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    48 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.

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

    Cornflower 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 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

    Blue Birch Tattersall

    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

    Burgundy Mini 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 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

    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

    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
    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
    Jetsetter Stretch Dress Shirt
    $98$128
    $98$128

    Blue Wool Chest Plaid

    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

    Textured Rainstorm Blue

    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.

    3 FITS
    Daily Grind Wrinkle Free Dress Shirt
    $68$98
    $68$98

    Deep Berry Twill 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
    $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.

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

    Blue Kingsland Plaid

    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

    Salt Coat Windowpane

    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
    $128$158
    $128$158

    Fresh Air Blue Check

    Innovative Swiss stretch fabric you never need to iron.

    2 FITS
    Swiss Performance Dress Shirt
    $118$158
    $118$158

    Purple Marion Check

    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.

    3 FITS
    Jetsetter Stretch Dress Shirt
    $88$128
    $88$128

    Stonecutter Plaid

    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
    $98$128
    $98$128

    Deep Berry Warrington Plaid

    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
    $98$128
    $98$128

    Purple Bangor Plaid

    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

    Deep Berry Plaid

    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

    Blue Buckland 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

    Pink Windowpane

    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
    $88$128
    $88$128

    Blue Eagle Windowpane

    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
    $108$158
    $108$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.

    2 FITS
    Swiss Performance Dress Shirt
    $118$158
    $118$158

    Dusk Blue Herringbone Stripe

    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

    Lavender Lilly 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

    Blue Porter Check

    Soft, tailored cotton resistant to wrinkles & machine washable.

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

    White Tillandsia Blue Check

    Soft, tailored cotton resistant to wrinkles & machine washable.

    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

    Poppy Raven 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
    $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.