What to Wear With Leather Leggings: 20 Easy Outfit Ideas

I’ve been a longtime fan of leather leggings—specifically this pair from Spanx—but it took me a while to figure how to style them. They’re not quite as easy to wear as a pair of jeans.

Do you go with boots or flats? Sneakers or heels? Can you throw on a stiletto without looking like Sandy from Grease?

All very valid questions. If you’re wondering what to wear with leather leggings, not to worry.

This guide has plenty of inspo for you!

What we’ll cover:

what tops to wear with leather leggings
how to wear boots with leather leggings
what to wear with leather leggings for a night out

I also have suggestions on the best (and most flattering) leather leggings that I’ve tried, depending on the look you’re going on.

Read on for a list of easy-to-pull-off leather legging outfit ideas.

Our Favorite Leather Leggings:

20 Ways to Style Leather Leggings

1. Leather leggings with knee-high boots.

You already know how I feel about my Stuart Weitzman 5050 boots—and they look amazing with a pair of leather leggings. It makes for a super easy, put-together look.

2. Leather leggings and a classic black turtleneck.

Nothing looks more chic than leather leggings paired with a simple black turtleneck, in my opinion. (Especially if you happen to be spending a weekend in NYC.) Add a hat to dress up the look. I love this one from J.Crew.

3. Leather leggings with an oversize sweater.

The proportions of the looser-fitting sweater and tight pants are perfect, and it’s a flattering look for every body type. I love this cable-knit turtleneck sweater from Amazon.

leather leggings with an oversized sweater — Photo Credit: @nicoleeecutler

4. Leather leggings with a camel coat.

Wear your favorite faux leather leggings with a camel coat, trench coat, or blazer (I love this one that I found on Amazon!). A black turtleneck underneath makes the perfect base.

Add smoking slippers to keep it comfy.

5. Leather leggings with faux fur boots.

I wouldn’t have thought the combo of lace-up faux fur boots with moto leggings looked good together, but I tried it last winter on a girls trip to Park City, and I actually think it looks pretty cute!

Here’s a list of my favorite winter boots if you happen to be in the market.

6. Leather leggings with a plaid coat.

There’s something really sophisticated about a plaid blazer coat don’t you think? I like how it dresses up the casual look of a leather legging.

One of my favorite tricks: add a belt to your coat if you feel like it needs a bit of shape.

leather leggings with a plaid coat — Photo Credit: @shannonroseblog

7. Leather leggings with faux fur.

This gorgeous gray cropped faux fur one in the photo below is perfect. Add a heeled boot and a beanie for the ultimate chic-snow-bunny moment.

8. Leather leggings with white sneakers.

For a more casual look, pair leather leggings with your favorite pair of white sneakers and a cashmere sweater. Perfect for running errands or grabbing a bite!

leather leggings with sneakers — Photo Credit: @fashion_jackson

9. Leather leggings with a graphic tee.

Graphic tees look good with just about everything. I love throwing a classic jean jacket over mine and calling it a day.

10. Leather leggings with denim.

Pair leather leggings with a denim shirt or oversized jean jacket for a simple, classic look.

11. Leather leggings with camo.

Camo and leather are the ultimate Cool Girl combination.

leather leggings with a camo jacket — Photo Credit: @mykindofsweet

12. Leather leggings with animal print.

Take a walk on the wild side with a pop of animal print. Stick to one patterned piece to avoid overwhelming the eye.

leather leggings with a cheetah cardigan — Photo Credit: @laurmcbrideblog

13. Leather leggings with a white tee.

Fact: you simply cannot go wrong with a plain white tee. Ever.

14. Leather leggings with an oversized hoodie.

Take a page from Kendall Jenner’s book and pair your leather leggings with an oversized hoodie for the ultimate off-duty model look.

15. Leather leggings with a blazer.

I’d say this is the perfect way to get away with leggings at the office, but LOL remember when we went into offices?

16. Leather leggings with a baseball hat.

It makes for an unexpected, more relaxed outfit, perfect for the airport.

17. Leather leggings with layers.

Because leather leggings are, ahem, leggings, take the opportunity to play around with proportions—layer a shorter sweater under a longer white tee for extra warmth and a hint of contrast.