Celebs Always Make Sweats Look Chic—I'll Explain With These 5 Outfits

Workout wardrobes aside, sweatpants are an integral part of many of our off-duty looks at this point. Can I get a yes? Great. Because let’s be real—when you want to be comfortable while running errands or hanging with your crew, rigid jeans or skinny trousers are just not going to cut it. While one of the standard, no-fail ways to style cozy pants would be with similar low-key items like zip-ups and athletic trainers, it’s actually quite easy to dress up sweats if you want to keep comfy and chic while you’re out and about.

And for that elevated inspiration, we often turn to the coolest celebrities for sartorial guidance. With that in mind, keep scrolling to check out five fashionable sweats and jogger outfits, courtesy of A-listers like Hailey Bieber and Jasmine Tookes (plus, shop each of the looks). Go on—you may just find the new comfortable uniform you’ll want to live in all season long.

how-to-wear-sweatpants-fashionably-283484-1572636848735-image

(Image credit: Skyler2018/Backgrind)

While stuffing sweatpants into mid-calf booties may seem like an unconventional style choice, it’s actually quite forward teamed with a crew-neck and on-trend oversized blazer.

On Hailey Bieber: Aritzia The Oversized Crew ($80); Balenciaga blazer; Fenty boots

how-to-wear-sweatpants-fashionably-283484-1572636846281-image

(Image credit: Backgrind)

Tossing on a trench coat will instantly elevate any ensemble—including this fit featuring grey sweats, a turtleneck, and sneakers.

On Emily Ratajkowski: Asics sneakers

how-to-wear-sweatpants-fashionably-283484-1572636842876-image

(Image credit: Hollywood To You/Star Max/Getty Images)

Keep it comfortable yet chic by wearing your favorite black joggers with a printed hoodie, a blazer for sophistication, and hiking-inspired booties to bring that cool factor.

On Tracee Ellis Ross: Gucci sweatshirt, bag, and shoes; Free City Sweatpants ($185)

how-to-wear-sweatpants-fashionably-283484-1572636838154-image

(Image credit: Marc Piasecki/Getty Images)

A monochromatic vibe is inherently forward (yes, even when said look is comprised of all loungewear). While this specific fit clearly works flawless for travel, it’s also ideal for a brunch or a weekend-hang situation.

On Jasmine Tookes: Away The Bigger Carry-On ($245); Chanel flats

how-to-wear-sweatpants-fashionably-283484-1572636851190-image

(Image credit: North Woods/SplashNews.com)

Lean into those cozy athleisure vibes by wearing printed sweatpants with a contrasting sweatshirt. While sneakers could work here, chunky boots feel even more current.

On Gigi Hadid: Mandkhai sweatshirt; Burberry Monogram Track Pants ($760); Dr. Martens Boots ($150)

Next, check out the comfortable $50 shoes that will upgrade your wardrobe.

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.