The 8 Coolest Under-$100 Tops to Wear With Your Favorite Leggings

There's no question I'm spending a lot of time in my leggings these days given that we're still currently working at home. They're stretchy, comfortable, and the perfect option for working, lounging, Netflixing, running after my toddler, and attempting to do more activities in the great outdoors.

So today, I wanted to take take a deeper dive into the best tops to wear with them. Below, I'm sharing some of the coolest silhouettes that pair particularly well with your hardworking staple. From sporty sweatshirts to chic oversize button-downs, they'll unquestionably keep our leggings looking elevated and chic. And because we're being more conscious of where and how we're spending right now, we've kept all our picks under $100. Read on for some fashion-forward legging-and-top pairings that just might inspire your next outfit.

1. Hoodies and Sweatshirts


(Image credit: @basictouch)

A slightly oversize hoodie or sweatshirt leans into the sporty vibe of your leggings flawlessly—perfect for nailing a relaxed off-duty look. To take it a fashion step further, pair a trench coat or blazer over it.


2. Knit Cardigan


(Image credit: @lucywilliams02)

Knit cardigans (particularly slightly oversize silhouettes) add a cozy touch to sporty leggings, leaning into the popular "grandma" trend. While cropped knit cardigans (and cardigan sets) are definitely trending, a slightly longer length is easy to throw on over a tee or tank.


3. Poplin Blouse & Tunic


(Image credit: @joiedejude)

A breezy, effortless, non-restrictive poplin blouse or tunic is a chic way of elevating your leggings while still feeling altogether comfortable. The more voluminous, flowy silhouette balances the formfitting leggings. 


4. Boxy T-Shirt


(Image credit: @champagnemani)

Whether you opt for a graphic tee or a plain silhouette, a slightly oversize T-shirt is one of the coolest, laid-back pieces to pair with your leggings.


5. Sports Bra and Cropped Top


(Image credit: @shhtephs)

If you're wearing high-waisted leggings, then a cropped top or sports bra looks seriously cute—especially one with unique and elevated details such as an asymmetric strap or ribbed knit fabric. Moreover, you'll be workout-ready.


6. Oversize Button-Down


(Image credit: @karla_deras)

A classic button-down adds instant polish to a pair of leggings—exuding an effortlessly chic look. Opt for a slightly oversize fit to contrast the slim-fitting leggings. For a cool-girl look, unbutton the bottom half of your shirt. 


7. Loose-Knit Sweater


(Image credit: @honeybelleworld)

A loose-fitting knit sweater in neutral tones and luxe-feeling fabrics will instantly elevate your leggings. Opt for this season's trending split-front leggings for a chic and sophisticated look.


8. Tank Top


(Image credit: @sashamei)

Fashion girls love their tank tops, and we've seen them styled in myriad ways with leggings on Instagram lately. Opt for tank tops with luxe details such as a high neckline or ribbed knit fabric.


Up next, 29 cheap summer amazon basics that actually look expensive.

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

Judith Jones
Senior Fashion Market Editor

Judith is the senior fashion market editor at Who What Wear and has worked in fashion for nearly a decade. Judith started on the Shop Who What Wear team, creating content and managing a team of merchandisers for the Who What Wear shopping app. She later crossed over to the editorial team, where she shares the coolest, most desirable fashion market finds and brands in her shopping-focused stories and social takeovers. She has become one of the top affiliate earners during her six plus years at Who What Wear. Before working in fashion, Judith was a TV host on the PBS travel show Globe Trekker (airing on Netflix and Amazon Prime) and shared her passion for travel and food. She studied at the prestigious London Academy of Dramatic Arts as well as Stella Adler Studio of Acting in New York. She later studied fashion merchandising and design, which laid the foundation for her career in fashion.