Small Cars | $50 - $180 | |
|---|---|---|
All Car Types | $64 - $131 |
The best time to rent a Small car from Payless in Chicago, Illinois is in April when prices are $50 per day on average. $50 per day is 44% lower than the $89 average yearly price for a Payless Small rental in Chicago. While April may be the cheapest month to rent a Small car from Payless in Chicago, July is the most expensive. However, you may still be able to find great deals in July on Small rental vehicles from Payless depending on what day you book.
The best time to rent a Medium car from Payless in Chicago, Illinois is in February when prices are $56 per day on average. $56 per day is 17% lower than the $67 average yearly price for a Payless Medium rental in Chicago. While February may be the cheapest month to rent a Medium car from Payless in Chicago, June is the most expensive. However, you may still be able to find great deals in June on Medium rental vehicles from Payless depending on what day you book.
The best time to rent a Large car from Payless in Chicago, Illinois is in February when prices are $47 per day on average. $47 per day is 52% lower than the $98 average yearly price for a Payless Large rental in Chicago. While February may be the cheapest month to rent a Large car from Payless in Chicago, January is the most expensive. However, you may still be able to find great deals in January on Large rental vehicles from Payless depending on what day you book.
The best time to rent a SUV car from Payless in Chicago, Illinois is in February when prices are $56 per day on average. $56 per day is 35% lower than the $87 average yearly price for a Payless SUV rental in Chicago. While February may be the cheapest month to rent a SUV car from Payless in Chicago, September is the most expensive. However, you may still be able to find great deals in September on SUV rental vehicles from Payless depending on what day you book.
The best time to rent a Van car from Payless in Chicago, Illinois is in January when prices are $76 per day on average. $76 per day is 44% lower than the $136 average yearly price for a Payless Van rental in Chicago. While January may be the cheapest month to rent a Van car from Payless in Chicago, April is the most expensive. However, you may still be able to find great deals in April on Van rental vehicles from Payless depending on what day you book.
The best time to rent a Luxury car from Payless in Chicago, Illinois is in April when prices are $65 per day on average. $65 per day is 34% lower than the $99 average yearly price for a Payless Luxury rental in Chicago. While April may be the cheapest month to rent a Luxury car from Payless in Chicago, November is the most expensive. However, you may still be able to find great deals in November on Luxury rental vehicles from Payless depending on what day you book.
$46/day
1 Sep - 13 Sep$46/day
1 Sep - 13 SepPayless
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Renting a car in Chicago from Payless during August will cost an average of $120 per day. However, some of our users found prices last August as low as $56 per day from Payless, so you may be able to find similar prices this year. If you’re looking to rent a car in Chicago for one week, $841 is the average cost for a rental from Payless.
Payless has 1 location at Chicago Midway Airport. You will find Payless located at 5401 West 47th Street.
The most popular type of car to rent from Payless in Chicago during August are Luxury rentals. You can expect to pay around $110 per day for Luxury rentals in August, though some of our users found prices for as low as $65 per day.
For $110/day on average, a Luxury is the cheapest type of car to rent from Payless in Chicago (62% cheaper than the most expensive Payless rental car). In the past year, 39% of momondo users who chose to rent from Payless while in Chicago rented a Luxury in order to save money. Keep in mind that Payless also has other types of car rentals available based on your travel needs.
Prices for cars in Chicago refresh daily.
The number of operators available for cars in Chicago is 129 as of July 2025.
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.
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.