Used 2019 Jeep Cherokee for Sale nearNewmarket, ON

How much does the 2019 Jeep Cherokee cost?

Prices have softened 15.60% compared to this time last year, making it a favourable time to shop this model year.

There are 430 listings available, which gives you a solid amount of inventory to compare.

Is the 2019 Jeep Cherokee a good car?

Yes — the 4.7/5 user rating points to strong owner satisfaction. Drivers commonly praise its comfort, smooth ride, and array of features, and many also like the spacious interior and the value it offers for the money. For you, that makes it a sensible pick if you want a used SUV with a more mainstream look than the earlier Cherokee, plus useful tech and everyday practicality. With 29.5% of listings marked as good or great deals, there is still room to shop carefully.

Is the 2019 Jeep Cherokee reliable?

Owners rate it 4.7/5, a strong signal of long-term satisfaction.

The review feedback points to a vehicle that many owners find dependable in day-to-day use, especially when it comes to comfort and overall ownership experience. That said, some shoppers noted tech issues and missing features on lower trims, so you should pay close attention to how a specific used example has been maintained and equipped. For used buyers, the main long-term ownership risk is choosing a poorly cared-for example rather than the model itself.

Is now a good time to buy a used 2019 Jeep Cherokee?

This looks like a moderate, selective buyer’s market, so you can shop with some leverage if you are patient and compare listings carefully.

• Deal availability: 29.5% of listings are priced as good or great deals.
• Inventory: There are 430 listings available.
• Price trend: Prices have softened 15.60% compared with last year.

If you find a listing below $17,726 CAD, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2019 Jeep Cherokee's resale value?

The current average of $17,849 CAD sits slightly below last year's $21,148 CAD.

That price movement suggests the market has cooled, which can be a mixed signal if you plan to sell later. On one hand, a lower entry price can help you buy more affordably today. On the other, it means future resale gains may be limited unless the vehicle is especially well kept and attractively equipped. Vehicles with strong owner satisfaction ratings, like this model year's 4.7/5, tend to retain buyer demand, which supports resale value over time.

Should I buy a 2019 Jeep Cherokee or consider a different year?

If you're weighing the 2019 against nearby model years, here's how to think about it:

Choose the 2019 if:

• 29.5% of listings are priced as good or great deals.
• Price trend: Prices have softened 15.60% compared with last year.
• Owners rate it 4.7/5 — a strong satisfaction signal.

The bottom line: You should lean toward the 2019 if you want the refreshed styling, improved standard tech, and a used price that has come down meaningfully. If you are especially price-sensitive, a nearby year may still make sense, but the 2019 is the better all-around target when you want a more modern-feeling Cherokee without stretching your budget too far.

How does the 2019 Jeep Cherokee compare to the 2019 Ford Escape?

Read our full side-by-side expert comparison here.

These recommendations are based on CarGurus' proprietary market data from October 21, 2026, CarGurus experts' opinions, and generative AI.