Private Chicago Tour: Half-Day with 360 Observation Deck

Experience the best of Chicago on a private half-day tour. Visit iconic landmarks, learn about the city’s history, and enjoy breathtaking views from the Hancock Tower’s Observation Deck.

Duration: 3 hours
Cancellation: 24 hours
Highlights
  • Millennium Park - Meet your guide at the Crown Fountain that, although is off during the winter months, it showcases an interactive work of art which projects video images of Chicago citizens. Then, explore Millennium Park, a gathering green space in the heart of the city that has won awards for its accessibility and design.
    Discover the Cloud Gate…
What's Included
  • Photo opportunities at iconic spots
  • Admission to Hancock Tower Observation Deck
  • Private professional tour guide
What's Not Included
  • Food and drink
  • Gratuities
  • Transportation
  • Hotel pickup/drop-off
Additional Information

Embark on your Private Chicago Half Day Highlights tour to explore the city’s key landmarks, which include popular spots such as the Magnificent Mile, Millennium Park, and Hancock Tower. Your local guide, well-versed in the city’s persona, will entertain you with fascinating stories about Chicago.
While traversing the Magnificent Mile, you’ll discover…

Location
Crown Fountain
East Randolph Street
Your guide will meet you at the Crown Fountain, located at 201 E Randolph St, Chicago, IL 60601, United States.
Cancellation Policy

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

Customer Ratings
5.0
(3 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
Bonnie_b
Aug 16, 2025
Best Chicago Experience - Absolutely AMAZING tour! Colm was a phenomenal tour guide, literally one of the best we have encountered. The tour was packed and included so many unexpected stops. Colm tailored the tour to our interests and pace. We wanted to see as much as possible and we did! Best aspect, Colm was incredibly knowledgeable about Chicago, specifically history and architecture. He was very intentional in pointing out the smallest, most intriguing details that we would have otherwise missed. HIGHEST RECOMMENDATION!
Review provided by Viator
Travelingpsychiatrs
Jul 25, 2022
Great history of Chicago - Colm was very knowledgeable about al the amazing buildings of Chicago, professional, flexible, would do it again. With others
Review provided by Tripadvisor
Darlene_b
Aug 6, 2021
Best way to get the most of your time ❤ - We had the best tour guide in Chicago who's name is Colm! His Irish brogue along with his knowledge of the history made our one full day the best it could be! He discussed our interests and made sure I got to experience everything on my bucket list for the windy city 🌇 Colm gets a 5 star rating from Dan & Dar 🌟🌟🌟🌟🌟
Review provided by Viator
From $109
up to 8 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).