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Gray Line Tours Chicago

Downtown / The Loop
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Address: 27 E Monroe St # 515, Chicago, IL 60603
Phone Number: (312) 251-3107
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Chicago Grand Half-Day Tour
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Chicago City Tour and Chicago River Cruise
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Chicago Grand Tour and Admission to 360 Chicago (formerly John Hancock...

TripAdvisor Reviewer Highlights

Read all 187 reviews
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  • 41
  • 34
    Very good
  • 22
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  • 55
Pricey Overview of Chicago

The Gray Line Tour does offer a good overview of Chicago. The combined North/South Loop tour will take about 4 hours and will cost around $50.00. I had hoped for a bit of... read more

3 of 5 starsReviewed May 7, 2016
Kay S
Fayetteville, Tennessee
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187 Reviews from our TripAdvisor Community

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Showing 181: English reviews
Wilmington, Delaware
Level Contributor
59 reviews
35 attraction reviews
common_n_attraction_reviews_1bd8 16 helpful votes
4 of 5 stars Reviewed 1 week ago

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
Lorton, Virginia
Level Contributor
3 reviews
3 attraction reviews
5 of 5 stars Reviewed 2 weeks ago

Had a wonderful tour with Manny as our guide and Pat as our driver. Very informative tour, with great driving. Manny had humor, knowledge and was diverse in his stories. Not only architecture, but art, history and sports were included in his presentation. I had the Go pass and followed the directions, very easy to get my ticket and was... More 

Thank 229barbaraz
Stow, OH
Level Contributor
86 reviews
41 attraction reviews
common_n_attraction_reviews_1bd8 33 helpful votes
2 of 5 stars Reviewed 3 weeks ago

This tour is an option from the Chicago GO Card. We took the 2-hour Historic Chicago South Bus Tour. First off, we picked up our tickets at a table in the Gift Shop on the first floor of the Palmer House Hilton. It felt like some type of shady back room deal. When they were ready to load we had... More 

Thank LI_NYtoOH
Level Contributor
83 reviews
33 attraction reviews
common_n_attraction_reviews_1bd8 17 helpful votes
1 of 5 stars Reviewed 3 weeks ago via mobile

We purchased a Go pass which included a hop on and hop off pass. We went to the designated spot and we were told the location did not have a scanning machine. We were then directed 8 blocks away that they assured us would have a scanning machine. It did not. We were told to go into th gray line... More 

Thank Jason G
Fayetteville, Tennessee
Level Contributor
98 reviews
47 attraction reviews
common_n_attraction_reviews_1bd8 28 helpful votes
3 of 5 stars Reviewed May 7, 2016

The Gray Line Tour does offer a good overview of Chicago. The combined North/South Loop tour will take about 4 hours and will cost around $50.00. I had hoped for a bit of historical information to be included in the tour, but heard mostly sports trivia from the tour guide. The bus driver was very good! Of all the Gray... More 

Thank Kay S
Rio de Janeiro, RJ
Level Contributor
29 reviews
14 attraction reviews
common_n_attraction_reviews_1bd8 19 helpful votes
2 of 5 stars Reviewed May 6, 2016 via mobile

I felt strongly disappointed by the Historic Chicago South Shore Tour. To start off with, the bus is old, smelly and stuffy. Secondly, the tour was around 30 min delayed because a passenger got stuck in traffic. I understand we are supposed to cooperate with our fellows, but holding around 30 passengers because one is late sounds weird to me.... More 

Thank BiaMenes
Howard Beach
2 reviews
4 of 5 stars Reviewed April 29, 2016 via mobile

We did the four hour tour on a dreary rainy day on April. Gray line picked us up at the hotel, was early, so were we. The pleasant trolley driver brought us to meet our tour bus, and we were all set. Many tours switch vehicles numerous times and are chaotic. Not Gray Line. They were organized, professional, yet approachable... More 

Thank lindabA5916XG
Atlanta, GA
Level Contributor
363 reviews
77 attraction reviews
common_n_attraction_reviews_1bd8 1,116 helpful votes
1 of 5 stars Reviewed March 10, 2016

We could not get anyone to answer the phone or emails to confirm our hotel pick-up after we purchased tickets online. Our concierge finally contacted them and the time was different than their website. The bus was late for our pick-up, even at their altered time. Once on the bus, the driver was blasting a religious radio broadcast. Very awkward.... More 

6 Thank GuyFromAtlanta_GA
Houston, Texas
Level Contributor
23 reviews
8 attraction reviews
common_n_attraction_reviews_1bd8 13 helpful votes
4 of 5 stars Reviewed February 17, 2016

I was in Chicago for four days and saw a groupon for the four hour tour and a ticket to the Chicago 360. I was very pleased of the tour, the driver was very knowledgeable about the city, he even sang some songs. I will have to say that I feel that the four hour tour was too long, after... More 

Thank Jorge G
Level Contributor
21 reviews
7 attraction reviews
common_n_attraction_reviews_1bd8 5 helpful votes
5 of 5 stars Reviewed January 29, 2016

We took thus tour of North & South Chicago including the John Hancock Observatory. The tour was extensive and our tour guide, Leon, was very knowledgeable. We highly recommend this tour.

Thank Roseann S

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Questions & Answers

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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

Neighborhood Profile
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.