KAYAK’s insights & trends for Near South Side car rentals
Check out the latest trends and booking tips to rent a car in Near South Side with confidence.
How far in advance should you book a car rental in Near South Side, Chicago?
Based on car rental prices found by KAYAK users over the last 12 months.
To get the best price on a car rental in Near South Side, Chicago, you should book around 83 days before your trip. This could save you approximately 62% compared to booking last minute.
Which car rental company in Near South Side is best rated?
Based on ratings and reviews from real users on KAYAK.
Based on ratings and reviews from real users on KAYAK, the best car rental companies in Near South Side are Enterprise Rent-A-Car (8.0/10, 80 reviews), Sixt (7.2/10, 73 reviews), and Avis (6.1/10, 117 reviews).
Near South Side car rental price comparison by vehicle type
Find the right rental car in Near South Side by comparing prices across vehicle types.
Small
Medium
Large
SUV
Van
Pickup truck
Luxury
Convertible
Small cars
$42 - $64
All Car Types
$61 - $89
How much does it cost to rent a small car in Near South Side?
How much does it cost to rent a medium car in Near South Side?
How much does it cost to rent a large car in Near South Side?
How much does it cost to rent an SUV in Near South Side?
How much does it cost to rent a van in Near South Side?
How much does it cost to rent a pickup truck in Near South Side?
How much does it cost to rent a luxury car in Near South Side?
How much does it cost to rent a convertible in Near South Side?
Small car rentals in Near South Side typically cost around $53 per day. The best time to book is February, when prices average $42 per day which is about 21% less than the yearly average. Small cars are usually 29% cheaper than the average rental in Near South Side, making them ideal for budget-conscious travelers.
Medium car rentals in Near South Side typically cost around $68 per day. The best time to book is January, when prices average $48 per day which is about 30% less than the yearly average. Medium cars are usually 9% cheaper than the average rental in Near South Side, offering a good balance of space and value.
Large car rentals in Near South Side typically cost around $73 per day. The best time to book is January, when prices average $58 per day which is about 21% less than the yearly average. Large cars can be 2% cheaper than the average rental in Near South Side, offering more comfort for longer trips at a valuable price.
SUV rentals in Near South Side typically cost around $66 per day. The best time to book is January, when prices average $53 per day which is about 20% less than the yearly average. SUVs can be 11% cheaper than the average rental in Near South Side, providing extra space and capability for groups or road trips at a reasonable price.
Van rentals in Near South Side typically cost around $115 per day. The best time to book is January, when prices average $89 per day which is about 23% less than the yearly average. Vans are typically 36% more expensive than the average rental in Near South Side, but are the best choice for families or groups needing maximum passenger capacity.
Pickup truck rentals in Near South Side typically cost around $73 per day. The best time to book is January, when prices average $55 per day which is about 25% less than the yearly average. Pickup trucks are 2% cheaper than the average rental in Near South Side, a practical choice for hauling gear or outdoor adventures.
Luxury car rentals in Near South Side typically cost around $97 per day. The best time to book is February, when prices average $81 per day which is about 17% less than the yearly average. Luxury cars are typically 24% more expensive than the average rental in Near South Side, but deliver premium comfort and style for special occasions.
Convertible rentals in Near South Side typically cost around $114 per day. The best time to book is November, when prices average $96 per day which is about 16% less than the yearly average. Convertibles are typically 36% more expensive than the average rental in Near South Side, perfect for scenic drives and warm-weather destinations.
Top tips for renting a car in Near South Side, Chicago
25% of our users found rental cars in Near South Side for $62 or less.
Book your rental car in Near South Side at least 1 day before your trip in order to get a below-average price.
Medium rental cars in Near South Side are around 46% cheaper than other car types, on average.
January is typically the cheapest month to rent a car in Near South Side, with prices around $35/day. July, in contrast, is often the most costly month, with an average of $72/day.
If you’re looking to save money and don’t mind renting a car in another neighborhood in Chicago, look for deals in Northalsted, where daily prices are around $79/day.
FAQs about renting a car in Near South Side (Chicago)
How much does it cost to rent a car in Near South Side?
On average a rental car in Near South Side costs $86 per day.
Are car rentals cheaper in other Chicago neighborhoods?
Yes. Based on our information, BUDGET in Northalsted is the cheapest car rental location in Chicago. It is located at 3721 North Broadway Street.
What is the cheapest car rental company in Near South Side?
In the past 72 hours, the cheapest rental car price ($75/day) in Near South Side was found at ENTERPRISE, 2640 S Michigan Ave.
What is the best rental car company in Near South Side?
Based on ratings and reviews from real users on KAYAK, the best car rental company in Near South Side is HERTZ (10.0, 1 reviews).
How can I find car rentals near me in Near South Side?
Friendly service. At bit of a hunt for the car in the garage. Overall excellent.
2.0 Poor
yolanda, May 2022
I put in a reservation on 3/30/22 They left me a voice mail 4/29/22 to tell me they didn’t have the 12 passenger van I needed to go out of town with for the next day . I was pissed my daughter was graduating from college in another state.
Pick up was all over the place. Didn't have the car i requested. Drop off was very good. Everything else was fine.
2.0 Poor
Christy, Jul 2025
Standard SUV
Car we ordered wasn’t what we received
2.0 Poor
Anonymous, Nov 2022
my credit card number was stolen and used within hours of picking up car, giving my credit card info to sixt employees. My credit card co believes it was likely this car rental that took/used my card illegally.
10.0 Wonderful
Anonymous, Nov 2022
Pick up and drop of was easy, I just wish there was one closer to me and not a bus and train ride away.
2.0 Poor
Anonymous, Oct 2022
Where to START? My husband carefully researched this and we paid ahead of time with your service. We get to Ohare at 5:30 a.m. and expect a car, ready for us? NOPE. No car for you...you have to get 23 miles all the way downtown Chicago and pick up your car there. Nothing we can do about it, says the SixT agent. No help whatsover. NONE. I wait 5+ hourse for my husband to hire a Lyft to get downtown (23 miles there at CONSIDERABLE cost). He finally gets back to Ohare to pick me and our luggage up about 11 a.m....making a long trip from the West Coast an even longer trip with major headaches, too. Would NEVER recommend SixT to anyone. Nope. No offer of shuttle to get said car. No offer to help at all. Absolutely horrid customer service.
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