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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.
Originals Shorts Collection
Our best-selling Originals short with an elastic waistband
The Khakinators 5.5"(Stretch) - Image 1 - Chubbies Shorts

The Khakinators

Originals Stretch Short

Original Price $59.50Current Price $40.00
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The Armadas 5.5" (Stretch) - Image 1 - Chubbies Shorts

The Armadas

Originals Stretch Short

Original Price $59.50Current Price $40.00
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The Dark N' Stormies 5.5" (Stretch) - Image 1 - Chubbies Shorts

The Dark N' Stormies

Originals Stretch Short

Original Price $59.50Current Price $40.00
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The Staples 5.5" (Stretch) - Image 1 - Chubbies Shorts

The Staples

Originals Stretch Short

Original Price $59.50Current Price $40.00
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Everywear Shorts
A lightweight all-purpose short featuring a water-resistant, anti-rip, and ultra-stretchy fabric that's perfect for a wide range of activities.
The Khakinators 6" (Everywear Stretch) - Image 2 - Chubbies Shorts

The Khakinators

Chubbies Everywear - Performance Short

Original Price $64.50Current Price $40.00
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The World's Grayest 6" (Lined Everywear) - Image 1 - Chubbies Shorts

The World's Grayests

Lined Everywear Performance Short

Original Price $74.50Current Price $40.00
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The Midnight Adventures 6" (Everywear Stretch) - Image 1 - Chubbies Shorts

The Midnight Adventures

Chubbies Everywear - Performance Short

Original Price $64.50Current Price $40.00
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The New Avenues 6" (Everywear Stretch) - Image 1 - Chubbies Shorts

The New Avenues

Chubbies Everywear - Performance Short

Original Price $64.50Current Price $40.00
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Chino Shorts
Rocking a more tailored fit, non-elastic waistband, and oxford lined pockets, you can feel comfortable from the golf course to casual lunch meetings.
The Khakinators 5.5" Flat Front (Stretch) - Image 1 - Chubbies Shorts

The Khakinators

Chino Short

Original Price $54.50Current Price $40.00
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The Armadas 5.5" Flat Front (Stretch) - Image 1 - Chubbies Shorts

The Armadas

Chino Short

Original Price $54.50Current Price $40.00
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The Staples 5.5" Flat Front (Stretch) - Image 1 - Chubbies Shorts

The Staples

Chino Short

Original Price $54.50Current Price $40.00
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The Vannas 5.5" (Flat Front) - Image 1 - Chubbies Shorts

The Vannas

Chino Short

Original Price $54.50Current Price $40.00
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Easy Pull-On Shorts
A simplified short made from the stretch twill fabric as our best-selling Originals, but with the appeal of a more laid-back style.
The Night Faunas 5.5" (Easy Short Remix) - Image 1 - Chubbies Shorts

The Night Faunas

Easy Short

Original Price $54.50Current Price $40.00
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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 in 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 4”, 5.5”, and 7” inseams


Select styles are available in Extended Sizes


Best For:

  • Warmer Dinners and 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 same great men’s khaki-style shorts 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 6” and 8” inseams (we also offer a lined version in 6” 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 you may want to consider Everywear Pants instead.

Features:

  • Lightweight, Stretchy Fabric
      - This polyester/spandex blend is also water-resistant and anti-microbial.
  • Elastic Waistband w/ Button Fly
      - Provides a chino shorts look, but with maximum comfortability.
  • Internal/External Drawstring
      - Make sure your short shorts are as snug as a bug on your waistline with a drawstring that can be looped and tied on both the outside or inside.
  • Oh So Many Pockets
      - Two mesh-lined side pockets
    • - Two back pockets - one with a zipper
      - A super secret side key pocket

Seersucker Stretch Shorts

These seersucker Chubbies are custom-built for backyard domination. Seersucker fabric is specifically designed to only sit on 50% of your body so it’s always breathable and flowy. This is the kind of 50% deal that you’d love, not like 50% off of gas station sushi.


Available in 5.5” and 7” inseams


Best For:

  • Those hot days when you can’t get poolside
      - If you’re not able to be in swim trunks, the next best things you can wear are Seersucker Shorts. These might just be the perfect men’s summer shorts.
  • Vacations
      - Especially if you’re going to a warm climate, you’re going to want something breathable & stylish - these check both boxes. Complete the look with a button-up shirt & win “Best Dressed Vacationer” at the all-inclusive resort.
  • A Tea Party
      - Wait what?! A tea party?! Who wrote this?! In all seriousness, these are so nice that you could wear them to have tea with the royal family and no one would bat an eye.

Features:

  • Seersucker Stretch Fabric
      - We said ‘nay!’ to all cotton seersucker and dropped in 2% spandex for a stretch when you need to squat down to line up your croquet shot at your next family gathering.
  • Elastic Waistband
      - No longer be worried about loading up on one too many pastries at brunch.
  • Chambray Lined Pockets
      - Soft to the touch but durable enough to hold on to all the rocks your kids want you to hold for them.
  • Large Back Pocket
      - Capable of holding on large phones, wallets, yardage books, or even a notepad to aggressively take down front yard violations to submit to your HOA.

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
      - If you work in a casual office setting, these will be your go-to almost every day. If your office only lets you listen to Jimmy Buffett on Fridays, then you’ll want to wait until the end of the week to break these out.
  • Brunch with the Fam
      - Grandma doesn’t approve of your new lounge-only wardrobe? You’re going to need to dress up a tad - but not too much. Pair these casual shorts with a button-up or a knit polo to become instantly Grandma-approved.
  • Sporting Events
      - Jersey, t-shirt, or t-shirt that looks like a jersey - it doesn’t matter what you wear on top. Your gameday fit will go hard with these and a good pair of sneakers.

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 in these.
  • Flat Front Waistband w/ Button Fly
      - An elevated chino short look without sacrificing the Chubbies comfort you’ve come to know and love from our men’s casual shorts.
  • Oxford Lined Side Pockets
      - Soft to the touch and ready to be put to the test with your Gameboy.
  • Single Back Pocket
      - Big enough for your iPhone 500xs (or whatever they’re on now).
  • Numerical Sizing
      - No elastic waistband on these, so be sure you know what your waist measurement is.

Six Pocket Shorts

We took our classic Flat Front shorts and added a whole mess of pockets to ’em. Six to be exact.


Available in 5.5” inseams


Best For:

  • Anything you would do in our Original Stretch Shorts or Flat Front Stretch Shorts - but with the need of more pocket space. Some examples include:
      - More places to hold golf tees
      - Your favorite iPod mini
      - Your warehouse club card (for safe keeping)
      - Keeping your tater tots warm for later
      - More totally normal, everyday stuff

Features:

  • Originals Stretch Twill Fabric
      - If you like our Original Stretch Shorts or Flat Front Shorts, you’ll love these too. Same fabric, just a whole mess of more pockets.
  • Numerical Sizing
      - No elastic waistband to provide a more traditional chino-style look.
  • Pockets…duh - Six to be exact
      - Two Side Pockets
      - Two Back Button Pockets
      - A Hidden Back Zipper Pocket
      - An Interior Front Coin Pocket

Corduroy Shorts

We brought back corduroy, in a proper length short of course.


Available in 5.5” inseams


Best For:

  • Crisp (but not too cold) evenings for those who are dedicated to wearing shorts year-round.
  • Being paired with your favorite Chubbies outerwear to create an iconic Chubbies head-to-toe look.

Features:

  • 5.5-inch Inseam
      - The proper inseam length for men's shorts. Period.
  • Half Elastic Waistband
      - Provides a distinguished look with a relaxing, stretchy party in the back.
  • Zippered Fly w/ Drawstring Waistband
      - To match all the nostalgic vibes you’ll be giving off, but to also make the fit perfect.
  • Snap Closure Back Pocket
      - Keep your coasters, square frames, or film rolls securely.

Easy Shorts

Slip into your new staple short, simplified. Twill cotton drawstring shorts made for the easiest of tasks.


Available in 5.5” inseams


Best For:

  • Wearing to School
      - For when you wake up in the morning and the alarm gives out a warning and you don't think I'll ever make it on time.
  • Sporting Events
      - Planning on jumping through some tables, playing some cornhole, and ingesting double-digit hot dogs? The stretchy waistband can help with all of that.
  • Dog Park Hangs
      - If you don’t have a dog, but you know someone who does, please bring their dog. Please just don’t come dogless, that’s a weird look at the dog park (P.S. we want to pet your dog - so bring more dogs).

Features:

  • Elastic Waistband w/ Drawcord
      - We didn’t just name the Easy Shorts for nothin’. We meant it. Pull ‘em on, tie ‘em tight, and get to shortin’ (patent pending on shortin’ becoming an actual verb that humans can do).
  • Faux Fly
      - As long as you're not wearing your favorite crop top, these shorts will still look like you're wearing a more sophisticated, “traditional” pair of mens shorts.
  • Exterior Pockets
      - Two side pockets and a velcro back patch pocket to hold onto anything that makes your life even easier.
  • Hem Vents
      - Provides a little extra room on the thighs for whatever easy things you might be getting into.

Summit Shorts

The search for your exploring shorts is over. From hiking to tree trimming, these all-purpose shorts are built for rugged exploration.


Available in 5.5” inseams


Best For:

  • Taking a Hike
      - But literally. Indoors, outdoors, VR - it doesn’t matter. These are going to be your new favorite shorts for getting to the top of any mountain.
  • Adventuring
      - Toss on your favorite flannel and t-shirt and get outside why don’t ya?
  • Hot Person Walks
      - Be grateful, envision your goals, and be hot (not temperature hot though, these men’s shorts are breathable).

Features:

  • Anti-Rip Fabric & Vented Hems
      - Designed to be on the move, the anti-rip fabric and vented hems provide your thighs some additional room but won’t rip when you bend over to roast your marshmallows.
  • Elastic Waistband w/ Bungee Drawcord and Faux Fly
      - Who wants to deal with buttoning and zipping up your shorts when there’s an adventure to be had - just toss these on & cinch ‘em down.
  • Printed Mesh Side Pockets
      - These shorts aren’t just all business - there’s a party in the pockets.
  • Zipper Back Pocket
      - Store some trail mix, tinder (not that Tinder, the fire-starting kind), your grandfather's trusty pocket knife, or just your wallet securely with this zipper back pocket.
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