Don’t let the Loop’s towering skyscrapers and business-like atmosphere keep you from shopping at this area’s big-name stores and hidden gems. Along with great architecture and some of Chicago’s most famous buildings, the Loop also has a famous shopping district, located primarily on State Street, where you’ll find stores like the historic Macy’s flagship (111 N. State St.), Nordstrom Rack (24 N. State St.) and Old Navy (35 N. State St.).

Once you veer away from the main Loop shopping district, you’ll uncover fashion-forward boutiques like Florodora (330 S. Dearborn) for unusual homewares, small gifts and vintage-inspired women’s clothing. Merz Apothecary (17 E. Monroe St.) is a destination location in the Loop for international bath and body products such as soaps, lotions, shave gels and balms that any other store is unlikely to match. If out-of-the-box street wear is your style, Jugrnaut (427 S. Dearborn St.) has a wide selection of hip hop-inspired snap-back hats and hoodies, along with vintage wear and accessories for men and women. Shop for travel-friendly luggage and other fashionable totes at That’s Our Bag and sister store That’s Her Bag (200 N. Michigan Ave.).