Small Cars | C$ 96 - C$ 342 | |
|---|---|---|
All Car Types | C$ 87 - C$ 266 |
The best time to rent a Small car from Enterprise Rent-A-Car in Chicago, Illinois is in October when prices are C$ 96 per day on average. C$ 96 per day is 45% lower than the C$ 176 average yearly price for a Enterprise Rent-A-Car Small rental in Chicago. While October may be the cheapest month to rent a Small car from Enterprise Rent-A-Car in Chicago, November is the most expensive. However, you may still be able to find great deals in November on Small rental vehicles from Enterprise Rent-A-Car depending on what day you book.
The best time to rent a Medium car from Enterprise Rent-A-Car in Chicago, Illinois is in October when prices are C$ 77 per day on average. C$ 77 per day is 55% lower than the C$ 171 average yearly price for a Enterprise Rent-A-Car Medium rental in Chicago. While October may be the cheapest month to rent a Medium car from Enterprise Rent-A-Car in Chicago, August is the most expensive. However, you may still be able to find great deals in August on Medium rental vehicles from Enterprise Rent-A-Car depending on what day you book.
The best time to rent a Large car from Enterprise Rent-A-Car in Chicago, Illinois is in September when prices are C$ 154 per day on average. C$ 154 per day is 37% lower than the C$ 244 average yearly price for a Enterprise Rent-A-Car Large rental in Chicago. While September may be the cheapest month to rent a Large car from Enterprise Rent-A-Car in Chicago, June is the most expensive. However, you may still be able to find great deals in June on Large rental vehicles from Enterprise Rent-A-Car depending on what day you book.
The best time to rent a SUV car from Enterprise Rent-A-Car in Chicago, Illinois is in June when prices are C$ 136 per day on average. C$ 136 per day is 27% lower than the C$ 186 average yearly price for a Enterprise Rent-A-Car SUV rental in Chicago. While June may be the cheapest month to rent a SUV car from Enterprise Rent-A-Car in Chicago, April is the most expensive. However, you may still be able to find great deals in April on SUV rental vehicles from Enterprise Rent-A-Car depending on what day you book.
The best time to rent a Van car from Enterprise Rent-A-Car in Chicago, Illinois is in June when prices are C$ 104 per day on average. C$ 104 per day is 50% lower than the C$ 207 average yearly price for a Enterprise Rent-A-Car Van rental in Chicago. While June may be the cheapest month to rent a Van car from Enterprise Rent-A-Car in Chicago, November is the most expensive. However, you may still be able to find great deals in November on Van rental vehicles from Enterprise Rent-A-Car depending on what day you book.
C$ 77/day
23 Sep - 30 SepC$ 79/day
23 Sep - 30 SepEnterprise Rent-A-Car
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There is 1 location at Chicago Midway Airport. The address for this Enterprise Rent-A-Car car rental center is 5150 W 55th St.
Yes, you can cancel your Enterprise Rent-A-Car rental car reservation in Chicago free of charge. However, cancelling your car rental right before your scheduled pick-up date could result in a fee. Be sure to call Enterprise Rent-A-Car and ask about specific cancellation policies. You can view a list of phone numbers under the Locations tab by clicking here.
The most popular type of car to rent from Enterprise Rent-A-Car in Chicago during October are Luxury rentals. You can expect to pay around C$ 154 per day for Luxury rentals in October, though some of our users found prices for as low as C$ 154 per day.
10255 W Zemke Blvd is the most popular Enterprise Rent-A-Car car rental location out of the 28 locations they have in Chicago. According to our user data over the past 12 months, 38% of those who opted to rent a car from Enterprise Rent-A-Car did so at the 10255 W Zemke Blvd location.
Prices for cars in Chicago were last updated today.
There are 127 operators available for cars in Chicago as of September 2025.
The minimum age for drivers varies by country, including Chicago. In many EU countries drivers must be 18 years old. As a rule, you’ll need to be 21 to hire a car abroad, and a young driver surcharge may be applied if you are under 25. We recommend reading through the policy of your chosen rental company before booking.
When renting a car in Chicago, all drivers must present a full valid driving license. An International Driving Permit is required if the driving license is written in a language different to that of the country of rental and may be necessary to avoid the risk of potential fines. If you are renting abroad, you may also need to provide proof of return travel and accommodation information during your stay. We always recommend checking with the individual rental company you are booking with.