Chicago’s Classic Car Share identifies itself as the oldest and largest of its kind in the U.S., as it was found in 2000.

The club’s fees are some of the most reasonable; it is only $250 for a five-year membership. The price you pay depends on whether you have a car ride for a three-day weekend ($330 per day) or a week ($214 per day). Interested in the Ferraris? It will take $480 per day for the three-day scenario and $314 per day for the weeklong plan to drive off in the red Mondial T, 348 Spider or 355 Spider.

The fleet is among the most desirable. Classic Car Share’s youngest cars may not be brand new, but they are all in great shape and will not disappoint. More classic car options are a ’68 Pontiac GTO and ’69 Ford Mustang Mach I. Modern vehicles include a Dodge Viper Coupe and a Porsche Boxster S.

Most valued ride: Ferrari 355 Spider