Used Jeep Cherokee for Sale near Portland, ON

How much does the Jeep Cherokee cost in today's market?

Used Jeep Cherokee prices span a wide range depending on model year. Here's what the market looks like right now:

The Jeep Cherokee's current nationwide average price is $21,631 CAD, and its lowest point over the past year was $19,661 CAD. Recently, prices have come down for the 2021, 2022, and 2023 models, making now a good time to shop recent model years.

Is the Jeep Cherokee a good car?

Yes — the Jeep Cherokee earns a strong reputation with owners for rugged reliability, impressive off-road capability, and overall durability. The all-generations owner rating is 4.46/5 across every model year in the data.

Owners repeatedly praise its spacious cabin, comfortable ride, and useful features, and many also value its strong engines and versatile character. Across the model years, the Cherokee is often described as a good-value SUV with a distinctive Jeep identity.

Expert reviews rate the 2026 model among the highest across all years.

The main trade-offs that show up in expert reviews are complicated vehicle settings, cargo space that trails some rivals, and steering that can feel less polished than the rest of the package.

29.0% of listings are priced as good or great deals.

Are Jeep Cherokee models reliable?

Owners consistently praise the Cherokee for its rugged durability, comfortable ride, and versatile nature. Expert reviews also highlight its strong all-weather confidence, spacious cabin, and useful feature set across many model years.

• Owners rate the Jeep Cherokee between 3.86 and 5.0 out of 5 stars across all model years in the data.

For used buyers, long-term ownership risk is best managed by choosing a well-maintained example and paying close attention to model-year-specific condition and service history.

What should I look for when buying a used Jeep Cherokee?

Key things to evaluate:

• Safety package: forward collision warning, automatic emergency braking, lane keep assist, adaptive cruise control with stop-and-go functionality, and Active Driving Assist.
• Infotainment: a 12.3-inch touchscreen with the Uconnect 5 infotainment system, plus wireless Apple CarPlay and Android Auto.
• Fuel efficiency: Natural Resources Canada estimates fuel economy of 6.3 litres per 100 kilometres combined (6.1 city, 6.7 highway).

Which Jeep Cherokee trim should I buy?

The 2026 Jeep Cherokee offers these trims:

• Base model: standard all-wheel drive, a 12.3-inch touchscreen, a 10.2-inch digital instrument cluster, wireless Apple CarPlay and Android Auto, and a hybrid powertrain make this the best-value starting point.
• Laredo: adds more equipment while keeping the same hybrid setup and standard AWD, making it a sensible step up if you want a better-equipped daily driver.
• Limited: adds leatherette seats, wireless device charging, and extra convenience features for shoppers who want a more upscale cabin.
• Overland: adds 20-inch wheels, traffic sign recognition, and the most premium feature set in the lineup.

What Jeep Cherokee do most buyers choose?

The Jeep Cherokee years with the most listings are 2020, 2019, and 2018.

These higher-volume years tend to be popular because they offer a broad mix of availability, familiar equipment, and pricing that keeps them within reach for many used buyers. They also give shoppers more choice across trims and condition levels.

What is the Jeep Cherokee's resale value?

The table shows broad year-over-year price declines across the Cherokee lineup, which can work in your favour if you're shopping used. The drops are especially pronounced in several newer model years, while a few older years have softened by smaller amounts. That pattern suggests there are still opportunities to find value across a wide range of model years.

The 2016, 2015, and 2018 model years have held their value best, with the smallest year-over-year price changes.

Is the Jeep Cherokee safe?

• 2026: 7/10

Jeep offers standard driver assistance features including forward collision warning, automatic emergency braking, lane keep assist, adaptive cruise control with stop-and-go functionality, and Active Driving Assist.

For the safest used buy, the 2026 model posts the highest confirmed score of 7/10.

Should I buy a used Jeep Cherokee now or wait for the next model?

Buy now if:

• Price trend: The 2023 model is at −15.78% versus a year ago, and the 2022 model is at −17.71%.
• Deal availability: The 2022 model has 32.7% good and great deals.
• Sweet-spot year: The 2020 model has the most listings at a current average price of $21,292 CAD. The Jeep Cherokee offers a distinctive blend of Jeep styling, everyday usefulness, and all-weather confidence that has helped it stay appealing across generations.

Consider waiting if:

• Powertrain/efficiency: The 2026 Cherokee uses a 1.6-litre turbocharged four-cylinder engine with a two-motor hybrid system, 210 horsepower, 230 pound-feet of torque, and estimated fuel economy of 6.3 litres per 100 kilometres combined (6.1 city, 6.7 highway).
• Tech: The 2026 Cherokee comes standard with a 12.3-inch touchscreen, a 10.2-inch digital instrument cluster, wireless Apple CarPlay and Android Auto, and 10 years of over-the-air updates.
• Safety: The latest model adds Active Driving Assist, forward collision warning, automatic emergency braking, lane keep assist, adaptive cruise control with stop-and-go functionality, and traffic sign recognition on the Overland model.
• Starting price: Pricing starts at $42,390 CAD for the base model.

If you're buying used today, the 2020 model year offers the best mix of value and availability. If you want the latest tech and features, it may be worth waiting for the next model year's inventory to build up.

These recommendations are based on CarGurus' proprietary market data from October 13, 2026, CarGurus experts' opinions, and generative AI.