By now, we’ve all collectively agreed that shorter shorts on men are more stylish and make your legs look oh-so-good, right? Oh, and that women love to see a guy flash a little thigh with confidence?
Great!
If you’re ready to up your inseam this spring and summer, Team SG rounded up the best 5-inch inseam shorts that will have you looking and feeling your best.
Pssst, not so comfortable showing so much leg? Check out SG’s roundup of the best men’s 7-inch shorts instead.
Below, shop the five best pairs of 5-inch shorts for men to wear in 2025:
1. J.Crew 5″ portsider stretch chino shorts, $69
SG Says: This pair of strech chino shorts feel just like your favorite 7″ shorts, while flashing a little more thigh.
J.Crew continues to be an essential stop for any guy on a summer style shopping spree, and their shorts selection shows why.
RELATED: Shop the 7 best 7-inch shorts for summer
If you find the length suits you, they’ve also got linen shorts, drawstring shorts, and classic chino shorts in a 5″ inseam.
2. lululemon ABC Woven Air pull-on shorts, $78
SG Says: You already know Team SG loves the ABC pants from lululemon, so don’t be surprised if the brand’s shorts version becomes your next casual wardrobe workhorse.
The fabric is naturally breathable and quick-drying, while the streamlined fit gives glutes and thighs much-needed breathing room in hot weather.
3. Old Navy twill drawstring shorts, $29
SG Says: We ride at dawn for Old Navy’s men’s shorts. They’re affordable, wash up well, and look as good as products twice the price.
Meaning? You may want to buy them in multiple colors now, before they sell out.
Consider sizing up if you’ve got soccer player thighs.
4. Patagonia Baggies, $69
SG Says: Okay, yes. These are technically swim trunks.
But! They’re also so much more.
Patagonia’s iconic Baggies were actually designed for use in and out of the water. And lately, more and more guys have been wearing them far from the neighborhood pool.
The rugged, multifunctional shorts are made with quick-drying 100% recycled nylon (and Fair Trade Certified-sewn!).
You can sport them with everything from a rumpled button-down oxford shirt to your favorite trendy heavyweight t-shirt.
5. Flint and Tinder 365 chino short, $78
SG Says: Another essential spring and summer shopping stop, Huckberry has some of the best 5-inch shorts for men—like the chinos style above—at an accessible, sub-$100 price point.
More casual style from SG HQ:
How to Wear Canvas Sneakers This Summer
3 Ways to Level Up a Casual Spring Outfit
A Month of Men’s Outfits to Wear with Jeans
