Day tour in Chicago, United States

32 seats 30 bags2024 model

4.93 · 144 reviewsRider favoriteInstant book

Instant book
Confirmed the moment you reserve, no waiting for approval.
Live tracking
Follow the car on the map and share your ride with anyone.
Free cancellation for 24 hours
Plans change. Cancel before then for a full refund.

Room for the whole group, one professional driver and a plan that runs to the minute. Plenty of luggage space, Wi‑Fi on board and a vehicle kept spotless.

Meet your provider

Windy City Executive

Verified provider

Reviews: 144
Rating: 4.93
Years on Trips: 7

Verified chauffeur

Your chauffeur is assigned before pickup. You’ll get their name, photo and the car’s plate in your trip details.
Every chauffeur is licensed, background checked and insured for passenger travel.
Responds within 5 minutes.
On Trips since 2019.

What this ride offers

Air conditioning
Leather seats
Free wifi
Chilled bottled water
Phone chargers, USB C and wireless
Meet and greet with name board
TV screens
Wheelchair accessible
Dash camera
Live GPS tracking
First aid kit
Umbrella service
Mints and tissues

Rider
favorite

One of the most loved rides on Trips, according to riders

4.93

144

Reviews

Cleanliness: 4.9
Punctuality: 5.0
Driving: 4.9
Communication: 4.8
Value: 4.7

September 2026
Landed at O’Hare at 1am after a delayed flight and he was still at baggage claim with my name on a sign. Cold water, phone charger, zero stress.
EmilyChicago, IL
August 2026
Booked three SUVs for a client visit during the convention. Every chauffeur arrived early, knew the route and kept the cars spotless all day. Invoices came the same evening.
DanielIndianapolis, IN
August 2026
The party bus for my daughter’s prom was a hit. The driver was patient, the lights and sound were perfect, and he had every kid home on time.
BriannaFort Wayne, IN
July 2026
Price on the card was the price I paid, all fees included. Cruise port pickup for eight of us in a Sprinter, no waiting at all.
KevinMiami, FL