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
  • Holy Name Cathedral - Established in 1875, Holy Name Cathedral serves as the historic seat of the Archdiocese of Chicago and is one of the city’s most stunning churches. Renowned for its exquisite Gothic Revival architecture, beautiful stained-glass windows, and serene interior, it stands as a significant landmark, rebuilt after the Great Chicago…
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
Holy Name Cathedral
735 North State Street,
Cancellation Policy

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

Customer Ratings
4.6
(37 Ratings)
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Yolonda_m
May 18, 2026
Fantastic Tour - My tour guide was exceptionally impressive with knowledge about the history of Chicago. He was respectful and friendly. I would recommend this company to everyone visiting Chicago!
Review provided by Viator
Stephanie_b
Apr 29, 2026
See Chicago by private car - This was our first time in Chicago. We came for a concert, so we thought, let's see as much as we can. We booked the 4 hour private tour and upgraded to an SUV (highly recommend). Ellis was in contact during the morning and punctual at pickup. We really had no idea what we wanted to see, so we gave Ellis full reign. We weren't expecting that much, just an enjoyable trip. Wow, were we surprised. Ellis asked just enough questions to get an idea of our interests. I've lost count of the places and sights we saw! The beauty of the architecture took my breath away. Ellis never ceased to amaze us with his knowledge of each sight. So, we honestly cant recommend this trip enough. We think we'll do it again next time were here to see to sights we missed. Oh, ask for Ellis, we was AMAZING!
Review provided by Viator
Mirja
Apr 18, 2026
Super Tour - Elias was a great guide u d has told a lot about the architecture of Chicago
Review provided by Tripadvisor
Aidaad5310wl
Apr 15, 2026
Satisfait - A wonderful team thank you 🫡🫡🫡
Review provided by Tripadvisor
April_w
Apr 14, 2026
Take this tour - We were on a 8 hour lay over and went on a tour. Ilyas was an awesome tour guide. The historical tour of the city was so much fun and interesting. He knows the city and its history. Clean, respectful and very accommodating. We tour the city, lunch and arrived back at the airport before our flight.
Review provided by Viator
Zaidk224
Apr 12, 2026
Thanks - Thanks for all the great information and your kindness.
Review provided by Tripadvisor
Voyage21887094768
Apr 12, 2026
Tower - Everything was fluid, stress free, and the small group format is really a plus to enjoy fully I recommend 100% this tour
Review provided by Tripadvisor
125hanaab
Apr 12, 2026
Great Experience - I would like to express my sincere appreciation and heartfelt thanks to the team who made this experience truly exceptional. Your dedication to ensuring that everything ran smoothly and effortlessly did not go unnoticed. We were extremely satisfied and truly grateful for your outstanding support.
Review provided by Tripadvisor
300colleeng
Mar 28, 2026
Excellent experience - Amazing experience! Hit all the landmarks & then some! Our guide was super knowledgeable, friendly, & accommodating. 10/10 would recommend.
Review provided by Tripadvisor
Navigator43014646918
Apr 26, 2026
Chicago by car and by foot - We had a personal driving tour of Chicago focused on historical buildings and local attractions. It was great to visit these sites and learn about their significance shaping the city since the great fire. Being a Saturday in April streets were crowded but our guide, Ilyas was able to navigate us close to all our destinations. We would have enjoyed a higher level discussion about the city, it's origins, and how what we were seeing fit into that greater context. But all and all, the tour was informative and enjoyable.
Review provided by Tripadvisor
From $199 (Per Group)
up to 15 guests
1 - Traveler
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).