Leggings Are the Fall Staple You Need—Here’s How to Wear Them

Ever find yourself standing in front of your closet, wondering how to make those trusty leggings work for cooler weather? You’re not alone! Leggings aren’t just for the gym or lazy days at home—they’re a fashion staple that can be dressed up or down, making them perfect for fall’s unpredictable weather. Curious about fresh ways to style this versatile piece this season?

In this guide, we're rolling out five chic and cozy ways to wear leggings this fall. From pairing them with plush oversized sweaters and sleek knee-high boots to styling them up with trendy puffer vests for that extra warmth, we’ve got ideas that will boost your fall fashion game. Ready to transform your leggings from basic to show-stopping with a few simple tips? Let’s get styled up for the season!

Leggings with an Oversized Sweater and Ankle Boots

​Combine your favorite pair of high-waisted leggings with an oversized sweater and black ankle booties for a cozy, fall outfit that’s both comfortable and stylish. This classic combination is a wardrobe staple that works for any body type, offering a balanced look that’s perfect for those cooler months.

Why It Works: This combination is a great way to stay warm during the fall season while maintaining a chic look. The high-waist leggings provide comfort and support, while the oversized sweater adds a relaxed yet polished touch. Pairing it with ankle boots elevates the overall look, making it perfect for both casual outings and more dressed-up occasions.

Styling Tip: Add a pop of color with a bold accessory like a pair of sunglasses or a trendy puffer vest. For those who want a little extra warmth and style, consider layering with a lightweight cardigan or even a turtleneck sweater underneath the oversized sweater. This outfit is a great option for creating a cozy, chic ensemble that’s ready for any fall day.

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Leggings

Oversized Sweater

Ankle Boots

Leggings with a Long Cardigan and Knee-High Boots

 Layer your high-waisted leggings with a long cardigan and knee-high boots for a classic fall outfit that’s perfect for a day out. This combination is a wardrobe staple that effortlessly combines comfort and style, making it a go-to look for the fall season.

Why It Works: The long cardigan is a great layering piece, offering extra warmth and coverage while adding a touch of elegance to your overall look. Paired with knee-high boots, this outfit creates a balanced silhouette that works well for different body types, making it a versatile choice for various fall occasions.

Styling Tip: Opt for high-waisted leggings to create a smooth, seamless look under the long cardigan. For a pop of color, consider adding a bold scarf or a statement coat. This not only elevates the outfit but also adds a touch of personal style, making it a standout choice in your fall wardrobe. Don’t forget to complete the look with a pair of stylish sunglasses or a chic handbag for a polished finish.

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Leggings

Cardigan

Knee High Boots

Basic Tee

Faux Leather Leggings with a Turtleneck Sweater and Chunky Loafers

 For a trendy look, style your faux leather leggings with a cozy turtleneck sweater and chunky loafers. This combination creates a chic and edgy fall outfit that balances comfort and style, perfect for various fall occasions.

Why It Works: The faux leather leggings add texture and make a bold fashion statement, while the turtleneck sweater provides both warmth and sophistication. This outfit is a great option for those cooler fall days when you want to look put together without sacrificing comfort.

Styling Tip: Accessorize with a pair of stylish sunglasses and a leather jacket to channel a bold, Hailey Bieber-inspired look. For an added touch of warmth and style, consider slipping on a pair of chunky socks. This outfit is a perfect example of how different styles can be effortlessly combined to create a unique and fashionable look. Bonus points if you layer with a statement coat or a puffer vest to elevate your fall wardrobe.

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Faux Leather Leggings

Turtle Neck Sweater

Loafers

Leggings with a White Tee, Puffer Vest, and Slip-On Sneakers

 Create a casual look by pairing leggings with a classic white tee, a puffer vest, and slip-on sneakers. This combination is perfect for running errands or enjoying a casual day out during the fall season.

Why It Works: The puffer vest adds a layer of warmth without the bulk, making it a great option for fall days when the weather is unpredictable. It’s a stylish outfit that keeps you comfortable while still looking put together.

Styling Tip: Opt for plain black leggings for a clean, sleek look that’s easy to style. Add a baseball cap for a sporty touch, and you’re ready to go. This outfit is a great way to embrace the fall fashion trend of layering without sacrificing comfort.

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Leggings

White Tee

Puffer Vest

Sneakers

Dressy Leggings with a Statement Coat and Ankle Boots

​For a more elevated fall outfit, wear dressy leggings with a statement coat and ankle boots. This look is perfect for date night or any occasion where you want to dress up while staying warm.

Why It Works: The statement coat adds drama and sophistication to the outfit, while the dressy leggings offer comfort and style. This pairing is a great way to blend functionality with fashion, ensuring you’re both warm and stylish.

Styling Tip: Pair with ankle straps or kitten-heeled mules for a touch of elegance. A sleek pair of leather gloves can also add to the polished, office-appropriate look. This outfit is perfect for making a fashion statement while keeping your fall wardrobe versatile and chic.

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Basic Tee

Leggings

Trench Coat

Ankle Boots

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The Puffer Jacket Outfits You'll See Everywhere This Season