8 Unexpected Ways To Style Your Leggings For Fall

By Alyssa Vandermeulen
·  5 min read
Cover Image (18)

Leggings are a wardrobe essential, and you probably have at least one pair in your dresser already. While they’re commonly worn to the gym or with a sweatshirt for late night studying, leggings can actually be styled in super cute and feminine ways!

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As the weather gets colder, our desire for cozy kicks in, and we lean toward leggings, sweaters, and socks to keep us warm. To avoid repeating the same outfit combinations for the entirety of the fall and winter seasons, choose pieces that are versatile and work well with the rest of your closet. One of these must-have versatile pieces is a good pair of leggings. Here are a few unexpected ways to style your leggings for fall! 

1. Monochrome

Nothing says fall like a chic, black outfit! Black leggings are the perfect base for this monochrome outfit, and then you can add whatever layers you’d like. Black sweaters, jackets, a beanie – the options are endless. Bonus points if you mix up fabrics and textures for a coordinated look!

2. Matching Tones

While a full monochrome or matching look can be a little intimidating, matching tones can easily create a cohesive and cute outfit! Choose a pair of neutral leggings and add a sweater that is similar, but not the same hue. Great for lounging around the house or a cozy girls’ night in, this look is Instagram-worthy! 

Autumnal tones like tan and brown are easily coordinated and cute, which is the perfect opportunity to style a brown legging. Add a matching patterned coat for a cohesive look! 

3. With a Puffer Jacket

Puffer jackets are back! Perfect for a day at the apple orchard or grabbing coffee on Saturday morning, the puffer and leggings combo is the kind of elevated athleisure wear we’ve been looking for. Add a cute beanie for colder days and your favorite pair of sneakers for a comfy and casual look. 

4. With a Turtleneck 

We’ve all done the oversized sweatshirt and leggings, but what about a fuzzy turtleneck sweater? This look is best recreated with a longer sweater, to create balance and not cut off the look right at your waist. You can wear solid black leggings or try a fun alternative like leather if you want to dress it up a bit more. Leggings and a turtleneck would make a great outfit heading into the holiday season, especially with a cute pair of black boots!

5. Crop Top and a Shacket

Another easy way to style leggings is with a coordinating top and a shacket! A great transitional outfit, a shacket is a versatile piece that can be layered over a workout set for a cute and functional daytime outfit. Love this look with a pair of high-top Converse or boots! 

6. Trenchcoat

On trend and the perfect cold weather layer? Meet the trenchcoat. This adorable long coat has tons of buttons and other details that look great over a simple outfit, like leggings! Whether you opt for a traditional black pair or break out your leather ones, keep everything as neutral as possible to let the coat steal the show. 

The tan trench coat has been around for a while, so choose one in a light gray or even sage color for an unexpected twist! It’s the effortless cool girl look of our dreams. 

7. Blazer

For an out-of-the-office look, try adding a colorful blazer over leggings and a simple tee. A blazer is a perfect outerwear option for colder weather, and you can also create a chic monochrome look with a blazer as well. And if you’ve been looking for more ways to style your loafers for fall, this outfit is a great opportunity to wear them! 

8. Sweatshirt and Sneakers

And finally, there are some days when the weather is just too cold and putting together a coordinated outfit requires too much effort. One of the easiest ways to style a pair of leggings, in any color or fabric, is with a sweatshirt and athletic sneakers. In order to separate this look from your laziest pajamas, it’s all in the details. Add dainty hoops, a cute pair of sunnies, and a belt bag for a put-together outfit that is also super comfy. Influencer-chic is the overall vibe of this look!

You can also throw on an oversized jean jacket for added warmth and shape! 

Shopping Recs

If your favorite leggings have been washed and dried a few too many times, now is the perfect time to grab a few new pairs and style them for the colder months. Black leggings are popular due to their versatility and style options. However, if you’re bored of your staple leggings, try a fun fall color like these acorn brown ones from Everlane ($58). 

everland seamless leggings acorn brown

You’ll also wear a neutral cream color a ton in the fall, so pick up this pair from Old Navy ($27).

old navy cream leggings

If you lean towards loungewear in the fall and winter, try these cozy knit leggings from Free People as well ($30).

free people knit sweater leggings

Faux leather leggings have been all over Insta this fall, and if you’ve been meaning to pick up a pair, these soft, vegan leather leggings from Banana Republic get great reviews and are super affordable ($40). 

banana republic vegan leather leggings

H&M also has a great selection of leggings, like this cute ribbed pair ($15).

h and m ribbed leggings

If you really want to switch things up, try a flared legging instead. The ever-popular Free People Good Karma flare pant is a great option for the fall ($98). These flare pants look amazing with a simple sneaker and can be styled just like standard leggings.

free people good karma flare leggings

If that price feels too steep, a more affordable flare option is the high-waisted pair from Old Navy ($12). 

old navy high waisted flare leggings

Closing Thoughts

Leggings can be styled for so much more than the gym or the library, so get creative and try one of these effortlessly chic outfit combinations for fall!

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