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

One of the elements of style is attitude, and that counts a lot. Nothing’s cooler than someone dressed to the nines and totally comfortable in their own… clothes. That’s how I feel about Ryan, who carried his derby style with absolute panache. Love the fresh red rose on his lapel, complemented by the always-in Wayfarers and impeccable panama hat. Nothing too trendy or gimmicky—he just did classic, added some charm, and totally rocked it.

See more Chicago street style in the Chicago Looks blog.