CHICAGO · ILLINOIS
The best of Chicago.
The 15 best private drivers 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.
Private door-to-door transfer from ORD or MDW to downtown Chicago in a chauffeur-driven sedan or SUV for up to 3.
Most Popular“We booked this suv bc we had lots of luggage and it was 4 of us. Truck was full of personal items! Car was not clean! Car had seats covers that Velcro was all flipped up and got stuck to our clothes. Do not recommend”
Private chauffeur transfer from downtown Chicago to ORD or MDW with meet-and-assist, comfortable vehicles, and 24/7 service for small groups.
“Only good thing I can say is they refund my money back. Would not recommend. Refused to change my dates and city location that the computer mess up on. Person on the phone refused at first to give me a refund. Manager called back later and issued us an refund.”
Private transfer from Chicago Midway (MDW) to downtown with flight-time tracking, professional drivers, and air-conditioned rides.
“OUR driver (Jason, I think) contacted me immediately upon booking. The day of arrival he was exactly where he said he’d be at exactly the time he said he would be there. His car was immaculate and very comfortable (Tesla). I’m hoping we get the same driver on the return to MDW.”
ORD to Chicago hotels in a one-way private ride with flight tracking, air-conditioning, and luggage help for a smooth arrival.
“Thank you for great service! The drive to my hotel was smooth! A great start for my first time in Chicago!”
One-way private sedan transfer from Chicago O’Hare to downtown with curbside pickup, flight tracking, and 60 minutes free wait time.
“Extremely easy, good communication with company. Ali was very good and an excellent driver. Would recommend to anyone.”
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 sedan transfer from Chicago Midway to downtown. Curbside pickup, flight tracking, 60-min free wait, up to 2 passengers.
“The driver was fantastic! So friendly and professional. The car was clean and luxurious. Definitely recommend”
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 round-trip transfer between ORD and Oak Brook with AC, 60 minutes free airport wait, clear meet-up updates, and fixed all-in pricing.
“My plane was delayed. That meant that I would be late to arrive at my point of pick up. I was worried that the driver might leave before I arrived at the airport collection site. However I was supported by text messages and phone calls - so I knew that my driver was waiting for…”
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.
“We had a wonderful experience! We went to and from O’Hare over the holidays visiting family. Both drivers were professional and the drive was relaxing. Dee was our driver going back to the airport, she was fantastic, friendly and funny! We will definitely use this car service again. Oh and did I mention the price…”
Private SUV meet-and-greet transfer from ORD Terminal 2 to Chicago Loop. Clear timing, text updates, bottled water, and door-to-door drop-off.
“Everything was Perfect. The driver wore the mask, professional, helpful and on time. The car was clean and big enough. Highly recommended for airport transfer.”
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.
“We were told to go to the outside lane after we picked up our luggage which we did. THe driver was waiting for us by baggage claim which I did not realize. He was rude and blamed us for not being in the correct place. I had texted him so he knew where we were…”
Private one-way Mercedes Sprinter transfer from O’Hare. Direct, driver-led ride with water and taxes included for a calmer airport day.
“I used Viator services while in Chicago during the Christmas holidays. I cannot say enough about the professionalism and stellar services of the company. I will definitely use again, again, again, and again; EXCELLENT”
Private curbside SUV transfer from ORD to downtown Chicago with flight tracking, door-to-door drop-off, and space for up to 6.
“My flight was delayed 6 hours. I was assured that the driver would be at the airport upon my arrival. Chris the driver kept in contact with with me. Direct me to pick point. The car was like new and Chris was very professional.”
Private luxury sedan transfer from Chicago Loop to O’Hare. Clear pickup rules, fixed group pricing, and a stress-free ride.
“Easy to book, confirm and wonderful driver. Enjoyed the conservation and scenery with everything being explained”
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.
