We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
  • Electronic Voucher Accepted
  • Instant Confirmation
  • Languages Offered: English and 4 more

Begin your Chicago sightseeing adventure with convenient pickup from most downtown Chicago hotels, where you'll board a climate-controlled minibus with your group of 12 or fewer. The small group ensures personalized attention from your guide.

Journey through downtown, known as the Loop, and listen as your guide details its historical and architectural heritage. Head to some north-side neighborhoods that other tours miss, such as Lincoln Park and Gold Coast, to see how locals live. Check out the Museum Campus and Millennium Park, and get epic photo ops of the Chicago skyline.

Upgrade to include the popular architecture boat cruise on the Chicago River, which often books up. The onboard commentary sheds light on the city's architecture and the river’s place in history.

If not taking the boat tour, you’ll be returned to your hotel. Otherwise, you’ll be transported to the boat departure point and are responsible for your return transport.

Locations visited
Skydeck Chicago - Willis Tower
The Loop
The Magnificent Mile
See all 9 locations

Check many Chicago's landmarks off your must-see list with this small-group sightseeing tour aboard a minibus. Cover more ground than on foot, and hit lots of highlights over the tour. You’ll see the Museum Campus, Rookery, and Lincoln Park, accompanied by in-depth commentary from your guide. Upgrade to include a 75-minute Chicago architecture tour by boat, one of the most popular tours in the city.

  • Guided Chicago city tour includes areas that many other tours skip
  • Travel with a small group, which ensures personalized attention
  • Air-conditioned minibus can travel where larger coaches can't navigate
  • Upgrade to include a popular Chicago River architecture boat cruise
Filter reviews
69 results
Traveller rating
Traveller type
Time of year
Show reviews that mention
All reviewsdropped offphoto stopsask questionsmini vanhotel pickupgreat tourbooked this tourbring sunscreensmall groupgreat overviewenjoyable tourlincoln parkarchitecture river cruisehighly recommend this tourrickhighlightsland
Updating list...
1 - 5 of 69 reviews
Reviewed 4 days ago
Great Tour

Our tour guide for the bus tour was Paul. We found him to be very knowledgeable regarding the history of Chicago. The other thing that we really appreciated is that he took additional efforts to make connections during our tour to each of the groups...More

1  Thank Taxi D
Reviewed 1 week ago
Great Tour, Great Outing

Picked up promptly at the hotel and gen a GREAT tour of the city with several opportunities to get out and briefly explore on our own. Took the optional boat tour as well and enjoyed it equally as well. I liked the Minibus concept as...More

Thank loaded4bear
Reviewed 1 week ago
Loved it and highly recommend

We had a very fun city tour with a great guide on July 21st / pm tour. Nice van with small group of fun people. Good way to get your bearings of various attractions and an idea of those you'd like to return to. I'm...More

Thank Joanie D
Reviewed 2 weeks ago via mobile
Great tour

We really enjoyed this tour and would have liked it to be even longer. Guide was very informative and personable. So much to see in Chicago and we weren’t even aware of some of it until the tour. Highly recommend.

Thank Melsmice
Reviewed 3 weeks ago
Family vacation

Had a good time. Very informative. The bus picks you up at your hotel and drops you off at the boat. If you are not doingthe boat, the bus brings you back your hotel. Chicago loves their architecture.

1  Thank L415NVdeboraht
View more reviews
Questions & Answers
Ask a question
William L
27 July 2018|
AnswerShow all 3 answers
Response from Debbie M | Reviewed this property |
We were picked up at the Hilton Homewood Suites on E Grand. Just call ahead to advise them were you want to be picked up. If you do the boat cruise, they drop you off there and you have to get back to your hotel on your own.
Travellers Also Viewed
Chicago Grand Half-Day Tour
334 Reviews
from US$49.95*
Chicago City Tour and Chicago River...
87 Reviews
from US$73.95*
Big Bus Chicago Hop-On Hop-Off Tour
286 Reviews
from US$29.00*
Chicago City Hop-on Hop-off Tour
1,976 Reviews
from US$30.99*
Frequently bought together
Chicago Architecture River Cruise
2,932 Reviews
from US$41.44*
Special Offer
Skydeck Chicago Admission
607 Reviews
from US$22.00*
Chicago Crime and Mob Tour
484 Reviews
from US$39.95*
Gangsters and Ghosts Tour in Chicago
23 Reviews
from US$27.00*
Chicago Architecture River Cruise
2,932 Reviews
from US$41.44*
Viator VIP: Willis Tower Skydeck...
101 Reviews
from US$124.00*
Chicago Architectural River Cruise
550 Reviews
from US$48.16*
Lake Michigan and Chicago River...
167 Reviews
from US$42.50*