Used 2019 Jeep Cherokee for Sale nearHamilton, ON

How much does the 2019 Jeep Cherokee cost?

Prices have softened 14.15% compared to this time last year, making it a favourable time to shop this model year.

There are 403 listings available, which gives you a reasonable amount of choice in the used market.

Is the 2019 Jeep Cherokee a good car?

Yes — the 2019 Jeep Cherokee earns a 4.7/5 user rating, which points to strong owner satisfaction. Drivers commonly praise its comfort, smooth ride, and array of features, and many also highlight the spacious interior and good value for money. That lines up well if you want a practical compact SUV with more polished styling and more standard connectivity than earlier versions of this generation. With 28.5% of listings marked as good or great deals, you still have some room to shop selectively.

Is the 2019 Jeep Cherokee reliable?

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

User feedback also points to a vehicle many owners find dependable and trouble-free in day-to-day use, especially when it comes to comfort and overall ownership experience. At the same time, the Cherokee line has had a reputation for transmission issues, so a careful used-car inspection matters. For used buyers, that means long-term ownership risk is manageable, but you should be selective and verify how the specific vehicle has been maintained.

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’re patient.

• Deal availability: 28.5% of listings are priced as good or great deals.
• Inventory: There are 403 listings available.
• Price trend: Prices have softened 14.15% compared with last year.

If you find a listing below $17,626 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 $17,626 CAD sits slightly below last year's $20,531 CAD.

That price movement suggests the Cherokee has softened in the used market, which can make it easier for you to buy now, but it also means future resale gains may be limited if the market stays soft. If you plan to sell later, buying at the lower end of the range gives you a better chance of protecting your equity. Strong feature content and broad appeal can help, but the current trend still favours buyers more than sellers.

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:

• 28.5% of listings are priced as good or great deals.
• Price trend: Prices have softened 14.15% compared with last year.
• Owners rate it 4.7/5 — a strong satisfaction signal.

The bottom line: The 2019 is the better pick if you want the refreshed styling, standard touchscreen tech, and a used price that has come down meaningfully. If your priority is simply the lowest purchase price, a nearby year may be worth considering, but the 2019 gives you a more polished version of this generation and a stronger overall value proposition.

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 November 10, 2026, CarGurus experts' opinions, and generative AI.