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Your Chicago Tour Expert

Gray Line Chicago tours will show you all the best landmarks & attractions of the city. Book your Chicago tour tickets online today!

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COVID-19 Update: Gray Line Chicago has temporarily suspended our tours. As soon as it's safe to resume, we will do so.

We look forward to showing you the best of the Windy City again soon!

Chicago Tours & Sightseeing Attractions

Tour all of Chicago's top sightseeing attractions and visit the must-see things to do in Chicago with your local expert guide.

Who We Are

Since 1910, Gray Line has been a trusted provider of traveler experiences and sightseeing tours in the world’s most sought after locations. Helping you discover a new destination – that’s our passion! With hundreds of local offices, our team of on-site experts is there to help you see the sights and do the things that you just can’t miss.  Our Chicago tour experts at Grayline Chicago are standing by to help create memories that will last a lifetime!

What We Do

Discover Chicago and its historic Architecture, Vibrant Neighborhoods, Parks, Museums, Lakefront and more!  There are many who can take you sightseeing, but only with Gray Line will you feel like a local.  Whether you prefer a guided tour of Chicago, a Chicago bus tour, or a Chicago Architecture River Boat Tour, we've got you covered.  From iconic landmarks to hidden gems and everything in between, Gray Line offers a variety of Chicago tours to choose from.


Discover Chicago


Tour the Scenic North Side of Chicago


Learn about the Historic South Side of Chicago


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

Need a Ride to/from the Airport?

Gray Line Chicago has partnered with GO Airport Express to provide safe, convenient, and affordable transportation to/from Chicago's airports.


Gray Line Magazine

Spring into Fun!

While Spring travel looks different than years past, Chicago is opening up responsibly and offering locals and visitors numerous…

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