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Search for Dollar car rentals in Chicago from $20

Search for a car rental

Managers Special

or equivalent other

passengers

5

luggage

2

image/svg+xml

automatic

A/C

Yes

from

$20 /day

o hare airport po box 66181 in terminal

Chrysler 300

or equivalent other

passengers

5

luggage

5

image/svg+xml

automatic

A/C

Yes

from

$21 /day

midway regional airport 5150 w 55th street

Chevrolet Spark

or equivalent other

passengers

4

luggage

2

image/svg+xml

automatic

A/C

Yes

from

$21 /day

o hare airport po box 66181 in terminal

Chevrolet Impala

or equivalent other

passengers

5

luggage

4

image/svg+xml

automatic

A/C

Yes

from

$40 /day

o hare airport po box 66181 in terminal

Chevrolet Cruze

or equivalent other

passengers

5

luggage

4

image/svg+xml

automatic

A/C

Yes

from

$41 /day

o hare airport po box 66181 in terminal

Nissan Versa

or equivalent other

passengers

5

luggage

3

image/svg+xml

automatic

A/C

Yes

from

$41 /day

midway regional airport 5150 w 55th street

Prices are based on searches made during the previous 7 days. Price is dynamic and varies based on the date of the booking, length of rental and car class.
There is no guarantee this price will be in effect at the time of your search.

7.8 Out of 10 (98 Reviews)

2 Stations

o hare airport po box 66181 in terminal

Average Pick-Up time: 41-50 minutes

8.0 Out of 10 (54 Reviews)

8.2
9.3
8.6
8.2
5.0 out of 5.0 5.0 out of 5.0

Baron Reviewed on Dec 20, 2019, 4:37 PM

The ladies Working the counter here were so nice and helpful. Need to change my reservation a little and they helped without hesitation and didn’t try and upcharge. Car was good. Easy return .

5.0 out of 5.0 1.0 out of 5.0

D Reviewed on Dec 17, 2019, 4:50 PM

Person wasn’t knowledgeable. Told us something different than what was on Any website. Went to separate company to get a car. Will never use Dollar

5.0 out of 5.0 5.0 out of 5.0

Cincy Mike Reviewed on Dec 14, 2019, 5:32 PM

My experience with Dollar was fabulous. Shereece gave me first-class service and made me feel like a VIP. She was friendly, offered me an inexpensive upgrade and made the experience hassle free.

midway regional airport 5150 w 55th street

Average Pick-Up time: 11-20 minutes

7.7 Out of 10 (44 Reviews)

8.5
8.8
8.7
7.8
5.0 out of 5.0 4.0 out of 5.0

Marc Reviewed on Sep 30, 2019, 9:35 PM

The staff was professional and friendly. My only disappointment was they did not have the vehicle staged upon arrival and we had to wait 20 or so minutes.

5.0 out of 5.0 1.0 out of 5.0

Michaela Reviewed on Sep 22, 2019, 7:26 PM

Started off well - got upgraded to an SUV. 30 miles south of Midway something started dragging under the car. We pulled over and looked underneath - one of the plastic coverings has broken in half. Took the next exit and luckily there was an auto repair place that we pulled into. Called roadside assistance and was told to take it back to O’Hare. Told them that we rented the car at Midway and it was closer. The man insisted O’Hare was closer. I told him the car was dragging plastic and it would probably break off if I continued to drive it. He said roadside assistance would take 3 hours. In the meantime my sister went inside and the owner came out to inspect. He said he could duct tape it to get us on our way. He did for free. The guy on the phone actually at that point said “is there anything else I can help you with?” We had been through one toll booth with the toll tag working - after my phone call the toll tag I was paying for ceased to work and I was told it was not valid. I informed him that he had not helped me at all and hung up. Got to Indiana and got an auto repair place there to wire it up so we could get back to Midway. Went online to customer service and logged all of this in - the response was they valued me as a customer and would reply in 3 to 5 days. Only good thing was when we got back to Midway the Thrifty person who checked us in was incredibly professional and took off the toll charges and reimbursed me for the repair. She was incredibly apologetic and polite.

5.0 out of 5.0 5.0 out of 5.0

Kim Reviewed on Sep 10, 2019, 2:14 AM

Although the pick up counter was a slow process, once we got to our Chevy Malibu the check out staff were great.

We collected 98 reviews in total for all stations in Chicago, Illinois, United States of America with an average score of 7.8/10.
Please be aware that some of these reviews may have been translated automatically into English.

Dollar rental cars in Chicago: All you need to know

There is no better way to see everything Chicago has to offer than by getting behind the wheel of your Dollar rental car. Don't waste your time waiting for the bus or hailing taxis to go to the sights. Having your own vehicle allows you to go to the places you want to see the most, when you want. Make your next vacation to Illinois even more enjoyable with a Dollar rental car.

Why drive with CarRentals.com?

With over two million people making Chicago their home, you know there is going to be plenty to see and do in this bustling city. Many tourists come to experience Chicago's diverse population. However, you may have your eye on exploring the burgeoning art community and a rich past that is a beacon for history aficionados. Whatever you pick to do first, you'll want to take in as much of Chicago as you can during your road trip. Once you grab the keys to your Dollar car rental, you'll be on your way to discovering more of this exciting city.

CarRentals.com works with the finest companies in the industry. Dollar prides itself on superlative customer service. Dollar's attention to customer service and fleet of quality rentals is bolstered by their impressive vacation planning and business travel services.

What you need to know about car rentals in Chicago

How do I get a Chicago Dollar car rental at a great price?

CarRentals.com strives to get you the best rates, no matter when you reserve your car. But booking your car well ahead of your trip can help keep spending low. Make sure to go over the mileage policy and keeping it to one driver will reduce your expense.

What should I carry with me when I pick up my rental car in Chicago?

You will need to present your driver's license and a credit card in your name.

What's the minimum age to rent a car in Chicago?

Most suppliers in Chicago require that you at least be 21 years old to rent a car. Take time to check Dollar's policy, as there may be limitations if you are under 25 or for higher category vehicles in particular.

Is there a particular vehicle I should get for my trip to Chicago?

That depends on how many people you are traveling with and what you'll be doing when you visit Chicago. For bigger cities, like Chicago, you may find navigating and parking easier in a smaller vehicle. If you are traveling with family or friends, then a SUV or mid-size vehicle will have more room for everyone's belongings and provide a more comfortable ride. Those looking for a bit of luxury on their Chicago trip can choose the premium category to get a car like a Cadillac or Audi or similar.

Is insurance required when you rent a car in the United States?

In the United States you do need to have insurance before you rent a car from Dollar. Although many of the major card issuers, like MasterCard or Discover, provide some coverage, there are usually restrictions. For instance, you may not be covered if you book a luxury or larger vehicle. Make sure to check credit card company's policy before you decide. Otherwise, as a United States citizen, you can also book Collision Damage Coverage through CarRentals.com at checkout.

Does Dollar require a deposit at the time of booking my rental car?

Dollar does require a deposit when you book your rental. Dollar will block the deposit on your credit once you reserve your rental for your trip. Please note that the deposit may vary greatly depending on the model and make of the vehicle.

Do I have to return my Dollar rental with a full tank?

At CarRentals.com, we encourage a full to full policy. You should receive your car with full tank, and you should bring it back it with a full tank of gas. If you want to save some money, it is best to fill up your tank before you bring it back to Dollar. Stations close to airports or car rental places tend to have higher prices.

Do I need unlimited miles when I drive in Chicago?

Chicago is a big city, so there is going to be a lot to do. You may not want to be concerned about your mileage limits if you are planning to see what else Illinois has to offer.

Does Dollar offer one-way rentals in Chicago?

Dollar offers one-way rentals in most cases. You may find it more convenient to return your rental car at another Dollar. Don't forget there is typically an additional fee when you opt for one-way.

Reserve your ride today!

With so much to do and see in Chicago, having the keys to your own ride can come in handy. When you are ready to explore more of Illinois, you can drive when you want to, without trying to hail a cab or sign up for a ride-share.

Before you head out of town, book your Dollar Chicago car rental and zip off to take in all the must-do activities. Go through CarRentals.com and speed along the road in Chicago, Illinois.