1
Best Fit
Levi Cinch Mid-Thigh Shorts
Credit: Levi
Insert: Baggy shorts without the waist gap! Featuring a flattering high-rise fit that's loose through the hip and thigh, these vintage-inspired shorts are a denim dream! They even have adjusters on the back for a tailored-to-you fit.
2
Best Baggy
Old Navy Mid-Rise Baggy Jean Bermuda Shorts
Now 51% Off
Credit: Old NavyBaggy jorts are so in! This pair has a nine-inch inseam and a laid-back, relaxed fit that sits comfortably below the belly button. With versatile washes like light, faded, and dark rinse, plus details such as a hidden button fly and cut-off hem, they bring both comfort and trend-forward appeal.
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3
Best Girlfriend Fit
Gap Mid Rise Denim Girlfriend Shorts
Credit: Gap
This denim is designed to holds you in at the hips and waist while feeling easy everywhere else. They have a five-inch inseam, a classic five-pocket style, and a hint of stretch for flexibility. Beautifully finished with raw or rolled hems and available in multiple washes, they suit a variety of outfits, too.
4
Best Cuffed
Democracy Cuffed Short with Ab Solution Technology
Now 40% Off
Credit: AmazonSay goodbye to the dreaded gap at your waistband with these jean shorts. Thanks to hidden elastic, they mold perfectly to your waist for a snug fit that will also boost your assets! They have a versatile cuffed five-inch inseam that can be unrolled to seven for added length and coverage.
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5
Best Vintage-Inspired
Madewell The Perfect Vintage Mid-Length Jean Short
Now 15% Off
Credit: MadewellThe name says it all! These shorts are the perfect vintage look. Combining timeless style with modern comfort, you'll find a super-high fitted waist, "Magic Pockets" for a flattering hold, and a booty-enhancing shape. They're even made with old-school structured denim with a touch of stretch for a well-worn, broken-in feel.
6
Best Bermuda
Lee Legendary Chino Bermuda Short
Now 43% Off
Credit: AmazonGet ready to rock your casual summer look with this laid-back pair that sits just right at your natural waist with a versatile nine-inch inseam for the right amount of coverage. Equipped with belt loops, a zipper-and-button closure, slant pockets in the front, and welt pockets in the back, they nail both form and function.
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7
Best Short-Shorts
Levi's Womens 501 Original Denim Shorts
Credit: Amazon
Though these shorts are on the shorter side, they're an iconic, timeless design that defines your waist and fits slim through the hip for a flattering silhouette. Featuring a high-rise cut, raw hem, and classic button fly, these non-stretch denim shorts exude a vintage-inspired vibe for versatile, all-around wear!
8
Most Refined
Loft Riviera Shorts in Refined Denim
Sophisticated shorts are totally a thing—and this pair proves it! Featuring a classic fit with a clean waistband and a four-inch inseam, they provide perfect coverage with a modern touch. Designed with an easy leg opening, front zip with hook-and-bar closure, belt loops, and both slash and back welt pockets, you'll get a smooth, sleek, and comfy look.
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9
Best Raw Hem
Madewell The Brynn Long Short
Now 15% Off
Credit: MadewellFor a bit of edge and a whole lot of comfort, go with these bestselling shorts in a black wash that are relaxed at the waist and easy through the hips. They have a high-rise fit, raw-edge hem, and mid-length inseam. You can also grab them in blue or white denim, if that's more your thing.
10
Best Drawstring
Loft High Rise Drawstring Denim Shorts
Once you switch to drawstring denim, you won't go back! These shorts are a staple for relaxed yet cute looks with an easy fit that sits high on the waist. They have a 3.5-inch inseam for a classic short length. The elasticized drawstring waist ensures ultimate comfort, while the front zip with button closure and slash pockets adds functional details.
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11
Best Details
Madewell The Denim Emmett Short: Patch Pocket Edition
Credit: Madewell
Who knew denim could be so chic? These shorts combine a high-rise fit with stylish A-line shaping and practical, utility-inspired front patch pockets. With a polished yet casual look, they're perfect for elevating your summer wardrobe with effortlessly cool style.
12
Prettiest Pick
Loft Eyelet Pocket Palmer Denim Shorts in Ivory
The details on this denim are just too good! Along with the distinctive pretty patch pockets, these shorts have back welt pockets and a front zip with button closure for added practical touches. They also have a natural waist fit with a four-inch inseam and a flattering Palmer silhouette—fitted through the hips and easy through the thigh.

Macie Reynolds is the assistant editor of E-Commerce and SEO for The Pioneer Woman.
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