Chicago City Private Tours
Overview
Ready to explore Chicago like never before? Whether you have just a couple of hours or a full day, my personalized city tours offer a unique and unforgettable experience, customizable from 2 to 8 hours. From the iconic skyline to hidden gems off the beaten path, I’ll take you on a journey that captures the heart and soul of this incredible city. I’ll also capture professional photos along the way, so you can take home memories of your adventure. With flexible pickup options, including quick tours during layovers at O'Hare, I make it easy to see the best of Chicago, no matter how much time you have. Book your tour today and let me show you the Windy City through the eyes of a local!
What's Included
- Snacks
- Bottled water
- Private transportation
- Air-conditioned vehicle
- Fuel surcharge
- Parking Fees
- Gratuities
Meeting and Pickup
I offer flexible pickup locations to make your experience as convenient as possible. Whether you're staying in downtown Chicago, a vibrant neighborhood, or even have a layover at O'Hare Airport, I can arrange a pickup that works for you. If you're at O'Hare, I'll customize a quick tour to help you make the most of your time, ensuring you get back to your flight stress-free. Just let me know where you’re located, and I’ll ensure a smooth, memorable start to your tour!
What To Expect
Book Online
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Holy Name Cathedral
10 minutes Admission Ticket Free
360 Chicago Observation Deck
45 minutes Admission Ticket Free
The Magnificent Mile
1 minute Admission Ticket Free
Chicago Riverwalk
20 minutes Admission Ticket Free
LondonHouse Chicago, Curio Collection by Hilton
15 minutes Admission Ticket Free
The Chicago Theatre
1 minute Admission Ticket Free
Chicago Cultural Center
10 minutes Admission Ticket Free
Millennium Park
25 minutes Admission Ticket Free
The Art Institute of Chicago
1 minute Admission Ticket Free
Palmer House Hilton Historic Lobby
1 minute Admission Ticket Free
Marquette Building
10 minutes Admission Ticket Free
The Rookery Building
1 minute Admission Ticket Free
Chicago Board Of Trade Building
5 minutes Admission Ticket Free
Chicago Fed's Money Museum
15 minutes Admission Ticket Free
Skydeck Chicago - Willis Tower
45 minutes Admission Ticket Free
Union Station
10 minutes Admission Ticket Free
Chinatown
15 minutes Admission Ticket Free
Jackson Park's Japanese Garden
1 minute Admission Ticket Free
Obama Presidential Library (pass by)
Frank Lloyd Wright Trust - Frederick C. Robie House Tour
1 minute Admission Ticket Free
University of Chicago
10 minutes Admission Ticket Free
Museum Campus
1 minute Admission Ticket Free
Field Museum
40 minutes Admission Ticket Free
Clarence F. Buckingham Fountain
10 minutes Admission Ticket Free
Navy Pier
1 minute Admission Ticket Free
Lincoln Park Conservatory
20 minutes Admission Ticket Included
Lincoln Park
40 minutes Admission Ticket Free
Elks National Memorial
10 minutes Admission Ticket Free
Wrigley Field
20 minutes Admission Ticket Free
Trump International Hotel & Tower® Chicago
10 minutes Admission Ticket Free
Additional Info
- Confirmation is instant and will be received at time of booking
- Service animals allowed
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Infants and small children can ride in a pram or stroller
- Specialized infant seats are available
Frequently Asked Questions (8)
Q: What is the cancellation policy for the Chicago City Private Tours?
Cancellation Policy
Still have questions?
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Activity code: C-5545076P1
Traveler Photos
Reviews
Average 4.76 out of 5 stars based on 41 traveler reviews collected by Key West Private Charters and partner sites such as Cool Destinations and TripAdvisor
Additional Info
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Frequently Asked Questions (8)
The answers provided below were previously given in response to questions from Key West Private Charters customers.
Filter by:
- For a full refund, you must cancel at least 24 hours before the tour start time.
- If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
- Any changes made less than 24 hours before the tour start time will not be accepted.
- Cut-off times are based on the tour local time (CST).
- Snacks.
- Bottled water.
- Private transportation.
- Air-conditioned vehicle.
- Fuel surcharge.
- Parking Fees.
- Gratuities.
This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Apr 2025There is no minimum age for this tour, so bring your wee one along for an adventure..
Apr 2025If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.
If you find a date and time that works for you, book it NOW because things always sell out at this time of year.
Apr 2025Accessibility information for the Chicago City Private Tours is as follows:
- Service animals allowed
- Public transportation options are available nearby
- Suitable for all physical fitness levels
Detailed check-in instructions – including meeting point address, Google map, and parking information – for Chicago City Private Tours will be included in your confirmation email from Key West Private Charters. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!
Mar 2024Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.
Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.
If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.
Oct 2026What's Included
- Snacks
- Bottled water
- Private transportation
- Air-conditioned vehicle
- Fuel surcharge
- Parking Fees
- Gratuities
Additional Info
- Confirmation is instant and will be received at time of booking
- Service animals allowed
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Infants and small children can ride in a pram or stroller
- Specialized infant seats are available
