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Rent classic cars near Chicago, IL

Discover the Turo car rental marketplace

HomeRent classic carsUnited States - Chicago, IL

Skip the car rental counter

Hit the road

Browse the widest selection of cars available anywhere on Turo. Whether it’s an SUV for a family road trip, a pickup truck for some errands, or a classic sports car for a special night out, find the perfect car for every occasion and budget on Turo.

Rent the perfect car
Way better than a rental car

More bang for your buck

Find deals on all kinds of drives — from the everyday to the extraordinary — complete with a better, more convenient experience versus rental car companies.

Free cancellation

Cancel for a full refund up to 24 hours before your trip starts. Because life happens and it helps to be flexible when it does.

Convenient delivery options

Get your car delivered right to you or wherever you’re going. Many hosts offer delivery to custom locations or popular points of interest like airports, train stations, and hotels.

Recent reviews

Daniel H.
Ford F100 1978

Edwin made the rental smooth with excellent service.

Daniel H.
Diamond B.
Ford F100 1978

Will rent again…

Diamond B.
Michael M.
Ford F100 1978

I had a few questions during the trip and Edwin responded immediately. 100% recommend renting this truck and working with Edwin.

Michael M.
Elizabeth B.
Dodge challenger 1973

People were slowing down on a highway to compliment the car :) We will definitely keep Chris in mind on our next Chicago trip.

Elizabeth B.
Jordan R.
Ford F100 1978

Edwin was fantastic and the truck was a lot of fun to drive!

Jordan R.
Ford F100 1978

Fun to drive, looks great. Edwin was great as well.

Alyson K.
Ford F100 1978

Edwin is amazing!! And his truck 😍😍 I did not want to give it back haha overall so easy to work with was so flexible and great at getting back to me quickly! Would highly recommend!!

Alyson K.

Classic rental locations near Chicago, IL

Chicago (1 mi)

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Frequently asked questions near Chicago, IL

  1. * Any personal insurance you may have that covers damage to the host’s vehicle would kick in before your Turo protection plan, except in limited situations for trips booked in Maryland, but this protects your own wallet. Liability insurance is provided under a policy issued to Turo by Travelers Excess and Surplus Lines Company. Terms, conditions, and exclusions apply. The policy does not provide coverage for damage to a host’s vehicle.

  2. ** Liability insurance is provided under a policy issued to Turo by a third party. Terms, conditions, and exclusions apply. The policy does not provide coverage for damage to a host’s vehicle.

  3. For questions or information about the third party liability insurance that is included in protection plans in the US, consumers in Maryland and the licensed states listed here may contact Turo Insurance Agency at (415) 508-0283 or For questions about how damage to a host’s vehicle is handled, visit the Turo Support site.

  4. When a trip is booked in the state of Washington, physical damage to the host’s vehicle is covered by insurance purchased by Turo, but the Turo insurance does not change the contractual responsibilities of hosts or guests with respect to physical damage to a host’s vehicle.

  5. *** Terms, conditions, and exclusions apply.