108$178
$108$178

Black

Makes formal occasions more comfortable & better looking.

2 Fits
Jetsetter Stretch Dress Shirt Extended Sizes
$78$128
$78$128

Red Timber Plaid

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

4 Fits
New Color
Jetsetter Stretch Dress Shirt
$128
$128

Navy Timber Gingham

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
$78$98
$78$98

Navy Mcpherson Check

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

Only a few left
3 Fits
Tuxedo Shirt
$108$178
$108$178

Navy Storm Dot

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

Only a few left
3 Fits
Daily Grind Wrinkle Free Dress Shirt
$48$98
$48$98

Blue Depths Plaid

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

Only a few left
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.

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. Once you pick out your favorite shirt, head over to our navy suits and match it with a perfectly fitted out of the box suit.

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. 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!