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.
-
If Looking Cool and Trendy Is Your Goal, Copy Hailey Bieber's White-T-Shirt Outfit
Always expect the unexpected with her.
-
What's Just as Comfortable as Leggings But More 2025? This Cool Pant Trend
Chic and comfy.
-
Here You Go: 5 Trend-Forward Fall Outfit Ideas I Think Are Wildly Chic
These looks get a yes.
-
Blue Jeans Are Fine, But for Fall, Chic People Know This Controversial Denim Trend Looks Richer
Hot take incoming…
-
It's Here: The It-Girl Sweater Trend of Fall 2025
Kaia Gerber has solidified it.
-
I Swear That Dressing Like Hailey Bieber at Pilates Makes My Form Infinitely Better
Five looks I can't stop re-creating.
-
I'm a Fashion Editor on a Budget—27 Incredibly Chic Fall Finds That Will Get You More Bang for Your Buck
Stellar under-$150 finds right this way.
-
If You're Going to Wear Flat Sandals in September, This Is the Exact Outfit to Copy
Hailey Bieber-approved.