Chicago, IL
Luxury SUV rental in Chicago
Room for five (or seven), all-weather grip and serious presence — from the Escalade to the Rolls-Royce Cullinan.
- 12
- Cars available
- $500
- From per day
- 24/7
- Delivery
Chicago weather and Chicago weekends both reward a great SUV. Our fleet runs from the BMW X5 M50i and seven-seat Cadillac Escalade Sport to the Range Rover Sport SVR, Audi RS Q8, Bentley Bentayga, two Mercedes-AMG G 63s, two Lamborghini Urus — and, at the very top, the Rolls-Royce Cullinan. There’s even a Tesla Cybertruck.
They’re the go-to choice for airport pickups at O’Hare, wedding parties, family trips and winter rentals. Prices start at $500/day, with delivery anywhere in Chicagoland included.
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The process
Four steps. Zero friction.
No dealership visit, no counter, no line — four steps from browsing to driving.
- 1
Pick your city & car
Browse the Chicago or Tampa fleet — every car shows its real photo, daily rate and deposit.
- 2
Choose dates & delivery
Tell us your pickup and return dates and where you want it — hotel, home, office or airport curb.
- 3
Verify license & insurance
Share your license and proof of full-coverage insurance. We confirm availability, coverage and payment — usually within the hour.
- 4
We deliver. You drive.
Your car arrives at the agreed time and place. A quick walk-around, sign, and the key is yours.
What is the best luxury SUV for a group in Chicago?
The Cadillac Escalade Sport seats seven. For five passengers with more drama, the Lamborghini Urus or Rolls-Royce Cullinan are our most requested.
Which SUVs are best for winter?
All of our SUVs are all-wheel or four-wheel drive. The G 63, Urus, Bentayga and RS Q8 are especially popular from November through March.
Do you deliver in Chicago?
Yes — 24/7 delivery anywhere across greater Chicago, including O’Hare (ORD) and Midway (MDW), hotels and private residences. 24/7 roadside assistance is included.
What are the rental requirements?
Drivers must be 18 or older with a valid license and their own full-coverage auto insurance that extends to the rental vehicle. A refundable security deposit applies and is shown on each car’s page.
The key is waiting.
Reserve your Luxury SUV in Chicago in about a minute.