Cadillac Escalade ESV with chauffeur in The Loop
Chauffeur by the hour in Chicago, United States
6 seats 6 bags2024 model
4.78 · 269 reviewsInstant 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.
About this ride
A discreet, fully licensed chauffeur who knows every shortcut in town. Your car arrives fifteen minutes early, climate set, water chilled, and waits as long as your day needs.
Meet your provider
Windy City Executive
Verified provider
- Reviews
- 269 Reviews
- Rating
- 4.78 Rating
- Years on Trips
- 7 Years on Trips
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
- Rear climate control
- Free wifi
- Chilled bottled water
- Phone chargers, USB C and wireless
- Child seat on request
- Privacy glass
- Bluetooth audio
- Flight tracking
- Umbrella service
- Live GPS tracking
- Mints and tissues
4.78 · 269 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
Where you’ll be picked up
The Loop, Chicago. Your chauffeur collects you anywhere within the service area, with airports at no extra charge.
