How to Style a Sweatshirt: 8 Cute Sweatshirt Outfits

It isn’t always easy to figure out what to pair with comfy loungewear in order to create pulled-together outfits, but that doesn’t mean it’s impossible!

If you’ve ever wondered how to style a sweatshirt without looking too casual or frumpy, we’re here to help! From layering an oversized crew neck over a pair of cute leggings to tucking a hoodie into a high waisted skirt, here are eight cute sweatshirt outfits to inspire your next ensemble.

1. Tuck a slim-fitting hoodie into a high waisted skirt for a city girl vibe.

Sweatshirts come in all shapes and sizes, and slim-fit styles are perfect for getting an extra layer of warmth without looking bulky. Tuck a women’s pullover sweatshirt into a black denim skirt, and finish the look with sheer black tights and a pair of trendy lug sole boots.

2. Elevate a simple crew neck sweatshirt with a pair of dress pants and fancy flats.

Boutique sweatshirts aren’t just for casual days! Styles made of dressier fabrics, or even that have special details like embroidery, turn a sweatshirt into a totally office-appropriate top. Don’t forget to keep the rest of your outfit on the more professional side, with sleek dress pants, pointed-toe flats and a swipe of your favorite lipstick, too!

3. Make a sweatshirt work for warmer days by styling a cropped top with shorts and sandals.

To help from overheating, opt for lighter colors, like white or pastels, that will reflect (rather than absorb) the light when you’re wearing a sweatshirt in the warmer months. Oversized sunglasses make this outfit feel like something a celebrity would wear on their travels. Don’t forget to layer a T-shirt underneath just in case you’d rather tie your sweatshirt around your waist instead!

4. Throw a printed blazer over your hoodie for an ensemble that an Instagram star would wear.

On chilly days where you need an extra layer but aren’t ready to commit to your big winter coat, a blazer is the perfect topper for a chunky hoodie. This unique silhouette adds some flattering definition to your waist with an outfit that’s comfy, cool and perfect for everything from weekend errands to dinner with friends.

5. Balance out proportions by pairing an oversized sweatshirt with slim leggings.

When you’re trying to plan outfits around a sweatshirt, it’s important to keep in mind that too many oversized layers at once can leave you looking childish at best, and super disheveled at worst! Balance out a big, cozy, colorful sweatshirt with some boutique leggings in a neutral color. This helps draw attention to the focal point of your outfit–your cool top! Flats and hoop earrings elevate the ensemble for a dressier occasion, while sneakers are great for weekend errands or brunch with the girls.

6. Wear a neutral crew neck sweater over a floral dress for a fun mix of print and texture.

Dresses are obviously a great way to bring a ton of femininity to your look, and adding a crew neck on top can add just the right touch of surprise sportiness. This playful pairing can be styled with anything from sneakers to stilettos while still looking totally put together.

7. Layer your hoodie underneath a jean jacket for a hint of street style edginess.

A tried-and-true pairing in the casual fashion world is the hoodie and a jean jacket. Black leggings, high-top sneakers, a bouncy ponytail and a crossbody bag are the perfect finishing touches for this really cool combo that’s worth having on heavy rotation in the spring and summer months.

8. Lean into total comfort with a full monochrome sweatsuit.

There’s no reason not to rock your favorite sweatshirt with a pair of stretchy, cozy, toasty sweatpants to match! In fact, we’d consider this the quintessential comfy loungewear set. If you’ll be out for errands, a faux leather bag and a beanie cap pull together this classic look, while the only other accessories you might need for a relaxing night in are a pair of fuzzy socks.

No Sweat

Sweatshirts are obviously super comfortable, but all it takes is a little bit of creative styling to make them look majorly on-trend, too. We’d love to see what types of cute sweatshirt outfits you come up with. Share your ideas with us in the comments!