15 Best Chicago Private Tours

“We loved the challenge of the clock running down and how there were two different rooms that took two totally different trains of thought”

“Smooth and seamless transportation from beginning to end. Drivers were on time at pickup and drop offs.”

“Spiro is the absolute best tour guide that I have ever had worldwide. Viewing the masterpieces in person is surreal enough, but accompanied by his narration filled with deep details of the art through a historical lens, elevated our entire experience. His thoughts and words…”

“Everything! The experience of this helicopter ride in general will always be memorable. Being able to see the changing of the leaves from above. Matt's knowledge of Chicago, his kindness & patience was truly appreciated.”

“Never would have known to "look up" at Macy's. We also went back to the Walnut Room for Mrs. Hering's chicken pot pie.”

“Driver was early. He was very patient and helpful. He was very, very friendly. He helped with the luggage without asking. He was open to my suggestion for the quickest route to the airport.”

“Heath has a fascinating and novel perspective as a former art dealer he gave us a whirlwind tour of 500 years of art and the influences driving developments”

“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!”

“Chicago downtown experience with Deen! Absolutely fantastic tour guide. He even took us to get Chicago popcorn and Chicago's amazing hot dogs! He went way above and beyond. Totally recommend this tour.”

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

“Driver was on time, communicated in advance and was conscientious. Pleasant, professional, and caring.”

“Thank you for great service! The drive to my hotel was smooth! A great start for my first time in Chicago!”

“Wonderful experience! Very nice driver! Picked us up on time and transported us to our hotel. It made our arrival very easy!”

“Leentje was very accommodating. We had to move our tour and she was a rock star! I would recommend her to anyone.”

“We had a really good time. I loved our pilot. He looked just like Patrick Swayze and he was very, very sweet and informative. Would definitely do this again.”