Let's Talk About Leggings—Here's What to Wear With Them for Fall 2021

Leggings are staples in many wardrobes given their versatile and comfortable nature. While some specific pairs are great for various workouts, the stretchy pants also work for those day-to-day looks when you’re out and about. Today, I thought I’d talk about the latter and showcase some of the chicest pieces to wear with leggings for fall.
In reality, you could pair a smattering of items with leggings, but there are a few key pieces that I think will elevate your legging looks even more. I scrolled through Instagram to uncover the forward items some of my favorite fashion follows are styling with their leggings right now. There’s everything from a bold outerwear choice to a specific knitwear silhouette that’s quite polished.
All of that shopping and styling inspiration is coming at you below.
1. Oversize White Button-Down Shirt
A white button-down shirt is timeless, and one in an oversize cut is particularly modern with leggings.
2. Quilted Coat
This specific puffer is incredibly chic with black leggings. The proportions are just great. That said, any forward quilted jacket works well this season.
3. Relaxed Blazer
You just can’t deny the elegance of a modern blazer in a more relaxed silhouette. That ideal pick brings instant polish to an ensemble.
4. Loose Knit
Keep it extra cozy (and chic) by teaming your favorite leggings with a loose sweater for an of-the-moment vibe.
5. Trench Coat
Another strong outwear pick is the trench coat, particularly those reworked iterations with a trend-forward feel. Go for your leggings, a simple top, and a trench on top for a lovely fall ’fit.
6. Graphic Sweatshirt
Have a little fun with a graphic sweatshirt like this style from Anine Bing. So cute and playful.
Next, Mango Is Having an Epic Surprise Fall Sale—These Are the 39 Items Not to Miss

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent 10 years atBest Knockoff Luxury Clothing , currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retailers likeReplica Store, Shopbop, and Net-a-Porter and is at the forefront ofBest Knockoff Luxury Clothing 's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises.
-
5 Street Style Trends from Milan Fashion Week That Will Be Everywhere This Fall
The go-to It items.
-
Giorgio Armani's 50th—and Final—Collection Paid Homage to the Late Designer's Legacy
Eighties supermodels, core house codes, and plenty of Armani gray were the capstone to a half-century of the iconic Italian house.
-
5 Street Style Trends from Milan Fashion Week That Will Be Everywhere This Fall
The go-to It items.
-
If You’re Going to Wear Leggings in Fall 2025, Wear Them in This Shade With White Sneakers
As spotted on Jennifer Lopez in NYC.
-
Black Leggings Are Fine, But It Girls Know These 6 Trendier Versions Feel So Now
They're so much cooler.
-
Yes, Fashion People Are Still Wearing Leggings, But Only This Specific Style (and Not With Sneakers)
The comfy-chic pairing we spot on every L.A. and New York It girl.
-
Leggings Season Is Here—These Are the 7 Trends Everyone Everywhere Will Be Wearing
A fresh take.
-
Cooler Than Leggings—Everyone With Good Taste Is Wearing This Casual Outfit Combo This Fall
Count us in.
-
This Dated Denim Pairing Is Suddenly the Chicest Way to Wear Jeans for Fall 2025
Easy and stylish.
-
Ignore the Haters—I Still Love These Versatile and Comfy Pants and Bet You Do Too
See how fashion people from NYC to Paris to London wear them for fall.