Upgrade Your Summer Wardrobe: The Top 10 5-Inch Inseam Shorts for Men in 2023

Upgrade Your Summer Wardrobe: The Top 10 5-Inch Inseam Shorts for Men in 2023

Fashion trends often come full circle faster than we realize, especially in the world of fast fashion. Just a decade ago, men were rocking baggy, ill-fitting shorts that reached below their knees. But times have changed, and with the influence of celebrities like Milo Ventimiglia and Paul Mescal, men's shorts are taking a step back in time, embracing the thigh-baring lengths popular in the 70s and 80s.

If you're feeling the TikTok pressure to embrace shorter shorts but are unsure where to begin, look no further. Whether you're aiming for a smart-casual look, prepping for a cold-season getaway, or ready to flaunt those hard-earned winter gains, you've landed at the right spot.

We've curated a selection of the finest 5-inch inseam shorts to keep you looking cool and stylish this summer. Keep scrolling to discover the ideal pair that will finally showcase those legs you've kept hidden for far too long.


Our Top Picks

        1. Best Recycled Polyester  5-inch Inseam Mens Shorts: Adirelounge Indigo Print Mens Shorts Men's Athletic Shorts in Indigo are crafted from beautiful indigo-dyed fabric to create a look that is both stylish and comfortable. Perfect for any activity, these shorts will keep you supported while you work out. Not only do they look great, but with every purchase you will also help provide education and healthcare to underserved communities. Enjoy fashion with a purpose!

  1. Best Overall 5-Inch Inseam Shorts: Silver Linings Shorts at Chubbies Dive into weekend comfort with Chubbies' Silver Linings 5.5” Flat Front shorts. These shorts blend the trending short inseam style with the stretch and comfort of your favorite athletic shorts. Designed with a non-slip waistband, spandex stretch fabric, and Oxford lined pockets, they're perfect for any adventure. Choose from a variety of colors and pair them with your favorite polo for a stylish look.

  2. Best Affordable 5-Inch Inseam Shorts: 2 Pack Slim Fit Chino Short at ASOS Stretch your budget with ASOS' 2 Pack Slim Fit Chino Shorts. These versatile shorts come in olive green and classic beige, offering variety for your summer wardrobe. With a slim fit, adjustable drawstring waist, and roomy pockets, they balance function and fashion at an affordable price.

  3. Best Athletic 5-Inch Inseam Shorts: Patagonia Men’s Baggies Shorts at Backcountry Patagonia's Baggies Shorts redefine athleticism. Crafted from quick-drying nylon fabric with an adjustable drawstring waist, they're perfect for all conditions, including water activities. These shorts blend durability and style, making them your go-to choice for any active pursuit.

  4. Best Khaki 5-Inch Inseam Shorts: 5” Varick Flex Khaki Short at J. Crew Factory Combine classic and modern with J. Crew's Varick Flex Khaki Short. Offering a 5-inch inseam, a range of colors, and a flexible cotton and elastane blend, these shorts effortlessly elevate your summer look. Button and belt loop details add a touch of sophistication to this versatile choice.

  5. Best Denim 5-Inch Inseam Shorts: Men’s Stretch Denim Short at Bearbottom Bearbottom's Stretch Denim Short bridges the gap between style and comfort. Available in light and dark washes, these shorts offer a comfortable fit with an elastic waistband and 4-way stretch denim. Front and button back pockets ensure functionality and style.

  6. Best Swim 5-Inch Inseam Shorts: Swim Trunk at Bather Bather's Swim Trunks merge fashion with functionality. Featuring an elasticized waist and 4-way stretch mesh lining, they offer comfort and protection both in and out of the water. With reinforced pockets and a quick-drying nylon shell, these trunks are a versatile choice for beach days and beyond.

  7. Best Drawstring 5-Inch Inseam Shorts: Men’s 5” Easy Shorts at GAP Embrace ultimate comfort with GAP's Men’s 5” Easy Shorts. Built with GapFlex stretch technology fabric, these shorts feature a faux waist and generous elastic drawstring waist for a relaxed fit. Ideal for hot summer days, they offer comfort without compromising style.

  8. Best Running 5-Inch Inseam Shorts: Bowline Short 5” Stretch Ripstop at Lululemon Lululemon's Bowline Short 5” Stretch Ripstop is a runner's dream. Crafted from water and abrasion-resistant Ripstop fabric, these shorts keep you cool and dry during intense workouts. With a drawstring waist and secure pockets, they're a stylish choice for hitting the road.

  9. Best Black 5-Inch Inseam Shorts: Men’s All-Day Short at Abercrombie & Fitch Abercrombie & Fitch's Men’s All-Day Shorts offer sleek style in a washed-out black dye. With a hidden elastic waistband, breathable cotton blend fabric, and hidden media pocket, these shorts blend comfort and sophistication seamlessly.

  10. Best Corduroy 5-Inch Inseam Shorts: Katin Local Cord Shorts at Urban Outfitters Elevate your style with Katin Local Cord Shorts. Featuring six roomy pockets and an adjustable belted waist, these shorts combine style and utility. Available in black and baby blue, they offer a trendy yet functional choice for your summer wardrobe.

What to Look For

Fit: The key to finding the perfect 5-inch inseam shorts lies in the fit. With less fabric to work with, ensure the shorts fit snugly at the waist and have slim-fit leg openings.

Occasion: While shorts may seem casual, they come in various fabrics and styles suitable for different occasions. Whether you're heading to the beach or the bar, there's a style to match your plans.

Material: Stay cool by considering the fabric's breathability and weight. Opt for light cotton blends, linen, or athletic materials to beat the heat while staying stylish.


  • How Long Are 5-Inch Inseam Shorts?: The length of 5-inch inseam shorts varies based on your height. For men around 5'10" to a few inches over 6 feet, these shorts hit around mid-thigh, offering an ideal length.

  • What to Wear With 5-Inch Inseam Shorts?: Keep it casual when styling shorts. Pair them with loafers for a brunch outing or running shoes for an athleisure look. Simplicity is key to a stylish ensemble.

  • How to Style 5-Inch Inseam Shorts?: Embrace confidence and highlight leg gains with 5-inch inseam shorts. Pair them with a simple top like a baggy tee or a button-down over a plain white tank top for a balanced look.

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