Chicago · TOUR REVIEWS
211 reviewed
Every tour on this site, one page, best first. These 15 bookings beat everything else in Chicago right now: what each costs, how long it runs, and why it earns its place. The full catalog sits underneath if none of them fits your trip.
Chicago River architecture cruise with live English commentary, iconic skyline views, pets welcome, and a restroom onboard.
“It’s a nice ride, and our tour guide was a great storyteller . Lots of great information about Chicago history and architecture.”
Enjoy a 90-minute Chicago River architecture cruise with indoor and outdoor seating, expert narration, and views from Michigan Avenue for $45.
“Great views on this tour, highly recommend! Our tour guide was great. We went on the last tour of the night, the lights were great on this tour. The boat has a bar with a few treats (chips, pre bagged Garrets popcorn and candy) along with seasonal drinks and soda. The boat does have a rest room.”
90-minute Chicago River architecture cruise with expert guides, indoor or open deck options, skyline sights, and local drinks at a cash bar.
“The host was outstanding, very knowledgeable but also humouress”
A 2-hour Loop walk blending prohibition gangland lore with reported hauntings, led by a historian and ending at Congress Plaza.
“Taka was our guide and she was fantastic! The stories were interesting, her directions were clear, she kept the group on time, and she projected her voice and spoke very clearly in a large group on loud city streets. We would definitely recommend this tour!”
Chicago Architecture Center River Cruise on the First Lady. 90 minutes of docent narration, iconic skyline views, and a cozy onboard bar.
“Well worth the money on a beautiful sunny day. We did not venture inside so I can’t speak to that. Guide was very knowledgeable and added her personality to make her presentation lively.”
Willis Tower Skydeck and The Ledge with timed entry, museum-style exhibits, a skyline film, and a glass balcony extending 4.3 feet.
“Willis Tower and The Ledge offer an unforgettable experience with stunning panoramic views of Chicago. Stepping onto the glass floor of The Ledge is both thrilling and surreal. A must-visit for anyone looking to see Chicago from a breathtaking perspective!”
Skip the ticket line for a live-narrated Chicago River architecture cruise covering all three branches and about 40 landmarks for $39.
“Love this cruise! Even if you have done it before, you always learn something new!”
Chicago Crime and Mob Bus Tour whisks you through Capone-era streets with a live guide, photo stops, and a mini mob museum for $49.
“Had a blast with our tour guide Sofia. Thank you for the tour and the laughs. The coach was roomy and comfortable. We had a great time!”
Skip the line to 360 CHICAGO for sweeping skyline and Lake Michigan views from the 94th floor, plus exhibit and CloudBar access.
“great views of the city, plenty of time to look around and take photos”
A 45-minute Chicago River architecture cruise with live guide stories, open-air or sheltered seating, and $28 value right by the Wrigley Building.
“You will definitely receive alot of knowledge on this tour, the night tour is beautiful. Get there early seats full up and there is heat on the bottom area if touring during winter.”
Cruise Chicago’s river and Lake Michigan for live architecture narration, skyline views, and climate-controlled comfort from Wendella. 90 minutes.
“Excellent tour! The tour guide was so good. And we loved learning all about the history of the downtown area. Such a beautiful tour! Highly recommend it!! Shout out to our tour guide John! So entertaining and informative.”
45-minute Chicago River architecture cruise with a live guide, indoor and outdoor decks, and a cash bar. Prebook to skip the line.
“A great boat ride with an extremely knowledgeable tour guide. We had the best time and it was a great way to end our trip!”
Big Bus Chicago hop-on pass covers 11 downtown stops with audio, WiFi, and flexible 24–72 hour riding for about $45.
“Audio poor. Only one driver explained things. Some staff were crabby. It was a nice way to see the city. Gave coupons for ice cream but didn’t tell us where the ice cream museum was to get some. Would say it was good way to see city so worth in that way. Expensive for what you got.”
See Chicago’s architecture from both the Chicago River and Lake Michigan on a 90-minute cruise with expert narration, deck or indoor seating, and a cash bar.
“We LOVED our guide Lucas, he was hilarious and very informative. 10/10 recommend!!”
Eat classic Chicago favorites on a 3-hour Loop walk with deep-dish, hot dogs, Italian beef, brownie or gelato, popcorn, and a free 2-hour bike or kayak.
“Awesome tour. Great way to hit the touristy spots without it taking up the whole weekend. Greg was 10/10 and wish he could give every tour.”
