Comfy-Cute Pull-On Shorts for Spring/Summer 2025

Every spring, I find myself reaching for the same thing: pull-on shorts. They’re the kind of wardrobe staple that quietly earns its keep—easy to wear, easy to style, and, most importantly, easy to live in. No buttons, no zippers, no fuss. Just slip them on, and you’re good to go. Whether I’m heading out for a coffee run or lounging at home, they’ve become my go-to for warm-weather comfort.​

This season, I’ve been exploring different brands and styles, looking for that perfect blend of comfort and style. From breezy linens to soft cotton blends, there’s a pair of pull-on shorts for every occasion. Below, I’ve curated a list of 15 standout options that combine comfort with chic design, ensuring you stay cool and stylish all season long.​

Linen and Lightweight Favorites

1. Reformation Mila Linen Shorts

I haven’t pulled the trigger on these yet, but every time I see them pop up, I get that “should I just do it?” feeling. Classic, simple, and they look like they’d go with everything from a tank to a silky button-down. Also: they’re made from linen, so they get points for breathability.

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2. Old Navy Linen-Blend High-Waisted Shorts

These are the kind of shorts you buy “just to try” and end up wearing more than expected. Lightweight, super affordable, and they come in like, five colors. I grabbed the black pair last minute before a weekend trip, and now I wish I’d gotten a second.

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3. Gap Linen-Cotton Pull-On Shorts

I wasn’t expecting much when I added these to my cart during a sale, but they’ve become a go-to. They’re lightweight, have just enough structure, and don’t wrinkle into chaos after one wear, which is rare for linen anything.

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Denim and Chambray Shorts 

4. Madewell Pull-On Denim Shorts

I’ll admit it—I used to avoid denim shorts that didn’t have a zip fly, because I assumed they’d look too pajama-y. But after coming across these shorts, I changed my take on them. They still look like real denim, but they feel more like soft chambray, and the waistband doesn’t dig in like the rigid pairs I’ve broken up with over the years. Perfect for long walks or errands where comfort actually matters.

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5. IUGA High-Waisted Stretch Denim Shorts

I haven’t tried these yet, but the reviews read like a love letter to comfort. People keep calling them the “leggings of shorts,” which is high praise. If you want denim vibes with yoga-pants energy, these might be your move.

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Prints, Patterns & Pull-On Personality

6. Farm Rio Palm Tree Shorts

Listen, these are a splurge. I know. But there’s something about Farm Rio prints that just do not miss. I saw someone wearing these with an oversized white linen shirt tucked halfway in and flip-flops, and it looked like she stepped out of a resort catalog in the best way. If you want a pair of shorts that feels like a vacation, this is it.

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7. Uniqlo Seersucker Gingham Shorts  

Okay, hear me out—these are giving summer camp counselor, but in a really good way. The seersucker texture keeps them feeling breezy, and the elastic waist means they’re basically foolproof. They’re super light and low-key cute.

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Everyday, Low-Key, Soft and Chill

8. Everlane The Easy Short

These live up to their name. They’ve got this just-right drape that makes them look elevated without feeling stiff. The length is ideal—not too short, not awkwardly long. I’d wear these all summer long if I could.

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9. Damson Madder Krissy Boxer Shorts

These are technically “boxer-style,” but don’t let that throw you—they’re way more elevated than your brother’s gym shorts. The vertical stripes elongate your legs a bit, and the linen blend keeps them airy. I’ve only seen these online, but every time I see them in someone’s fit pic, I get major outfit envy.

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Budget-Friendly But Still Thoughtful

10. H&M Seersucker Pull-On Shorts

They’re back. Again. These get restocked every season for a reason. They’re affordable, easy to wear, and go with literally everything. The texture hides wrinkles and makes them look a bit more expensive than they are. Just don’t sleep on them—they sell out fast.

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