Used 2019 Jeep Grand Cherokee for Sale nearCalgary, AB

How much does the 2019 Jeep Grand Cherokee cost?

Prices have softened 14.40% compared to this time last year, making it a favourable time to shop this model year.

There are 415 listings available, which gives you a reasonable amount of choice in the used market.

Is the 2019 Jeep Grand Cherokee a good car?

Generally — the 4.39/5 user rating points to strong owner satisfaction. Owners repeatedly praise the smooth ride, spacious interior, and extensive features, and they also value its performance and overall value compared with competitors. For you, that means it fits especially well if you want a midsize SUV that feels more premium than many mainstream rivals while still keeping Jeep’s off-road identity. With 32.3% of listings marked as good or great deals, there is still some room to shop selectively.

Is the 2019 Jeep Grand Cherokee reliable?

Owners rate it 4.39/5, a solid signal of long-term satisfaction.

The owner feedback also points to a dependable-feeling SUV with a comfortable ride and strong everyday usability. That said, used buyers should still budget carefully for ownership, since upkeep can be costly and the model’s complexity can raise long-term repair risk.

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

This is a moderate, selective buyer’s market, so you can shop patiently and still find worthwhile listings.

• Deal availability: 32.3% of listings are priced as good or great deals.
• Inventory: There are 415 listings available.
• Price trend: Prices have softened 14.40% compared with last year.

If you find a listing below $23,108 CAD, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2019 Jeep Grand Cherokee's resale value?

The current average of $23,374 CAD sits slightly below last year's $27,306 CAD.

That price movement suggests the market has already adjusted downward, which can help you as a buyer but may limit upside if you plan to resell soon. If you buy at the right price, you reduce the risk of taking an immediate depreciation hit. Strong demand for a well-equipped, comfortable SUV can still support resale interest, especially when the vehicle has a good reputation with owners.

Vehicles with solid owner satisfaction ratings, like this model year's 4.39/5, tend to retain buyer demand, which supports resale value over time.

Should I buy a 2019 Jeep Grand 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:

• 32.3% of listings are priced as good or great deals.
• Price trend: Prices have softened 14.40% compared with last year.
• Owners rate it 4.39/5 — a solid satisfaction signal.

Consider the 2020 if:

• At $26,973 CAD, the 2020 costs more than the current year's $23,374 CAD average.
• It keeps the Grand Cherokee’s familiar formula while heading into its tenth model year without a major redesign.

The bottom line: If you want the better value, the 2019 is the stronger starting point because it combines a lower average price with solid owner satisfaction and decent deal availability. If you are willing to pay more for a newer model year, the 2020 is the secondary path, but price-sensitive buyers will likely find the 2019 easier to justify.

These recommendations are based on CarGurus' proprietary market data from September 22, 2026, CarGurus experts' opinions, and generative AI.