15 Best Chicago Private Tours

“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…”

“Great driver & pick up. Would use them again. Clean vehicle & friendly. Being on time is what matters. :)”

“the pilot tommy was so cool, friendly, personal and gave us world class customer service. it’s not everyday we do something like this it may be everyday he flies, but i can’t thank him enough for being so nice to me and my 7 year…”

“Very clean car, courtesy, professional driver. Five stars!!! Arrived at time, no 5 minutes earlier!!!!”

“Joe was an amazing guide. Informative and very interesting! Explained the history of the artist as well as the painting.”

“Amazing time with Captain Ulysses! It was a beautiful day with great company and a great host! The views were incredible and the conversation fun! We had music and drinks and it was a lovely day on the lake!”

“This is an amazing tour-a must for Chicago Fire fans! Dean is a great tour guide. He showed us several spots where they film the show including Molly's and was able to get us into the firehouse. He also drove us to highlight spots of…”

“Need to walk and be hungry. This was an awesome combination of history of Chicago food but all history.”

“The driver was so nice and was so helpful. Was on time and focus on driving us to our hotel destination.”

“Our guide Dave reached out prior to learn about what we wanted to do and see. He timely met us at our hotel and gave us a GREAT tour of downtown Chicago including lots of history, facts and places we had not considered including the…”

“Sam best guide ever!!!”

“Captain Mike was awesome! So much fun and very knowledgeable. We had our own playlist playing the whole time and the views..... the best I’ve ever seen. We sipped wine and had the time of our lives. It was worth every penny.”

“Driver on time and car very clean Polite and professional driver The drivers need to know that commercial cars DO NOT NEED car seats for kids, as per the Department of Chicago Police”

“Careful driver, friendly. Took us to all the best sites in Chicago, got some great pictures and memories from our trip here.”

“Our driver was very prompt. The driver was so nice and the car was spotless. Very easy to locate. Dropped us off at the perfect location.”