Experience the best of Chicago on this small-group city tour. Explore famous sights, enjoy stunning views, and learn about the city’s history from an expert guide.
Experience the best of Chicago on this small-group city tour. Explore famous sights, enjoy stunning views, and learn about the city’s history from an expert guide.
- The Magnificent Mile - Chicago’s premier shopping avenue
- Navy Pier - A favorite destination for tourists
- Millennium Park - A highly popular spot featuring The Bean, Pritzker Pavilion, Crown Fountain, and more. We pass by it during the tour and can drop you off there at the end if you prefer.
- Chicago River - View landmarks like the…
- The Magnificent Mile - Chicago’s premier shopping avenue
- Navy Pier - A favorite destination for tourists
- Millennium Park - A highly popular spot featuring The Bean, Pritzker Pavilion, Crown Fountain, and more. We pass by it during the tour and can drop you off there at the end if you prefer.
- Chicago River - View landmarks like the Wrigley Building, Tribune Tower, Marina City, and more at this stop!
- Buckingham Fountain - Renowned as one of the most beautiful fountains globally. Featured in the opening credits of Married W/Children! We stop here when it’s operational, from May to October.
- Museum Campus - Offers the BEST skyline view and is a very popular stop!
- Lincoln Park - A 1,600-acre park that includes the Lincoln Park Zoo, beautiful gardens, fountains, sculptures, and more.
- Gold Coast - Known for its vibrant nightlife and upscale residential areas. Features cool restaurants, The Original Playboy Mansion, brownstones, and more!
- The Rookery Building - One of the world’s earliest skyscrapers. The lobby was designed by Frank Lloyd Wright. It also served as Elliott Ness’ office in The Untouchables and was Duncan’s Toy Chest in Home Alone 2!
- Chicago Skyline - Offers one of the most stunning skylines in the world, viewed from the BEST vantage point in the city.
- The Art Institute of Chicago - Houses the second-largest collection of French impressionist paintings in the world, including American Gothic, The Picture of Dorian Gray, Nighthawks, and much more!
- Shoreline Sightseeing - Rated the most popular tour in the USA by Tripadvisor. If you choose this option, you’ll enjoy a 75-minute cruise on the beautiful Chicago River. Tours can be taken consecutively or separately, based on your preference.

- Local guide
- Three photo stops
- Transport by 13-passenger, air-conditioned minibus
- Chicago River Architecture Boat Tour (if option selected)
- Local guide
- Three photo stops
- Transport by 13-passenger, air-conditioned minibus
- Chicago River Architecture Boat Tour (if option selected)
Experience the iconic sights and breathtaking views of Chicago on this acclaimed small-group city sightseeing tour. Journey through Chicago with a knowledgeable guide in a comfortable minibus, and marvel at the world-famous architecture, including the world’s first skyscrapers. Visit Museum Campus for the best skyline view in town, Millennium Park (home…
Experience the iconic sights and breathtaking views of Chicago on this acclaimed small-group city sightseeing tour. Journey through Chicago with a knowledgeable guide in a comfortable minibus, and marvel at the world-famous architecture, including the world’s first skyscrapers. Visit Museum Campus for the best skyline view in town, Millennium Park (home of “The Bean”), Buckingham Fountain, The Magnificent Mile, Lincoln Park, the Chicago River, The Gold Coast, Lake Shore Drive, and more!
Enhance your experience by upgrading to include Chicago’s most popular Architecture River Cruise! Our partner, Shoreline Sightseeing, has been the top-booked tour on TripAdvisor for the past five years, and for good reason! Plus, there’s a bar on the boat.
The combo option concludes at Shoreline Sightseeing’s Navy Pier location, leaving you within walking distance of many other city attractions after the boat tour!
- Operates in all weather conditions, please dress appropriately
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.