Find and compare great deals on Enterprise Rent-A-Car rental cars in Chicago
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Enterprise Rent-A-Car car rental deals in Chicago, Illinois
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Small
Medium
Large
SUV
Van
Luxury
Convertible
Small Cars
$32 - $237
All Car Types
$114 - $183
The best time to rent a Small car from Enterprise Rent-A-Car in Chicago, Illinois is in April when prices are $32 per day on average. $32 per day is 73% lower than the $117 average yearly price for a Enterprise Rent-A-Car Small rental in Chicago. While April may be the cheapest month to rent a Small car from Enterprise Rent-A-Car in Chicago, February is the most expensive. However, you may still be able to find great deals in February 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 March when prices are $72 per day on average. $72 per day is 48% lower than the $138 average yearly price for a Enterprise Rent-A-Car Medium rental in Chicago. While March may be the cheapest month to rent a Medium car from Enterprise Rent-A-Car in Chicago, February is the most expensive. However, you may still be able to find great deals in February 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 July when prices are $91 per day on average. $91 per day is 29% lower than the $129 average yearly price for a Enterprise Rent-A-Car Large rental in Chicago. While July may be the cheapest month to rent a Large 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 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 February when prices are $104 per day on average. $104 per day is 22% lower than the $132 average yearly price for a Enterprise Rent-A-Car SUV rental in Chicago. While February 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 July when prices are $91 per day on average. $91 per day is 42% lower than the $156 average yearly price for a Enterprise Rent-A-Car Van rental in Chicago. While July may be the cheapest month to rent a Van car from Enterprise Rent-A-Car in Chicago, February is the most expensive. However, you may still be able to find great deals in February on Van rental vehicles from Enterprise Rent-A-Car depending on what day you book.
The best time to rent a Luxury car from Enterprise Rent-A-Car in Chicago, Illinois is in November when prices are $94 per day on average. $94 per day is 39% lower than the $154 average yearly price for a Enterprise Rent-A-Car Luxury rental in Chicago. While November may be the cheapest month to rent a Luxury car from Enterprise Rent-A-Car in Chicago, February is the most expensive. However, you may still be able to find great deals in February on Luxury rental vehicles from Enterprise Rent-A-Car depending on what day you book.
The best time to rent a Convertible car from Enterprise Rent-A-Car in Chicago, Illinois is in March when prices are $114 per day on average. $114 per day is 30% lower than the $162 average yearly price for a Enterprise Rent-A-Car Convertible rental in Chicago. While March may be the cheapest month to rent a Convertible 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 Convertible rental vehicles from Enterprise Rent-A-Car depending on what day you book.
Professional staff! Super clean car! Hate driving in chicago
10.0
Wonderful|Aug 2023
Location was a bit confusing to find but when I did the customer service was friendly. Had a free upgrade. Then drop off at the airport was a breeze took less than a minute.
10.0
Wonderful|Aug 2023
Representatives were extremely kind and professional.
10.0
Wonderful|Feb 2023
Guys working at the enterprise were great to deal with.
10.0
Wonderful|Feb 2023
Pleasant, helpful, and attentive. I will rent with them again.
10.0
Wonderful|Dec 2022
Great customer service
1 out of 16
View Enterprise Rent-A-Car Locations in Chicago
Information about Enterprise Rent-A-Car car rentals in Chicago
How much will a Enterprise Rent-A-Car rental car in Chicago cost in October?
$68 per day in Chicago is the cheapest price for a car rental from Enterprise Rent-A-Car in October. However, you will find that the average Enterprise Rent-A-Car rental prices are closer to $151 per day in October, or $1,055 on average for a week. These rates are all based on prices from last October, so you may be able to find even better deals this year.
Does Enterprise Rent-A-Car have a location at Chicago Midway Airport?
At the moment, Enterprise Rent-A-Car has 1 location at Chicago Midway Airport: 5150 W 55th St.
Does Enterprise Rent-A-Car offer free car rental cancellation in Chicago?
There are free rental car cancellations available from Enterprise Rent-A-Car in Chicago. Keep in mind that there might be a cancellation fee if you cancel your rental car last-minute. Click here to find a list of phone numbers under the Locations tab if you’d like to learn more about Enterprise Rent-A-Car cancellation policies.
What is the most popular car to rent from Enterprise Rent-A-Car while in Chicago in October?
Consider Intermediate rentals from Enterprise Rent-A-Car if you need a car rental in Chicago during October. When renting Intermediate cars in October, you can expect prices to be an average of $101 per day and as low as $34 per day. Keep in mind that there are also other types of rental cars available from Enterprise Rent-A-Car—Intermediate vehicles just happen to be the most popular amongst our users during this time of year.
What is the cheapest type of car to rent from Enterprise Rent-A-Car in Chicago?
If you’re looking to save money on your rental car from Enterprise Rent-A-Car, then consider renting a Economy, the cheapest type of car the rental company has available in Chicago. Renting a Economy from Enterprise Rent-A-Car costs $129 per day on average, which is 33% cheaper than their most expensive car. In the past year, 10% of our users opted to rent a Economy from Enterprise Rent-A-Car in order to save money on their trip to Chicago.
How many Enterprise Rent-A-Car car rental locations are there in Chicago?
There are 28 car rental locations in Chicago that Enterprise Rent-A-Car owns. Their 10255 W Zemke Blvd, Chicago location happens to be the most popular amongst our users. In the last 12 months, 35% of the users who rented a car from Enterprise Rent-A-Car in Chicago chose to pick up their rental at 10255 W Zemke Blvd.
When did momondo last update prices for cars in Chicago?
Prices for cars in Chicago refresh daily.
How many operators does momondo search for cars in Chicago?
The number of operators available for cars in Chicago is 121 as of September 2026.
How old do you have to be to hire a car in Chicago?
Among different countries, including Chicago, the minimum age for drivers varies. In numerous EU countries, drivers must be 18 years old. To hire a car overseas, you'll generally need to be at least 21, and if you're under 25, a young driver surcharge may be imposed. It's recommended that you review the policy of the rental company you're considering before booking.
What documentation or ID do you need to rent a car in Chicago?
To rent a car in Chicago, all drivers must have a valid full driving license. If the license is written in a language other than the language of the country of rental, an International Driving Permit may be required to avoid the risk of potential fines. If you're renting a car abroad, you may also need to provide proof of return travel and accommodation information during your stay. We recommend that you verify with the specific rental company you're booking with.
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