Luxury & Exotic Car Rentals In Chicago, IL

Chicago is known as the Second City, however when it comes to luxury, it’s First Class all the way. Whether your needs call for a Ranger Rover Supercharged, Porsche 911 Turbo or anything in between, Imagine Lifestyles can surpass all of your expectations. If you want to coast down Lake Shore Drive on a summer day to experience the beauty of our Lake Front, rent a Bentley Continental GTC Mulliner Edition, or one of our other exotic luxury convertible rental cars, and feel the wind in your hair. Or maybe a Lamborghini Gallardo luxury car rental is more your taste because you want to see and be seen on Rush Street. What ever your destination or event may be, Imagine Lifestyles Luxury Rentals will help you feel First Class in the City.

Daily, weekly and monthly rates offered. Chauffeur service available.

Click here for our Chicago exotic rental cars.

Click here for our Chicago luxury rental cars.

Aston Martin Vanquish Chicago

Aston Martin Vantage Convertible Chicago

Audi R8 Convertible Chicago

Audi R8 Coupe Chicago

Bentley Flying Spur Chicago

Bentley GTC Convertible Chicago

BMW 650I Chicago

BMW 750 Li Chicago

BMW X5 M Chicago

BMW X6 Chicago

Cadillac Escalade Chicago

Cadillac Escalade ESV Rental Chicago

Chevrolet Corvette Convertible Chicago

Ferrari 458 Italia Chicago

Ferrari California Chicago

Ferrari F430 Coupe Rental

Ferrari F430 Coupe Chicago

Ferrari F430 Spider Chicago

Lamborghini Gallardo LP-560 Coupe Chicago

Lamborghini LP560 Spyder Convertible Chicago

Lamborghini LP700-4 Aventador Coupe Chicago

Lamborghini Murcielago LP640 Roadster Chicago

Maserati Granturismo Convertible Chicago

Maserati Quattroporte Chicago

Mercedes Benz G550 Chicago

Mercedes ML550 Chicago

Mercedes-Benz E550 Convertible Rental in Chicago

Mercedes-Benz E550 Cabriolet Convertible Rental Chicago

Mercedes GL450 Rental in Chicago

Mercedes-Benz GL450 Chicago

Mercedes-Benz S550 Chicago

Mercedes-Benz SL55 AMG Roadster Chicago

Mercedes-Benz SLS AMG Coupe Chicago

Porsche 550 Spyder, Vintage 1956 Rental in Chicago

Porsche 911 S Convertible Rental in Chicago

Porsche 911 S Convertible Chicago

Porsche Cayenne S Hybrid Chicago

Porsche Panamera 4 Rental Chicago

Range Rover HSE Chicago

Range Rover Sport Chicago

Rolls Royce “Drophead” Convertible Chicago

Rolls Royce Ghost Chicago

Rolls Royce Phantom Chicago

Shelby Cobra 427, Vintage 1965 Rental in Chicago