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Gray Line Tours Chicago

Downtown / The Loop
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Address: 27 E Monroe St Ste 515, Chicago, IL 60603-5647
Phone Number:
+1 312-251-3107
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Chicago Grand Half-Day Tour
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Chicago Grand Tour and Admission to 360 Chicago (formerly John Hancock...

TripAdvisor Reviewer Highlights

Read all 196 reviews
Visitor rating
  • 41
  • 35
    Very good
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  • 60
Not what I expected...

We took the tours of both North and South Chicago on the Gray Line tour. Our bus driver was knowledgeable and pointed out sights that we zoomed by. It was hard to see much while... read more

Reviewed 30 August 2016
Roswell NM
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196 Reviews from our TripAdvisor Community

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Showing 190: English reviews
Magna, Utah
Level Contributor
4 reviews
Reviewed 17 March 2017

I have been on the tour before and really enjoyed it. This time not so much. It was very cold and breezy. We saw the plastic Windows and thought we would be protected. Everyone on the boat was so cold they quit watching the tour. Everyone huddled on the center of the boat waiting for the tour to end. No... More 

Thank Dan P
Burlington, Vermont
Level Contributor
59 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 40 helpful votes
Reviewed 20 February 2017

Booked a tour Sunday 730pm, got confirming email demanding I call to set up hotel pickup. The demand was for 24 hours ahead, impossible. Also impossible because NO PHONE NUMBER!!!! I found a number elsewhere online, left message, no response. Monday AM, called to cancel. I would NEVER EVER patronize this company again. The work they do to land a... More 

Thank mike110742
Ann Arbor, Michigan
2 reviews
Reviewed 19 November 2016 via mobile

My mother and I took the North and South tours last weekend (Nov 12). First thing we didn't care for is walking a block and a half to the bus stop. My mother is on oxygen and if we were told the stop was that far away, we could have slowly made our way there verses speed walking thru the... More 

Thank V P
Portland, Maine
Level Contributor
85 reviews
7 attraction reviews
common_n_attraction_reviews_1bd8 63 helpful votes
Reviewed 30 September 2016 via mobile

From dirty windows, malfunctioning public address systems and incoherent driver/guides to endless delays and missing photo stops, today's nearly $50 4 hour tour of Chicago's north and south sides was a frustrating, disorganized mess. I expected much better from Gray Line. Avoid this horrid experience like the plague!

1 Thank bgarrand
Sydney, Australia
Level Contributor
42 reviews
26 attraction reviews
common_n_attraction_reviews_1bd8 14 helpful votes
Reviewed 14 September 2016 via mobile

We booked a 4 hour tour, which is spilt in 2 - 2 hours sessions of North and South. You're basically in a bus for 4 hours. No real stops except for one 20 minute stop in the end for photos. Then you go back to the bus pick up and get on another bus. The guide was pretty much... More 

1 Thank Bernicakes
Atlanta, Georgia
Level Contributor
218 reviews
90 attraction reviews
common_n_attraction_reviews_1bd8 80 helpful votes
Reviewed 4 September 2016

We booked and paid for the 4 hour City/Lake tour, to consist of a 2 hour bus tour around Chicago, then transfer to a 2 hour cruise on Lake Michigan. We took the bus portion which was one of the worst and most boring tours I have ever taken. After the bus portion ended the Gray Line agent came on... More 

1 Thank Nancy R
Roswell NM
Level Contributor
294 reviews
140 attraction reviews
common_n_attraction_reviews_1bd8 129 helpful votes
Reviewed 30 August 2016

We took the tours of both North and South Chicago on the Gray Line tour. Our bus driver was knowledgeable and pointed out sights that we zoomed by. It was hard to see much while we were rolling past. We did learn a lot about Chicago history and got a good idea of the lay of the city. It was... More 

1 Thank takrafty
Philadelphia, Pennsylvania
Level Contributor
13 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 7 helpful votes
Reviewed 29 August 2016

We purchased the City Pass in advance to streamline our Chicago experience. We purchased the pass that had five events on the pass and most of it went pretty seem less until we went to get on the Gray Line tours. Unlike the other attractions you have to go the Palmer House ( Which is spectacular) to book your tours,... More 

Thank budfox_wallstreet
Level Contributor
21 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 5 helpful votes
Reviewed 27 July 2016

The tour was long but lots of information provided. The driver, tour guide Anton was very nice and informative. The South side tour had more to see than the North side. We found the South side more interesting.

Thank Ineke L
Wilmington, Delaware
Level Contributor
59 reviews
35 attraction reviews
common_n_attraction_reviews_1bd8 18 helpful votes
Reviewed 13 July 2016

Tour(s) conducted via bus.(not as pictured above). Morning tour and afternoon tour cover different sections of the city. We took both for the full experience and enjoyed it. Knowledgeable driver/tour guide able to describe the sights well.

Thank riedar

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?

Staying in Downtown / The Loop

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Downtown / The Loop
Often visitors' first stop in Chicago, The Loop is a good starting point to sample the city's energy and flavor. This central business district boasts Michelin-rated restaurants, upscale hotels, premier shopping, and enough arresting architecture to keep your camera busy for hours. You won’t find too many photo galleries of downtown Chicago without a shot of Millennium Park and Cloud Gate (“The Bean”), one of the most iconic landmarks in the city. A stunning skyline coupled with cultural attractions like the Art Institute of Chicago present a Downtown where work and play peacefully coexist.
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