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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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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.

Featured Tours

BEST OF CHICAGO - Grand Tour

BEST OF CHICAGO - Grand Tour

Rate from BEST OF CHICAGO - Grand Tour
4 Hours
Free Cancellation
Fully refundable when canceled up to 24 hours prior to departure.
52.95

From

Chicago Holiday Lights Tour featuring Lincoln Park Zoo Lights & Christkindlmarket

Chicago Holiday Lights Tour

Rate from Chicago Holiday Lights Tour featuring Lincoln Park Zoo Lights & Christkindlmarket
2 hours
Free Cancellation
Fully refundable when canceled up to 24 hours prior to departure.
28.00

From

SCENIC CHICAGO - North Side Tour

SCENIC CHICAGO - North Side Tour

Rate from SCENIC CHICAGO - North Side Tour
2 hours
Free Cancellation
Fully refundable when canceled up to 24 hours prior to departure.
34.95

From

BEST OF CHICAGO - Grand Tour & 360 CHICAGO Observation Deck

BEST OF CHICAGO - Grand Tour & 360 CHICAGO

Rate from BEST OF CHICAGO - Grand Tour & 360 CHICAGO Observation Deck
4 hours
Free Cancellation
Fully refundable when canceled up to 24 hours prior to departure.
73.95

From

HISTORIC CHICAGO - South Side Tour

HISTORIC CHICAGO - South Side Tour

Rate from HISTORIC CHICAGO - South Side Tour
2 hours
Free Cancellation
Fully refundable when canceled up to 24 hours prior to departure.
34.95

From

Land & River Architecture Tour featuring HISTORIC CHICAGO - South Side Tour

Land & River Architecture Tour featuring HISTORIC

Rate from Land & River Architecture Tour featuring HISTORIC CHICAGO - South Side Tour
4 hours
Free Cancellation
Fully refundable when canceled up to 24 hours prior to departure.
76.95

From

 

Discover Chicago

#FindAReasonToGo

2 hour tour of Chicago's Scenic North Side

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#FindAReasonToGo

2 hour Chicago tour of Chicago's Historic South Side

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#FindAReasonToGo

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

Holiday Lights Tour of Chicago

Get into the Spirit of the Season with a Holiday Lights Tour of Chicago featuring stops at Lincoln Park ZooLights & Christkindlmarket

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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.

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Gray Line Magazine

The Top 9 Best Things to do in Chicago During the Holidays

Christmas in Chicago is a simply the most wonderful time of the year as the city transforms into a winter wonderland filled with…

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