17 Effortlessly Cool Streetwear Outfit Ideas to Inspire Your Next Look

Streetwear first came onto the scene in the ’90s, with the sidewalks of Manhattan being its runway. Inspired from New York hip hop fashion and a laid-back Californian lifestyle, streetwear fuses sportswear elements with elevated everyday essentials; think varsity jackets paired with a classic white T-shirt or track pants styled with a cropped leather jacket. And, thanks to luxury fashion brands like Gucci, Off-White, and Balenciaga, streetwear has also influenced fashion houses to embrace the trend. 

Over the last year, we’ve certainly adopted a new ease into our wardrobes, proving that streetwear can in fact be workwear and vice versa. We transformed the mundane look of sweatshirts and sweatpants into effortlessly cool ensembles by styling with a quilted Chanel bag and white sneakers. We incorporated sporty pieces like ball caps, tennis skirts, and windbreakers into our looks—and we’re not stopping anytime soon. One tidbit of advice: Don’t be afraid to style high-end luxury brands like Hermes and Miu Miu with sport performance brands like New Balance and Nike; the juxtaposition between the two is what makes streetwear so unique. See for yourself below, in our list of 17 streetwear outfits to copy again and again.