Best of Chicago: Premium Small Group City Tour｜United States

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Discover Chicago’s signature sights on a 2.5-hour premium small group city tour with a professional English-speaking guide and convenient pickup at designated locations. Explore riverfront architecture, downtown landmarks, and celebrated public spaces, with photo opportunities along the route.

From the Magnificent Mile to Museum Campus, experience the buildings and places that shape Chicago’s identity. Admire historic towers and modern skyscrapers, see your reflection in Cloud Gate (The Bean), and visit Buckingham Fountain during its operating season. Finish with sweeping skyline views across Lake Michigan and exterior views of three landmark cultural institutions.

Itinerary

The Magnificent Mile (20 min)
Explore Michigan Avenue and the Chicago River corridor. See Tribune Tower and the Wrigley Building, and cross DuSable Bridge for classic riverfront views.

Chicago River Landmarks (Pass By)
See Trump International Hotel & Tower Chicago, Marina City’s distinctive twin towers, Merchandise Mart, and the Art Deco Civic Opera House.

Willis Tower (5 min)
View the exterior of this defining Chicago skyscraper, once the tallest building in the world.

Old Post Office Building (Pass By)
Admire the grand Art Deco exterior of Chicago’s historic Old Post Office.

Chicago Board of Trade Building (5 min)
See this landmark Art Deco tower, a symbol of Chicago’s historic role in commodities trading.

Federal Reserve Bank of Chicago (Pass By)
Pass this prominent landmark in Chicago’s financial district.

Millennium Park (20 min)
Enjoy a stop featuring Cloud Gate (The Bean). Admire its mirror-like surface and capture photos of the reflected Chicago skyline.

Clarence F. Buckingham Fountain (10 min, seasonal)
Visit this celebrated Grant Park landmark when the fountain is operating, typically from May through October, subject to weather and the operating schedule.

Route 66 Begin Sign (10 min)
Capture a photo at the sign marking the start of historic Route 66 and celebrating Chicago’s place in American road trip history.

The Art Institute of Chicago (Pass By)
See the exterior of this renowned art museum along Michigan Avenue.

Museum Campus (10 min)
Enjoy sweeping Chicago skyline views across Lake Michigan, plus exterior views of the Field Museum, Adler Planetarium, and Shedd Aquarium.

The tour includes outdoor sightseeing and exterior or pass-by views. Admission tickets to museums, observation decks, and other attractions are not included. Buckingham Fountain typically operates from May to October each year. If the fountain is temporarily closed or not operating, the stop will be omitted from the itinerary. Please refer to the actual arrangements made by your tour guide.