Chicago · PRIVATE
52 tours
Chicago makes this easy once somebody has thinned the field: 15 private tours, each with its price, its running time and the one detail that decides whether it belongs in your week.
Skip-the-line private 2.5-hour Art Institute tour with a pro guide, mobile ticket, and a highlight route from Impressionists to modern art.
“Heath was an excellent guide- knowledgeable, enthusiastic and passionate. It was a wonderful introduction to the Chicago Art Institute.”
Private 3-4 hour Chicago drive with hotel pickup. See Millennium Park, The Loop, Lincoln Park, Hyde Park, and Wrigley Field.
“The bean and Wrigley field. Buying cub jerseys personalized. The skyscraper view at navy pier. Chicago university.”
Private door-to-door transfer from ORD or MDW to downtown Chicago, with chauffeur pickup, set luggage limits, and 24/7 service.
“This was a painless experience. Communication was straight forward and easy. Our driver, Herze, was there within minutes of us stepping outside. The car was spacious and very comfortable. Herze was very personable and we had a great conversation. I would highly recommend this company.”
Skip-the-line semi-private Art Institute tour for up to 8 people. 2.5 hours of Impressionists, Warhol, and smart context.
“Our guide, Mandi was extremely knowledgeable! She kept us all interested and showed a variety of art”
Private 45-minute Chicago skyline helicopter tour from Schaumburg, with headsets, skyline photo passes, Cubs and Bulls spots, and The Bean.
“Pilot Sara was awesome! Highly recommend seeing Chicago this was and will be doing it again. We did the night flight”
Private 2-hour walking tour of Chicago architecture highlights, including Riverwalk and Cloud Gate, with snacks and a train pass.
“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.”
Private chauffeur transfer from downtown Chicago to ORD or MDW. Door pickup, clean cars, luggage help, 24/7 service with clear included fees.
“Clean and awesome SUV with plenty of space for my family. Our driver was friendly, professional and timely. Everything went great.”
Skip-the-line private expert tour of the Art Institute of Chicago. Customize your 2-hour highlights, then use your ticket all day.
“Marlin was an excellent guide with flexibility for our interests guiding us through the art museum tour with authenticity, highlights, and fun.”
Private 2-hour Lake Michigan sailing from Navy Pier for up to 6, with Bluetooth music, customizable routes, and skyline views.
“Captain Mike was excellent, knowledge is A1 we had a great time throughly enjoyed Would Highly recommend”
Private 3-hour Chicago Loop food tour with deep dish, Italian beef, hot dog, sweets, and landmark stops, finished at Millennium Park.
“Need to walk and be hungry. This was an awesome combination of history of Chicago food but all history.”
Private MDW to downtown transfer with air-conditioned pickup, clear meeting steps, luggage rules, and live flight timing for $50.
“Long slow commute with a lot of traffic. Overall pleasant driver despite the time involved to get from the airport to downtown.”
Half-day Chicago architecture walk and food tastings near the Loop, with small-group stops, lunch, and classic pizza and hot dogs.
“Chi-Tall Dave is an amazing tour guide. He gave us insight on Chicago then and now. The food stops were delicious and architecture locations were beautiful. Worth it and can’t wait to come back and try all these stops with family and more friends.”
Private ORD airport transfer to Chicago hotels, with flight tracking, a driver who helps with luggage, and an air-conditioned direct ride.
“Thank you for great service! The drive to my hotel was smooth! A great start for my first time in Chicago!”
A 2-hour customized private walking tour in downtown Chicago for up to 6, with pickup options and a flexible plan for your interests.
“Leentje was so friendly, knowledgeable and provided us with such a wonderful tour. I would definitely recommend her to others.”
A private, customizable Chicago walking tour with a local guide, museum-exterior focus, and insider tips, from $129 per person.
“Visite agréable avec guide parlant bien le français… aurions aimé un peu plus d’explications culturelles.”
