6 Expensive-Looking Outfits to Wear With Leggings

While simple leggings are essential in many activewear offerings, they also consistently make the rounds in some of the chicest street-style looks given their often affordable and cool nature. On that note, while many of the most popular leggings out there do ring in under $100, they can actually look incredibly expensive when styled with high-end–feeling ensembles.
To show you what we mean, we turned to celebrities for outfit inspiration, as many of the most fashion-forward A-listers—from Margot Robbie to Jennifer Lopez—often wear leggings to complete their A+ off-duty looks.
Keep scrolling to check out six expensive-looking outfit formulas to wear with leggings now. Plus, shop the key inspired pieces in each fit as well. Note that while many of the actual pieces the celebrities are wearing below probably are expensive, it's the overall vibes that feel elevated (and can be mastered at any budget).
There's no denying that an all-black ensemble will always feel chic. To really elevate your leggings, follow Hailey Bieber's suit and incorporate pointed booties, a sleek turtleneck, and a cool coat into the vibe.
A monochromatic cream ensemble like the one Jennifer Lopez is wearing here is chic and effortless.
A patterned duster coat like Margot Robbie's stunner here can take even the simplest legging outfit to the next level thanks to the inherently statement-making nature.
An animal-print piece—similar to Kaia Gerber's leopard coat here—adds a luxe touch to a casual legging fit.
Mixing in trendy pieces like Gigi Hadid's oversized shirt has the ability to make a simple legging look come across as especially forward.
Leather (whether real or faux) will bring a luxurious-feeling texture to any ensemble. This season, toss a leather jacket over your legging ensemble to amp up your look like Shanina Shaik.
Next, check out expensive-looking denim outfits to try now.

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent 10 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 retailers 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.
-
This Is the Heel Style Gigi Hadid Wore to Make a Casual Dress Trend Fancy Enough for an NYC Party
Instantly feel dressed up.
-
Looking Chic at the Airport in 2025 Means Wearing This Shoe Trend With Straight-Leg Jeans
Take notes from Margot Robbie.
-
I'm an NYC-Based Dad Who Is Always on the Move—This Is How I Redefined My Everyday Wear
Effortless, easy, and cool.
-
Hold the Baggy and Barrel-Leg Jeans: This Is the It Girl–Approved, Dated Denim Trend to Wear This Fall
Margot Robbie just wordlessly confirmed it.
-
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.
-
Everything Who What Wear Editors Saw, Wore, Did, and Ate During NYFW
Let's dive in, shall we?
-
Paris Hilton's World: Her Pink Motorola Razr, Favorite Y2K Looks, and What 11:11 Media Means to Her
A glimpse into the life of this savvy entrepreneur.
-
This Classic Shoe Is Every Parisian's Secret to Making Jeans Look Elevated in Fall
And you probably already own it.