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Valet. > Good/Better/Best

Best pleated shorts for men in 2026

Todd Snyder’s officer short ($148) is tailored, and the cotton twill fabric is soft and comfortable.

  • Good/Better/Best

Who Makes the Best Pleated Shorts?

A price and style comparison

A price and style comparison

July 7, 2026 at 3:56 pm

By

Valet. Staff
@valetmag

Published

July 7, 2026

Published

July 7, 2026

Photography

Courtesy

Note

Items featured in this story are independently selected by the editorial team. Purchasing via our links may earn Valet. a portion of the sale, which helps fund our editorial mission.

For a while, it seemed like men’s shorts got shorter, slimmer and tighter every summer. Thankfully, those days are behind us. Today’s best pairs have a little more room to breathe, borrowing their proportions from relaxed tailoring with fuller legs, deeper pleats and hems that hit just above the knee. The result feels smarter, cooler and, most importantly, a whole lot more comfortable when the temperatures start climbing.

The pleat is what makes the difference. It gives the shorts shape and movement, creating an easy drape that elevates even the simplest outfit. Throw on a tank top and loafers, a breezy linen shirt or even a knit polo, and suddenly your warm-weather uniform looks a lot more considered instead of just casual. We tried on a range of options to find the best pairs that get the fit, fabric and proportions just right—no matter your budget.

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Madewell pleated chino short

Good

The Affordable Pair

  • Made from lightweight cotton twill that’s soft enough for daily wear
  • Single pleats with a six-inch inseam
  • Details like a seamless Hollywood waistband and welted back pockets make it an elevated take on a classic
  • Available in four colorways

Pleated chino short,

$88
/
$58.50
at
Madewell
Service works twill short

Better

The Rugged Pair

  • Made from garment-dyed 250GSM organic cotton twill that provides long-lasting, heavyweight durability
  • Double pleats with a nine-inch inseam
  • A roomier silhouette finished with generous functional rear pockets
  • Available in three colorways

Twill Part Timer Shorts,

$110
/
$55
at
Huckberry
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Todd snyder officer short

Best

The Luxe Pair

  • Made from premium garment-dyed cotton with a broken-in feel
  • Double pleats with a five-inch inseam
  • Refined finishing and elevated military-inspired design
  • Available in five colorways

Officer short,

$148
at
Todd Snyder

Other Options Worth a Look

Nn07 kay pleated short

NN07 Kay pleated short,

$235
at
MR PORTER
Banana republic archive pleated short

Archive pleated short,

$90
at
Banana Republic
Bonobos linen pleated short

Linen pleated short,

$99
/
$69.30
at
Bonobos
Abercrombie & Fitch Baggy pleated short

Baggy pleated short,

$65
/
$34.99
at
Abercrombie & Fitch
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