7 Cool Ways to Pull Off a Cropped Sweatshirt
When it comes to styling, we can always look to our favorite celebrities for the coolest ways to wear a trending piece. Case in point: cropped sweatshirt outfits. The athleisure staple is the perfect piece for when the weather’s not too hot or not too cold. However, with a piece as easy as this, it can be easy to fall into a bit of a style rut. Not to worry, as these style stars will give you just the sartorial inspiration you’re looking for.
As a piece that you can wear all year, depending on whether you layer it with other piece or wear it on its own, let these It girls show you exactly how a cropped sweatshirt can be worn. Whether you’re headed to the airport and need an outfit that can keep you comfortable during your flight or are heading out for the night and want a cool girl–approved ensemble, this is one piece you want in your regular rotation.
See the looks now and then shop our favorites on the market.
If you’re looking to have more coverage, wear your sweatshirt underneath a pair of overalls for a cool, ’90s vibe.
Wear this for everything from your warm-ups and cooldowns to your days off from the gym.Available in sizes 1X to 3X.
Kith is a streetwear brand you need to know.Available in sizes XS to XL.
Want a cool look for a night out? A cropped sweatshirt paired with cool, distressed jeans will give you an edge that will get anyone’s attention.
All eyes will be on you—pun intended.Available in sizes IT 36 to IT 48.
This will look so cool layered under a denim jacket or overalls.Available in sizes 0X to 3X.
For a more dressed-up look, style your cropped sweatshirt with boyfriend jeans and heels. For an added layer, a trench coat will pull your outfit together.
Leave it to Rihanna to design a sweatshirt you’ll want to wear with everything.Available in sizes XS to XL.
Crushed velvet gives that extra edge of cool.Available in sizes 12W to 18W.
There’s nothing more classic (and comfortable) than the simple athleisure uniform of a cropped sweatshirt, leggings, and sneakers. Go monochromatic for a streamlined ensemble.
So soft and comfortable, this will make the best travel outfit piece.Available in sizes XS to L.
One of the greatest features of a cropped sweatshirt is that it makes the perfect throw-on-and-go piece when you’re on your way out. Style it with a pair of jeans and sneakers, and you can’t go wrong.
Off-White always has the coolest athleisure pieces.Available in sizes XXS to XL.
Wear this on its own or with a tank underneath.Available in sizes XS to XL.
For a simple outfit formula, a crewneck iteration of the trend will give your look a more polished appeal, especially if you style it with your standard black leggings.
Because everyone needs a classic crewneck sweatshirt.Available in sizes XS to XL.
For the hotter days, a short sleeve sweatshirt is all you need.Available in sizes XS to L.
When you’ve got comfort on your mind, style a cropped sweatshirt with a pair of wide-leg pants. Just thinking about this look makes us feel more comfortable.
These cutout details make this one of the coolest sweatshirts we’ve seen yet.Available in sizes XS to L.
Now, you have an arsenal of the coolest outfits to wear with cropped sweatshirts, whether you’re running errands or headed out for drinks.
-
Blake Lively, Sofia Richie, and More Stylish Women Know These Jeans Are Better Than Designer
They're $98 but look way pricier.
By Eliza Huber
-
Gigi Hadid's Skirt Is the Opposite of the Trend Everyone Was Wearing Earlier This Year
A seasonally appropriate shift.
By Allyson Payer
-
Hailey Bieber Just Used the TikTok Styling Hack That Will Actually Go the Distance
I'm going to use it this weekend.
By Nikki Chwatt
-
Hailey Bieber Can't Stop Carrying This New Elegant Handbag
It-bag alert.
By Eliza Huber
-
The $75 Nordstrom Skirt I'm Buying This Black Friday to Replicate Sofia Richie's Thanksgiving Look
The skirt I never knew I needed.
By Nikki Chwatt
-
Sofia Richie Grainge Just Wore 2025's Most-Wanted Sweater Trend
Elegant, not frumpy.
By Eliza Huber
-
7 Wildly Chic Kendall Jenner Outfits That Are Dictating My Entire Shopping List
She never misses a beat.
By Allyson Payer
-
Zendaya Wore the Elegant Pant Trend That's Prettier and More Comfortable Than Jeans
Your next pant purchase, found.
By Allyson Payer