Chicago Private Custom City Tour with Hotel Pick Up
Recommended by 98% of travelers
Chicago, USA
- 3 to 4 hours (approx.)
- Pickup offered
- Mobile ticket
- Offered in: English
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Overview
Have only a short stay planned in Chicago? Make the most of your time in the Windy City, and see more of the city in less time, when you book a private driving tour of Chicago. Pick between several convenient tour times, and meet your guide and driver directly at your hotel. Over the course of your excursion, you’ll make stops at highlight attractions like the Lincoln Park Conservatory, Millennium Park, and Museum Campus. You’ll also learn about Chicago’s history and can spy other remarkable sights as you go.
- See the best of Chicago in just a few hours on this seamless driving tour
- A private tour makes for the most personal, luxurious way to explore
- Round-trip transit from your hotel takes the hassle out of sightseeing
- Learn all about Chicago and its history from your guide’s commentary
What's Included
- Driver/guide
- Local guide
- Professional guide
- Private transportation
- Pick up at your Downtown Hotel
- Gratuities
Meeting and Pickup
Pickup points
Select a pickup point
Pickup details
We will pick up anywhere in Downtown Chicago. The boundaries are Division Street on the north, I-55 on the south and east of 90/94.
Itinerary
1
Millennium Park
20 minutes • Admission Ticket Free
2
Downtown / The Loop
45 minutes • Admission Ticket Free
3
Lincoln Park
15 minutes • Admission Ticket Free
4
University of Chicago
30 minutes • Admission Ticket Free
5
Wrigley Field
15 minutes • Admission Ticket Free
Additional Info
- Confirmation will be received at time of booking
- Infant seats available
- Wheelchair accessible
- Stroller accessible
- Near public transportation
- Infants must sit on laps
- Transportation is wheelchair accessible
- Most travelers can participate
- 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.
Traveler Photos
Reviews
4.9
based on 203 reviews
Aaron_G, May 2026
Guide was very knowledgeable and made it fun. Saw a lot of great things and heard the backstories that were interesting.
Judy_S, May 2026
Matt & Vic were sensational! Knowledgeable, humorous, down-to-earth and truly loved their city. They were on time, picked us up at our hotel and showed us all the site we wanted to see and so much more. Kind and compassionate assisting me with my walker. They told us some fascinating stories and interesting facts about Chicago . We learned so much and truly enjoyed every minute! I Highly recommend Viator and our hosts Matt and Vic. Book them now if you’re planning trip to Chicago. You won’t regret it😊
Elsie_L, Oct 2025
Great experience.
Ontime and vey punctual. No complaints about this Tour. My clients enjoy it to the max.
June_W, Oct 2025
Our family had a wonderful experience on our private tour of Chicago. From the moment we were picked up, everything was well-coordinated! Our guide was exceptionally knowledgeable, courteous, and attentive to every detail, and so was the driver! The vehicle was clean and comfortable, and the route offered a great balance of iconic landmarks, scenic views, and lesser-known local gems. An awesome way to experience Chicago as a family — highly recommended!
Mark_J, Jun 2025
Todd Beckman was very informative, courteous and flexible for our private tour. The driver was also very safe and knowledgeable.
Jennifer_R, May 2025
The guide was super knowledgable and the driver was so smart about which route would get us safely to our destination. We did this tour as soon as arriving to Chicago and we are so glad we did! Thanks for helping to make our Chicago trip memorable!!!
Javier_R, May 2025
Scott is very knowledgeable, eloquent, and keep you interested throughout the driving in the streets of Chicago. He will tell you stories that will blow up your mind.
Amanda_M, Feb 2025
Our tour was enjoyable & entertaining. Excellent knowledge of the city & made it so much better by stopping by the site to chat about it before moving on to the next landmark.
vickie_a, Jan 2025
Wonderful, friendly, knowledgeable Tour guide, Mike & driver, TJ. Picked us up at our hotel and dropped us off for our deep dish pizza lunch. Showed and told us so much about Chicago. Lovely tour bus, had water bottles, made bathroom stops, offered coffee stops and got us off the bus to see and tour special sights and for photos. Very enjoyable morning and our highlight of iur family trip to Chicago. Would highly recommend.
Mark_B, Jan 2025
Matt (tour guide) and E (driver) were both great!!! I would highly recommend them! Thank you for a great tour and recommendations!
Todd_H, Oct 2024
Really cool tour. Todd knew about pretty much everything we drove by (which TJ was making sure was as smooth and comfortable as possible). Options were given and our interests were considered. We'd been to Chicago several times, but all we saw and heard about was new to us. Can't wait to come back and revisit some of those sights. Thanks.
ROOSEVELT_R, Sept 2024
Awesome tour and the guide was very knowledgeable and entertaining. If this is your first time in Chicago, this is the tour you want to take.
Jonathon_W, Aug 2024
The knowledge of Mike was simply outstanding !! TJ and Mike are a great team , my wife and I had plenty of laughs but also we learnt so much about the history of the city.
Betsy_C, Jun 2024
Our tour with Todd and our driver TJ was great! We got to see so many areas of the city and checked off many of the things we wanted to see in Chicago. Would definitely recommend to anyone visiting Chicago.
Kirk_B, Jun 2024
Our tour of Chicago was a ‘master class’ on the origins, history and development of an iconic American city thanks to Todd’s narration and T.J.’s adroit negotiation of the bustling traffic. A Chicagoan for 35 years, I learned things I never knew and saw parts of the city that I’d only heard about. Everything was so enjoyable and went so smoothly that I would consider an encore the next time our family and friends are in Chicago.
MTur_T, Oct 2023
Great tour! Thank you we recommend it. Professionals. Picked us on time. My family and I loved the experience
KATIE_N, Aug 2023
Todd was great. We got on well and he was very patient with my son who is on the spectrum. We learned a lot, enjoyed the stops and saw things that even my kids were impressed by. I would recommend this service to anyone wanting a tour of Chicago.
Alan_B, Jul 2023
We enjoyed learning about the different types of architecture that has been used over the decades. We also enjoyed the blending of historical information and stories from the past with current information about what’s happening in Chicago now.
Jackie_K, Dec 2022
Todd was the best guide ever and I manage a travel company
Our contact Mike from Chicago Tours is incredible. I will recommend both to everyone
Patrick_R, Sept 2022
Our guide, Todd, was super nice and knowledgeable. We loved being able to pick and choose where we go, for example we drove by the biggest Starbucks in the world (5 stories) and wanted to go in. So we stopped there and Todd went in with us for about 20 minutes. So fun!
We asked to get dropped off at the Willis Tower after the tour (2pm) to go see the Sky Deck, but sadly they didn’t have tickets until 4:45pm which was too late for us. My only suggestion for improvement would be to let people know, if they want to go up, to buy tickets online at the start of the tour and then when they get dropped off there they can do it right at 2pm.
Aparajita_D, May 2022
This private tour is totally worth it! We had a driver and a guide take us around various parts of the city in a very spacious Landrover. Matt our guide was very knowledgeable and Harold our driver was great at maneuvering around the traffic which there was a lot of during the Memorial Day weekend. We definitely recommend this tour. It is a must do when in Chicago.
Leslie_J, Apr 2022
The bean and Wrigley field. Buying cub jerseys personalized.
The skyscraper view at navy pier. Chicago university.
Jennifer_W, Mar 2022
I have seen much of downtown Chicago before. We had a foreign exchange student and decided to do the private tour in hopes that we might see a few different things and also give her an idea of the city. It was one of the best tours I have ever been on! I can't remember the names of our guide and driver, but they were fun, friendly, knowledgeable, and willing to do what was needed...even let my husband ride up front after he was feeling a bit car sick. Anyway, I would highly recommend spending the extra money for the private tour. We saw so many things that we wouldn't have seen on a group tour and also learned a lot in the process!
ira_f, Nov 2021
TJ was an amazing driver and so knowledgable. Todd was also amazing. We learned so much and had a great time doing so. Don't miss the hotdogs by Wriggley Field. Overall we loved the tour and felt like we could do the same one many times over as there was so much information to process.
Amitav_B, Jul 2021
Crisp & short tour. Most Chicago highlights were visited or we drove thru in front of these landmarks. The visit to Millennium park was the highlight of the tour.
However the tour date was changed from the booked date due to overbooking. Limited areas in North & South sides visited giving impression that nothing much to see in Chicago!
RITA_D, Jul 2021
We loved how knowledgeable our tour guide was. He had so much information about the city. We really enjoyed driving around the city.
Leslie_E, Jul 2021
All the guides knowledge of the city
He knew about everything I pointed to.
He took us to every part of Chicago
Chris_S, Jun 2021
Very energetic and friendly tour guides! It was almost like they were doing a performance piece as a tour! We really enjoyed getting a better understanding of and seeing Hyde Park too.
Valentine_O, Jun 2021
Great experience! Saw them all. Tour guide has every tiny details. Would recommend for anyone visiting.
Christina_I, Apr 2021
Great experience with Todd (guide) and TJ (driver). Covered lots of ground efficiently with great history commentary! Comfortable luxury van was very nice !
From $539.00
per group (up to 5)up to 24 hours before the experience starts (local time)
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Chicago Private Custom City Tour with Hotel Pick Up
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