Start your trip by exploring one of Chicago's most popular destinations, The Magnificent Mile. This 13-block stretch of North Michigan Avenue is home to over 450 stores, restaurants, and attractions, making it a shopper's paradise. Highlights include the historic Water Tower Place, the John Hancock Building, and the Chicago Riverwalk. Take a break from shopping and visit the Museum of Contemporary Art or the Chicago Cultural Center. Finish your day with a sunset cruise on Lake Michigan.
Chicago is known for its architecture, so start your day at the Art Institute of Chicago, one of the oldest and largest art museums in the country. Explore the museum's impressive collection, including works by Picasso, Monet, and Van Gogh. Afterward, take an architecture boat tour to see some of Chicago's iconic buildings, such as the Willis Tower, the Wrigley Building, and the Tribune Tower. End the day with a deep-dish pizza at Giordano's.
Spend your final day in Chicago exploring the city's parks. Start at Millennium Park, where you can see the famous "Bean" sculpture and enjoy free concerts and events. Next, head to Grant Park to see Buckingham Fountain and the Art Institute of Chicago. Finish your day at Lincoln Park, which offers a zoo, conservatory, and beautiful views of Lake Michigan. Grab a drink at the J. Parker rooftop bar to end your trip with a view.