10 stylish ways to dress up sweatpants

If there’s one thing we love about fall/winter fashion, it’s the chance to wear sweatpants – indoors and out. While lounging around in a tracksuit is a pastime we all enjoy, there’s an art to knowing how to pair sweatpants to make you feel chic. The best way to incorporate sweatpants, a cozy wardrobe staple, into your everyday street style is to add well-tailored basics to your sweatpants to make them stand out.

For example, wear an oversized pinstripe suit jacket with a pair of gray sweatpants and a sleek lace jumpsuit. Add high heels, chunky pendants and a mini handbag and you’re ready for a night out. On the other hand, you can go edgy during the day by opening the collar of your button-down shirt under your tracksuit and adding Mary Jane shoes, tortoiseshell sunglasses, and a pink messenger bag.

Of course, there are many more ways to dress up sweatpants, but we’ve rounded up our 10 favorite looks just in case. Check out our website for street style inspiration, then find a few of the most popular sweatpants on the market right now, and easily put together a variety of looks. From the grocer’s sweatpants in Dream sage to the perfect heather tapered ankle joggers for under $30 (and eight other shades), the options for sweatpants looks are endless.

How to match white sweatpants with sneakers

To create the perfect monochromatic white sweatpants look, pick a matching outfit and roll up the hem at the ankle to reveal your favorite white sneakers. Finish with a classic white trench coat.

How to Pair UGGs with sweatpants

Yes, you can be stylish in gray sweatpants and UGGs. While it’s a casual look, add a luxurious turtleneck, long camel coat, aviator glasses and leather mini bag and you’ll instantly feel taller and ready to hit the town.

How do I match sweatpants with a jacket

Comfy cropped coats are a must-have item this season, so break up the monochrome sweatpants combo with one of your favorite cropped coats. Finish with chunky sneakers, layered gold jewelry and a luxurious leather bag for a more stylish look.

How to Create a sweatpants look with a muscle T-shirt

A white T-shirt is a must-have item, but tucking a crisp, ’80s-inspired muscle T-shirt into the waistband of your sweatpants gives it a little more texture. Wear vintage sunglasses with translucent lenses, opt for sophisticated everyday jewelry, and finish with a crossbody bag for a relaxed, yet untying look.

How to pair sweatpants with a wool coat

Mixing colors and textures is the quickest way to create a funky winter look, and these oat colored knit jogging pants are the perfect way to do it. Add a fleece jacket and a woolen hat for a softer look. Finally, pair them with shiny patent leather combat boots to make your shoes stand out and add a tough element.

How to pair sweatpants with platform boots

This look may not be to everyone’s liking, but tapered jogging pants are a favorite of stylish girls because they are best for showing off your shoes. Wear platform boots and accessorize your shoes with a black leather bag to keep it cool.

How to pair sweatpants with a long coat

Nothing says “I know what’s trending” more than a sleek, long wool coat with a leather belt bag slung over the shoulder and a pair of flat sneakers. In this case, look for flared or straight-leg sweatpants in a neutral tone that still show off your shoes.

How to Pair an oversized blazer with sweatpants

A tailored suit jacket can brighten up a sweatpants outfit. Opt for pointy flats or kitten heels and a mesh onesie to add a subtle touch of sophistication – as does your favorite bag with obvious hardware.

How to Pair high heels with sweatpants

You might not think of pairing your sweatpants outfit with a pair of Mary Jane heels, but superimposing a button-down shirt with a simple neckline and a matching crossbody bag underneath your look will instantly make your sweatpants look edgy.

How to wear Adidas samba with sweatpants

Pair a square sheep-cut leather jacket and a sparkly sequin bag between sweatpants and sweatpants – both signs of a fashionista. Hoop earrings and tortoiseshell sunglasses are extra accessories to make your outfit thoughtful and street-chic.

Gray sweatpants

These gray sweatpants can be paired with everything from white sneakers to a pair of black heels. An adjustable belt, pockets, and tapered ankles are all the stylish details you could want.

White sweatpants

These stylish sweatpants cost just $30 and look great with a pair of flats and an oversized suit jacket. The sweatpants are also available in black, vanilla, sea green and light blue, so don’t hesitate to stock up.

Black sweatpants

These sweatpants are a classic and come with a high-waisted cut, which makes them perfect for pairing with wheat tops. You can choose black, red, dusty rose, blue-gray, brown, olive or heather, don’t miss it.

Casual sweatpants

Keeping up with the trend, these baggy sweatpants feature loose, ankle-length legs and an oversized cargo bag. Whether you wear it with a tailored T-shirt or something more sophisticated and sexy like a skirt and heels, you’ll be glad you’ve made a better investment than the basics.

Green sweatpants

These olive sweatpants are super lightweight with wide legs. It’s so comfortable that you never want to take it off. Pair it with a loose T-shirt and high-top sneakers for a cool street look.

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