Used Jeep Grand Cherokee for Sale near Webb, SK

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

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

The Jeep Grand Cherokee's current nationwide average price is $32,192 CAD, and its lowest point over the past year was $32,192 CAD. Recently, prices have come down for the 2023, 2024, and 2025 models, making now a good time to shop recent model years.

Is the Jeep Grand Cherokee a good car?

Yes — the Jeep Grand Cherokee is a strong choice if you want a used SUV that blends comfort, capability, and a premium feel. The all-generations owner rating is 4.5/5 across every model year in the data.

Owners consistently praise the Grand Cherokee for its luxurious interiors, strong performance, and off-road capability. Spacious cabins, advanced safety features, and a comfortable ride also come up often in reviews, which helps explain its broad appeal.

Expert reviews rate the 2022 and 2021 models among the highest across all years.

The main trade-offs are fuel economy, value for money, and, in some years, the cost of getting the most desirable equipment. Recent expert coverage also points to tech and feature content that can vary widely by trim, so the best version for you depends on how much equipment you want.

31.3% of listings are priced as good or great deals.

Are Jeep Grand Cherokee models reliable?

Owners and experts consistently praise the Grand Cherokee for its comfort, performance, and upscale feel. Across the model years in the data, reviews also highlight its spacious interior, strong capability, and broad range of useful features.

• Owners rate the Jeep Grand Cherokee between 4.39 and 5.0 out of 5 stars across all model years in the data.

For used buyers, long-term ownership risk depends heavily on model year and maintenance history, so a well-kept example matters a great deal.

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

Key things to evaluate:

• Safety package: adaptive cruise control, automatic emergency braking, lane keep assist, lane departure warning, blind spot monitoring, rear cross-traffic alert, and rear parking sensors.
• Infotainment: Uconnect 5 with wireless Apple CarPlay and Android Auto, plus a 12.3-inch touchscreen on higher trims.

Which Jeep Grand Cherokee trim should I buy?

The 2026 Jeep Grand Cherokee offers these trims:

• Laredo: the entry point, with the Pentastar 3.6-litre V6, eight-speed automatic transmission, standard four-wheel drive, and Jeep’s Quadra-Trac I system.
• Laredo X: keeps the V6 and standard 4WD, and adds the same core equipment path as the Laredo while staying at the lower end of the range.
• Altitude: adds leatherette upholstery and moves you into a more upscale cabin.
• Limited: adds more equipment and is a strong value choice for shoppers who want a better-balanced mix of comfort and features.
• 85th Anniversary: adds a more distinctive trim treatment and sits above the mid-range models.
• Limited Reserve: adds genuine leather upholstery and a more premium cabin feel.
• Summit: the most luxurious version, with the Hurricane 4 Turbo engine, available height-adjustable air suspension, Quadra-Drive II 4WD, a 19-speaker McIntosh audio system, and the front-passenger touchscreen.

What Jeep Grand Cherokee do most buyers choose?

The Jeep Grand Cherokee years with the most listings are 2024, 2022, and 2023.

These higher-volume years tend to be popular because they give you a wider selection of trims, equipment levels, and prices. They also sit in the sweet spot where newer features and broader availability often overlap.

What is the Jeep Grand Cherokee's resale value?

Most model years are down year over year, which is good news if you’re shopping used because it creates more room to find value. The largest drops are concentrated in older and newer examples alike, while a few years are falling by smaller amounts and therefore appear to be holding value a bit better.

The 2023, 2014, and 2022 model years have held their value best, with the smallest year-over-year price changes.

Is the Jeep Grand Cherokee safe?

• 2026: 6/10
• 2022: 9/10
• 2021: 4/10
• 2020: 3/10

Jeep says the 2026 Grand Cherokee includes adaptive cruise control, automatic emergency braking, lane keep assist, lane departure warning, blind spot monitoring, rear cross-traffic alert, and rear parking sensors as standard equipment.

For the safest used buy, the 2022 model posts the highest confirmed score of 9/10.

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

Buy now if:

• Price trend: The 2025 model is at −12.99% versus a year ago, and the 2024 model is at −20.65%.
• Deal availability: The 2025 model has 33.5% good and great deals, and the 2024 model has 32.5%.
• Sweet-spot year: The 2024 model has the most listings at a current average price of $42,985 CAD. The Jeep Grand Cherokee offers a premium-feeling cabin, strong capability, and a distinctive design that still stands out in the midsize SUV class.

Consider waiting if:

• Powertrain/efficiency: The latest model pairs a Hurricane 4 Turbo with 324 horsepower and 332 pound-feet of torque, while the Pentastar V6 delivers 293 hp and 260 lb-ft.
• Tech: The latest model adds a larger 12.3-inch touchscreen on higher trims, wireless Apple CarPlay and Android Auto, and a 10.2-inch digital instrument cluster.
• Safety: The latest model adds improved Active Drive Assist behaviour for smoother transitions between automation levels.
• Starting price: The Laredo trim starts at $59,995 CAD.

If you're buying used today, the 2024 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 September 22, 2026, CarGurus experts' opinions, and generative AI.