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71 Items
Daily Grind Wrinkle Free Dress Shirt
3 Fits
Daily Grind Wrinkle Free Dress Shirt
$34$98
$34$98

Blue Sycamore Check

Wrinkle resistant & machine washable.

Daily Grind Wrinkle Free Dress Shirt
3 Fits
Daily Grind Wrinkle Free Dress Shirt
$34$98
$34$98

Blue Sampson Check

Wrinkle resistant & machine washable.

Only a few left
Jetsetter Stretch Dress Shirt
4 Fits
Jetsetter Stretch Dress Shirt
$38$128
$38$128

Blue Antonio Plaid

Built with comfy stretch.

Daily Grind Wrinkle-Free Dress Shirt
3 Fits
Daily Grind Wrinkle-Free Dress Shirt
$48$98
$48$98

Burgundy Mini Gingham

Soft, tailored cotton resistant to wrinkles & machine washable.

Only a few left
Swiss Performance Dress Shirt
2 Fits
Swiss Performance Dress Shirt
$98$158
$98$158

Soft Burgundy Bahen Check

Innovative Swiss stretch fabric you never need to iron.

Only a few left
Daily Grind Wrinkle Free Dress Shirt
3 Fits
Daily Grind Wrinkle Free Dress Shirt
$38$98
$38$98

Blue Soundview Check

Wrinkle resistant & machine washable.

4 Fits
Jetsetter Stretch Dress Shirt
$129
$129

Blue Myrtle Check

Built with comfy stretch.

3 Fits
Daily Grind Wrinkle-Free Dress Shirt
$34$98
$34$98

Pink Hayes Tattersall

Soft, tailored cotton resistant to wrinkles & machine washable.

Only a few left
2 Fits
Swiss Performance Dress Shirt
$34$158
$34$158

Blue Rio Check

Innovative Swiss stretch fabric you never need to iron.

3 Fits
Daily Grind Wrinkle Free Dress Shirt
$34$98
$34$98

Blue Classic Check

Wrinkle resistant & machine washable.

Only a few left
3 Fits
Daily Grind Wrinkle-Free Dress Shirt
$38$98
$38$98

Blue Stour Check

Soft, tailored cotton resistant to wrinkles & machine washable.

Only a few left
2 Fits
Swiss Performance Dress Shirt
$34$158
$34$158

Purple Marion Check

Innovative Swiss stretch fabric you never need to iron.

Only a few left
3 Fits
Daily Grind Wrinkle-Free Dress Shirt
$34$98
$34$98

Blue Ingram Plaid

Soft, tailored cotton resistant to wrinkles & machine washable.

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

Blue Twill Check

Wrinkle resistant & machine washable.

4 Fits
Jetsetter Stretch Dress Shirt
$38$128
$38$128

Purple Palmer Check

Built with comfy stretch.

3 Fits
Daily Grind Wrinkle-Free Dress Shirt
$34$98
$34$98

Peach Ingram Plaid

Soft, tailored cotton resistant to wrinkles & machine washable.

Only a few left
3 Fits
Daily Grind Wrinkle Free Dress Shirt
$34$98
$34$98

Pink Peabody Check

Wrinkle resistant & machine washable.

Only a few left
4 Fits
Jetsetter Stretch Dress Shirt
$58$128
$58$128

Blue Sherwood Check

Built with comfy stretch.

Only a few left
3 Fits
Daily Grind Wrinkle-Free Dress Shirt
$34$98
$34$98

Pink Byrnes Check

Soft, tailored cotton resistant to wrinkles & machine washable.

Only a few left
3 Fits
Daily Grind Wrinkle Free Dress Shirt
$34$98
$34$98

Blue Pink Plaid

Wrinkle resistant & machine washable.

Only a few left
4 Fits
Jetsetter Stretch Dress Shirt
$58$128
$58$128

Blue Kerry Check

Built with comfy stretch.

Only a few left
3 Fits
Daily Grind Wrinkle-Free Dress Shirt
$38$98
$38$98

Blue Shawfair Plaid

Soft, tailored cotton resistant to wrinkles & machine washable.

Only a few left
3 Fits
Daily Grind Wrinkle Free Dress Shirt
$34$98
$34$98

Pink Multi Plaid

Wrinkle resistant & machine washable.

Only a few left
4 Fits
Jetsetter Stretch Dress Shirt
$34$128
$34$128

Blue Tripui Plaid

Built with comfy stretch.

Only a few left
3 Fits
Daily Grind Wrinkle-Free Dress Shirt
$38$98
$38$98

Blue Raul Plaid

Soft, tailored cotton resistant to wrinkles & machine washable.

Only a few left
3 Fits
Daily Grind Wrinkle Free Dress Shirt
$34$98
$34$98

Blue Depths Plaid

Wrinkle resistant & machine washable.

Only a few left
4 Fits
Jetsetter Stretch Dress Shirt
$58$128
$58$128

Purple Biosphere Plaid

Built with comfy stretch.

Only a few left
3 Fits
Daily Grind Wrinkle-Free Dress Shirt
$34$98
$34$98

Teal Boddum Check

Soft, tailored cotton resistant to wrinkles & machine washable.

Only a few left
3 Fits
Daily Grind Wrinkle Free Dress Shirt
$34$98
$34$98

Blue Tone Plaid

Wrinkle resistant & machine washable.

Only a few left
4 Fits
Jetsetter Stretch Dress Shirt
$78$128
$78$128

White Violet Plaid

Built with comfy stretch.

3 Fits
Daily Grind Wrinkle-Free Dress Shirt
$38$98
$38$98

Red Laurel Check

Soft, tailored cotton resistant to wrinkles & machine washable.

Only a few left
3 Fits
Daily Grind Wrinkle Free Dress Shirt
$34$98
$34$98

Cornflower Blue Plaid

Wrinkle resistant & machine washable.

Only a few left
4 Fits
Jetsetter Stretch Dress Shirt
$34$128
$34$128

Cannes Blue Plaid

Built with comfy stretch.

3 Fits
Daily Grind Wrinkle-Free Dress Shirt
$34$98
$34$98

White Soto Blue Green Plaid

Soft, tailored cotton resistant to wrinkles & machine washable.

Only a few left
3 Fits
Daily Grind Wrinkle Free Dress Shirt
$34$98
$34$98

Purple Plum Plaid

Wrinkle resistant & machine washable.

Only a few left
4 Fits
Jetsetter Stretch Dress Shirt
$78$128
$78$128

Dark Blue Wild Plaid

Built with comfy stretch.

Only a few left
3 Fits
Daily Grind Wrinkle-Free Dress Shirt
$34$98
$34$98

Aqua Day Check

Soft, tailored cotton resistant to wrinkles & machine washable.

Only a few left
3 Fits
Daily Grind Wrinkle Free Dress Shirt
$34$98
$34$98

Daydream Plaid

Wrinkle resistant & machine washable.

Only a few left
4 Fits
Jetsetter Stretch Dress Shirt
$78$128
$78$128

Multicolor Lake Plaid

Built with comfy stretch.

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.