Tour Chicago for a unique urban adventure

Inside Chicago - Grand Tour and Hancock Tower

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Tour Chicago on this combo tour with the local expert - Gray Line Chicago


  • Visit the North and South Side business districts for stunning architecture and fascinating history
  • Drive along Lake Michigan for scenic views from Outer Drive
  • See incredible views of the city from the Hancock Tower observatory


  • Hotel Pick-up and Drop-off


  • Food and beverages
  • Optional gratuities

Please Note

  • The stop at the Museum Campus may be substituted if necessary
  • Snacks are available for purchase at your own expense during one of our stops

Verified user reviews powered by
71% of reviewers liked this tour
Apr 30 2017
As above, it was a great tour. However, Grayline tours needs to work on is punctuality. I called Grayline to confirm my hotel pick up time several days before my tour, the day prior, and the morning of the tour. I was told that the bus would pick me up at my hotel at the scheduled time. On the day of the tour, my bus was 15 minutes late. I called the office and I was told the bus was on its way. 45 minutes later, I called back and I was placed on hold for a long period of time, and then told that the bus would not be coming due to "a flat tire". Grayline then offered to reschedule me for a later tour in the day. The "flat tire" turned out to be a lie as I later spoke with the bus driver and he gave me all sorts of excuses as to why he didn't pick me up at the original scheduled time. It wasn't necessary for Grayline to lie about why the bus didn't come at all. However, one would have figured that with as many phone calls that were placed to this company, the least it could have done was to pick me up on time. It is a given that Chicago traffic is bad. However, the Grayline bus drivers need to manage their time a little better.
Reply From Gray Line:

Thank you for bringing this issue to our attention. We do apologize for the tardiness of our bus - but will be touching base with our local team regarding your further statement of events. We pride ourselves on transparency and clarity, and are sorry to hear that you felt this was not the case when you joined our team in Illinois. We thank you for choosing Gray Line, and hope to welcome you back on board soon!

The Gray Line Team
Feb 13 2017
The views on the tour and the information given made it so easy to decide what would be of interest for us on another trip.
Nov 20 2016
Great tour, stunning views of the city.
Oct 07 2016
we did nothing but sit on a bus with little or no knowledge as to where we where we did not do the hancock tour as stated and paid for
Reply From Gray Line:
Hi William, 

We appreciate you taking the time to let us know how this service could have been improved. It is certainly our main goal to provide interesting, unique, and balanced tours for our customers, and it's unfortunate to hear that on this tour we missed the mark a bit. We will be sending your comments to our Chicago Office for review, in hopes to improve the experience for future customers taking the same tour. In addition to this, we will inquire about why the Hancock you would like to let us know ways in which this tour could have been improved, feel free to email us at We are always open to constructive criticism and the opinions of our valuable clients. Hope to hear back-
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Enjoy our Grand Tour and a visit to the Hancock Tower! See the city from one of Chicago’s tallest landmarks.

It takes the world’s fastest elevators just 39 seconds to take visitors to the 94th floor Hancock Observatory. On a clear day you can see up to 80 miles away and view four states - Illinois, Indiana, Michigan and Wisconsin. Experience the open-air Skydeck 1,000 feet above Chicago’s Magnificent Mile, where you can feel the wind, take in the sun, and check out the dynamic city below.