It's one thing to gaze longingly at your favorite It bag through the glass windows of Chicago's priciest stores. But in our real lives, we prefer to do our shopping in the real world, among stylish Chicago gals who tote some seriously amazing carryalls. Isn't it more fun to stalk a new accessory on the arm of someone sartorially tuned-in? We certainly think so, and with that in mind we hit the streets to seek out some completely covetable bags. Click through for 20 shots of spring-perfect purses to inspire your next trip to your favorite boutique, vintage store, or thrift shop. Have you found something amazing lately? Spill it, girl!