This price is the cheapest per day rate found by a Cheapflights user in the last 48 hours by searching for a car rental in Chicago with a pick-up date of 1/6 and drop-off date of 30/6. Fares are subject to change and may not be available at all agencies or on all dates of rental. Click the price to replicate the search for this deal.
Same drop-off
Driver's age: 25-65
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Jeep car rentals in 2026
Get helpful information to start your search for the perfect Jeep rental in Chicago. The average price data is based on the last 7 days and was last updated on 21 May 2026.
When is the cheapest time to rent a Jeep in Chicago?
Find the cheapest period to rent a Jeep in Chicago so you can save money on your upcoming trip. The monthly average prices are based on past data over the last year and was last updated on 21 May 2026.
January
C$ 52
February
C$ 46
March
C$ 55
April
C$ 66
May
C$ 79
June
C$ 93
July
C$ 118
August
C$ 107
September
C$ 82
October
C$ 83
November
C$ 83
December
C$ 75
February is the cheapest time of the year to rent a Jeep in Chicago, according to our data. July tends to be the most expensive time of year to rent a Jeep. The cheapest prices for each month are shown above, but prices will vary based on availability, how far out you book your Jeep rental car, and what rental agency you book with.
Popular Jeep models to rent in Chicago
Explore the most popular Jeep models available for rent in Chicago and choose the one that suits your needs. The price data is sourced from 8 car rental companies and was last updated on 21 May 2026.
There are 8 companies in Chicago that offer Jeep rental cars. The Wrangler is the cheapest Jeep car model users can rent (cheapest price last found: C$ 60/day). Compare prices for 2 models currently offered from Chicago rental providers.
Check out some of the most affordable deals on Jeep rentals in Chicago. Prices were updated on 21 May 2026.
These are the cheapest deals we’ve found for Jeep rental cars in Chicago in the past 7 days. Use our Price Alert feature (click the bell icon below) to get the latest updates on great Jeep deals.
Jeep WranglerC$ 89/day
2
M
A/C
Jeep CherokeeC$ 95/day
5
M
A/C
Jeep Grand CherokeeC$ 95/day
5
M
A/C
Compare available Jeep models for rent in Chicago
Compare prices on various Jeep models in Chicago and find the perfect fit for your trip. Price data is based on averages over the last year and was last updated on 21 May 2026.
Grand Cherokee L
Cherokee
Grand Cherokee
Wrangler Unlimited
Wrangler
Renegade
Compass
Patriot
Grand Cherokee L Cars
C$ 97 - C$ 170
All Car Models
C$ 72 - C$ 119
To rent a Jeep Grand Cherokee L in Chicago, Illinois, you would pay an average price of C$ 173/day. March is the cheapest month to rent a Jeep Grand Cherokee L in Chicago (~C$ 133/day), while the most expensive month to rent the Jeep Grand Cherokee L is July (~C$ 234/day).
In fact, March is about 23% cheaper than prices during the rest of the year to book a Jeep Grand Cherokee L rental for a trip to Chicago. When compared to other Jeep models available to rent in Chicago, renting a Grand Cherokee L is 29% more expensive.
Please note that average prices are based on historical data and can vary depending on how early you book, availability based on your travel dates, and vehicle popularity.
Here are the best Jeep Grand Cherokee L rental prices found by Cheapflights users in the past 7 days:
To rent a Jeep Cherokee in Chicago, Illinois, you would pay an average price of C$ 91/day. February is the cheapest month to rent a Jeep Cherokee in Chicago (~C$ 45/day), while the most expensive month to rent the Jeep Cherokee is December (~C$ 138/day).
In fact, February is about 50% cheaper than prices during the rest of the year to book a Jeep Cherokee rental for a trip to Chicago. When compared to other Jeep models available to rent in Chicago, renting a Cherokee saves you 26% in costs.
Please note that average prices are based on historical data and can vary depending on how early you book, availability based on your travel dates, and vehicle popularity.
Here are the best Jeep Cherokee rental prices found by Cheapflights users in the past 7 days:
To rent a Jeep Grand Cherokee in Chicago, Illinois, you would pay an average price of C$ 193/day. October is the cheapest month to rent a Jeep Grand Cherokee in Chicago (~C$ 121/day), while the most expensive month to rent the Jeep Grand Cherokee is January (~C$ 298/day).
In fact, October is about 37% cheaper than prices during the rest of the year to book a Jeep Grand Cherokee rental for a trip to Chicago. When compared to other Jeep models available to rent in Chicago, renting a Grand Cherokee is 37% more expensive.
Please note that average prices are based on historical data and can vary depending on how early you book, availability based on your travel dates, and vehicle popularity.
Here are the best Jeep Grand Cherokee rental prices found by Cheapflights users in the past 7 days:
To rent a Jeep Wrangler Unlimited in Chicago, Illinois, you would pay an average price of C$ 80/day. January is the cheapest month to rent a Jeep Wrangler Unlimited in Chicago (~C$ 52/day), while the most expensive month to rent the Jeep Wrangler Unlimited is July (~C$ 113/day).
In fact, January is about 34% cheaper than prices during the rest of the year to book a Jeep Wrangler Unlimited rental for a trip to Chicago. When compared to other Jeep models available to rent in Chicago, renting a Wrangler Unlimited saves you 36% in costs.
Please note that average prices are based on historical data and can vary depending on how early you book, availability based on your travel dates, and vehicle popularity.
Here are the best Jeep Wrangler Unlimited rental prices found by Cheapflights users in the past 7 days:
To rent a Jeep Wrangler in Chicago, Illinois, you would pay an average price of C$ 107/day. February is the cheapest month to rent a Jeep Wrangler in Chicago (~C$ 77/day), while the most expensive month to rent the Jeep Wrangler is July (~C$ 143/day).
In fact, February is about 28% cheaper than prices during the rest of the year to book a Jeep Wrangler rental for a trip to Chicago. When compared to other Jeep models available to rent in Chicago, renting a Wrangler saves you 13% in costs.
Please note that average prices are based on historical data and can vary depending on how early you book, availability based on your travel dates, and vehicle popularity.
Here are the best Jeep Wrangler rental prices found by Cheapflights users in the past 7 days:
To rent a Jeep Renegade in Chicago, Illinois, you would pay an average price of C$ 116/day. November is the cheapest month to rent a Jeep Renegade in Chicago (~C$ 94/day), while the most expensive month to rent the Jeep Renegade is June (~C$ 132/day).
In fact, November is about 19% cheaper than prices during the rest of the year to book a Jeep Renegade rental for a trip to Chicago. When compared to other Jeep models available to rent in Chicago, renting a Renegade saves you 6% in costs.
Please note that average prices are based on historical data and can vary depending on how early you book, availability based on your travel dates, and vehicle popularity.
Here are the best Jeep Renegade rental prices found by Cheapflights users in the past 7 days:
To rent a Jeep Compass in Chicago, Illinois, you would pay an average price of C$ 114/day. January is the cheapest month to rent a Jeep Compass in Chicago (~C$ 47/day), while the most expensive month to rent the Jeep Compass is July (~C$ 153/day).
In fact, January is about 59% cheaper than prices during the rest of the year to book a Jeep Compass rental for a trip to Chicago. When compared to other Jeep models available to rent in Chicago, renting a Compass saves you 7% in costs.
Please note that average prices are based on historical data and can vary depending on how early you book, availability based on your travel dates, and vehicle popularity.
To rent a Jeep Patriot in Chicago, Illinois, you would pay an average price of C$ 106/day. February is the cheapest month to rent a Jeep Patriot in Chicago (~C$ 66/day), while the most expensive month to rent the Jeep Patriot is January (~C$ 139/day).
In fact, February is about 38% cheaper than prices during the rest of the year to book a Jeep Patriot rental for a trip to Chicago. When compared to other Jeep models available to rent in Chicago, renting a Patriot saves you 13% in costs.
Please note that average prices are based on historical data and can vary depending on how early you book, availability based on your travel dates, and vehicle popularity.
Jeep Grand Cherokee LC$ 101/day
5
M
A/C
Jeep Grand Cherokee LC$ 104/day
5
M
A/C
Jeep Grand Cherokee LC$ 114/day
5
M
A/C
Jeep rental agencies in Chicago
Explore the leading car rental agencies in Chicago offering Jeep rentals.There are currently 8 different car rental companies in Chicago that have a Jeep available to rent. Reviews for these rental agencies were last updated on 21 May 2026.
Rent a Jeep from one of these top rental car agencies serving Chicago, such as Budget, Avis and Europcar. Read user reviews and find contact information for each rental agency.
Poor pick up experience. They seemed to let the line grow to an unacceptable length deliberately before attending to customers. But the gentleman was friendly when I eventually got there and we got a brand new car
2.0
Poor|Jul 2023
Canceled the reservation: when I showed up there was a line of more than 50 people and only two agents working the counter. Took an uber instead.
6.0
Okay|Jul 2023
Staff friendly and helpful but needed more staff to moved things along quicker
4.0
Mediocre|Jul 2023
Staff were extremely polite and accommodating and this is the one redeeming factor. It took about an hour waiting in line to reach the budget counter. Seemed like everything went fine until we reached the garage and found out we were given a Ford Runner with terrible mileage for hundreds of miles of turnpike driving. Representative in the garage tried to help us out and moved us into a Chevy Malibu. Unfortunately the car was dirty (obvious trash left in car), but we were willing to deal since we were already severely delayed. But then we reached the garage gate to checkout and found out from the attendant that one extra feature we asked for; an Ezpass on the rental, was MIA. It was just one issue after another and overall a very bad experience, but again shout out to the staff who were very kind and helpful throughout.
2.0
Poor|Jul 2023
It takes about three hours to pick up the vehicle, and people at pickup location were so rude to customers.
We arrived early, so check in was very quick. Easy to pick up the car, easy to return at O’hare. Friendly staff.
6.0
Okay|Sep 2023
The pick-up line was nearly 2 hours long. Counter agent was very friendly, but he could have used help that day. We will not return to Avis unless staffing is addressed
2.0
Poor|Sep 2023
Original reservation was canceled with out notification. Called 4 times the morning of and reservations was trying to charge me double what I was originally quoted after mentioning the lot was empty… never Avis, ever again. lady at the counter, “ I had to fight for this car” -gets in and realizes it’s HEAVILY smoked in…
2.0
Poor|Jul 2023
It was two hrs from the time I stood in line to the time I actually started a vehicle!
10.0
Wonderful|Jul 2023
The staff helping us with pick-up in Chicago at O’Hare was friendly, experienced, and professional. She explained everything thoroughly while making the pick up quick and easy.
10.0
Wonderful|Apr 2023
Drop off someone had to explain process- minimal staff - holiday and like most business just lack of staff. Taken care of and staff was pleasent
Ken at the check in desk is awesome super friendly and professional
6.0
Okay|Feb 2023
Managed by FOX not Europecar itself. Cars are older and not in great shape but price is right compared to other companies.
10.0
Wonderful|Jan 2023
Really efficient
2.0
Poor|Jan 2023
I specifically booked this car service as kayak website said it was located at the terminal. It was not. You have to take a train from and to the location. Also, there were many added fees that doubled the overall rental. These fees included for tolls and additional 15 dollars per toll use, taxes and fees. The car seat was dirty and loose. The car was very clean, but had a tire that was low on air. There was also charges for returning the car early even though the reservation was completely paid.
Being charged for full tank of gas when we brought tank back full.
4.0
Mediocre|Oct 2022
The price was double what was advertised on Kayak and I used the car for less than a day (over $500 charge). I knew fees could differ but not to this degree
2.0
Poor|Oct 2022
From check in to drop off the experience with Payless rental was horrible! Car was not full of gas all though the paperwork stated it was. Car was dirty (literally trash left in the car), waited in line for pick up for almost 40 minutes…there were only 3 customers in front of us. Had issues with the car immediately as back passenger tire was not keeping air. At drop off they told us there was nothing they could do and that we’d need to call the customer service line. Customer service told us they could not refund our money because we booked through a 3rd party. I would NEVER use this service again or Payless car rental! It was HORRIBLE!
4.0
Mediocre|Aug 2022
The pick up experience at Payless in Chicago was horrible. Our car reservation was for 6am right when they opened because we had had a nightmare travel experience and needed to get home as soon as possible. There was nobody at this time. We waited around for a while as we saw employees arrive for all the other car rental companies. After about 15 minutes and still no one there to help us, I ended up finding a Budget employee that was able to assist as best she good. She reiterated several times throughout the process that Payless does things a little differently than them and she was unfamiliar with their process. Long story short, she ended up miscommunicating something to me (not her fault - she wasn't a Payless employee), leading to an expected nearly $100 charge on my card. The silver lining was that Payless Customer services was very nice after the fact via online inquiry. Quick responses, understanding of my situation, and accommodating to my requests. Although I had a good experience with customer service on the back end, the negative experience I had on the front end is enough to make me not use Payless again in the future.
2.0
Poor|Jan 2022
no one answered the phone at the airport so i cancelled. never again
Had to wait over an hour in line to pick up the car at O’Hare and the customer service was so slow. I would not recommend.
10.0
Wonderful|Jul 2022
Upgraded me to a new Expedition Max for very few extra dollars!
2.0
Poor|Jul 2022
I got overcharged than what's on my receipt and don't know why. I don't mean the deposit which was refunded. I returned it with more fuel than I started with. So this is a scam rental car company that I will never use again for the $20 overcharge. Good luck loosing a customer for $20
2.0
Poor|Jul 2022
There was a line of 100 people and only two employees working behind the counter at O'HARE location in Chicago ( meanwhile the other car rental companies next to them had 5 or 6 people working behind the counter) .. I waited in line 2 hours and 30 minutes and it was miserable because I already had a reservation at noon because I had to to to a wedding that day like 4 hours away .. A lots of nasty actitud from the people working for "thrifty" .. on top of that they FORCE me to pay an extra 30 dollars a day for my car rental otherwise I'll have to wait for an undisclosed amount of time because according to them they didn't have cars available. But after I paid the extra money the car was available . This was so disrespectful
4.0
Mediocre|Mar 2022
The car itself was fine. I had to wait three hours past my reserved pick-up time for a car. This was a business trip with meetings scheduled which were greatly affected by this issue. It was clear I was not the only one.
I arrived to pick up the car and was told my reservation was canceled.
2.0
Poor|Dec 2022
Was allowed to reserve car and then when I showed up to pick it up they told me (along with many other patrons) that they were out of cars and wouldn’t be giving me a car to honor their reservation.
Find answers to frequently asked questions about Jeep rentals in Chicago, including policies, rental requirements, and more.
What is the cheapest Jeep to rent in Chicago?
Looking to rent a Jeep in Chicago? The Wrangler Unlimited is an affordable choice, averaging around C$ 58/day.
What rental agencies have a Jeep available to rent in Chicago?
You can find Jeep rentals in Chicago through 2 agencies, including Hertz and Routes Car & Truck Rentals.
What is the most popular Jeep model to rent in Chicago?
The top Jeep model in Chicago is the Wrangler, with an average daily cost of C$ 130. Notably, it's 20% more popular than other Jeep models in Chicago.
How much does a Jeep Wrangler cost to rent in Chicago?
Considering a Wrangler rental in Chicago? On average, it's priced at C$ 130 per day. Our users discovered the best deal at C$ 104 per day.
How much does a Jeep cost to rent for a week in Chicago?
On average, it costs C$ 656 to rent a Jeep in Chicago for 1 week.
Can I rent a Jeep at Chicago Midway Airport?
Yes, there are Jeep rentals available at Chicago Midway Airport if you plan on flying into the city and renting a car for the duration of your stay. Hertz is the most popular rental company offering Jeep rentals at the airport.
Luxury car rentals in Chicago
Find luxury car rental deals in Chicago from well-known providers in the area and save on gas mileage with the options provided below. luxury car rentals in Chicago cost an average of C$ 97 per day. Price data was last updated on 21 May 2026.
Chevrolet Corvette StingrayC$ 70/day
5
2
M
A/C
Audi A5C$ 73/day
5
2
M
A/C
Mercedes-Benz E-ClassC$ 74/day
5
M
A/C
Tips on how to find a Jeep in Chicago
Not sure how to use Cheapflights to find cheap Jeep rentals in Chicago? We’ve got you covered! Just follow the instructions below to find great deals.
Using our search form above, use the drop-down menu to select either “Same drop-off” or “Different drop-off” location for your Jeep rental in Chicago. Then select your, or your driver’s, age.
Next, search for and select your rental location if you don’t automatically see your intended location pre-filled in the form. If you selected “Different drop-off” you will also want to select your destination. Don’t worry, you can change all of this later if you need to!
Then click the calendar icon and choose the dates you wish to have your rental car, and give us a timeframe of when you can expect to pick it up and drop it off.
Finally, hit that search button and we’ll do the rest by providing you with great deals on Jeep rentals in Chicago for your trip.
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