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The Best Chubbies Shorts Sizing of 2025 – Reviewed and Top Rated

After hours researching and comparing all models on the market, we find out the Best Chubbies Shorts Sizing of 2025. Check our ranking below.

2,340 Reviews Scanned

Rank No. #1
Chubbies Mens Swim Trunks – Mens Swim Shorts with 4-Way Stretch, 5.5” Beach Shorts with Elastic Waist, Drawstring, Mesh Lining, UPF 50+ (The Domingos are for Flamingos, X-Small)
  • MEN’S SWIM TRUNKS: Chubbies classic mens swimming trunks are made for summer days, with a comfortable elastic drawstring waistband, a mesh basket liner, a zippered back pockets, and 4-way stretch fabric. Your new mens shorts and swimsuits for men are here, once you try ‘em, you’ll never go back to anything else.
  • MEN’S SHORT SWIM TRUNKS: With a 5.5" inseam, these retro-inspired swim trunks for men offer maximum comfort, maximum style, and maximum flexibility (aka The Big 3). Show off your thighs with confidence and capture that summer vibe of the classic swim trunks men used to wear in the 80s.
  • 4-WAY STRETCH SHORTS: Our swim shorts for men are made with a premium blend of polyester (92%) and spandex (8%) for a super-stretchy, flexible, comfortable fit. Made for movement and they’re great for more than just swimming shorts – take ‘em surfing, boarding, fishing, paddling, or even brunch with your in-laws.
  • FIT AND FUNCTION: This mens bathing suit offers a flattering, yet super comfortable tailored fit without sacrificing function or practicality. Our mens swimwear comes with two mesh side pockets for additional drainage, plus a zippered back pocket for storing your valuables.
  • SUPPORTING MENTAL HEALTH: Every Chubbies purchase supports Foundation 43’s mission to expand access to mental health care. Founded by the Chubbies team, Foundation 43 funds organizations dedicated to mental health, focused on marginalized communities.
Rank No. #2
Chubbies Everywear Men’s Shorts – Mens Shorts Casual 6in Inseam, Elastic Waist, Water-Resistant, Zipper Pocket (Khakinators, Small)
  • MENS STRETCH SHORTS: Chubbies shorts for men delivers versatility and style with a water-resistant finish, elastic waistband with an internal/external drawstring, 5 pockets, and a super secret zip pocket for your valuables. These golf shorts men love for everyday wear.
  • PROPER LENGTH SHORTS: Our 6 inch inseam shorts combine comfort, functionality, and a cool retro-style inspired by mens summer shorts. Take ‘em hiking, hit the golf course in your new golfing shorts, or just chill out – these men’s shorts are designed for everyday comfort and like the name, you can wear them everywear.
  • LIGHTWEIGHT & WATER-RESISTANT: Crafted from a premium blend of 89% polyester and 11% spandex, these casual shorts for men are lightweight, stretchy, water-resistant and wrinkle-resistant. With a comfy elastic waistband giving you that perfect fit, our mens shorts are travel-friendly and adventure-ready.
  • FULL OF FUNCTIONALITY: Our mens golf shorts feature mesh-lined pockets for drainage, two side pockets, an extra hidden zippered pocket for valuables, and two back pockets. These ultra-functional mens elastic waist shorts are water resistant, wrinkle resistant, and tear resistant.
  • SUPPORTING MENTAL HEALTH: Every Chubbies purchase supports Foundation 43’s mission to expand access to mental health care. Founded by the Chubbies team, Foundation 43 funds organizations dedicated to mental health, focused on marginalized communities.
Rank No. #3
Chubbies Mens Swim Trunks – Mens Swim Shorts with 4-Way Stretch, 7” Beach Shorts with Elastic Waist, Drawstring, Mesh Lining, UPF 50+, Fowl Plays, M
  • MEN’S SWIM TRUNKS: Chubbies classic mens swimming trunks are made for summer days, with a comfortable elastic drawstring waistband, a mesh basket liner, a zippered back pockets, and 4-way stretch fabric. Your new mens shorts and swimsuits for men are here, once you try ‘em, you’ll never go back to anything else.
  • SHORT MENS TRUNKS: With a 7" inseam, these retro-inspired swim trunks for men offer maximum comfort, maximum style, and maximum flexibility (aka The Big 3). Show off your thighs with confidence and capture that summer vibe of the classic swim trunks men used to wear in the 80s.
  • 4-WAY STRETCH SHORTS: Chubbies swimming shorts for men are made with a premium blend of polyester (92%) and spandex (8%) for a super-stretchy, flexible, comfortable fit. Our mens swimwear is made for more than just swimming – take our men’s shorts surfing, boarding, fishing, paddling, or even brunch with your in-laws.
  • FIT AND FUNCTION: This mens bathing suit offers a flattering, yet super comfortable tailored fit without sacrificing function or practicality. Each trunk comes with two mesh side pockets for additional drainage, plus a zippered back pocket for storing your valuables.
  • SUPPORTING MENTAL HEALTH: Every Chubbies purchase supports Foundation 43’s mission to expand access to mental health care. Founded by the Chubbies team, Foundation 43 funds organizations dedicated to mental health, focused on marginalized communities.
Rank No. #4
Chubbies Lined Classic Stretch Shorts (US, Alpha, Large, Regular, Regular, Under The Capes)
  • THE LINED CLASSIC MEN SHORTS: Chubbies shorts for men come with a comfortable elastic waistband, a built-in drawstring, and three pockets. Made from a 4-way stretch polyester/spandex blend, these swim trunks offer exceptional stretchiness and are sure to become your favorite swim shorts for poolside lounging.
  • WHO WEARS SHORT SHORTS: YOU do! These shorts men feature a 5.5-inch inseam for ultimate thigh flexibility. Inspired by vintage styles, they highlight your man-thighs like no other men's swimwear. Capped with flexible drawstrings for added support paired with an elastic waistband.
  • QUICK DRY 4-WAY STRETCH FABRIC: Made from a premium blend of 92% Polyester and 8% Spandex, our 4-way stretch fabric swim shorts let you swim, board, surf, paddle, fish, or simply relax in comfort.
  • LINING AND POCKETS: Designed with a lightweight, stretch liner for comfort and maximum cannonball range of motion. These men's shorts feature mesh side pockets and one back zipper pocket. These stretch men's shorts also feature a convenient mesh side pockets for quick-drying and easy storage.
  • SIZING: Our precise sizing ensures that these mens board shorts fit your unique physique, enhancing both comfort and style. Available in sizes from Small to XX-Large, they cater to a variety of preferences and proportions. (WAIST MEASUREMENT: XS-27"-29"; S-29"-31"; M-31"-33"; L-33"-35"; XL-36"-38"; XXL-40"-42"; 3XL-42"-46".)
Rank No. #5
Chubbies Chino Shorts Men 5.5 Inch - Mens Shorts Casual with Elastic Waistband, Side and Back Pockets, Stretch Cotton Blend (Dark N Stormies, Medium)
  • MENS KHAKI SHORTS: Chubbies mens chinos are the perfect casual shorts for every day wear. Designed with an elastic waistband, ultra-stretch fabric, and button-front closures, these men’s shorts are comfortable, stylish, and ready for all-day wear.
  • MENS PROPER LENGTH SHORTS: With a 5.5" inseam, these retro-inspired mens chino shorts let you flaunt those thighs with confidence, just like your dad’s old khaki shorts men from the 80s used to wear. The ultimate mens summer shorts are here.
  • PREMIUM STRETCHY FABRIC: Crafted from 98% cotton and 2% spandex, the Originals mens casual shorts provide unmatched stretch and mobility. From lunges to high kicks, these khaki shorts for men offer the freedom you need for any activity.
  • PRACTICAL AND STYLISH: Featuring chambray-lined side pockets, our mens golf shorts are as practical as they are stylish. The single back button-pocket can fit even the largest smartphones. With a button elastic waist and a zipper fly, these stretch shorts ensure a secure fit while keeping your essentials close.
  • SUPPORTING MENTAL HEALTH: Every Chubbies purchase supports Foundation 43’s mission to expand access to mental health care. Founded by the Chubbies team, Foundation 43 funds organizations dedicated to mental health, prioritizing focused on marginalized communities.
Rank No. #6
Chubbies 7’’ Sport Shorts – Men’s Gym Shorts and Activewear, Anti-Chafing Compression Liner, Elastic Waistband, 3 Pockets, Secret Agents, XX-Large Black
  • MENS WORKOUT SHORTS: Crafted for performance without sacrificing comfort, these athletic shorts for men are made to enhance movement with 4-way stretch for enhanced mobility during workouts and activities like running, basketball, soccer, and pickleball.
  • COMFORTABLE COMPRESSION: These gym shorts men love, are made with an elastic waistband, a 7” inseam, and a buttery-soft compression liner that helps eliminate chafing while applying gentle compression from our hidden liner.
  • PERFORMANCE SHORTS: The outer shell fabric of our Chubbies shorts is lightweight, making it perfect for everyday athleisure activities like walking, bike riding, or shooting hoops. With a polyester and spandex blend, your mens shorts stay fresh and dry without hindering movement.
  • FUNCTIONAL POCKETS: Our men’s athletic shorts are designed with 3 pockets to help carry everything you need. Featuring two front side pockets and a single zipper back pocket to help secure essentials.
  • SUPPORTING MENTAL HEALTH: Every Chubbies purchase supports Foundation 43’s mission to expand access to mental health care. Founded by the Chubbies team, Foundation 43 funds organizations dedicated to mental health, focused on marginalized communities.
Rank No. #7
Chubbies Lined Mens Swim Trunks 7 Inch – Swim Shorts and Mens Shorts with Elastic Waist, Stretch, Boxer Brief Liner, UPF 50+ (Apex Swimmers, XL)
  • MEN’S SWIM TRUNKS: Chubbies classic mens swimming trunks are made for summer days, with a comfortable elastic drawstring waistband, a mesh basket liner, a zippered back pockets, and 4-way stretch fabric. Your new mens shorts and swimsuits for men are here, once you try ‘em, you’ll never go back to anything else.
  • SHORT MENS TRUNKS: With a 7" inseam, these retro-inspired swim trunks for men offer maximum comfort, maximum style, and maximum flexibility (aka The Big 3). Show off your thighs with confidence and capture that summer vibe of the classic swim trunks men used to wear in the 80s.
  • 4-WAY STRETCH SHORTS: Chubbies swimming shorts for men are made with a premium blend of polyester (92%) and spandex (8%) for a super-stretchy, flexible, comfortable fit. Our mens swimwear is made for more than just swimming – take our men’s shorts surfing, boarding, fishing, paddling, or even brunch with your in-laws.
  • FIT AND FUNCTION: This mens bathing suit offers a flattering, yet super comfortable tailored fit without sacrificing function or practicality. Each trunk comes with two mesh side pockets for additional drainage, plus a zippered back pocket for storing your valuables. These trunks also feature an anti-chafe boxer brief liner for added support.
  • SUPPORTING MENTAL HEALTH: Every Chubbies purchase supports Foundation 43’s mission to expand access to mental health care. Founded by the Chubbies team, Foundation 43 funds organizations dedicated to mental health, focused on marginalized communities.
Rank No. #8
Chubbies Chino Shorts Men 7 Inch - Mens Shorts Casual with Elastic Waistband, Side and Back Pockets, Stretch Cotton Blend (Dark Khaki, Small)
  • MENS KHAKI SHORTS: Chubbies mens chinos are the perfect casual shorts for every day wear. Designed with an elastic waistband, ultra-stretch fabric, and button-front closures, these men’s shorts are comfortable, stylish, and ready for all-day wear.
  • MENS PROPER LENGTH SHORTS: With a mens shorts 7 inch inseam, these mens chino shorts let you flaunt those thighs with confidence, just like your dad’s old khaki shorts men from the 80s used to wear. The ultimate mens summer shorts are here.
  • PREMIUM STRETCHY FABRIC: Crafted from 98% cotton and 2% spandex, the Originals mens casual shorts provide unmatched stretch and mobility. From lunges to high kicks, these khaki shorts for men offer the freedom you need for any activity.
  • PRACTICAL AND STYLISH: Featuring chambray-lined side pockets, our mens golf shorts are as practical as they are stylish. The single back button-pocket can fit even the largest smartphones. With a button elastic waist and a zipper fly, these stretch shorts ensure a secure fit while keeping your essentials close.
  • SUPPORTING MENTAL HEALTH: Every Chubbies purchase supports Foundation 43’s mission to expand access to mental health care. Founded by the Chubbies team, Foundation 43 funds organizations dedicated to mental health, prioritizing focused on marginalized communities.
Rank No. #9
Chubbies Mens Athletic Shorts, Gym Shorts Compression Shorts for Running, Workout Mens Sport Shorts, 5.5" Inseam, Small, Secret Agents
  • CHUBBIES LINED SHORTS: Our Chubbies shorts feature an elastic waistband, 4-way stretch fabric, and butter soft compression liner. These athletic shorts are perfect for squats and roundhouse kicks, enabling flexibility for activities such as running, basketball, soccer, and tennis setting a new standard in men shorts performance.
  • 4-WAY STRETCH FABRIC: Its premium 4-way stretch fabric allows you to rock climb, high kick, and deep lunge like no other spandex shorts has before. This pair of workout shorts is crafted from a 4-way stretch fabric blend of 86% polyester and 14% spandex.
  • COMPRESSION LINER: The butter soft compression liner of these shorts men provides maximum comfort and support resembling the future. The liner of our running shorts is made of 78% polyester and 22% spandex mesh boxer brief.
  • TECH POCKETS: These mens workout shorts are equipped with two front side pockets and a single zipper back pocket, providing secure storage for all your essentials. Innovatively designed pockets tailored to accommodate and secure your electronic devices and gadgets, ensuring easy access and peace of mind while on the go.
  • MEN SHORTS SIZING: Precision sizing ensures that our athletic shorts for men complement your unique physique, enhancing both comfort and style. Sizes from Small to XX-Large, providing options for you with various preferences and proportions. (WAIST MEASUREMENT: S-29" - 31"; M-31" - 33"; L-33" - 35"; XL-36" - 38"; XXL-40" - 42".)
Rank No. #10
Chubbies Ultimate Training Shorts – Men’s Gym Shorts and Activewear, Anti-Chafing Compression Liner, Elastic Waistband, 5 Pockets, Black, XX-Large
  • MENS GYM SHORTS: Chubbies athletic shorts for men were designed for performance without sacrificing comfort. These sports shorts are made to enhance movement, so you can run, kick, lunge, and perform your best during your workout.
  • COMFORTABLE COMPRESSION: The ultimate gym shorts men can't get enough of, these shorts feature an elastic waistband, internal drawstring, and a 5.5” inseam. Our mens compression shorts feature a built-in compression liner to eliminate chafing and moisture wicking for optimal performance.
  • MADE FOR MOVEMENT: The outer shell fabric of our Chubbies shorts is lightweight, making it perfect for sweaty activities like weightlifting, running, and gym sessions. With split side hems and a polyester and spandex blend, your mens shorts stay fresh and dry without hindering movement or comfort.
  • FUNCTIONAL POCKETS: Our men’s athletic shorts are designed with 5 pockets to help carry everything you need. These workout shorts men have two side pockets, two liner pockets, and a zippered back pocket. Yup, that’s 5 pockets.
  • SUPPORTING MENTAL HEALTH: Every Chubbies purchase supports Foundation 43’s mission to expand access to mental health care. Founded by the Chubbies team, Foundation 43 funds organizations dedicated to mental health, focused on marginalized communities.

Last update on 2025-03-14 / Affiliate links / Images from Amazon Product Advertising API

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