For plenty of men, wearing shorts isn’t exactly a summer highlight. Some dislike how shorts fit, while others feel they’re too casual or simply don’t match their personal style. Fortunately, today’s summer shorts have evolved far beyond baggy cargo styles and gym-ready athletic pairs. Tailored silhouettes, premium fabrics, and thoughtful details now make them more like lightweight trousers than traditional shorts.
The best shorts for men strike a balance between comfort and polish, making them easy to wear whether you’re heading to brunch, traveling, or spending a weekend outdoors. After comparing some of the best options available for under $150, it’s clear that modern designs prioritize relaxed tailoring, breathable materials, and versatile colors that even longtime shorts skeptics can appreciate. If you’ve always avoided summer shorts, these picks may finally change your mind.
What Makes Shorts Worth Wearing?
The biggest complaint about shorts is usually that they look too youthful or too casual. That’s why the best styles borrow details from tailored trousers rather than athletic wear. Pleats, straight-leg cuts, linen fabrics, and structured cotton twills instantly elevate their overall appearance.
Fit also matters. A relaxed silhouette with a six- to eight-inch inseam offers enough coverage to feel comfortable without looking oversized. Neutral shades like navy, olive, khaki, and cream pair effortlessly with polos, linen shirts, and lightweight knitwear, making shorts an easy addition to any summer wardrobe.
Here are 10 men’s summer shorts that may change your mind…
#1. FrizmWORKS Fatigue Straight-Leg Cotton-Blend Shorts
Shop here
Military-inspired clothing continues to influence modern menswear, and FrizmWORKS delivers one of the most wearable interpretations. These fatigue shorts feature a relaxed straight leg, a soft cotton-blend fabric, and a semi-pleated front that gives them more structure than standard casual shorts.
The elastic drawstring waistband keeps them comfortable, while the flap back pockets add subtle character without overwhelming the design. They’re ideal for anyone who wants summer shorts that feel practical yet refined.
#2. Banana Republic Archive Reissue 8-Inch Pleated Short
Shop here
Pleats are making a major comeback, and Banana Republic’s Archive Reissue proves why. Inspired by a classic 1990s design, these 100% cotton shorts combine vintage appeal with modern proportions.
The relaxed fit through the hips and thighs creates a comfortable silhouette, while the clean front makes them easy to dress up with loafers or leather sandals. They’re a great option for men who typically prefer chinos over shorts.
#3. Madewell Pull-On Shorts in Linen
Shop here
Nothing feels more appropriate for hot weather than linen. Madewell’s garment-dyed version offers breathable comfort while maintaining a clean, minimalist look.
The elastic waistband and internal drawstring provide flexibility without looking sloppy, especially when paired with the matching camp shirt. These are the kind of summer shorts that transition effortlessly from vacation mornings to casual dinners.
#4. Alex Mill Garment Dyed Pull-On Field Short in Linen
Shop here
Alex Mill takes a similarly relaxed approach but adds subtle workwear inspiration through patch pockets and garment-dyed natural flax linen.
The lightweight fabric keeps things cool, even on humid days, while the understated design makes these shorts incredibly versatile. If comfort is your priority, they deserve serious consideration.
#5. GAP 7-Inch Relaxed Shorts
Shop here
Sometimes simplicity wins. GAP’s relaxed cotton twill shorts offer exactly what many men need: dependable everyday comfort without unnecessary design elements.
Made with regenerative cotton and a touch of stretch, they feel broken in from the first wear while remaining polished enough for casual office settings or weekend outings. They’re proof that reliable shorts don’t have to be expensive.
#6. Todd Snyder 8-Inch Cotton Self-Belt Short
Shop here
Todd Snyder consistently blends classic tailoring with relaxed American sportswear, and these self-belt shorts showcase that philosophy perfectly.
Double pleats, a removable fabric belt, and an oversized tailored fit give them a sophisticated appearance that feels closer to dress trousers than casual shorts. Pair them with a tucked-in polo or lightweight knit for an elevated summer look.
#7. Levi’s 454 Relaxed 10-Inch Shorts
Shop here
For denim lovers who struggle to embrace shorts, Levi’s offers an easy transition. The relaxed fit and longer inseam provide familiar comfort while maintaining the timeless appeal of classic five-pocket jeans.
Made from durable non-stretch denim using recycled water during production, they’re an excellent everyday option that prioritizes longevity as much as style.
#8. Stag Provisions 6-Inch Corduroy Sport Short
Shop here
Corduroy might not be the first fabric that comes to mind for summer, but lightweight 16-wale cotton corduroy tells a different story.
Inspired by vintage camp shorts, this relaxed design includes an elastic drawstring waistband, roomy patch pockets, and pigment-dyed fabric that feels comfortably lived in. They’re ideal for road trips, cabin weekends, or laid-back afternoons around town.
#9. Madewell Pleated Chino Shorts in Uniform Twill
Shop here
These pleated chino shorts combine classic workwear durability with elevated tailoring. Lightweight cotton twill keeps them breathable, while thoughtful details like the Hollywood waistband and welt back pockets create a cleaner finish than standard chino shorts. They’re especially appealing for men looking for shorts that can replace lightweight chinos during the hottest months.
#10. Bather Solid Navy Swim Trunk
Shop here
Every summer wardrobe benefits from swim trunks that don’t look like obvious swimwear. Bather’s solid navy trunk accomplishes exactly that.
Made from recycled quick-dry nylon with a fine mesh lining, deep side pockets, and a versatile 5.5-inch inseam, it works equally well by the pool, on vacation, or paired with a linen shirt while exploring a coastal town. The deep navy color also makes it one of the easiest pieces to style all season.
How to Wear Shorts If You Normally Avoid Them
If you’ve never been comfortable wearing shorts, start with styles that feature tailored details and slightly longer inseams. Pair them with loafers, clean white sneakers, or leather sandals instead of running shoes to create a more intentional look. Stick to neutral colors that complement the rest of your wardrobe, and choose breathable fabrics like linen or lightweight cotton to stay comfortable throughout the day.
The right fit can completely change your perspective. Relaxed—but not oversized—cuts create a balanced silhouette that feels modern rather than overly casual.
Find the Pair That Changes Your Mind
Finding great summer shorts doesn’t mean sacrificing your personal style. The best options under $150 prove that thoughtful tailoring, premium fabrics, and understated design can make shorts feel just as refined as your favorite lightweight trousers. Whether you gravitate toward pleated cotton, airy linen, durable twill, or classic denim, today’s men’s shorts offer enough versatility to earn a permanent place in your warm-weather wardrobe, even if you’ve spent years insisting that shorts simply weren’t for you.
Featured image: Madewell
—Read Also
