Here's How to Look Cute in Your Favorite Pair of Sweatpants (2024)

The versatility of a good pair of sweatpants is truly magical. You can wear them to lounge on the couch, to the gym for a weight lifting class, or to meet up with friends for a casual brunch date — you just have to know how to style them. And yes, you can wear baggy sweatpants without looking sloppy. And we've pulled plenty of celebrity outfit inspiration as proof.

The trick to styling sweatpants is pairing them with something unexpected. Some of the most popular wardrobe items tend to be matching loungewear sets, crisp T-shirts, and white sneakers (New Balance has a ton of trendy and cute styles). But we're pushing the look even further and highlighting ways you can dress up sweatpants and joggers to wear to school or work with oversized blazers, button-down shirts, denim jackets, fitted hoodies, and even heels.

There's truly no wrong way to style sweatpants. The most important thing to note is that it's your look. If you're in need of some fashion inspo, scroll through our favorite celebs 'fits below.

Best Stylish Sweatpants:

• Best baggy sweatpants: HeSaYep High Waisted Sweatpants, $30
• Best fitted sweatpants: Athleta Salutation Jogger, $67
• Best gray sweatpants: ABOCIW Fleece Lined Sweatpants, $36
• Best sweatpants for school: Abercrombie & Fitch Essential Sunday Sweatpant, $42
• Best sweatpants for work: Good American Jeanius Terry Good Skate Pants, $109

Wear them with a matching beanie and sneakers

You can never go wrong with a sweatpants and sneaker combo. For this look, we suggest wearing a fitted pair of sweatpants with ribbed cuffs for a more streamlined fit. Throw on an oversized coat with a color-coordinated beanie, sunglasses, a cute purse, and you're all set!

Stick to a monochrome color palette

Neutral-colored sweatpants give us clean and elegant vibes, and Jada Pinkett nailed it with this monochromatic ‘fit. From the cream turtleneck to the trenchcoat to the gold wedge heels and small crossbody purse, it’s one of the best ways to show that sweatpants can indeed be dressed up. Don't forget some trendy shield sunglasses to finish off the look.

Best fitted sweatpants

Wear them with loafers

Loafers have been the staple shoe for the past few seasons, and we can see why. They come in trendy and cute styles featuring platforms, chunky lug soles, and embellishments. You can totally dress up a matching sweatpant set with a chic pair of slip-on loafers. Just make sure to set the tone of your outfit with a long statement coat and some cool matching accessories. Bonus points if you add in a brightly colored purse for a pop.

Wear them with a long teddy coat

This look is giving effortlessly chic and we're here for it! The best part? It's pretty easy to recreate: grab a crewneck T-shirt, a pair of sweatpants, a teddy coat, pointed-toe pumps, and a purse. We suggest staying within the same color family for a stylish monochromatic look. And don't forget to accessorize with gold hoop earrings and statement necklaces.

Wear them with boxer shorts

Here we have the classic gray sweatsuit look but with a twist! You can style your sweatpants with the waist rolled down to show off some cute boxer shorts for a more fashion-forward streetwear approach. We also adore the turtleneck top, which is perfect for the colder temps!

Wear them with UGG boots

A few of our favorite A-listers have been spotted in these cute platforms UGG boots (looking at you Bella Hadid and Hailey Bieber), so it's only right that you cop a pair to wear with your sweatpants. For the ultimate cold weather lewk, you can go for sweatpants that feature a print (like the Nike pick below) and add in a pop of color with a baseball cap and clutch.

Best sweatpants for school

Wear them with an oversized leather jacket

Leather jackets are another essential wardrobe item; you can pair them with jeans, dresses, and, of course, sweatpants! This layered streetwear-inspired look consists of high-heeled booties, a long plaid short (might even be a dress), an oversized leather jacket, and a scarf.

Best baggy sweatpants

Wear them with white sneakers

If you prefer a super calm and chill ‘fit, you can opt for an outfit similar to this. Pair low-waist sweatpants with a crop top, and a warm zip-up jacket. Slip on a pair of white sneakers and a cute backpack. It’s a sporty, comfy vibe that won't give off an "I just rolled out of bed look."

Best gray sweatpants

Wear them with heels

We can always count on Savannah James for all the stylish streetwear outfit inspo. Just look at how she styled these glittery two-piece sweatpants set. It's simple yet chic, with a touch of glam thanks to her flawless hair and gold heels. We pulled some affordable styles below to recreate a similar look!

Best sweatpants for work

Wear them with a puffer coat

The puffer coat is a NYC wardrobe winter staple (remember this TikTok-viral audio?!) And supermodel Emily Ratajkowski was spotted walking down the streets sporting this warm and comfy chill ‘fit. We love how she added a pop of color with the neon green sneakers.