Top Chubbies Deals & Price Drops for November 2025

These durable, spill-proof, do-it-all shorts are the epitome of versatility. Available with or without a soft boxer brief liner, they were built to go everywhere and do anything. Take them out on a round of 18, a cross country flight, or even a nice romantic dinner for two. The possibilities are endless. Water Resistant Wrinkle Resistant Anti-microbial Elastic waistband with internal/external drawstring Secret side zipper pocket Machine Wash Cold, Tumble Dry Low Fabric: Shell: 89% Polyester/11% Spandex Liner: 85% Nylon/15% Spandex | Chubbies The Vannas 6" Inseam Shorts with Boxer Brief Mesh Liner in White | Size XXL

Our Original casual short that redefined the meaning of proper length shorts. These bad boys are kind of a big deal: they're made from our fanciest, most-technologically-advanced stretch casual fabric for the ultimate in movability and flexibility. They even feature an elastic waistband and an updated (read: improved, more comfortable) fit. Nothing will make your thighs look as good as these. Fabric: 98% cotton / 2% spandex Machine Wash Cold, Tumble Dry Low | Chubbies The Camoflaugers Cotton/Spandex in Dark Teal | Size XXXL

From sandy shores to scorching pool decks these ultra stretchy swimmers are here to make a splash. Featuring a quick-drying shell and your choice of liner, you’ll be comfortable no matter where the waves take you. Elastic Waistband Built-in Drawstring Mesh Side Pockets Zipper Back Pocket 4-Way Stretch Shell Fabric: 92% Polyester/8% Spandex Liner Fabric: Classic: 45% Spandex/55% MeshCompression Lined: 91% Polyester / 9% Spandex Machine Wash Cold, Tumble Dry Low | Chubbies The Whale Sharks 5.5" Inseam Polyester/Spandex Swim Trunks with Mesh Brief Liner in Blue | Size XXXL

Our Original casual short that redefined the meaning of proper length shorts. These bad boys are kind of a big deal: they're made from our fanciest, most-technologically-advanced stretch casual fabric for the ultimate in movability and flexibility. They even feature an elastic waistband and an updated (read: improved, more comfortable) fit. Nothing will make your thighs look as good as these. Fabric: 98% cotton / 2% spandex Machine Wash Cold, Tumble Dry Low | Chubbies The Dunes 5.5" Inseam Cotton/Spandex Shorts in Dark Khaki | Size XXL

From sandy shores to scorching pool decks these ultra stretchy swimmers are here to make a splash. Featuring a quick-drying shell and your choice of liner, you’ll be comfortable no matter where the waves take you. Elastic Waistband Built-in Drawstring Mesh Side Pockets Zipper Back Pocket 4-Way Stretch Shell Fabric: 92% Polyester/8% Spandex Liner Fabric: Classic: 45% Spandex/55% MeshCompression Lined: 91% Polyester / 9% Spandex Machine Wash Cold, Tumble Dry Low | Chubbies The En Fuegos 7" Inseam Polyester/Spandex Swim Trunks with Mesh Brief Liner | Size XXXL

We designed a swim trunk that look and feels like no other, and the results speak for themselves. Our textured swim features the same classic swim fit with an innovative twist - its new, ultra-tactile build, tasteful earth tones, and subtle, groovy wave pattern tells you right away that this is no normal swim trunk. This is the swim trunk of the 21st century. Machine Wash Cold, Tumble Dry Low | Chubbies The Banana Peels Rayon with Boxer Brief Mesh Liner in Yellow | Size XL

From sandy shores to scorching pool decks these ultra stretchy swimmers are here to make a splash. Featuring a quick-drying shell and your choice of liner, you’ll be comfortable no matter where the waves take you. Elastic Waistband Built-in Drawstring Mesh Side Pockets Zipper Back Pocket 4-Way Stretch Shell Fabric: 92% Polyester/8% Spandex Liner Fabric: Classic: 45% Spandex/55% MeshCompression Lined: 91% Polyester / 9% Spandex Machine Wash Cold, Tumble Dry Low | Chubbies The Bio-Luminiscents 5.5" Inseam Polyester/Spandex Swim Trunks with Mesh Brief Liner in Neon Pink | Size Large

Don't let the lack of Chubbies prints fool you, these trunks still pack the same punch. These jealousy-inducing trunks feature an ultra quick drying shell, mesh basket liner and a zipper back pocket. Not to mention the elastic waistband and build-in drawstring designed to keep your trunks secure from the swim up bar all the way to the all you can eat crab leg buffet. Fabric: 92% Polyester/8% Spandex Machine Wash Cold, Tumble Dry Low Best for: Swimming, Sunbathing, Boat Days, Boogie Boarding | Chubbies The Gravel Roads 7" Inseam Polyester/Spandex Swim Trunks with Mesh Brief Liner in Dusty Blue | Size XXL

From sandy shores to scorching pool decks these ultra stretchy swimmers are here to make a splash. Featuring a quick-drying shell and your choice of liner, you’ll be comfortable no matter where the waves take you. Elastic Waistband Built-in Drawstring Mesh Side Pockets Zipper Back Pocket 4-Way Stretch Shell Fabric: 92% Polyester/8% Spandex Liner Fabric: Classic: 45% Spandex/55% MeshCompression Lined: 91% Polyester / 9% Spandex Machine Wash Cold, Tumble Dry Low | Chubbies The En Fuegos 7" Inseam Polyester/Spandex Swim Trunks with Mesh Brief Liner | Size XS

Our Original casual short that redefined the meaning of proper length shorts. These bad boys are kind of a big deal: they're made from our fanciest, most-technologically-advanced stretch casual fabric for the ultimate in movability and flexibility. They even feature an elastic waistband and an updated (read: improved, more comfortable) fit. Nothing will make your thighs look as good as these. Fabric: 98% cotton / 2% spandex Machine Wash Cold, Tumble Dry Low | Chubbies The Khakinators 5.5" Inseam Cotton/Spandex Shorts | Size Medium

From sandy shores to scorching pool decks these ultra stretchy swimmers are here to make a splash. Featuring a quick-drying shell and your choice of liner, you’ll be comfortable no matter where the waves take you. Elastic Waistband Built-in Drawstring Mesh Side Pockets Zipper Back Pocket 4-Way Stretch Shell Fabric: 92% Polyester/8% Spandex Liner Fabric: Classic: 45% Spandex/55% MeshCompression Lined: 91% Polyester / 9% Spandex Machine Wash Cold, Tumble Dry Low | Chubbies The Bio-Luminiscents Polyester/Spandex Swim Trunks with Boxer Brief Mesh Liner in Neon Pink | Size XL

Step up your game with the Fairway Short—where style meets performance on the course. With a tailored fit for that clean, sharp look you’ve been craving, and a slightly heavier weight fabric for a solid, feel-good fit, these shorts bring both comfort and class. It's the polished look you want, with a little extra swagger. Machine Wash Cold, Tumble Dry Low Best For: Golf, Summer Date Night, The Office (if you dare) | Chubbies The Midnight Adventures Xyz in Black | Size XL

Meet the Ultimate Training Shorts, where high performance and comfort meets your personality . With split side seams and an extended liner, every detail was designed and tested for effortless movement. Added with a dual-layered drawstring waistband and dedicated liner phone pockets, you can rest easy knowing that all of your goods will stay secure. Machine Wash Cold, Tumble Dry Low. Best For: Weightlifting, Running, HIIT, Cycling | Chubbies The Exploding Nachos 5.5" Inseam Shorts with Poly Compression Liner in Neon Pink | Size Medium

They already look like you, why not dress them like you too? These kids swim trunks are the same weekend-enhancing swimmers as our adult trunk, just mini me size. Made from a quick drying, ultra stretchy material, these will keep you and the kids looking Cool and feeling comfortable all day long. Machine Wash Cold, Tumble Dry Low | Chubbies The Mini s Swim Trunks in Blue | Size 6

From sandy shores to scorching pool decks these ultra stretchy swimmers are here to make a splash. Featuring a quick-drying shell and your choice of liner, you’ll be comfortable no matter where the waves take you. Elastic Waistband Built-in Drawstring Mesh Side Pockets Zipper Back Pocket 4-Way Stretch Shell Fabric: 92% Polyester/8% Spandex Liner Fabric: Classic: 45% Spandex/55% MeshCompression Lined: 91% Polyester / 9% Spandex Machine Wash Cold, Tumble Dry Low | Chubbies The Whale Sharks 7" Inseam Polyester/Spandex Swim Trunks with Mesh Brief Liner in Blue | Size XL

Featuring a classic twill fabric with a touch of added stretch, these pants are designed for maximum comfort and flexibility. Perfect for work, golf, weddings, and yacht rocking... The list goes on, but you get the point. With an elastic waistband loads of pockets and a wrinkle resistant finish, these pants are all about blending style with functionality. Dress them up or dress them down – either way, they’re ready to make life just a little more fun. Fabric: 98% Cotton / 2% SpandexMachine Wash Cold, Tumble Dry Low | Chubbies The Nuggets 30" Stretch Twill Pants in Gold | Size XXL

From sandy shores to scorching pool decks these ultra stretchy swimmers are here to make a splash. Featuring a quick-drying shell and your choice of liner, you’ll be comfortable no matter where the waves take you. Elastic Waistband Built-in Drawstring Mesh Side Pockets Zipper Back Pocket 4-Way Stretch Shell Fabric: 92% Polyester/8% Spandex Liner Fabric: Classic: 45% Spandex/55% MeshCompression Lined: 91% Polyester / 9% Spandex Machine Wash Cold, Tumble Dry Low | Chubbies The Bahamians 5.5" Inseam Polyester/Spandex Swim Trunks with Mesh Brief Liner in Navy Blue | Size XS

They already look like you, why not dress them like you too? These kids swim trunks are the same weekend-enhancing swimmers as our adult trunk, just mini me size. Made from a quick drying, ultra stretchy material, these will keep you and the kids looking Cool and feeling comfortable all day long. Machine Wash Cold, Tumble Dry Low | Chubbies The Mini s Swim Trunks in Blue | Size 6-12M

Meet the Ultimate Training Shorts, where high performance and comfort meets your personality . With split side seams and an extended liner, every detail was designed and tested for effortless movement. Added with a dual-layered drawstring waistband and dedicated liner phone pockets, you can rest easy knowing that all of your goods will stay secure. Machine Wash Cold, Tumble Dry Low. Best For: Weightlifting, Running, HIIT, Cycling | Chubbies The Midnight Jungle 5.5" Inseam Shorts with Poly Compression Liner in Black | Size Large

The Polo that puts the “performance” in Performance Polo. This Polo is equipped with a tailored fit and structured collar that elevates your everyday look. The fabric is super lightweight and moisture wicking to keep you Cool as you navigate your day, whether that be in the office, on the course, or at happy hour. Not only is this fabric super breathable, it’s also incredibly stretchy to move with you, wherever your day takes you. Machine Wash Cold, Tumble Dry Low Best For: Casual Friday, Backyard Barbecues, Golf | Chubbies The Out of the Performance Polo Stretch Shirt in Blue | Size XL

They already look like you, why not dress them like you too? These kids swim trunks are the same weekend-enhancing swimmers as our adult trunk, just mini me size. Made from a quick drying, ultra stretchy material, these will keep you and the kids looking Cool and feeling comfortable all day long. Fabric: 92% Polyester/8% Spandex Patch Back Pocket with Drainage & Two Side Pockets Machine Wash Cold, Tumble Dry Low Sizes 6M - 24M: Unlined with Aesthetic Drawcord Sizes 2T - 6: Functional Drawcord & Basket Liner Make it a pairing with styles from our Matching Collection | Chubbies The Lil Whale Sharks Polyester/Spandex in Blue | Size 5