How to Wear Oversized Sweaters This Fall and Winter

Never fall for the myth that just because something’s comfortable, it can’t be dressy. Fashion Week street style would like to beg to differ, showing us countless stylish ways to wear oversized sweaters: with leather trousers, with leopard prints, with tulle…. We’re always looking for an excuse to live in fall’s coziest staple—and the perfect outfits let you do just that.

  Oversized polka-dot brushed jacquard-knit sweater

When it comes to oversized sweaters, there’s a lot of opportunity to play with opposites—like styling a cozy plaid knit with an elegant tulle midi skirt, black pumps, and a leather bucket hat. When paired together, they all just work. An easy rule to follow when building an outfit around an oversized silhouette: Look for companion pieces that are more fitted, to frame your body. A pencil skirt and knee-high boots work great in this case.

Belt your oversized sweater at the natural waist to add some shape to your look. It’ll also help make a pair of wide-leg trousers feel more casual.

 Aran oversized distressed cable-knit cotton sweater

A slouchy knit adds a laid-back feel to louder pieces, like a leopard maxi skirt…

You can’t really go wrong with a pair of overalls. For weekend errands, wear yours with your favorite oversized turtleneck and chunky sneakers.

Stick to a single color scheme. Whether you go minimal in black or bold in red, it’s a simple way to look put-together.

This bright-green sweater encompasses two main themes from Christopher John Rogers' Resort '22 collection - vibrant colors and voluminous silhouettes. Designed with a chunky turtleneck, it's knitted from a wool-blend and ribbed for a tactile, cozy finish. Style yours with the brand's tonal skirt.

 Diwa convertible oversized two-tone merino wool sweater

R13's sweater is knitted from Japanese cashmere and dip-dyed to create a cool ombré effect. It's cut for an oversized fit and has a brushed, fuzzy finish. 
Wear yours half-tucked into jeans.

Where to find: