Book Enterprise Rent-A-Car car rentals in Chicago

• How old do I have to be in order to book with Enterprise rental cars in Chicago?

  In order to book Enterprise car rentals in Chicago, you must be at least 21 years old. If you are between the ages of 21 and 24, a Young Renter fee will most likely be applied. This fee is very often about $25 per day, but the price can vary based on the rental location. The fee will be determined once you place your reservation through KAYAK. Renters under the age of 25 may be restricted in terms of what type of cars they can rent. For example, Young Renters may be excluded from renting luxury, exotic, or sports cars.

• When I book via Enterprise car rentals in Chicago, can I pick up my car at one Enterprise location and drop it off at another?

  Yes. You can pick up your car at an Enterprise location at one place in Chicago and drop it off at another Enterprise location elsewhere in Chicago. Additionally, when you rent from an Enterprise location in Chicago, you can drop your car off at another Enterprise location in Illinois. You can even drop off your car across the country, at an Enterprise in Miami, for instance. Some Chicago Enterprise locations even offer one-way car rentals.

• What kind of car can I rent when I book with Enterprise car rentals in Chicago?

  When you book Enterprise car rentals in Chicago, there will be a wide range of cars in the Enterprise fleet that you can choose from. Full size cars and economy cars, as well as SUVs, are available to renters. Families and large groups can rent minivans or passenger vans. Enterprise locations in Chicago also offer luxury and sports cars. Some of the more exclusive cars do not come with unlimited mileage. At Chicago O’Hare International Airport, for example, Enterprise has luxury and exotic cars available for rent.  

• What is the most popular rental car from Enterprise Rent-A-Car in Chicago?

  Medium rental cars (Honda Civic or similar) are the most frequently booked rental car types from Enterprise Rent-A-Car in Chicago.

• How many car rental locations does Enterprise Rent-A-Car have in Chicago?

  Enterprise Rent-A-Car has 28 rental locations in Chicago. Take a look at our Enterprise Rent-A-Car rental location map to find the best rental cars near you.

• Does Enterprise Rent-A-Car have a car rental location at the airport: O'Hare Intl airport (ORD)?

  Yes

• Does Enterprise Rent-A-Car offer shuttle or airport pick-up services from O'Hare Intl airport (ORD)?

  Yes

• Does Enterprise Rent-A-Car have a car rental location at the airport: Midway airport (MDW)?

  Yes

• Does Enterprise Rent-A-Car offer shuttle or airport pick-up services from Midway airport (MDW)?

  Yes

• Does Enterprise Rent-A-Car have a car rental location at the airport: Greater Rockford airport (RFD)?

  No (According to our data)

• Does Enterprise Rent-A-Car offer shuttle or airport pick-up services from Greater Rockford airport (RFD)?

  Yes

Reviews for Enterprise Rent-A-Car in Chicago

Recent reviews

Traveler rating

Wonderful

27

Very good

5

Good

0

Okay

3

Fair

0

Mediocre

0

Poor

8

2.0

The whole experience was not pleasantReviewed Sep 3 2026

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10.0

Nothing, as always Enterprise goes above and beyond. I was even a few minutes late and they waived the fees for me. Little gestures like that build a loyal client. Great business sense. I paid more for Enterprise than I could have at Avis and will continue to do that.Reviewed Jul 8 2026

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2.0

They didn’t honor my reservation! They had no cars !Reviewed Dec 1 2025

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10.0

I was upgraded to another vehicle because the attendant did not want to keep me waiting as the car in the category I reserved needed to be washed still.Reviewed May 11 2025

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10.0

Very goodReviewed May 9 2025

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10.0

Easy pickup, nice stuff, great carReviewed Mar 20 2025

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4.0

I was overall not impressed. The car I received had gum stuck to the center console which was gross. After I returned the car, I received a call saying that there’s a “large crack that goes halfway across the windshield.” When I asked again how large the crack was because I didn’t see a crack while driving, the agent said the crack was barely visible. I explained that I did not notice a crack nor did it happen while I was driving. When I dropped the car off at 4:30 PM, the rental place was closed. I truly believe this crack either happened with the last driver and I was not informed about it when I picked the car up. Or it happened after I dropped it off. Despite this, the agent said I’m responsible for it and will need to cover the cost. Very unhappy about that.Reviewed Dec 19 2024

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10.0

Super service. Very efficient service in spite of many customers.Reviewed Dec 4 2024

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10.0

Everyone was very pleasant and efficient. We reserved a sedan, however, when we arrived there were not any immediately available. Enterprise offered a van or a truck at no extra charge and we took them up on it. The van drove beautifully, the tech features were very nice, and, overall, we had a really smooth experience.Reviewed Oct 21 2024

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10.0

I had to rent a car at the last minute from the Chicago airport. Everything went very smoothly. Although I wish one way rentals were not so much more expensive.Reviewed Oct 14 2024

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2.0

They didn’t have a car available at the location. They also said there were none at any nearby. Incredibly disappointingReviewed Sep 12 2024

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8.0

Top customer service and no car cancellation like Hertz.Reviewed Jul 29 2024

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