Grand Tours

Grayline Chicago Sightseeing Tours

Plan Your Visit Around the Top Things to do in Chicago

Book sightseeing tours in Chicago through a brand you can trust. No hidden fees, exceptional service, and local guides who know Chicago. See all the top attractions and visit the must-see things to do in Chicago - from Grant Park to Navy Pier, the Museum Campus, and everything in between.

There are few cities in the world that can offer Chicago’s influence on the arts, architecture, culinary trends and music. Chicago sightseeing tours are an excellent way to soak-up Chicago's rich history and top attractions. Within just a few blocks, you can see the entrance to the John Hancock Tower, the high-end shops of Michigan Avenue along the Magnificent Mile and the Chicago Water Tower; you can grab a bite at the original home of Chicago deep dish pizza, or take a stroll down Navy Pier.  You can also enjoy one of the many parks and museums in Chicago including Millennium Park, Grant Park, Buckingham Fountain, the Art Institute of Chicago, the Museum of Contemporary Art and the Chicago Loop.

In addition to seeing Chicago's top attractions, sightseeing tours give you the opportunity to explore local neighborhoods including Wrigleyville - home of the Chicago Cubs' stadium. Here you can find classic Chicago-style hot dogs and sausages, sports bars, restaurants, and much more!   Plus, you can visit some of Chicago's trendiest neighborhoods including Bucktown and Wicker Park. To the east is Lincoln Park and Old Town, two of the most exclusive neighborhoods in Chicago. To the west of the Loop, you'll find vibrant Puerto Rican, Greek and Mexican communities. To the south, you will find several African American communities, most notably Bronzeville and Hyde Park, as well as the University of Chicago.

Whether you calll Chicago home, or are visiting for the first time, Gray Line Chicago has been offering the local experience since 1969. Allow us to introduce you to the beauty, charm, and culture of "Chi-Town" and book a sightseeing tour today! 

Book Now and Get Ready
to Explore Chicago!

  • Easy cancellation up to 24 hours on most tours & activities
  • Book services direct from the source
  • Book with a brand you know and trust
  • No hidden fees
  • Local customer service when you need it