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
4.7
(15 Ratings)
5 stars
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1 star
Dlmom414
Jul 30, 2025
Fabulous city tour with Ilyas! - Ilyas gave us a fantastic 2 hour private tour. He took us everywhere we wanted to go and more. His suggestions were spot on. He was courteous, knowledgeable, flexible, and a great photographer. He knew how to navigate the city. Parking was never an issue. We just wish his car was a bit bigger. I would go with him on another tour anytime.
Review provided by Tripadvisor
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
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
Mohamedfq4236ys
May 7, 2025
Best way to discover chicago - I booked this tour during a long layover at O’Hare and it turned out to be the highlight of my trip! The guide was super knowledgeable and passionate about the city, showing me both iconic spots and hidden gems I never would’ve found on my own. Everything was tailored to my schedule, and the flexibility made it so convenient. Plus, the professional photos were an amazing bonus, now I have great memories and great pictures! Whether you’re in town for a few hours or a whole day, I highly recommend this experience to anyone who wants to see Chicago through the eyes of a true local.
Review provided by Tripadvisor
Lori
May 2, 2025
Incredible Experience - We can’t recommend Chicago City Tours highly enough for organizing our recent full day tour of Chicago! From seamless pickup, visiting all the spots tailored to our interests, adding lesser known historic sites along the way, Ilyas made the day memorable and engaging, with every detail expertly handled. Ilyas was an absolute gem, bringing Chicago to life with captivating stories and insights! Thanks to Ilyas, our trip was stress-free and truly unforgettable. If you’re planning a getaway to Chicago, this is the tour you want!
Review provided by Tripadvisor
Lori_w
May 2, 2025
Impeccable Service - We can’t recommend Chicago City Tours highly enough for organizing our recent family trip in Chicago! We opted for the 6 hour tour… from seamless pickup, hitting all the key spots we selected, to adding lesser known historic sites, every detail was expertly handled. Ilyas was an absolute gem, bringing Chicago to life with captivating stories and insights. The private tour was tailored to our interests, making the day memorable and engaging! Thanks to Ilyas, our time in Chicago was stress-free and truly unforgettable. If you’re planning a getaway to Chicago, this is the tour company you want!
Review provided by Viator
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).