Skip to main content

The Summer Clearance Event - Enjoy Savings up to 30-65% off select styles - SHOP NOW

Free 7-Piece Gift With Any $39.50 Lancome Purchase!* - SHOP NOW

EARN POINTS WHEN YOU USE YOUR DILLARD’S CREDIT CARD - LEARN MORE

Venmo Now Available! Select Venmo At Checkout For A Faster Way To Pay.

Back In Stock
Sale and Clearance
Shop By Brand
Limited Availability
Credit Card
Find a Store

SearchWhen typing in this field, a list of search results will appear and be automatically updated as you type.

Login
My Dillard's Account
Just For You
Order History
Returns
My Wish List
Find a Store

(0) items in cart

Women
Juniors
Men
Kids
Shoes
Handbags
Accessories
Lingerie
Home
Beauty
Dillard's Exclusive
Just For You

Comfortable Shorts for Men Under $50

Related Pages

Comfortable Shorts for Men Hiking Shorts Under $50 Boys' Swim Shorts Under $50 Ripped Shorts Under $50 Comfort Jeans for Men Under $50 Quick Dry Shorts Under $50 Flowy Shorts Under $50 Black Cotton Shorts Under $50 Vintage Shorts Under $50 Track Pants for Men Under $50 9-Inch Inseam Shorts Under $50 Corduroy Shorts Under $50 Shorts With 6-Inch Inseam Under $50 Seamless Boyshorts Under $50 Comfortable Hoodies for Men Under $50 Breathable Boxer Briefs Under $50 Comfortable Beachwear Under $50 Cotton Boxer Briefs Under $50 Short Swim Shorts for Men Loose-Fit Sweatpants Under $50 Men's Branded Shorts Comfortable Tank Tops Under $50 Men's Fit Shorts Black Nike Shorts Under $50 Men's Lifestyle Shorts Comfortable Work Shorts Work Shorts for Men Comfortable Flip-Flops Under $50 Men's Rugged Shorts Men's Hiker Shorts

SaleSale

Brand

When typing in this field, a list of search results will appear and be automatically updated as you type.

Brand

Bdg Urban OutfittersBdg Urban Outfitters
BombasBombas
ChubbiesChubbies
ColumbiaColumbia
Devil-dog DungareesDevil-dog Dungarees
Drake Clothing Co.Drake Clothing Co.
Flag And AnthemFlag And Anthem
GuessGuess
Hugo BossHugo Boss
L.l.beanL.l.bean
Levi'sLevi's
MuranoMurano
Psycho BunnyPsycho Bunny
RowmRowm
Salt LifeSalt Life
The North FaceThe North Face

color

Ancient FossilAncient Fossil
BlackBlack
BlueBlue
British ChinoBritish Chino
BrownBrown
ClearClear
Division FightDivision Fight
GreenGreen
GreyGrey
GreyscaleGreyscale
LeadLead
Light RunLight Run
Medium ScoreMedium Score
MultiMulti
Need A MomentNeed A Moment
NeutralNeutral
Night RunNight Run
NocturnalNocturnal
OrangeOrange
PurplePurple
RedRed
Rinse RulerRinse Ruler
StringString
Sunrise MorningSunrise Morning
WhiteWhite
YellowYellow

Sort By

42 Items

Men's Soft Flex Boxer Shorts

Men's Soft Flex Boxer Shorts

Bombas Men's Soft Flex Boxer Shorts

Men's Cotton Modal Blend Boxer Shorts

Men's Cotton Modal Blend Boxer Shorts

Bombas Men's Cotton Modal Blend Boxer Shorts

® Relaxed Fit 8" Inseam Chino Shorts

® Relaxed Fit 8" Inseam Chino Shorts

Levi's ® Relaxed Fit 8" Inseam Chino Shorts

® 405 Straight Fit 10" Inseam Shorts

® 405 Straight Fit 10" Inseam Shorts

See all 7 colors

Levi's ® 405 Straight Fit 10" Inseam Shorts

Performance Stretch Classic Fit Flat Front 9" Shorts

Performance Stretch Classic Fit Flat Front 9" Shorts

Roundtree & Yorke Performance Stretch Classic Fit Flat Front 9" Shorts

Permanently Reduced

Internet Exclusive

Only size 28 available

Elastic Textured 5.5" Inseam Shorts

Elastic Textured 5.5" Inseam Shorts

Murano Elastic Textured 5.5" Inseam Shorts

Permanently Reduced

Dillard´s Exclusive

Only size XL, 2XL available

Classic Fit Flat Front Washed Textured 9" Chino Shorts

Classic Fit Flat Front Washed Textured 9" Chino Shorts

See all 6 colors

Roundtree & Yorke Classic Fit Flat Front Washed Textured 9" Chino Shorts

Dillard´s Exclusive

Men's 9" Inseam Performance Stretch Chino Short

Men's 9" Inseam Performance Stretch Chino Short

Devil-Dog Dungarees Men's 9" Inseam Performance Stretch Chino Short

Cord Shorts

BDG Urban Outfitters Cord Shorts

Permanently Reduced

The Fairway 9" Flat Front Classic Fit Performance Shorts

The Fairway 9" Flat Front Classic Fit Performance Shorts

Roundtree & Yorke The Fairway 9" Flat Front Classic Fit Performance Shorts

Dillard´s Exclusive

The Hiker Cargo 7" Inseam Neutral Classic Fit Shorts

The Hiker Cargo 7" Inseam Neutral Classic Fit Shorts

Roundtree & Yorke The Hiker Cargo 7" Inseam Neutral Classic Fit Shorts

Permanently Reduced

Dillard´s Exclusive Internet Exclusive

Only size 28 available

Classic Fit Pleated 8" Denim Shorts

Classic Fit Pleated 8" Denim Shorts

Roundtree & Yorke Classic Fit Pleated 8" Denim Shorts

Permanently Reduced

Dillard´s Exclusive

Flat Front Performance 5.5" Inseam Shorts

Flat Front Performance 5.5" Inseam Shorts

Murano Flat Front Performance 5.5" Inseam Shorts

Permanently Reduced

Dillard´s Exclusive

The Fairway Collection 9" Inseam Pleated Performance Shorts

The Fairway Collection 9" Inseam Pleated Performance Shorts

Roundtree & Yorke The Fairway Collection 9" Inseam Pleated Performance Shorts

Dillard´s Exclusive

The Cloud Short Classic Fit 9" Pleated Washed Chino Shorts

The Cloud Short Classic Fit 9" Pleated Washed Chino Shorts

Roundtree & Yorke The Cloud Short Classic Fit 9" Pleated Washed Chino Shorts

Dillard´s Exclusive

® 470 ™ Baggy 12" Inseam Shorts

® 470 ™ Baggy 12" Inseam Shorts

Levi's ® 470 ™ Baggy 12" Inseam Shorts

Jersey Lounge Shorts

Jersey Lounge Shorts

Psycho Bunny Jersey Lounge Shorts

The Fairway Seasonal 7" Flat Front Performance Shorts

The Fairway Seasonal 7" Flat Front Performance Shorts

Roundtree & Yorke The Fairway Seasonal 7" Flat Front Performance Shorts

Dillard´s Exclusive

Performance Classic Fit Flat Front 8" Cargo Shorts

Performance Classic Fit Flat Front 8" Cargo Shorts

Roundtree & Yorke Performance Classic Fit Flat Front 8" Cargo Shorts

Permanently Reduced

Dillard´s Exclusive Internet Exclusive

Only size 28 available

The Fairway 7" Flat Front Performance Shorts

The Fairway 7" Flat Front Performance Shorts

See all 6 colors

Roundtree & Yorke The Fairway 7" Flat Front Performance Shorts

Dillard´s Exclusive

Mix & Match Shorts

Mix & Match Shorts

Hugo Boss Mix & Match Shorts

The Fairway 9" Flat Front Performance Shorts

The Fairway 9" Flat Front Performance Shorts

See all 6 colors

Roundtree & Yorke The Fairway 9" Flat Front Performance Shorts

Dillard´s Exclusive

Action 5" Inseam Shorts

Action 5" Inseam Shorts

The North Face Action 5" Inseam Shorts

Permanently Reduced

7" Flat Front Performance Solid Texture Shorts

7" Flat Front Performance Solid Texture Shorts

Roundtree & Yorke 7" Flat Front Performance Solid Texture Shorts

Permanently Reduced

Dillard´s Exclusive

Only size 38, 42 available

Dock 8" Inseam Shorts

Dock 8" Inseam Shorts

L.L.Bean Dock 8" Inseam Shorts

Frequent Floaters 8" Everywhere Performance Shorts

Frequent Floaters 8" Everywhere Performance Shorts

Chubbies Frequent Floaters 8" Everywhere Performance Shorts

Permanently Reduced

9" Inseam Heather Performance Shorts

9" Inseam Heather Performance Shorts

Roundtree & Yorke 9" Inseam Heather Performance Shorts

Dillard´s Exclusive

Weekender 7" Inseam Shorts

Weekender 7" Inseam Shorts

Salt Life Weekender 7" Inseam Shorts

Grayson Creek 7.5" Inseam Shorts

Grayson Creek 7.5" Inseam Shorts

Drake Clothing Co.Grayson Creek 7.5" Inseam Shorts

Jack 11" Inseam Shorts

Jack 11" Inseam Shorts

BDG Urban Outfitters Jack 11" Inseam Shorts

Permanently Reduced

Terminal Roamer™ 6" Inseam Stretch Shorts

Terminal Roamer™ 6" Inseam Stretch Shorts

Columbia Terminal Roamer™ 6" Inseam Stretch Shorts

The Cloud Short Collection 11" Flat Front Washed Chino Shorts

The Cloud Short Collection 11" Flat Front Washed Chino Shorts

See all 8 colors

Roundtree & Yorke The Cloud Short Collection 11" Flat Front Washed Chino Shorts

Dillard´s Exclusive

Millen Hybrid Performance 8" Shorts

Millen Hybrid Performance 8" Shorts

Flag and Anthem Millen Hybrid Performance 8" Shorts

Coordinating Elastic Textured 5.5" Inseam Shorts

Coordinating Elastic Textured 5.5" Inseam Shorts

Murano Coordinating Elastic Textured 5.5" Inseam Shorts

Permanently Reduced

Dillard´s Exclusive

Coordinating Flat Front Solid 7" Inseam Textured Shorts

Coordinating Flat Front Solid 7" Inseam Textured Shorts

Rowm Coordinating Flat Front Solid 7" Inseam Textured Shorts

Permanently Reduced

Dillard´s Exclusive

Stripe Embroidered 8" Inseam Shorts

Stripe Embroidered 8" Inseam Shorts

Scotch & Soda Stripe Embroidered 8" Inseam Shorts

Permanently Reduced

Internet Exclusive

Only size 30, 32 available

The Cloud Collection 9" Inseam Flat Front Washed Chino Shorts

The Cloud Collection 9" Inseam Flat Front Washed Chino Shorts

See all 16 colors

Roundtree & Yorke The Cloud Collection 9" Inseam Flat Front Washed Chino Shorts

Dillard´s Exclusive

Elevate Soft Knit Marsh Mellow Shorts

Elevate Soft Knit Marsh Mellow Shorts

Chubbies Elevate Soft Knit Marsh Mellow Shorts

Action 2.0 Solid 7" Inseam Shorts

Action 2.0 Solid 7" Inseam Shorts

The North Face Action 2.0 Solid 7" Inseam Shorts

Save on Select Items

Now $35.00 - $50.00

Stealth Bomberz 11" Inseam Board Shorts

Stealth Bomberz 11" Inseam Board Shorts

Salt Life Stealth Bomberz 11" Inseam Board Shorts

Arlo Fleece Shorts

Arlo Fleece Shorts

Guess Arlo Fleece Shorts

Permanently Reduced

Internet Exclusive

Only size S, M available

Jersey Lounge Embroidered Bunny Shorts

Jersey Lounge Embroidered Bunny Shorts

Psycho Bunny Jersey Lounge Embroidered Bunny Shorts

42 Items

About Comfortable Shorts for Men Under $50

Discover a wide selection of comfortable shorts for men under $50, designed for both style and functionality. These shorts are perfect for warm weather, offering breathable fabrics and relaxed fits that ensure all-day comfort. Whether you're lounging at home, hitting the beach, or enjoying a casual outing, our collection has something for every occasion.

Featuring various styles, including cargo, athletic, and classic shorts, you can easily find the perfect pair to match your personal style. With an emphasis on quality and affordability, these shorts provide great value without compromising on comfort or durability.

What types of comfortable shorts are available for men under $50?

There are several types of comfortable shorts available, including cargo shorts, athletic shorts, and classic chino shorts. Each style offers unique features, such as pockets for storage or moisture-wicking materials for active wear.

Are comfortable shorts for men under $50 suitable for outdoor activities?

Yes, many comfortable shorts in this price range are designed with outdoor activities in mind. Look for features like quick-drying fabrics, stretch materials, and pockets to enhance functionality during hiking, biking, or other outdoor pursuits.

How do I choose the right size for comfortable shorts?

To choose the right size, it's important to refer to the sizing chart provided for each product. Measure your waist and hips, and consider the fit you prefer, whether it's relaxed, regular, or slim. Trying on different styles can also help you find the best fit.

Can I find stylish options in comfortable shorts for men under $50?

Absolutely! The market offers a variety of stylish options that combine comfort with contemporary designs. Look for shorts in trendy colors, patterns, and cuts to elevate your casual wardrobe without breaking the bank.

What materials are commonly used in comfortable shorts for men?

Comfortable shorts are often made from lightweight and breathable materials such as cotton, polyester, or blends that include spandex for added stretch. These fabrics enhance comfort and allow for ease of movement during wear.

Customer Service

Contact Us
FAQ, Notices & Policies
Product Recalls
Returns

FAQ, Notices & Policies
Product Recalls

Dillard's Credit Card

Apply for a Dillard's Card Apply for a Dillard's Card
Pay Bill / View Credit Account Opens a simulated dialog
Dillard's Cardholder Benefits Dillard's Cardholder Benefits

Contact Us

Call 1-817-831-5482
Monday-Friday: 7AM-9PM GMT-6
Saturday-Sunday: 9AM-7PM GMT-6
Contact Us Via Email

More Ways To Shop

Registry - Wedding, Baby, and Gift
Gift Cards
Store Locations
Change Country

Stay in Touch.

Sign up for emails and get updates about
new products and the latest trends!

Email sign-up

We Are Hiring!

Join our team

Click HERE to learn more

Be a Mobile VIP!

Sign up for texts and be the first to know
about upcoming sales and great offers.

Text sign-up

We use certain tools to capture data related to when you open our messages, click on any links or banners it contains, or make purchases.

Opens Dillard's Instagram in a new window
Opens Dillard's Facebook in a new window
Opens Dillard's Pinterest in a new window
Opens Dillard's Twitter/X in a new window
Opens Dillard's YouTube in a new window
Opens Dillard's TikTok in a new window
Opens Dillard's Snapchat in a new window

Site Map
Terms Of Use
Terms Of Use
Dillard's Privacy Policy
Dillard's Privacy Policy
California Transparency in Supply Chains Act
California Transparency in Supply Chains Act
Careers
Investor Relations
About Us

Prices and sale offers may vary by store location, including Dillards.com, and are subject to change. © 2026 Dillard's

***