Rose Velez, 30, has been cultivating a “northern-Caribbean-meets Carmen Sandiego” look of late. Credit: Isa Giallorenzo

Street View is a fashion series in which Isa Giallorenzo spotlights some of the coolest styles seen in Chicago.

“For me to buy a colored piece, it has to be specific and bold,” says educator and photographer Rose Velez, a New York City transplant who typically wears black. But due to her current infatuation with the Crescent City—”I’m all about New Orleans,” she says—Velez has been adding more vibrant colors to her wardrobe. “Whenever I’m in a style rut, I find myself researching a place,” the 30-year-old explains. “I’m inspired by historical architecture and various cultures.” That includes her Caribbean roots: “I enjoy exploring how to incorporate this island flavor I have in [a place like] Chicago.”

Velez says she’s learned from locals how to stay stylish under harsher temps: “They are amazing at still looking good in negative-degree weather. It’s inspired me to challenge the narrative of dressing out of pure survival and come up with ways to enhance my look during those dreary months—like throwing on a kelly-green coat or indigo-blue knit scarf.” In this case, “I needed a pick-me-up from the extended cold weather we’ve been having and thought a bold crimson red would do the trick.”