Easy, effortless ways to style sweatpants for winter or year-round.
Are you looking to elevate your classic sweatpants look and learn how to style sweatpants? If 2020 taught us anything, it’s that sweatpants have become a staple piece of clothing in our wardrobes.
The cool, baggy leisure look has become the new norm, however, I’m always trying to figure out how to master the perfect styling. With these easy and creative techniques, you’ll be able to translate that typical casual look into effortless street-style!
1. Trendy Blazer
@modedamour @emilisindlev @filis_pina
As an alternative to a sweatshirt or baggy jacket, reach for a chic, trendy blazer. This new addition quickly enhances your look and adds more sophistication. Include a pair of edgy sunglasses for a head-to-toe effect.
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2. Monochrome
@chrissyford @filis_pina @itsmekellieb
There’s nothing I love more than a monochrome look, so if it’s also comfortable–I’m 100% in! A monochrome look can be achieved by ensuring the top and bottom are the same color. For a more elevated look, I would recommend an all-black, white, or neutral set. Bonus – most sweat sets come with coordinating bottoms and tops!
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3. Fitted Sweatpants
@modedamour @sincerelyjules
If you’re looking for a more polished look, the fit of your sweatpants can help with that! A fitted pair of sweatpants lends well with layering and a great base to build an outfit off of. Additionally, reach for a pair of jogger-style pants. This style of sweats works best when they’re fitted and show a little exposed ankle to elongate your legs.
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4. High-waisted baggy sweatpants
@theeverydayicon @modedamour
For a more playful leisure look, baggy sweatpants are the way to go. The best way to style baggy sweatpants is to wear them high-waisted. This way you can pair them with a cute crop top and jacket. I love to wear this style of sweatpant as a monochrome look! So pair the sweats back with a matching crop tee.
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5. Add Jewelry
@cassdimicco @figtny
To make your sweatpants look expensive and glam, try styling the look with jewelry. I would recommend layering a few chain necklaces along with earrings and bracelets. For the type of jewelry, I would reach for gold jewelry as it makes the outfit look more elevated. Also, there’s no need to splurge on jewelry for this look, you can easily find cheap pieces. Here are some options below:
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6. Long Wool Coat
@filis_pina @katarinavidd @modedamour
To elongate your sweatpant look, throw over a long wool coat. Styling the outfit with a tailored, sophisticated coat not only makes the outfit look expensive but also lends itself to a “model-off-duty” look. The ultimate street-style vibe!
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7. Crop Top or Casual Sports Bra
@zaraynaf @pchadz
A simple crop top or casual sports bra is an easy addition to style with sweatpants. This styling looks great with high-waisted, baggy sweatpants and a matching top. To add a little more style to the look, try rolling up the hem of the pants. This not only elongates your leg by exposing the ankle but also a fresh look.
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8. Mule Slides or Heels
@filis_pina @emilisindlev @filis_pina
This is a very fearless Carrie Bradshaw look, but I love it! Focus on minimalist footwear, so simple mules or heels in one color tone. You can keep it all one color from top to toe or mix it up in a balanced color palette–don’t forget to add jewelry! Either way, this technique is playful, so have fun with it!
9. Clean White Sneakers
@lefevrediary @figtny @livinglife.oh
If you want to stick with a stylish casual sweatpants look, then clean white sneaker is the way to go. White sneakers work with every color-way and pairs well with a cute crop top.
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10. Layer Up

Add stylish layers to the look, such as scarves, leather jacket, or cardigan. An easy form of styling sweatpants is layering a denim jacket under a beige trench coat. Moreover, dress the outfit up with layered jewelry and sunglasses. Make sure the pieces are carefully layered, so it looks more purposeful than messy.
11. High Boots
@lefevrediary @modedamour @viijrocha
Be the ultimate trendsetter and style your sweats with fresh knee-high, combat, of lug boots. This look works best with lightweight sweatpants or joggers. You don’t want sweatpants that are too big or heavy, or else the outfit would look messy.
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