Chicago Tours

Sightseeing tours in Chicago by Gray Line include bus tours, historical tours and riverboat architectural tours where you can get a good overview of the city’s attractions so that you can plan a more detailed itinerary. You can experience the vacation of a lifetime exploring gangster hidey holes, glittering shopping destinations, historic sites and magnificent attractions like the Gold Coast. The first step is booking a Chicago tour.

It’s tough to choose what to see in Chicago because the city has it all--miles of beaches, historic buildings, famous restaurants, stunning architecture and world-class museums. Gray Line offers Chicago tours that help you plan the rest of your vacation. Our Company has a history almost as storied as Chicago--Gray Lines was founded in 1910 and has helped millions of travelers in hundreds of offices. Our Chicago tour experts are ready to help you plan the most memorable vacation of a lifetime.

12 products, viewing 11 - 12

SCENIC CHICAGO - North Side Tour & 360 CHICAGO Observation Deck

2 hour sightseeing tour of Chicago's Scenic North Side plus entry to 360 Chicago Observation Deck

From 52.95 Duration: 2 hours
Easy Cancellation

Land & River Architecture Tour featuring SCENIC CHICAGO - North Side Tour

2-hour tour of Chicago's Scenic North Side plus 90-minute Architectural River Tour aboard Chicago Line Cruises

From 76.95 Duration: 4 hours
Easy Cancellation