Leggings Outfits: Inspiration for Fall and Winter

How to Style Leggings

***UPDATED 02.11.2020***

Adding 20 additional leggings outfits!

***UPDATED 10.29.2019***

I originally published this post on February 8th of this year, but after sharing a leggings styling session over on Instagram stories last week, I thought it would be fun to come back and update the original post with some new styling ideas for your favorite leggings!

I wear leggings a lot so I thought I’d share some leggings outfit inspiration and today I’m sharing 17 32 52 different leggings outfits! You’ll see as you scroll through this post that a ton of these pieces can be mixed and matched to create endless outfit combinations.

In the majority of these images I am wearing the Spanx Faux Leather Leggings, but I also love the Aerie Play leggings. I personally think the Spanx Faux Leather Leggings are worth every penny, because they are so versatile and last season after season, year after year. But you can easily replicate these looks with whichever leggings you prefer to wear. If the items I’m wearing are still in stock, I’ve linked them below. Also, this may be a good post to bookmark or add to your Pinterest because I’ll continue to add to this post in the future.

Some of my favorite pieces to wear with leggings include these tunic tops from Amazon, a tunic blouse or an oversized sweater or sweatshirt, all of which offer plenty of length.

Here we go…32 leggings outfits!


left: Leggings || Leopard Sweater || Over the Knee Boots center: Leggings || Sweatshirt || Sneakers

right: Leggings || Tunic Sweater || Over the Knee Boots || Bag Strap


Camo Leggings || Tunic Tee || Sneakers


Sweater || Bralette || Leggings || Wedge Sneakers


Leggings || Similar Red Puffer || Sweatshirt || beanie || Sneakers || Shoe Laces || Sunglasses


Similar Sweater || Leggings || Similar Pumps


Leggings || Hoodie || Sneakers || Shoe Laces


Similar Poncho Sweater || Leggings || Boots


Leopard Sweatshirt || Leggings || Sneakers || Shoe Laces


Sweatshirt || Leggings || Beanie || Sneakers || Shoe Laces


Leggings || Jacket || Tunic Sweatshirt || Sneakers || Shoe Laces


Buffalo Plaid Pullover || Leggings ||  White Tunic Tee || Boots


Hoodie || Leggings


Leggings || Sweater || Sneakers, Similar Sneakers


Fleece Sweatshirt || Leggings || Sneakers || Shoe Laces


Leopard Leggings || Tunic Tee ||


Leggings || Plaid Shirt || Similar Puffer Vest || Boots


SweatshirtSneakers || Shoe Laces


Sweatshirt || Leggings || Sneakers || Shoe Laces

Ways to Style Leggings, utility-vest-leggings-outfit-tunic-blouse-vince-camuto-over-the-knee-boots-easy-and-cute-outfit

Similar Utility Vest || Tunic Blouse || Leggings || Boots, also seen HERE || Tote || Sunglasses


Cardigan || Leggings | Tee || Booties || Necklace


Plaid Shirt || Similar Tunic Tee || Leggings || Over the Knee Boots

Ways to Style Leggings, moto-leggings-amazon-tunic-tee-amazon-fashion-finds-athleisure-outfit-leggings-outfit

Tunic || Updated Leggings || Similar Jacket || Sneakers|| Tote || Sunglasses


Similar Puffer Vest || Tunic || Scarf || Leggings || Bag || Bag Strap || Boots


Leopard Sweatshirt, also love this one || Leggings || Sneakers

Ways to Style Leggings, long-cardigan-spanx-faux-leather-leggings-leggings-outfit-all-black-outfit-slimming-outfit

Leggings || Tee || Similar Cardigan || Similar Mules HERE || Bag || Sunglasses


Leopard Sweater || Leggings || Boots


Similar Poncho Sweater || Bag || Leggings || Booties || Necklace


Sherpa Pullover || Leggings || Similar Sneakers


Similar Jacket HERE, also seen HERE || Leggings || Sneakers || Sunglasses


Similar Poncho Sweater || Similar Leopard Leggings || Mules

Functional and Stylish layering pieces, Cuddl Duds at Kohls, warm and stylish layering pieces for every occassion, how to style leggings for comfort, athleisure

Similar Knit Vest || Tunic || Leggings || Booties || Hat


Cardigan|| Leggings || Top || Bralette || Snakeskin Booties

Ways to Style Leggings, spanx camo faux leather leggings, casual outfit, leggings outfit-amazon tunic, lavender Adidas sneakers

Tunic || Leggings || Jean Jacket || Similar Sneakers || Sunglasses

leggings-with-tunic-sweater-sneakers-Golden-Goose dupes-fall-scarf

Sweater || Scarf || Leggings || Sneakers || Booties

Ways to Style Leggings, chambray-tunic-top-spanx-faux-leather-leggings-leggings-outfit-over-the-knee-boots

Leggings || Similar Tunic || Similar Over the Knee Boots


Similar Knit Vest || Similar Plaid Tunic || Leggings || Booties || Hat

Ways to Style Leggings, oversized-sweater-leggings-outfit-over-the-knee-boots-spanx-faux-leather-chunky-sweater

Similar Sweater HERE || Leggings || Boots || Tote || Similar Hat HERE


Similar Cardigan  || Graphic Tee || Leggings || Sneakers

Ways to Style Leggings, style-a-shirt-dress-for-winter-3

Leggings || Similar Dress HERE || Similar Puffer Vest || Boots

camo-faux-leather-leggings-the-best-leggings-louis vuitton-dupe

Tunic || Leggings || Bag || Sneakers

Ways to Style Leggings, how to style leggings

Similar Sweater HERE || Leggings || Similar Booties

Ways to Style Leggings, Spanx faux leather leggings, loft poncho sweater, over the knee boots

Leggings || Similar Poncho Sweater || Boots || Tote

Ways to Style Leggings, black-tunic-sweatshirt-camo-spanx-faux-leather-leggings-pink-adidas-sneakers-monochromatic-outfit

Similar Sweatshirt || Leggings || Sunglasses || Similar Beanie HERE || Similar Scarf HERE || Similar Sneakers HERE

Ways to Style Leggings, tunic-sweater-sorel-wedge-booties-spanx-faux-leather-leggings-leggings-outfit

Sweater || Leggings || Updated Boots || Similar Hat HERE || Backpack

Ways to Style Leggings, cropped-sweater-styling-a-cropped-sweater-tunic-blouse-spanx-faux-leather-leggings-over-the-knee-boots-how-to-layer

Similar Sweater HERE || Tunic Blouse || Leggings || Boots

Ways to Style Leggings, tunic-sweater-faux-leather-leggings-goodnight-macaroon-over-the-knee-boots

Sweater || Leggings || Boots

Ways to Style Leggings, adidas-sweatshirt-spanx-faux-leather-leggings-leggings-outfit-glitter-sneakers

Hoodie || Leggings || Tote || Similar Sneakers HERE


Coat || Leggings || Similar Beanie HERE || Boots

camo spanx faux leather leggings, amazon fashion, tunic tee

Tunic || Similar Puffer Vest || Leggings || Tote || Sunglasses || Similar Beanie HERE  || Similar Sneakers HERE

What are your favorite ways to style leggings? Share your favorite leggings outfits in the comments!

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