Welcome to Chicago: Private Half-Day Tour with 360 Observation Deck

Chicago, USA

3 hours (approx.)
Group discounts
Mobile ticket
Offered in: English

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Overview

It would take days to visit all of Chicago’s famous sights, but who has that kind of time? Cover the highlights of the Windy City during this private half-day walking tour. From the Magnificent Mile to Millennium Park, you’ll tick off top attractions while your guide fills you in on Chicago’s history. Finally, enjoy panoramic views overlooking the city from Hancock Tower’s Observation Deck—admission tickets included.

Exploring on foot lets you get up close and personal with the sights
This private tour offers the most personalized way to travel
Choose from multiple morning and afternoon departure options.
Tickets to the 360 Chicago observation deck are included in the cost

What's Included

Hancock Tower Observation Deck admission tickets
A friendly, professional tour guide for your own private group
Plenty of time to take photos of your favourite places

Food and drink
Gratuities
Transportation
Hotel pickup/drop-off

Meeting and Pickup

Meeting point

Crown Fountain
201 E Randolph St, Chicago, IL 60602, USA
Your guide will meet you at the Crown Fountain, located at 201 E Randolph St, Chicago, IL 60601, United States.

End point

875 North Michigan Avenue
875 N Michigan Ave, Chicago, IL 60611, USA
Your tour ends at the Hancock Tower, where your guide will assist you with the tickets and part ways with you to enjoy it at your own leisure.

Itinerary

Millennium Park

45 minutes • Admission Ticket Free

Daley Bicentennial Plaza

45 minutes • Admission Ticket Free

The Magnificent Mile

45 minutes • Admission Ticket Free

360 Chicago Observation Deck

1 hour • Admission Ticket Included

Additional Info

Confirmation will be received at time of booking
Wheelchair accessible
Near public transportation

Travelers should have a moderate physical fitness level
This is a private tour/activity. Only your group will participate

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Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Reviews

5.0

based on 3 reviews

Total reviews and rating from Viator & Tripadvisor

We perform checks on reviews

Best Chicago Experience

Bonnie_B, Aug 2025

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!

Response from Host, Aug 2025

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!

Best way to get the most of your time ❤

Darlene_B, Aug 2021

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 🌟🌟🌟🌟🌟

Response from Host, Aug 2021

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