On your Private Chicago Half Day Highlights tour, visit all the city’s major sites, including favourites such as the Magnificent Mile, Millennium Park and Hancock Tower. Your guide is a local who has plenty of tales about Chicago life together with an in-depth knowledge of its character.
As you journey down the Magnificent Mile, you will learn how Chicago has earned each of its nicknames, including the City of Broad Shoulders, the Second City, and of course, the Windy City. Lastly, your guide will escort you to the Hancock Tower to bid on your adieus.
You will then travel to the top of the Hancock Tower’s Observation Deck, where you can enjoy 360-degree views of the entire city at your own leisure.
Tour Options
Welcome to Chicago: Private Half-Day Tour with 360 Observation Deck
Itinerary
45 min
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 sculpture, also known as ‘The Bean’, reflecting the city's famous skyline in the centre of Millenium Park.
45 min
Walk into the Loop community area and spot The Picasso, an unnamed sculpture by the famous artist Pablo Picasso in Daley Plaza.
Then, walk across DuSable Bridge over the Chicago River, an iconic movable bridge with two levels of vehicular and pedestrian traffic.
45 min
Visit The Chicago Roastery - Starbucks Reserve, a 5-story building dedicated to the art and craft of coffee, and take a stroll down the Magnificent Mile - a vibrant area for shopping and dining.
Admission included60 min
Marvel at views of Chicago’s skyline from atop the Hancock Tower Observation Deck.
Please note: your guide will hand you tickets for you to enjoy the last hour of your tour at the Obervation Deck, at your own leisure.
Highlights
Plenty of time to take photos of your favourite places
Hancock Tower Observation Deck admission tickets
A friendly, professional tour guide for your own private group
What's included
Included
Plenty of time to take photos of your favourite places
Hancock Tower Observation Deck admission tickets
A friendly, professional tour guide for your own private group
Not included
Food and drink
Gratuities
Transportation
Hotel pickup/drop-off
Traveller Ratings
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Important Information
Wheelchair accessible
Public transportation options are available nearby
Travelers should have at least a moderate level of physical fitness
Frequently asked questions
How long does this tour take?
Welcome to Chicago: Private Half-Day Tour with 360 Observation Deck lasts about 3 hours. The itinerary has 4 stops.
How much does this tour cost?
Prices start at $240 per person for this Chicago experience, booked through Viator with the price shown before checkout. There is 1 booking option, so the final price depends on the option you choose.
Can I cancel this tour for free?
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
Where does the tour start?
The meeting point is Your guide will meet you at the Crown Fountain, located at 201 E Randolph St, Chicago, IL 60601, United States.. Hotel pickup is not part of this experience.
What languages is this tour offered in?
The experience is available in EN.
Is this a private or a group tour?
It is a private experience: only your party takes part. Up to 8 travellers can book together.
Is the tour wheelchair accessible?
Wheelchair accessible
Will my booking be confirmed immediately?
Yes, bookings are confirmed instantly.
Reviews(3)
B
Bonnie_B
August 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!
Operator response
Dear Bonnie, we loved reading your amazing account of your day! It sounds like a memorable experience. It's wonderful that Colm's flexibility, knowledge and detail to attention really made the tour that much more special. We will be sure to let him know just how much you loved the tour.
Thank you so much for choosing us. We hope to welcome you back for more exceptional adventures soon! Warm wishes!
T
TravelingPsychiatrs
July 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
D
Darlene_B
August 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 🌟🌟🌟🌟🌟
Operator response
Hi Dan and Dar,
Thank you for taking your time to leave such an absolute lovely review. Colm is wonderful! We're very glad that you enjoyed your time with him, and had the best possible experience. This makes us all very happy to know!
We hope to be joined by you again, soon.
All our very best,
Travel Curious Team
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Welcome to Chicago: Private Half-Day Tour with 360 Observation Deck
