Find and compare great deals on Dollar rental cars in Chicago
Same drop-off
Driver's age: 25-65
Dollar car rental deals in Chicago, Illinois
Find your perfect rental car on momondo
Choose your travel dates to find the best prices
Small
Medium
Large
SUV
Van
Small Cars
C$ 41 - C$ 107
All Car Types
C$ 58 - C$ 136
The best time to rent a Small car from Dollar in Chicago, Illinois is in September when prices are C$ 41 per day on average. C$ 41 per day is 46% lower than the C$ 75 average yearly price for a Dollar Small rental in Chicago. While September may be the cheapest month to rent a Small car from Dollar in Chicago, February is the most expensive. However, you may still be able to find great deals in February on Small rental vehicles from Dollar depending on what day you book.
The best time to rent a Medium car from Dollar in Chicago, Illinois is in August when prices are C$ 50 per day on average. C$ 50 per day is 45% lower than the C$ 90 average yearly price for a Dollar Medium rental in Chicago. While August may be the cheapest month to rent a Medium car from Dollar in Chicago, May is the most expensive. However, you may still be able to find great deals in May on Medium rental vehicles from Dollar depending on what day you book.
The best time to rent a Large car from Dollar in Chicago, Illinois is in May when prices are C$ 44 per day on average. C$ 44 per day is 50% lower than the C$ 89 average yearly price for a Dollar Large rental in Chicago. While May may be the cheapest month to rent a Large car from Dollar in Chicago, June is the most expensive. However, you may still be able to find great deals in June on Large rental vehicles from Dollar depending on what day you book.
The best time to rent a SUV car from Dollar in Chicago, Illinois is in May when prices are C$ 41 per day on average. C$ 41 per day is 49% lower than the C$ 81 average yearly price for a Dollar SUV rental in Chicago. While May may be the cheapest month to rent a SUV car from Dollar in Chicago, July is the most expensive. However, you may still be able to find great deals in July on SUV rental vehicles from Dollar depending on what day you book.
The best time to rent a Van car from Dollar in Chicago, Illinois is in January when prices are C$ 83 per day on average. C$ 83 per day is 29% lower than the C$ 118 average yearly price for a Dollar Van rental in Chicago. While January may be the cheapest month to rent a Van car from Dollar in Chicago, May is the most expensive. However, you may still be able to find great deals in May on Van rental vehicles from Dollar depending on what day you book.
Was rather seamless. Woman who checked me in at pick up was a delight and very helpful. Same on delivery end. Van was in great shape and well maintained. Overall was a good experience.
2.0
Poor|Jul 2023
Rip off. They did not honor reservation but for $425 they had a car for one day. It was also a pain waiting 67 minutes in line.
4.0
Mediocre|Jul 2023
I think it's really f****** expensive.
2.0
Poor|Jul 2023
The price was fantastic, and the car was in good shape. But the service was horrible. The lady at the desk refused to help us until our rental time. Then they kept us waiting even though there was no one else picking up a car. When we were ready to pick up the car, The people in the garage hardly gave us the time of day, and the lady at the desk yelled at us for going to the garage before our name was called, even though our car was ready. No one filled out the damage form before we left, and it just seemed like the dollar employees in Chicago were as unhappy as possible to have the jobs that they did.
2.0
Poor|Jul 2023
Our pickup experience was horrendous, I have never seen something so unprofessional. First & last time I’ll be using Dollar.
4.0
Mediocre|Jul 2023
Convenient way of booking. Lot of options. But equal amount is charged after booking by service provider. Not received final invoice or settlement.
1 out of 41
Dollar Locations in Chicago
Information about Dollar car rentals in Chicago
Does Dollar have a location at Chicago Midway Airport?
Yes. The 1 location that Dollar has at Chicago Midway Airport can be found at 5150 W 55th Street, {4} and {5}.
Does Dollar offer free car rental cancellation in Chicago?
Yes, Dollar has free cancellation for rental cars in Chicago. However, there may be a cancellation fee for last-minute cancellations. If you have specific questions regarding fees and cancellation policies, then you can call Dollar at one of their Chicago locations. Click here to view a list of phone numbers under the Locations tab.
What is the most popular car to rent from Dollar while in Chicago in March?
According to our data, Full-size vehicles are the most popular type of car for our users to rent from Dollar while visiting Chicago in March. Based on Dollar car rental prices in March last year, you can expect the average price for Full-size rentals to be C$ 67/day. Our users have also found prices for as low as C$ 50/day last March, which means you may be able to find similar rental prices this year on momondo.
How many Dollar car rental locations are there in Chicago?
There are 7 car rental locations in Chicago that Dollar owns. Their 10255 West Zemke Road, Chicago location happens to be the most popular amongst our users. In the last 12 months, 55% of the users who rented a car from Dollar in Chicago chose to pick up their rental at 10255 West Zemke Road.
When did momondo last update prices for cars in Chicago?
Prices for cars in Chicago were last updated today.
How many operators does momondo search for cars in Chicago?
There are 125 operators available for cars in Chicago as of February 2026.
How old do you have to be to hire a car in Chicago?
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.
What documentation or ID do you need to rent a car in Chicago?
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.
An easier way to manage your Chicago trip
We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
momondo and its partners wish to use cookies or similar technologies to store and/or access information on and about your device and process personal data such as your IP address, device identifiers etc., in order to improve your experience on the site, to analyze navigation, to offer and measure personalized advertising, and to facilitate sharing on social networks. We also allow the use of third-party cookies (including those from our advertising partners) on our sites.
By clicking 'Accept', you consent to your data being processed by 0 vendors on this web site for the purposes described in this notice. You can review the vendors and their individual processing purposes on the .
To review individual processing purposes and cookie categories, please click ’Select individual purposes’. You can review and update your choices anytime by clicking the ’Privacy Preferences’ link in the page side navigation.