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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