Drive Luxury, Experience Chicago

Windy City Luxury

Discover our exclusive fleet of luxury and exotic vehicles for unforgettable experiences in Chicago. Arrive in style and make every moment special with Windy City Luxury.

Experience Luxury Car Rentals Today

Discover our exclusive fleet of luxury and exotic vehicles for unforgettable experiences in Chicago. Arrive in style and make every moment special with Windy City Luxury.

5+

15+

Trusted by Many

Luxury Guaranteed

Explore our fleet

Hellcat Charger Jailbreak

Mercedes Benz s580

Dodge Durango

Range Rover Sport SVR

Discover our exclusive fleet of luxury and exotic vehicles for unforgettable experiences in Chicago. Arrive in style and make every moment special with Windy City Luxury.

Luxury Car Rentals

Experience Chicago in style with our exclusive luxury and exotic vehicle rentals.

Exotic Car Fleet

Choose from Lamborghinis, Rolls-Royces, Corvettes, and more for your adventure.

Flexible Rental Options

Daily, weekend, and long-term rentals available for your convenience and enjoyment.

Pick-Up & Delivery

Convenient options for your luxury car rental experience.

Mercedes-Benz GLA-Class
“Service was impeccable, the car was very sufficient, clean, and safe. The owner was very responsive, informative, and professional. Would recommend to anyone looking to rent from Windy City Luxury.”

John D.

Mercedes-Benz S-Class
“Always a pleasure, professional, courteous service. Can always count on a clean, gorgeous vehicle. Highly recommend.”

Jose Angel A

★★★★★

★★★★★