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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.

3 products, viewing 1 - 3
  • BEST OF CHICAGO - Grand Tour

    BEST OF CHICAGO - Grand Tour

    A comprehensive tour of everything Chicago has to offer! North & South Tours combined

    Rate from BEST OF CHICAGO - Grand Tour
    4 Hours
    Free Cancellation
    Fully refundable when canceled up to 24 hours prior to departure.

    From

    52.95
  • HISTORIC CHICAGO - South Side Tour

    HISTORIC CHICAGO - South Side Tour

    2 hour tour of Chicago's Historic South Side

    Rate from HISTORIC CHICAGO - South Side Tour
    2 hours
    Free Cancellation
    Fully refundable when canceled up to 24 hours prior to departure.

    From

    34.95
  • SCENIC CHICAGO - North Side Tour

    SCENIC CHICAGO - North Side Tour

    2 hour tour of Chicago's Scenic North Side

    Rate from SCENIC CHICAGO - North Side Tour
    2 hours
    Free Cancellation
    Fully refundable when canceled up to 24 hours prior to departure.

    From

    34.95