CHICAGO · ILLINOIS
The best of Chicago.
The 15 best vip tours in Chicago, with honest prices, run times and who you book through. Which ones are worth your time downtown, and what each one actually gets you.
Skip the line at Chicago’s Field Museum. See Sue and Maximo with optional VIP early access and special exhibits, from gems to lions.
Most Popular“Awesome experience, and very much worth the money and affordable !”
VIP dinner at Willis Tower’s Skydeck with a made-to-order deep-dish pizza, skyline views, and after-hours access—Chicago at night.
“What a great experience. We loved being at the top of the Skydeck at night and seeing all the city lights. Definitely loved not having to stand in lines and basically having the place to ourselves. Once in a lifetime experience!”
A 2-hour minibus tour of the Chicago Loop’s Prohibition-era gangs and ghost stories, with big photo moments and key landmark stops.
“The tour guide was very informative. Very sweet. It was a fun and amazing experience. Glad we had this opportunity. Everything was timed perfectly.”
Smooth O’Hare curbside SUV transfer to downtown Chicago, private for up to 6, with easy SMS pickup and luggage help.
“Driver on time and car very clean”
Private luxury SUV transfer from Chicago Loop to O’Hare with a 10-minute wait, mobile ticket, and professional on-time service.
“Professional on time and nice car. What more can u ask for out of a car service that takes you to the airport”
Private luxury sedan transfer from Chicago Loop to O’Hare with a 10-minute wait, mobile ticket, and pro drivers—priced per vehicle up to 3.
“Fantastic experience, Alfredo our driver was amazing and the car was very clean and comfortable for our eight family members. Would recommend to everyone!”
O'Hare to Chicago Loop in a luxury SUV with Inside Meet: SMS driver info, luggage help, and a private one-way ride in about an hour.
“Very good driver and wonderful car. Courtesy and professional. He waited in the arrival hall for almost two hours, because we queued for lost luggage.”
Chicago skyline by minibus and a guided Architecture River Cruise, with stops at Museum Campus and Cloud Gate for $49 in 3.5 hours.
“Great tour, great value for the cost. Wish the bus ride longer than the boat ride. Bout ride heavy focus on architecture. Bus ride spoke on the history of Chicago, much more engaging!”
Private luxury drive to Frank Lloyd Wright’s Oak Park sites from Chicago, with photo stops and easy pickup for up to 3.
“Our driver was courteous and very pleasant. What we didn’t realize was this wasn’t a tour at all just a person driving us to and from our Chicago hotel to a few of the FLW house sites in Oak Park. There was not a private tour of his house and studio which we expected. Felt…”
A 3-hour private VIP Chicago speakeasy tour with secret entrances, preserved Prohibition-era bars, and luxury transport for up to 5.
“Great tour guide and very fun experience.”
Private O’Hare to downtown Chicago sedan transfer with meet-and-greet, luggage help, and tight communication by text and phone.
“two trips were on time, clean, and efficient. The drivers were polite and helpful. It was an easy way to relax and not worry to get between locations during long travel.”
4-hour private Chicago sightseeing transfer in a luxury sedan with unlimited stops, wait time, bottled water, and custom routing by Echo Limousine.
“Driver arrived early and confirmed our newly changed itinerary, then helped us out when our planned itinerary didn’t work out. Also pre-planning was excellent for communication with the company.”
Luxury minibus Chicago tour hitting Palmer House, Soldier Field, Museum Campus, Buckingham Fountain, The Bean, and more in 2 hours.
“Filled with fun, obscure facts and the traditional tour details. Avery was personable, knowledgeable and downright funny at times.”
Private curbside SUV transfer from Chicago Midway to downtown hotels, with 60 minutes free wait, flight tracking, and clear pickup steps.
“Was on time, polite and friendly. Took stretch limo from Midway to Marriott Midtown. Limo was there when our plane landed.”
Private 3-hour Chicago SUV sightseeing for up to 6. Choose your start time and stops, with bottled water and unlimited curbside wait.
“Although our guide was very nice, he was not very knowledgeable about the tour spots. We asked him about various things & he wasn’t familiar with them. We’ve used Viator in the past so we had higher expectations. He was a good driver but not really a guide.”
From the river and the skyline to the gangster trails, the lakefront and the deep-dish counters, every way to spend a day in the city.
