Chicago weather keeps you on your toes this time of year. One day it’s 80 degrees and rainy, the next it’s 50 and sunny. Layers are the key to staying on top of it all. The key to looking fresh while layering is structure, balance, and color! Ladies go for styled up drama and detail, while dudes go for simplistic graphic patterns. Nick showcases a touch of 60s pop with by pairing a striped sweater with his two tone jacket and shoes. The canary yellow slacks help ease the transition from summer to fall. Nami has all her bases covered in a sheer blouse, bright cords, a printed scarf, and textured loafers.

When jackets are absolutely necessary, Chicagoans rejoice because it’s time to make a statement! Nami’s printed southwestern jacket gets an update this year with a faux fur collar for drama. Her kick pleat skirt and layered necklace showcase Wicker Park’s special brand of cool . Our dudes have the Pennystock/TopMan look down cold. They love a plaid collar, utilitarian coat, and dark jeans skinny enough to show off their unique chukkas.

Styled by Maya Shaffer, Models: Nick Leveille and Nami Kim