Find and compare great deals on Dollar car hire in Chicago
Same drop-off
Driver's age: 26-65
Voted winner of Europe's Best Travel App 2023
Dollar car hire deals in Chicago, Illinois
Find your perfect car hire on momondo
Small cars
£29 - £72
All Car Types
£43 - £72
The best time to hire a Small car from Dollar in Chicago, Illinois is in November when prices are £29 per day on average. £29 per day is 39% lower than the £48 average yearly price for a Dollar Small car hire in Chicago. While November may be the cheapest month to hire a Small car from Dollar in Chicago, March is the most expensive. However, you may still be able to find great deals in March on Small car hire from Dollar depending on what day you book.
The best time to hire a Medium car from Dollar in Chicago, Illinois is in October when prices are £27 per day on average. £27 per day is 49% lower than the £53 average yearly price for a Dollar Medium car hire in Chicago. While October may be the cheapest month to hire 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 car hire from Dollar depending on what day you book.
The best time to hire a Large car from Dollar in Chicago, Illinois is in October when prices are £40 per day on average. £40 per day is 40% lower than the £67 average yearly price for a Dollar Large car hire in Chicago. While October may be the cheapest month to hire a Large car from Dollar in Chicago, April is the most expensive. However, you may still be able to find great deals in April on Large car hire from Dollar depending on what day you book.
The best time to hire a SUV car from Dollar in Chicago, Illinois is in January when prices are £27 per day on average. £27 per day is 47% lower than the £51 average yearly price for a Dollar SUV car hire in Chicago. While January may be the cheapest month to hire a SUV car from Dollar in Chicago, April is the most expensive. However, you may still be able to find great deals in April on SUV car hire from Dollar depending on what day you book.
The best time to hire a Van car from Dollar in Chicago, Illinois is in June when prices are £55 per day on average. £55 per day is 30% lower than the £78 average yearly price for a Dollar Van car hire in Chicago. While June may be the cheapest month to hire a Van car from Dollar in Chicago, March is the most expensive. However, you may still be able to find great deals in March on Van car hire from Dollar depending on what day you book.
The best time to hire a Pickup truck car from Dollar in Chicago, Illinois is in May when prices are £37 per day on average. £37 per day is 36% lower than the £58 average yearly price for a Dollar Pickup truck car hire in Chicago. While May may be the cheapest month to hire a Pickup truck car from Dollar in Chicago, August is the most expensive. However, you may still be able to find great deals in August on Pickup truck car hire from Dollar depending on what day you book.
The best time to hire a Luxury car from Dollar in Chicago, Illinois is in June when prices are £52 per day on average. £52 per day is 23% lower than the £68 average yearly price for a Dollar Luxury car hire in Chicago. While June may be the cheapest month to hire a Luxury car from Dollar in Chicago, August is the most expensive. However, you may still be able to find great deals in August on Luxury car hire from Dollar depending on what day you book.
The best time to hire a Convertible car from Dollar in Chicago, Illinois is in November when prices are £55 per day on average. £55 per day is 31% lower than the £80 average yearly price for a Dollar Convertible car hire in Chicago. While November may be the cheapest month to hire a Convertible car from Dollar in Chicago, October is the most expensive. However, you may still be able to find great deals in October on Convertible car hire 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.
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Dollar Locations in Chicago
Information about Dollar car hire in Chicago
Does Dollar have a location at Chicago Midway Airport?
There is 1 location at Chicago Midway Airport. The address for this Dollar car hire centre is 5150 W 55th Street.
Does Dollar offer free car hire cancellation in Chicago?
Yes, Dollar has free cancellation for hire 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 hire from Dollar while in Chicago in August?
In August, our users who hire cars from Dollar in Chicago prefer Intermediate hires. If you’re looking to reserve one of their Intermediate hires during this month, prices tend to be £37/day on average and £25/day at their lowest. Keep in mind that prices may fluctuate based on how far out you book your car hire, as well as what car model you choose.
What is the cheapest type of car to hire from Dollar in Chicago?
For £37/day on average, a Intermediate is the cheapest type of car to hire from Dollar in Chicago (57% cheaper than the most expensive Dollar car hire). In the past year, 40% of momondo users who chose to hire from Dollar while in Chicago hired a Intermediate in order to save money. Keep in mind that Dollar also has other types of car hires available based on your travel needs.
How many Dollar car hire locations are there in Chicago?
10255 West Zemke Road is the most popular Dollar car hire location out of the 7 locations they have in Chicago. According to our user data over the past 12 months, 57% of those who opted to hire a car from Dollar did so at the 10255 West Zemke Road location.
When did momondo last update prices for cars in Chicago?
Prices for cars in Chicago are updated daily.
How many operators does momondo search for cars in Chicago?
The number of operators available for cars in Chicago is 129 as of July 2025.
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?
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.
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