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EXPERIENCE CHICAGO IN A COOL CAR

Rent a classic car for your trip in Chicago. Make amazing memories in a vintage car from DriveShare.

AMP UP YOUR CHICAGO ADVENTURE

Welcome to Chicago, the Windy City. Home to the Bulls, Bears, Cubs, Sox and Hawks, iconic hot dogs and an even more iconic skyline, plus plenty of Italian beef and beer. Pre-plan your adventure and check out our hand-curated list of the best sights in Chicago. Learn about the local eateries, lodging, and more!

Chicago Travel Guide

FEATURED CARS NEAR CHICAGO

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To find out more information in regards to our launch or for additional information on the rental and listing process, please contact us at help@driveshare.com