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


(Image credit: @femmeblk)

A white button-down shirt is timeless, and one in an oversize cut is particularly modern with leggings.

2. Quilted Coat


(Image credit: @_jessicaskye)

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


(Image credit: @dwfashion)

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


(Image credit: @taniceelizabeth)

Keep it extra cozy (and chic) by teaming your favorite leggings with a loose sweater for an of-the-moment vibe.

5. Trench Coat


(Image credit: @honeybelleworld)

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


(Image credit: @frannfyne)

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
Market Director

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent over seven years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retialers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear'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. He has also worked across a variety of other media brands and fashion retailers like Refinery29, PureWow, Men's Health, and Gilt covering commerce, trend reporting, women's and men's fashion, home, and lifestyle.