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 Winnipeg with a pick-up date of 21/2 and drop-off date of 22/2. 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 Winnipeg. The average price data is based on the last 7 days and was last updated on 15 February 2026.
When is the cheapest time to rent a Jeep in Winnipeg?
Find the cheapest period to rent a Jeep in Winnipeg 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 15 February 2026.
January
C$ 55
February
C$ 51
March
C$ 53
April
C$ 54
May
C$ 57
June
C$ 77
July
C$ 89
August
C$ 91
September
C$ 55
October
C$ 57
November
C$ 76
December
C$ 55
February is the cheapest time of the year to rent a Jeep in Winnipeg, according to our data. August 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 Winnipeg
Explore the most popular Jeep models available for rent in Winnipeg and choose the one that suits your needs. The price data is sourced from 8 car rental companies and was last updated on 15 February 2026.
There are 8 companies in Winnipeg that offer Jeep rental cars. The Compass is the cheapest Jeep car model users can rent (cheapest price last found: C$ 29/day). Compare prices for 3 models currently offered from Winnipeg rental providers.
Check out some of the most affordable deals on Jeep rentals in Winnipeg. Prices were updated on 15 February 2026.
These are the cheapest deals we’ve found for Jeep rental cars in Winnipeg 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$ 40/day
4
M
A/C
Jeep Grand CherokeeC$ 54/day
5
M
A/C
Compare available Jeep models for rent in Winnipeg
Compare prices on various Jeep models in Winnipeg and find the perfect fit for your trip. Price data is based on averages over the last year and was last updated on 15 February 2026.
Compass
Grand Cherokee
Wrangler
Cherokee
Compass Cars
C$ 46 - C$ 110
All Car Models
C$ 152 - C$ 195
To rent a Jeep Compass in Winnipeg, Manitoba, you would pay an average price of C$ 86/day. May is the cheapest month to rent a Jeep Compass in Winnipeg (~C$ 63/day), while the most expensive month to rent the Jeep Compass is July (~C$ 150/day).
In fact, May is about 27% cheaper than prices during the rest of the year to book a Jeep Compass rental for a trip to Winnipeg. When compared to other Jeep models available to rent in Winnipeg, renting a Compass saves you 62% 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 Grand Cherokee in Winnipeg, Manitoba, you would pay an average price of C$ 105/day. February is the cheapest month to rent a Jeep Grand Cherokee in Winnipeg (~C$ 75/day), while the most expensive month to rent the Jeep Grand Cherokee is July (~C$ 188/day).
In fact, February is about 29% cheaper than prices during the rest of the year to book a Jeep Grand Cherokee rental for a trip to Winnipeg. When compared to other Jeep models available to rent in Winnipeg, renting a Grand Cherokee saves you 54% 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 Wrangler in Winnipeg, Manitoba, you would pay an average price of C$ 638/day. October is the cheapest month to rent a Jeep Wrangler in Winnipeg (~C$ 600/day), while the most expensive month to rent the Jeep Wrangler is February (~C$ 709/day).
In fact, October is about 6% cheaper than prices during the rest of the year to book a Jeep Wrangler rental for a trip to Winnipeg. When compared to other Jeep models available to rent in Winnipeg, renting a Wrangler is 64% 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 Cherokee in Winnipeg, Manitoba, you would pay an average price of C$ 80/day. January is the cheapest month to rent a Jeep Cherokee in Winnipeg (~C$ 67/day), while the most expensive month to rent the Jeep Cherokee is July (~C$ 109/day).
In fact, January is about 17% cheaper than prices during the rest of the year to book a Jeep Cherokee rental for a trip to Winnipeg. When compared to other Jeep models available to rent in Winnipeg, renting a Cherokee saves you 65% 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 CompassC$ 40/day
4
M
A/C
Jeep CompassC$ 41/day
4
M
A/C
Jeep CompassC$ 43/day
4
M
A/C
Jeep rental agencies in Winnipeg
Explore the leading car rental agencies in Winnipeg offering Jeep rentals.There are currently 8 different car rental companies in Winnipeg that have a Jeep available to rent. Reviews for these rental agencies were last updated on 15 February 2026.
Rent a Jeep from one of these top rental car agencies serving Winnipeg, such as Enterprise Rent-A-Car, Hertz and Budget. Read user reviews and find contact information for each rental agency.
Not good. They couldn’t change me to pick up at the airport without a hefty fee. So I ubered to location and it was closed and the woman was super rude. Got a supposed upgrade to the car which was nice. Just a bad start to a short trip where time was of the essence. I also wonder why the third party implied this car rental company was at the airport. That was all I wanted in the first place.
8.0
Very good|Jul 2023
I didn’t realize when I booked the car that the pick up was not at the airport. Fortunately the Hertz lady managed to look after us right there so we didn’t have to take an Uber or taxi to the proper vehicle pick up location. Just assumed that when you book a car for a flight, the pick up spot would be the airport.
Everything was Awesome other than the interior of the vehicle.The inside wasn’t clean as the back seats were stained and the front console was dirty with little spill stains. The vehicle was Awesome and the customer service was terrific!
The service and attendance from the desk person was professional and kind.
10.0
Wonderful|Aug 2023
Super friendly and most accommodating, as we needed a booster seat and had one in 20min. Also changed vehicles due to comfort and they were able to assist with no hesitation.
Find answers to frequently asked questions about Jeep rentals in Winnipeg, including policies, rental requirements, and more.
What is the cheapest Jeep to rent in Winnipeg?
The cheapest Jeep available to rent in Winnipeg is the Compass for an average cost of C$ 45 per day.
What rental agencies have a Jeep available to rent in Winnipeg?
You can find Jeep rentals in Winnipeg through 3 agencies, including Budget, Dollar, and Provider's pick.
What is the most popular Jeep model to rent in Winnipeg?
Considering a Jeep rental in Winnipeg? Opt for the Cherokee—our most popular choice, priced at an average of C$ 73 per day. It's preferred by 134% more users than other Jeep models in Winnipeg.
How much does a Jeep Cherokee cost to rent in Winnipeg?
Considering a Cherokee rental in Winnipeg? On average, it's priced at C$ 73 per day. Our users discovered the best deal at C$ 50 per day.
How much does a Jeep cost to rent for a week in Winnipeg?
On average, it costs C$ 794 to rent a Jeep in Winnipeg for 1 week.
Can I rent a Jeep at Winnipeg Airport?
Yes, there are Jeep rentals available at Winnipeg Airport if you plan on flying into the city and renting a car for the duration of your stay. Budget is the most popular rental company offering Jeep rentals at the airport.
Luxury car rentals in Winnipeg
Find luxury car rental deals in Winnipeg from well-known providers in the area and save on gas mileage with the options provided below. luxury car rentals in Winnipeg cost an average of C$ 43 per day. Price data was last updated on 15 February 2026.
Porsche CaymanC$ 29/day
5
2
M
A/C
Porsche 911C$ 35/day
5
2
M
A/C
Buick LaCrosseC$ 40/day
5
4
M
Tips on how to find a Jeep in Winnipeg
Not sure how to use Cheapflights to find cheap Jeep rentals in Winnipeg? 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 Winnipeg. 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 Winnipeg for your trip.
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