6 Flattering Denim Shorts and How to Style Them

If there’s one item that gets the most use throughout the summer months, it’s unquestionably a pair of denim shorts. The ultimate weekend staple, denim shorts are our go-to summer saviors—most often thrown on with a striped tee and sandals for an easy, effortless daytime look. But finding a pair of great-fitting and flattering denim shorts is not always an easy feat. Like most denim, it takes trial and error to procure a pair you feel comfortable in that suits your style and body type. Luckily we did some digging and discovered the most flattering silhouettes guaranteed to suit every taste. Plus, we turned to our favorite fashion muses for endless inspiration on how to keep them looking fresh and stylish for every summer occasion. Scroll below for our favorite denim short outfits.

Sometimes the simplest outfit formulas work best. Wear your casual mid-rise denim shorts with an easy loose-fitting sleeveless white shirt, and finish the look with a pop of red—a cool bandana around your neck or tied in your hair looks unquestionably chic.

A flattering mid- to high-rise waist with a lightly frayed hem give these shorts a cool, lived-in look.

A pop of red is always a great complement to denim.

A crisp white sleeveless shirt never fails to look chic with denim shorts.


Elegant pearls and sophisticated tweed add a luxe touch to distressed denim shorts.

The easiest way to add an elegant touch to your denim shorts outfit.

Tweed jackets continue to be a fashion-girl favorite.

Crisp white denim shorts pair beautifully with classic nautical stripes. Perfect for summer weekends.

Tuck all your summer tops into a cool high-waisted pair.

A favorite amongst the fashionable Insta set.

Guaranteed you'll be wearing these chic shades all summer.

Longer, looser-fitting denim shorts paired with sneakers exude an effortless, nonchalant look.

These lightly faded, slightly longer shorts look great with a tucked-in shirt or tee.


Keep the look casual and playful in simple high-top sneakers.

A weekend-ready sweatshirt looks super cool paired with denim shorts.

Take your look to next-level chic with a timeless designer bag.

Distressed denim looks altogether chic when paired with a longline blazer (preferably in white), a neutral tee, and luxurious accessories.

Offset the distressed denim with this sophisticated white blazer.

Wear clean denim with pops of bright, bold color this summer.

Add a romantic touch to your long shorts with a pretty pastel blouse.

Nail this season's bermuda shorts trend with these cool-girl Agolde pair.

These will work with everything in your closet.

Classic ballet flats and a timeless oversize button-down adds a chic French-girl touch to light-wash denim shorts.

Classic Chanel ballet flats will never go out of style.

Keep the look polished with a chic black designer bag.

The easiest way to add polish to denim shorts is with a chic blazer and sophisticated sandals.

Leopard print is the new neutral.... and happens to look seriously cool with denim shorts this summer.

A rolled up hem gives shorts a laid-back look.

Leopard print continues to be a huge trend this season and into the next. 

This post was published at an earlier date and has since been updated.

Up next, 30 picks to make getting dressed this summer way easier.

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