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Jeep Rentals in Chicago from C$ 60

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 9/5 and drop-off date of 16/5. 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.
Driver's age: 26-65
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Jeep car rentals in 2025

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 30 April 2025.

Most popular agency

Dollar

Popular Jeep model

Wrangler

Average price per day

C$ 91

Cheapest price per day

C$ 60

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 30 April 2025.

January

C$ 31

February

C$ 27

March

C$ 42

April

C$ 48

May

C$ 70

June

C$ 78

July

C$ 92

August

C$ 74

September

C$ 74

October

C$ 66

November

C$ 60

December

C$ 58

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 30 April 2025.

There are 8 companies in Chicago that offer Jeep rental cars. The Compass is the cheapest Jeep car model users can rent (cheapest price last found: C$ 43/day). Compare prices for 6 models currently offered from Chicago rental providers.

Wrangler Unlimited

Wrangler Unlimited

C$ 52+

Grand Cherokee

Grand Cherokee

C$ 59+

Renegade

Renegade

C$ 85+

Compass

Compass

C$ 43+

Wrangler

Wrangler

C$ 54+

Patriot

Patriot

C$ 46+

Cheapest Jeep rental deals in Chicago

Check out some of the most affordable deals on Jeep rentals in Chicago. Prices were updated on 30 April 2025.
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 CompassC$ 60/day
4
M
A/C
Jeep Compass
Jeep PatriotC$ 63/day
5
M
A/C
Jeep Patriot
Jeep CherokeeC$ 71/day
5
M
A/C
Jeep Cherokee

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 30 April 2025.

Compass Cars

C$ 71 - C$ 84

All Car Models

C$ 69 - C$ 103

To rent a Jeep Compass in Chicago, Illinois, you would pay an average price of C$ 105/day. January is the cheapest month to rent a Jeep Compass in Chicago (~C$ 98/day), while the most expensive month to rent the Jeep Compass is July (~C$ 116/day). In fact, January is about 6% 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 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 Compass 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$ 106/day. January is the cheapest month to rent a Jeep Cherokee in Chicago (~C$ 76/day), while the most expensive month to rent the Jeep Cherokee is April (~C$ 133/day). In fact, January is about 28% 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 12% 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 Wrangler Unlimited in Chicago, Illinois, you would pay an average price of C$ 87/day. February is the cheapest month to rent a Jeep Wrangler Unlimited in Chicago (~C$ 30/day), while the most expensive month to rent the Jeep Wrangler Unlimited is July (~C$ 143/day). In fact, February is about 65% 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 27% 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$ 191/day. March is the cheapest month to rent a Jeep Wrangler in Chicago (~C$ 57/day), while the most expensive month to rent the Jeep Wrangler is January (~C$ 442/day). In fact, March is about 70% 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 is 38% 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 Wrangler rental prices found by Cheapflights users in the past 7 days:

To rent a Jeep Patriot in Chicago, Illinois, you would pay an average price of C$ 94/day. February is the cheapest month to rent a Jeep Patriot in Chicago (~C$ 82/day), while the most expensive month to rent the Jeep Patriot is July (~C$ 120/day). In fact, February is about 13% 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 21% 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 Patriot 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$ 74/day. February is the cheapest month to rent a Jeep Grand Cherokee in Chicago (~C$ 36/day), while the most expensive month to rent the Jeep Grand Cherokee is July (~C$ 123/day). In fact, February is about 52% 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 saves you 39% 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 Grand Cherokee rental prices found by Cheapflights users in the past 7 days:

To rent a Jeep Grand Cherokee L in Chicago, Illinois, you would pay an average price of C$ 178/day. September 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 October (~C$ 264/day). In fact, September is about 25% 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 33% 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.

To rent a Jeep Gladiator in Chicago, Illinois, you would pay an average price of C$ 120/day. April is the cheapest month to rent a Jeep Gladiator in Chicago (~C$ 65/day), while the most expensive month to rent the Jeep Gladiator is February (~C$ 166/day). In fact, April is about 46% cheaper than prices during the rest of the year to book a Jeep Gladiator rental for a trip to Chicago. When compared to other Jeep models available to rent in Chicago, renting a Gladiator is 1% 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.

To rent a Jeep Renegade in Chicago, Illinois, you would pay an average price of C$ 121/day. January is the cheapest month to rent a Jeep Renegade in Chicago (~C$ 87/day), while the most expensive month to rent the Jeep Renegade is April (~C$ 151/day). In fact, January is about 28% 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 is 2% 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.

Jeep CompassC$ 60/day
4
M
A/C
Jeep Compass
Jeep CompassC$ 63/day
4
M
A/C
Jeep Compass
Jeep CompassC$ 66/day
4
M
A/C
Jeep Compass

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 30 April 2025.
Rent a Jeep from one of these top rental car agencies serving Chicago, such as Budget, Hertz and Dollar. Read user reviews and find contact information for each rental agency.

Budget

5.8
Fair
202 reviews9 locations
Overview

Cleanliness

6.8

Comfort

6.9

Overall

5.8

Pick-up/drop-off

6.0

Value

5.8

Hertz

5.8
Fair
183 reviews5 locations
Overview

Cleanliness

6.5

Comfort

6.6

Overall

5.8

Pick-up/drop-off

5.7

Value

5.9

Dollar

5.2
Fair
132 reviews5 locations
Overview

Cleanliness

6.7

Comfort

6.5

Overall

5.2

Pick-up/drop-off

5.5

Value

5.3

Alamo

7.9
Good
84 reviews3 locations
Overview

Cleanliness

8.2

Comfort

8.2

Overall

7.8

Pick-up/drop-off

7.7

Value

7.6

Enterprise Rent-A-Car

7.4
Good
76 reviews16 locations
Overview

Cleanliness

7.7

Comfort

7.8

Overall

7.3

Pick-up/drop-off

7.3

Value

7.0

Sixt

7.0
Good
57 reviews4 locations
Overview

Cleanliness

7.8

Comfort

7.7

Overall

6.9

Pick-up/drop-off

7.1

Value

7.1

Avis

6.4
Okay
65 reviews10 locations
Overview

Cleanliness

7.0

Comfort

7.3

Overall

6.4

Pick-up/drop-off

6.2

Value

6.2

Europcar

5.5
Fair
36 reviews1 location
Overview

Cleanliness

6.4

Comfort

6.2

Overall

5.5

Pick-up/drop-off

5.6

Value

6.0

Jeep car rental FAQs

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 Grand Cherokee is an affordable choice, averaging around C$ 43/day.

  • What rental agencies have a Jeep available to rent in Chicago?

    You can find Jeep rentals in Chicago through 3 agencies, including Dollar, Thrifty, and Europcar.

  • 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$ 88. Notably, it's 180% 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$ 88 per day. Our users discovered the best deal at C$ 63 per day.

  • How much does a Jeep cost to rent for a week in Chicago?

    On average, it costs C$ 638 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. Dollar 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$ 92 per day. Price data was last updated on 30 April 2025.
Some of the most suitable options we've found on luxury car rentals within Chicago. Be sure that the car type, dates, pickup location and other key details suit your needs.
Dodge ChargerC$ 68/day
5
4
M
A/C
Dodge Charger
Audi A4C$ 70/day
5
2
M
A/C
Audi A4
Mercedes-Benz C-ClassC$ 81/day
5
M
A/C
Mercedes-Benz C-Class

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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