Used 2020 Jeep Cherokee for Sale near Oakville, ON
123 results
CarGurus Analysis:
2020 Jeep Cherokee
With 122 currently listed for sale near Oakville, ON and an average price of $18,876.00 CAD, 29.5% of 2020 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2020 Jeep Cherokee 4.77 / 5 stars.
100.0% of 2020 Cherokee models on CarGurus are accident free.
CarGurus Analysis: 2020 Jeep Cherokee
Summary
With 122 currently listed for sale near Oakville, ON and an average price of $18,876.00 CAD, 29.5% of 2020 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2020 Jeep Cherokee 4.77 / 5 stars.
100.0% of 2020 Cherokee models on CarGurus are accident free.
Why it stands out
The 2020 Jeep Cherokee is a well-rounded compact SUV that appeals to a wide range of buyers, thanks to its strong performance and comfortable ride. Many drivers appreciate the available V6 engine, which provides a good balance of power and smooth handling. The interior is spacious and well-equipped, making it a practical choice for families or those who value comfort. However, some users have noted that the Cherokee may lack the quick acceleration some drivers desire, and certain features, like the auto-stop function, have received mixed reviews. Overall, the 2020 Cherokee stands out for its blend of capability, comfort, and style, making it a solid option in the competitive compact SUV market.
Other model years to consider
- Average price: $13,794.00 CAD
- Good/great deal percentage: 31.7%
- User rating: 4.8 / 5
- Total listings: 104
- Average price: $16,547.00 CAD
- Good/great deal percentage: 32.1%
- User rating: 4.67 / 5
- Total listings: 109
- Average price: $9,539.00 CAD
- Good/great deal percentage: 22.9%
- User rating: 4.75 / 5
- Total listings: 83
This analysis is based on CarGurus' proprietary market data from July 8, 2026, CarGurus experts' opinions, and generative AI.
4.8 Overall rating
Filter by rating
Michael W
Reviewed a 2020 Jeep Trailhawk Elite 4WD on Jul 29, 2024
The vehicle is very capable on and off road. Plenty of power to get up to speed on the highway, pass someone, and 4500lb towing capacity. Also it is the only trailhawk in the lineup to have a true rear locker.
Amanda W
Reviewed a 2020 Jeep Cherokee on May 5, 2025
This is a great vehicle. It has every feature that I asked for & more. It will have no issue towing my camper or hauling my kayaks.
Steinar A
Reviewed a 2020 Jeep Cherokee on Mar 10, 2023
I am.... impressed with the 2020 Jeep Cherokee Trailhawk. Specifically, the non-elite version has less fluff and is less likely to need repair amongst the electronics (no panorama roof, no rear tailgate motor, no advanced controls such as advanced cruise control, no heated seats or heated steering wheel & no NAV - etc. It does what it is supposed to do. I am also averaging 28 mpg versus the listed 24 mpg. I also added Falken Wildpeak ATW/3 tires to it (which makes it a better off road vehicle) also. Im pleased as punch with this Cherokee. Its a shame that Stellantis (Chrysler/Jeeps parent company) did not support this line of vehicles for the past 2 years & shut down the Belvidere plant (20 miles away from me) last month. There is zero reason why Stellantis cannot make money on this line of vehicles.
Douglas B
Reviewed a 2020 Jeep Cherokee on Jun 28, 2022
The only thing I dont like about the 2020 jeep Cherokee is the power. It lacks the take off power I prefer. But other than that its a beautiful vehicle rides smoothly and is comfortable.
2020 Jeep Cherokee Trims
| Trim type | MSRP |
|---|---|
| High Altitude 4WD | $36,840 |
| Overland 4WD | $38,495 |
| North 4WD | $31,800 |
| Altitude FWD | $28,790 |
| Sport 4WD | -- |
| Limited 4WD | $34,845 |
| Trailhawk Elite 4WD | $37,950 |
| Trailhawk 4WD | $34,755 |
2020 Jeep Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2020 Jeep Cherokee prices has changed over time.
See more price trendsFAQs
How much does the 2020 Jeep Cherokee cost in Oakville, ON?
How many 2020 Jeep Cherokee vehicles in Oakville, ON have no reported accidents or damage?
What is the fuel economy of the 2020 Jeep Cherokee?
What fuel types are available?
Relevant articles
Best Small SUVs in Canada for 2026
Small SUVs are hugely popular with Canadian buyers thanks to their practicality and versatility. Here's our pick of the best.
Jeep Cherokee Buying Guide: Cost, Reliability, and the Best Years to Buy
Our definitive Jeep Cherokee buying guide covers the history and specs of each of the four model generations, how much you can expect to pay for one, and which are the best and worst versions to buy.
2026 Jeep Cherokee: Price, Specs and Release Date
The Cherokee competes in the compact class, offering a unique and more rugged take on the segment that sets it apart from the sea of mostly alike competitors. Jeep fully redesigned the Cherokee for the 2026 model year.
