This price is the cheapest per day rate found by a Cheapflights user in the last 48 hours by searching for a car hire in Chicago with a pick-up date of 24/2 and drop-off date of 3/3. Fares are subject to change and may not be available at all agencies or on all dates of hire. Click the price to replicate the search for this deal.
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Driver's age: 25-65
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Popular Enterprise Rent-A-Car car types in Chicago
Explore the most popular car models available for hire in Chicago and choose the one that suits your needs. The price data is sourced from various car hire companies and was last updated on 7 February 2026.
Compare Enterprise Rent-A-Car car hire types in Chicago
Compare and contrast the various car types offered for hire in Chicago to find the perfect fit for your trip. Price data is based on averages over the last 12 months and was last updated on 7 February 2026.
Small
Medium
Large
SUV
Van
Luxury
Convertible
Small cars
$53 - $105
All Car Types
$93 - $147
Currently, the cheapest month to hire a small car from Enterprise Rent-A-Car in Chicago is February. The most expensive time to hire a small car from Enterprise Rent-A-Car is January. The cheapest prices for each month are shown above, but prices will vary based on availability, when you book your small car hire from Enterprise Rent-A-Car, and of course, current supply and demand.
Currently, the cheapest month to hire a medium car from Enterprise Rent-A-Car in Chicago is February. The most expensive time to hire a medium car from Enterprise Rent-A-Car is August. The cheapest prices for each month are shown above, but prices will vary based on availability, when you book your medium car hire from Enterprise Rent-A-Car, and of course, current supply and demand.
Currently, the cheapest month to hire a large car from Enterprise Rent-A-Car in Chicago is January. The most expensive time to hire a large car from Enterprise Rent-A-Car is March. The cheapest prices for each month are shown above, but prices will vary based on availability, when you book your large car hire from Enterprise Rent-A-Car, and of course, current supply and demand.
Currently, the cheapest month to hire a SUV from Enterprise Rent-A-Car in Chicago is May. The most expensive time to hire a SUV from Enterprise Rent-A-Car is August. The cheapest prices for each month are shown above, but prices will vary based on availability, when you book your SUV hire from Enterprise Rent-A-Car, and of course, current supply and demand.
Currently, the cheapest month to hire a van from Enterprise Rent-A-Car in Chicago is April. The most expensive time to hire a van from Enterprise Rent-A-Car is May. The cheapest prices for each month are shown above, but prices will vary based on availability, when you book your van hire from Enterprise Rent-A-Car, and of course, current supply and demand.
Currently, the cheapest month to hire a luxury car from Enterprise Rent-A-Car in Chicago is December. The most expensive time to hire a luxury car from Enterprise Rent-A-Car is August. The cheapest prices for each month are shown above, but prices will vary based on availability, when you book your luxury car hire from Enterprise Rent-A-Car, and of course, current supply and demand.
Currently, the cheapest month to hire a convertible from Enterprise Rent-A-Car in Chicago is December. The most expensive time to hire a convertible from Enterprise Rent-A-Car is August. The cheapest prices for each month are shown above, but prices will vary based on availability, when you book your convertible hire from Enterprise Rent-A-Car, and of course, current supply and demand.
Kia Rio$72/day
2
4
M
A/C
Subaru Crosstrek$73/day
4
M
A/C
Enterprise Rent-A-Car locations in Chicago
Find Enterprise Rent-A-Car car rental locations in Chicago including addresses, phone numbers, and reviews.
My overall experience was very good, however, the pricing for my rental pick up from the airport was ridiculously overpriced! Therefore, I don't think I will choose Enterprise again for those types of trips! Ty
1 out of 18
Enterprise Rent-A-Car Locations in Chicago
Best Chicago Car Hire Deals from Enterprise Rent-A-Car
Check out some of the best deals for Enterprise Rent-A-Car car hire in Chicago recently found.
Kia Rio$72/day
2
4
M
A/C
Subaru Crosstrek$73/day
4
M
A/C
Hyundai Avante$74/day
5
M
A/C
Enterprise Rent-A-Car Car Hire FAQs
Does Chicago All airports have Enterprise Rent-A-Car rental cars?
Yes there is a Enterprise Rent-A-Car located at Chicago All airports. Their address is 20 E Randolph St 3rd Fl.
Can I cancel my Enterprise Rent-A-Car car hire in Chicago?
When hiring a car from Enterprise Rent-A-Car in Chicago, you can enjoy the benefit of free cancellations. However, please note that there might be a cancellation fee if you decide to cancel your booking at the last moment. If you have any specific questions about fees or cancellation policies, don't hesitate to call Enterprise Rent-A-Car at one of their convenient Chicago locations. Click here to find a list of phone numbers under the Locations tab.
What is the most popular Enterprise Rent-A-Car car hire in Chicago?
When hiring a car from Enterprise Rent-A-Car in Chicago, SUV is the most sought-after option. The average cost per day for SUV hires is $76, but keep in mind that some of our users have managed to secure rates as low as $76 per day.
What is the cheapest type of car to hire from Enterprise Rent-A-Car in Chicago?
Looking for affordable car hires in Chicago? Hiring a Small from Enterprise Rent-A-Car is your best bet. The average price for a Small is $72 per day, which is 38% cheaper compared to the agency's priciest car.
How many locations does Enterprise Rent-A-Car have in Chicago?
Enterprise Rent-A-Car operates in Chicago with 27 different locations. According to our user data, the most popular location for Enterprise Rent-A-Car in Chicago is situated at 10 E Grand, Hilton Garage Fl 2.
Enterprise Rent-A-Car Luxury Car Hire in Chicago
Arrive in style when you hire a luxury car in Chicago from Enterprise Rent-A-Car.
Mercedes-Benz E-Class$80/day
5
M
A/C
Audi Q7$80/day
5
4
M
A/C
BMW 5 Series$94/day
5
4
M
A/C
Van hires in Chicago
Find van hire deals in Chicago from well-known providers in the area and save on gas mileage with the options provided below. van hires in Chicago cost an average of $164 per day. Price data was last updated on 7 February 2026.
Toyota HiAce$117/day
5
M
A/C
Kia Carnival$119/day
5
4
4
M
A/C
Hyundai Staria$119/day
5
M
A/C
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