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Men's Casual Shorts

The original khaki short. The type of men's short shorts your dad wore. Chubbies short shorts for men.

Men's Casual Shorts

The original khaki short. The type of men's short shorts your dad wore. Chubbies short shorts for men.

The Khakinators 5.5"(Stretch) - Image 1 - Chubbies Shorts

Originals

STYLE

Casual, daily choice


FIT

Stretch cotton with an elastic waistband
2", 4", 5.5", 7" inseams


FEATURES

Classic stretch twill, an everyday staple

The World's Grayest 4" (Everywear Performance Short) - Image 4 - Chubbies Shorts

Everywear

STYLE

Versatile shorts for travel or days on the go


FIT

Stretch polyester with an elastic waistband + internal drawstring
4", 6", 8" inseams


FEATURES

Water-resistant, anti-rip, anti-microbial

The Khakinators 7" Flat Front (Stretch) - Image 4 - Chubbies Shorts

Chino

STYLE

Traditional chino with a dressier look


FIT

Stretch cotton with a flat front, non-elastic waistband
5.5", 7" inseams


FEATURES

Flat pockets

The Khakinators (Fairway Short) - Image 1 - Chubbies Shorts

Fairway

STYLE

A sophisticated golf short with a tailored fit


FIT

Stretch polyester with a tailored fit and non-elastic waistband
7" inseam


FEATURES

Score card pocket, fabric for underwear line mediation

Freestyle

STYLE

Boxy fit lifestyle short with a sporty, retro vibe


FIT

Non-stretch fabric with an elastic waistband
6" inseam


FEATURES

Unlined, soft mesh interior

Shop All

Shop all men's casual shorts

The Khakinators 5.5"(Stretch) - Image 1 - Chubbies ShortsThe Khakinators 5.5"(Stretch) - Image 2 - Chubbies Shorts

Originals Stretch Short

The Khakinators

The Khakinators 6" (Everywear Stretch) - Image 1 - Chubbies ShortsThe Khakinators 6" (Everywear Stretch) - Image 2 - Chubbies Shorts

Chubbies Everywear - Performance Short

The Khakinators

The Obsidians 6" (Freestyle Short) - Image 1 - Chubbies ShortsThe Obsidians 6" (Freestyle Short) - Image 2 - Chubbies Shorts

Freestyle Short

The Obsidians

The Midnight Adventure 6" (Lined Everywear Performance Short) - Image 1 - Chubbies ShortsThe Midnight Adventure 6" (Lined Everywear Performance Short) - Image 1 - Chubbies Shorts

Lined Everywear Performance Short

The Midnight Adventure

The Navy Babys 4" (Everywear Performance Short) - Image 1 - Chubbies ShortsThe Navy Babys 4" (Everywear Performance Short) - Image 2 - Chubbies Shorts

Chubbies Everywear - Performance Short

The Navy Babys

The Blue Horizons 4" (Heather Everywear Performance Short) - Image 1 - Chubbies ShortsThe Blue Horizons 4" (Heather Everywear Performance Short) - Image 2 - Chubbies Shorts

Chubbies Everywear - Performance Short

The Blue Horizons

The Peach Fuzzes 6" (Everywear Performance Short) - Image 1 - Chubbies ShortsThe Peach Fuzzes 6" (Everywear Performance Short) - Image 2 - Chubbies Shorts

Chubbies Everywear - Performance Short

The Peach Fuzzes

The Midnight Adventures 6" (Everywear Stretch) - Image 1 - Chubbies ShortsThe Midnight Adventures 6" (Everywear Stretch) - Image 2 - Chubbies Shorts

Chubbies Everywear - Performance Short

The Midnight Adventures

The Tahoes 6" (Everywear Stretch) - Image 1 - Chubbies ShortsThe Tahoes 6" (Everywear Stretch) - Image 2 - Chubbies Shorts

Chubbies Everywear - Performance Short

The Tahoes

The World's Grayest 6" (Everywear Stretch) - Image 1 - Chubbies ShortsThe World's Grayest 6" (Everywear Stretch) - Image 2 - Chubbies Shorts

Chubbies Everywear - Performance Short

The World's Grayests

The Armadas 5.5" (Stretch) - Image 1 - Chubbies ShortsThe Armadas 5.5" (Stretch) - Image 2 - Chubbies Shorts

Originals Stretch Short

The Armadas

The Silver Linings 5.5" (Stretch) - Image 1 - Chubbies ShortsThe Silver Linings 5.5" (Stretch) - Image 2 - Chubbies Shorts

Originals Stretch Short

The Silver Linings

The Staples 5.5" (Stretch) - Image 1 - Chubbies ShortsThe Staples 5.5" (Stretch) - Image 3 - Chubbies Shorts

Originals Stretch Short

The Staples

The Dark N' Stormies 5.5" (Stretch) - Image 1 - Chubbies ShortsThe Dark N' Stormies 5.5" (Stretch) - Image 2 - Chubbies Shorts

Originals Stretch Short

The Dark N' Stormies

The Khakinators 5.5" Flat Front (Stretch) - Image 1 - Chubbies ShortsThe Khakinators 5.5" Flat Front (Stretch) - Image 2 - Chubbies Shorts

Chino Short

The Khakinators

The Ice Caps 6" (Everywear Stretch) - Image 1 - Chubbies ShortsThe Ice Caps 6" (Everywear Stretch) - Image 3 - Chubbies Shorts

Chubbies Everywear - Performance Short

The Ice Caps

The Musts 5.5" (Stretch) - Image 1 - Chubbies ShortsThe Musts 5.5" (Stretch) - Image 2 - Chubbies Shorts

Originals Stretch Short

The Musts

The Hidden Jungles 6" (Everywear Performance Short) - Image 1 - Chubbies ShortsThe Hidden Jungles 6" (Everywear Performance Short) - Image 2 - Chubbies Shorts

Chubbies Everywear - Performance Short

The Hidden Jungles

The Travertines 7" (Stretch) - Image 1 - Chubbies ShortsThe Travertines 7" (Stretch) - Image 2 - Chubbies Shorts

Originals Stretch Short

The Travertines

The Dunes 5.5" (Originals) - Image 1 - Chubbies ShortsThe Dunes 5.5" (Originals) - Image 2 - Chubbies Shorts

Originals Stretch Short

The Dunes

The Cobblestones 5.5" (Stretch) - Image 1 - Chubbies ShortsThe Cobblestones 5.5" (Stretch) - Image 2 - Chubbies Shorts

Originals Stretch Short

The Cobblestones

The Forests 6" (Everywear Stretch) - Image 1 - Chubbies ShortsThe Forests 6" (Everywear Stretch) - Image 2 - Chubbies Shorts

Chubbies Everywear - Performance Short

The Forests

The Vannas 5.5" (Flat Front) - Image 1 - Chubbies ShortsThe Vannas 5.5" (Flat Front) - Image 3 - Chubbies Shorts

Chino Short

The Vannas

Men’s Casual Shorts – there’s nothing casual about our short shorts

Original Stretch Shorts

Made from the stretchiest shorts fabric known to man for best-in-class movability and flexibility. All while still looking classy enough to wear to lunch with your sweet nana. They even feature an elastic waist and an updated (read: improved, more comfortable) fit. Nothing will make your thighs look as good as these men’s shorts do.

Available in 2", 4”, 5.5”, and 7” inseams

Select styles are available in Extended Sizes

Best For:

  • Warmer dinners & gatherings — We’re talking coffee dates, happy hours, brunches, anything. If it’s warm and you need to look good, these will be your go-to.

  • Golfing — Built for mobility and a classy look, these are ready to have your thighs tanned by the turn.

  • Being the grillmaster — Pair with your favorite Air Monarchs and a Performance Polo and try not to burn the hot dogs again this year, Rand.

Features:

  • Stretch Twill Fabric — 98% cotton and 2% spandex to provide you with the ability to high-kick with the best of them. There’s pretty much nothing you can’t do.

  • Elastic waistband w/ button fly — Get the men’s khaki-style look you’ve always loved but with the comfort of an elastic waistband.

  • Chambray lined side pockets — Soft to the touch and ready to be put to the test with your Gameboy.

  • Single back pocket — Big enough for iPhone 500xs (or whatever made-up number they’re on now).

Everywear Shorts

Close your eyes. Now picture the perfect men’s shorts. Is it water-resistant, lightweight, and perfect for a wide range of activities? Now open your eyes and experience The Everywear Short.

Available in 4", 6” and 8” inseams (we also offer a lined version in 6” & 8" inseams)

Best For:

  • Everyday wear — Good for trips to the hardware store and grocery store or playing with the kids and “cooking up” PB and Js.

  • Golfing — Swing freely and birdie (or bogey) your way through your round without ever worrying about your shorts.

  • Workwear — Casual Friday appropriate unless you work at the White House; then consider Everywear Pants instead.

Features:

  • Lightweight, stretchy fabric — Polyester/spandex blend that’s water-resistant and anti-microbial.

  • Elastic waistband w/ button fly — A chino look with maximum comfort.

  • Internal/external drawstring — Loop and tie inside or out for the perfect fit.

  • Oh so many pockets

    • Two mesh-lined side pockets

    • Two back pockets — one with a zipper

    • A super-secret side key pocket

Chino Flat Front Shorts

Built for those classy moments when you gotta dress your casual shorts up.

Available in 5.5” and 7” inseams

Best For:

  • Casual Fridays — Perfect in a casual office. If your office only plays Jimmy Buffett on Fridays, wait till then.

  • Brunch with the fam — Pair with a button-up or knit polo to become instantly Grandma-approved.

  • Sporting events — Jersey or tee up top; these shorts and sneakers down low.

Features:

  • Stretch Twill Fabric — 98% cotton / 2% spandex. Do anything in these.

  • Flat front waistband w/ button fly — Elevated chino look without sacrificing Chubbies comfort.

  • Oxford lined side pockets — Soft and sturdy.

  • Single back pocket — Big enough for your iPhone 500xs (or whatever they’re on now).

  • Numerical sizing — No elastic; know your waist measurement.

Shop All Collections

Available in Stores

Shop in one of our stores or at a wholesaler

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For Chubbies Collective members on US orders $50+

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Free Returns & Exchanges

For US orders within 30 days of purchase

Returns & Exchange

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