Chicago City Tour: Explore Iconic Skyline

Discover Chicago’s iconic skyline and hidden gems with personalized tours. Capture memories with professional photos. Flexible options for any schedule. Book now!

Duration: 8 hours
Cancellation: 24 hours
Highlights
  • Millennium Park - Cloud Gate (The Bean): Visitors can admire the iconic reflective sculpture, ideal for capturing photos with the Chicago skyline.
    Crown Fountain: An engaging water feature with video projections and playful water sprays.
    Jay Pritzker Pavilion: A breathtaking outdoor amphitheater, frequently hosting free concerts and events.
    Lurie…
What's Included
  • Private transportation
  • Bottled water
  • Snacks
  • In-vehicle air conditioning
  • Surcharges on fuel
  • Parking fees
What's Not Included
  • Gratuities
Additional Information

Eager to discover Chicago like never before? Whether you have just a few hours or an entire day, these personalized city tours provide a unique and unforgettable experience, customizable from 2 to 8 hours. From the iconic skyline to hidden treasures off the beaten path, the operator will guide you on a journey that captures the essence of this…

Location
Millennium Park
201 East Randolph Street
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.8
(18 Ratings)
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1 star
Daydream46403953766
Jul 26, 2025
Perfect First-Time Tour - Even landmarks I thought I knew felt new, thanks to the guide’s stories and unique stops. I'll definitely do this again any chance I get.
Review provided by Tripadvisor
Camper26662876492
Jul 25, 2025
Perfect Pace, Perfect Guide, Perfect Day - As a family with kids, tours can be tricky. This one nailed it. The pacing kept the kids engaged, while we adults soaked in the history and views. The guide had a way of making everyone feel included. Would 100% do it again!
Review provided by Tripadvisor
Hibah767
Jul 25, 2025
Chicago in a Nutshell—Brilliant! - If you only have a day or two in Chicago, this tour is a must. It was fast but not rushed, informative but never boring. I walked away with a real understanding of the city’s vibe and history. Great value for time and money.
Review provided by Tripadvisor
Hibah767
Jul 25, 2025
A Perfect Chicago Starter Pack - This tour gave me everything I needed on my first visit—famous landmarks, hidden gems, and fun stories along the way. The guide was friendly and knew how to make history interesting. Highly recommend doing this early in your trip.
Review provided by Tripadvisor
Tour31517061084
Jul 25, 2025
Chicago at its best - This tour hit all the highlights and then some. Comfortable ride, great guide, and unforgettable views. Highly recommend for first-timers.
Review provided by Tripadvisor
Lionel_r
Jul 5, 2025
This tour was absolutely... - This tour was absolutely great. I did the 4-hour private tour, and it was excellent. Our driver and guide Cavani was the absolute man - great guy, knew all the best spots, he was sensitive and considerate regarding our specific needs and requests, great service - just an overall great experience. Thank you, Cavani for a great tour and a wonderful time!!!
Review provided by Viator
Brenda_p
Jun 23, 2025
“E” our driver was prompt... - “E” our driver was prompt friendly And very knowledgeable. He made sure we hard the best experience in our 6 hour time. We explored all around Chicago and inside may buildings looking at the architectural design. I would highly recommend this…. Thanks “E”
Review provided by Viator
Noorb678
May 13, 2025
Amazing - I want to sincerely thank Cavani our incredible guide in Chicago. He was absolutely amazinghe showed us so many beautiful spots around the city and really helped us appreciate its charm and history. He took the time to explain everything with such passion and made sure we had great photos to remember the Tripp , Cavani , thank you for making our experience in Chicago so special!
Review provided by Tripadvisor
Connector68118228075
May 9, 2025
This is how every city tour should be - An amazing way to discover Chicago in just a day! The combination of big highlights and local secrets made it truly unique. We covered so much ground, and thanks to our guide’s smart planning, it felt relaxed and not rushed
Review provided by Tripadvisor
Moriah_p
May 27, 2025
This was a rip off - I feel ripped off. The $30 was to talk to the tour guide so that you could book a ride around the city. So if you book this service you have to be prepared to pay additional charges. Again this fee is for a consultation.
Review provided by Viator
From $199 (Per Group)
up to 5 guests
1 - Traveler
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).