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Plaid Dress Shirts

32 Items
32 Items
Daily Grind Wrinkle Free Dress Shirt
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.

Jetsetter Stretch Dress Shirt
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.

Daily Grind Wrinkle Free Dress Shirt
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.

Daily Grind Wrinkle Free Dress Shirt
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.

Daily Grind Wrinkle Free Dress Shirt
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.

Daily Grind Wrinkle Free Dress Shirt
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.

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
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

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

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

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

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
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

Navy Gingham

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
$118$158
$118$158

Fresh Air Blue Check

Innovative Swiss stretch fabric you never need to iron.

3 FITS
Daily Grind Wrinkle-Free Dress Shirt
$58$98
$58$98

Blue And Yellow Plaid

Soft, tailored cotton resistant to wrinkles & machine washable.

2 FITS
Swiss Performance Dress Shirt
$108$158
$108$158

Purple Marion Check

Innovative Swiss stretch fabric you never need to iron.

2 FITS
Swiss Performance Dress Shirt
$108$158
$108$158

Textured Rainstorm Blue

Innovative Swiss stretch fabric you never need to iron.

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

Blue Gingham

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

Blue Rio Check

Innovative Swiss stretch fabric you never need to iron.

3 FITS
Daily Grind Wrinkle Free Dress Shirt
$58$98
$58$98

Lilac Sergio Plaid

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
$118$158
$118$158

Mallorca Pink Check

Innovative Swiss stretch fabric you never need to iron.

3 FITS
Daily Grind Wrinkle-Free Dress Shirt
$58$98
$58$98

White Raspberry Plaid

Soft, tailored cotton resistant to wrinkles & machine washable.

3 FITS
Daily Grind Wrinkle-Free Dress Shirt
$58$98
$58$98

Blue Porter Check

Soft, tailored cotton resistant to wrinkles & machine washable.

3 FITS
Daily Grind Wrinkle-Free Dress Shirt
$58$98
$58$98

Blue Vernardo Red Check

Soft, tailored cotton resistant to wrinkles & machine washable.

3 FITS
Daily Grind Wrinkle-Free Dress Shirt
$58$98
$58$98

Lavender Lilly Check

Soft, tailored cotton resistant to wrinkles & machine washable.

3 FITS
Daily Grind Wrinkle Free Dress Shirt
$48$98
$48$98

Purple Laurel 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
$78$98
$78$98

Navy Sampson 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
$98$128
$98$128

Pink Tattersall

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

Plaid is one of the most versatile designs in the dress shirt world. There are literally countless ways you can design a plaid shirt. Bonobos has been perfecting this pattern over the years and has enough options for you to wear a different shirt for every day of the month. The first factor we want to look at is the construction. Our most popular [dress shirts] are the Jetsetter Stretch Dress Shirts which are made from premium cotton and provide some stretch for maximum comfort. Our other option is the Daily Grind which is a wrinkle-free, pure cotton construction. Once you choose which shirt you want, it's time to pick out the perfect design. Checkers, windowpane, plaid - all great options. Check shirts have a tighter grid pattern and show a lot of color, which looks great as a standalone shirt, as well as layered under a [blazer]. Classic plaid options are available with different colors like blue, red, pink and purple. Last up, once you've picked out the type of shirt and the color, it's time to pick the fit. Our plaid dress shirts are available in just about every fit you could need because we go by neck size, sleeve length, and overall fit. Our fit options include Slim Fit, Tailored Fit and Standard Fit. Slim fit is one of our most popular fit options and will fit most body types. Tailored fit is a bit tighter and looks great on athletic body types. If you wear tailored fit shirts, you might like our [athletic fit dress pants]. Casual fit is the standard, classic casual with a straighter cut down the sides.