What To Wear With Leggings + Outfit Ideas For Every Season — Neutrally Nicole (2024)

Let’s talk leggings! They’re the ultimate blend of comfort and style, and have become a staple in every fashion-forward wardrobe, offering comfort and style in every season. But the true art lies in how to wear them.

Whether you're running errands, heading to a brunch, or just lounging at home, leggings can be your go-to fashion staple. I’ll guide you through tips on how to style leggings for every season and share trendy leggings outfit ideas that you can easily replicate.

From pairing them with oversized sweaters to creating a balanced look with structured jackets, I’ve got you covered for every season. Ready to make leggings your year-round fashion staple?

How to wear leggings

Leggings are definitely the most effortless wardrobe staple to own and they’re so easy to style too! I’m sharing how wear them for every season!

How to style leggings for Fall

Styling leggings for fall is all about embracing cozy layers and textures. Here are some chic and comfortable outfit ideas to make the most out of your leggings in autumn.

Sweater weather: Pair your leggings with a chunky, oversized sweater. Opt for warm autumnal colors like burnt orange, deep reds, or mustard yellow. Complete the look with ankle boots and a statement scarf for added warmth and style.

Layered with a long cardigan: Combine your leggings with a long, flowing cardigan. This not only adds a layer of warmth but also creates an elegant, elongated silhouette. Underneath, wear a simple fitted tee or a light turtleneck. Finish off with over the knee boots.

Plaid shirt jacket (aka shacket): For a casual yet stylish fall look, team your leggings with a plaid shacket. This classic piece adds a bit of edge to the softness of the leggings. Underneath, you can wear a long t-shirt or a plaid shirt. Accessorize with a beanie and casual footwear like chelsea boots.

Trench coat chic: Elevate your leggings with a classic trench coat. This is perfect for those milder fall days. Pair with a simple top and a lightweight scarf. For shoes, opt for ballet flats or knee-high boots, depending on the weather and your personal style.

Office-ready: Create a more structured look by pairing your leggings with a fitted blazer. This can be a great way to make leggings work for a casual office setting. Add a simple blouse or top underneath, and complete the look with loafers, ballet flats, or heeled ankle boots.

The key to styling leggings in fall, is to balance comfort with style. Choose pieces that complement the simplicity of leggings and don't be afraid to play with textures and layers to create a look that's uniquely yours.

Fall leggings outfit idea

How to style leggings for Winter

Wearing leggings in winter is all about staying warm while maintaining style and comfort. Here are some ideas on how to style leggings for the colder months.

Layer up with a cozy sweater: Pair your leggings with a warm, oversized sweater. Look for sweaters in rich, winter colors or interesting textures like cable knit. Add a pair of tall boots or ankle boots with warm socks peeking out for extra coziness.

Puffer jacket and scarf combo: Team your leggings with a stylish puffer jacket for a sporty, winter-ready look. Add a chunky knit scarf and beanie for warmth. This outfit works great with waterproof boots or insulated sneakers.

Long wool coat: For a more sophisticated look, wear your leggings with a long wool coat. This not only keeps you warm but also adds a touch of elegance. Underneath, opt for a cashmere sweater or a layered shirt and sweater combo. Complete the look with knee-high boots or stylish ankle boots.

Pair it with a parka: For those extremely cold days, a well-insulated parka is the perfect companion for leggings. Pair with thermal tops and, if necessary, layer a pair of thermal leggings underneath. Snow boots will complete this winter-proof outfit.

Tunic sweater and booties: A long tunic sweater over your leggings is a simple yet stylish option. It offers coverage and warmth while keeping the look streamlined. Ankle booties or heeled boots can elevate this outfit, making it suitable for casual outings.

Statement coat chic: If you want to dress up your leggings, pair them with a statement coat in a bold color or pattern. Beneath the coat, a simple, fitted top and a scarf can balance the look. Add heeled boots or sophisticated flats to finish off this chic winter ensemble.

Accessorize with hats and gloves: A stylish knit hat, a pair of elegant gloves, and a cozy scarf can not only add extra warmth but also give your outfit a polished look.

The key to wearing leggings in winter is layering for warmth while maintaining a balance between comfort and style. Choose pieces that complement each other, and don’t be afraid to mix textures and patterns for a more interesting look.

Winter leggings outfit idea

How to style leggings for Spring

Styling leggings for spring is all about balancing comfort with the freshness and vibrancy of the season. Here's how you can create stylish and comfortable outfits with leggings for spring.

Lightweight cardigans: Pair your leggings with a breezy, lightweight cardigan. This adds a layer of warmth for those slightly chilly spring days. Underneath, opt for a basic tee or a floral blouse for a touch of spring. Complete the look with ballet flats or slip-on sneakers.

Denim jacket and sneakers: For a casual and chic look, combine your leggings with a denim jacket. This timeless piece is perfect for spring's variable weather. Add a simple top or graphic tee underneath and finish the look with comfortable sneakers or loafers.

Tunic tops and flats: Embrace the ease of spring by pairing your leggings with a flowy tunic top. This combination is not only comfortable but also stylish. Add a pair of ballet flats, sling back shoes, or mules to complete the look.

Lightweight trench coat: For a more polished look, wear your leggings with a lightweight trench coat. This is perfect for those cooler spring mornings. Pair with a fitted top and loafers or ankle boots for a chic ensemble.

Bomber jacket: Create a sporty and trendy look by teaming your leggings with a bomber jacket. Choose a jacket in a light spring color or a floral pattern to keep the look seasonal. Underneath, wear a simple tee or tank top. Finish with athletic sneakers for a comfortable yet stylish outfit.

Layer with a scarf: Accessorize your leggings outfit with a lightweight scarf for those breezier days. This not only adds a layer of warmth but also brings color and texture to your outfit. Pair with a simple top and ankle boots or casual shoes.

Spring is all about light layers and fresh looks. When styling leggings for this season, think about incorporating bright colors, light fabrics, and comfortable footwear to create outfits that are as practical as they are stylish.

Spring leggings outfit idea

How to style leggings for Summer

Styling leggings for summer is about combining comfort with the season's playful and relaxed vibe. Here are some ways to wear leggings stylishly during the warmer months.

With a breezy tank top: Pair your leggings with a loose, airy tank top for a comfortable and casual look. Choose light fabrics and colors to reflect the summer mood. Finish the outfit with sandals or canvas sneakers.

Sporty chic with a crop top: For a more athletic and trendy look, team your leggings with a crop top. This look is perfect for a day out or for a casual workout. Add a pair of sporty sneakers and a baseball cap for a complete athleisure vibe.

Layered with a kimono: Add a touch of elegance by layering a lightweight, flowy kimono over your leggings. This not only adds a stylish layer to your outfit but also provides some coverage from the sun. Pair with a simple tank or tee underneath and complete the look with strappy sandals.

With a denim vest: Combine your leggings with a denim vest for an edgy, summer look. This works well over a simple tee or a graphic t-shirt. Add casual shoes like slip-on sneakers or espadrilles to keep the look relaxed.

Accessorize with hats and sunglasses: Don’t forget summer accessories! A stylish wide-brimmed hat and a pair of sunglasses can not only protect you from the sun but also add a chic touch to your summer leggings outfit.

Oversized tee for comfort: For the ultimate in casual comfort, pair your leggings with an oversized t-shirt. This is perfect for a relaxed day at home or running errands. Add a pair of slides or flip-flops to keep things easy and breezy.

The key to wearing leggings in summer is choosing lightweight, breathable fabrics and pairing them with season-appropriate tops and accessories. This will keep you comfortable and stylish even on the hottest days.

Summer leggings outfit idea