Chicago City Guide
Get all the insider tips, top attractions, secret spots and best to-dos in our concierge-curated Chicago City Guides.
Set on the shores of Lake Michigan in the American Midwest, the Windy City is known for its culture and architecture—especially dazzling skyscrapers—but also its distinctive neighborhoods (upwards of 200!), low-key, unpretentious attitude and warm hospitality. Dine with top chefs, stroll by contemporary public art and spend a day—or days—visiting its world-leading museums. Sample the famous deep-dish pizza, of course, but also nosh on everything multicultural: from Polish perogies and Vietnamese to Mexican and Italian. Chicagoans adore their sports teams and know how to stage a rocking music festival. Learn about the city’s industrial-gangster-bootlegging past, tour the urban canals by boat, play and relax on some 26 beaches and in nearly 600 lush parks. Welcome to our great city!
Chicago has venerable cultural institutions, and it’s got them in spades—some of the world’s best, in fact, including the Field Museum, Shedd Aquarium, Museum of Contemporary Art and The Art Institute of Chicago. A day of culture, history, science and art—or two or three—is a must.
Take your choice of 600 city parks—from neighborhood nooks to swaths of lakeside green grass. Cycle, stroll, play sports and take advantage of myriad cultural events.
Hit brand names on the Magnificent Mile and Oak Street haute couture, shop historic department stores, bargain hunt at outlets, or pick up the latest name brands at a mega-mall.
Theater is as classically Chicago as deep-dish pizza and Al Capone. Take in an award-winning drama, cabaret, musical or comedy, or go to the ballet or opera. You’ll be treated to some of the country’s best performances.