Enjoy the city of Chicago during a magical time! This private experience takes you around Chicago in a private luxury vehicle with your own personal guide! Enjoy all the Holiday sites the city is known for including, Daley Plaza's Christkindl Market, Macy's Walnut Room and animated story windows, the Goodman Theatre, and marvel at the skaters under the iconic "Bean" of Millennium Park. This experience is the only way to see Chicago during the holidays!
Prices change with the date; the lowest is shown.
Out at sunset: the 2:30 PM departure is under way when the sun sets, around 4:24 PM in the coming weeks.
From the operator’s live schedule on Viator, checked Nov 12.
This is where Chicago really shines with multiple holiday displays!
Enjoy the breathtaking views of Chicago during the holidays in this private experience! Your personal guide and driver will show you what makes this city so spectacular during the holidays! Stops include Daley Plaza's Christkindl Market, Macy's Walnut Room and animated story windows, the Goodman Theatre, and marvel at the skaters under the iconic "Bean" of Millennium Park!
Best view of the city’s skyline as we enjoy Chicago’s Musuem campus!
Lincoln Park is beautiful during the holiday especially with the zoo lights!
Your guide and driver will pick you up at your downtown Chicago location.
Reviews collected by Viator and Tripadvisor
For a full refund, cancel at least 24 hours before the scheduled departure time.
Private Holiday City Tour lasts about 3 hours. The itinerary has 4 stops.
Prices start at $499 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.
According to the operator’s current schedule, it runs every day, starting at 10:00 AM and 2:30 PM.
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
Yes, pickup is offered. Your guide and driver will pick you up at your downtown Chicago location. Pickup points include Sofitel Chicago Magnificent Mile, Hotel Riu Plaza Chicago.
The experience is available in EN.
It is a private experience: only your party takes part. Your own group can be up to 4 people on one booking; no other travellers join.
Infants and small children can ride in a pram or stroller
Yes, bookings are confirmed instantly.
Travellers rate it 5.0 out of 5 across 3 reviews on Viator and Tripadvisor; it is run by Chicago Private Tours.
Reviews collected by Viator and Tripadvisor
| Tour | Duration | Rating | Price | |
|---|---|---|---|---|
 Private Holiday City Tour | 3 hours | 5.0 (3) | $499 | |
 Chicago-Style Holiday Hike: Festive Food and Walking Tour | 3 hours | 4.9 (81) | $85 | View |
 Drunk Christmas Carol Chicago | Holiday Show with Cocktails | 1h 30min | 4.6 (164) | $39 | View |
 The Christmas Tree Crawl Experience Chicago at the Holidays | 2 hours | 4.9 (44) | $35 | View |
 Holiday Lights Tour Chicago BYOB on a Double Decker | 1 hour | — | $40 | View |
 Chicago Seasonal Stroll Walking Tour of Holiday Attractions | 2 hours | 5.0 (5) | $45 | View |
 Chicago Private City Tour with Hotel Pick Up | 3–4 hours | 4.9 (211) | $539 | View |
