Used 2020 Jeep Grand Cherokee for Sale nearRegina, SK

How much does the 2020 Jeep Grand Cherokee cost?

Prices have softened 12.52% compared to this time last year, making it a favourable time to shop this model year.

There are 547 listings available, which suggests you should have a reasonable amount of inventory to compare.

Is the 2020 Jeep Grand Cherokee a good car?

Yes — the 2020 Jeep Grand Cherokee earns a 4.58/5 user rating and a 6.33/10 expert rating. The model scores 8/10 across Look and feel and Technology.

Owners consistently praise its comfort, performance, luxurious features, powerful engines, and ride quality. The user feedback also points to its advanced safety options and strong overall satisfaction, while the overview highlights its stylish design and off-road capability as core strengths.

The trade-offs are clear: advanced safety features are not standard, and value for money is a recurring concern. It is best suited to you if you want a traditional SUV with strong capability and a premium feel rather than the most efficient or best-value choice in the segment.

Only 30.0% of listings are priced as good or great deals, so the market still rewards careful shopping.

Is the 2020 Jeep Grand Cherokee reliable?

Owners rate it 4.58/5, a strong signal of long-term satisfaction.

User feedback repeatedly describes the Grand Cherokee as comfortable, powerful, and capable, with many owners saying they appreciate the dependable feel of the vehicle over time. The same feedback also points to a strong reputation for being a vehicle you can count on for comfort and performance.

From an ownership standpoint, the Grand Cherokee’s long-term appeal is helped by its established platform and loyal following, but used buyers should still watch for signs of wear, especially if the vehicle has seen hard use or has higher mileage.

What should I look for when buying a used 2020 Jeep Grand Cherokee?

Key things to evaluate:

• Trim level: The Grand Cherokee spans a wide range of versions, from the Laredo to the Summit, with higher trims adding more premium materials and equipment. Base and lower trims can feel less substantial inside, while more expensive versions may still show hard-plastic surfaces that become more noticeable as the price rises.
• Powertrain: You get a standard 295-horsepower, 3.6-litre V6 with an eight-speed automatic transmission, and the lineup also includes several V8 options for more power. The V6 returned 11.3 L/100 km in combined driving according to Natural Resources Canada, while the test vehicle recorded 12.1 L/100 km.
• Safety package: ProTech I is standard and includes a reversing camera, parking sensors, blind-spot monitoring, and rear cross-traffic alert. ProTech II adds low-speed forward-collision warning, automatic emergency braking, lane-departure warning, lane-keeping assist, and automatic high-beam headlights. Advanced ProTech II adds full-speed forward collision warning, adaptive cruise control with stop-and-go, semi-autonomous parking assist, and rain-sensing wipers.
• Infotainment: In Limited X trim, Uconnect uses an 8.4-inch touchscreen with navigation, Bluetooth, Apple CarPlay, Android Auto, and SiriusXM satellite radio connected services. A 4G LTE WiFi data plan is available, and some versions can be equipped with a 19-speaker Harman Kardon audio system.
• Fuel efficiency: The standard V6 returned 11.3 L/100 km in combined driving, and the test vehicle recorded 12.1 L/100 km.

Which 2020 Jeep Grand Cherokee trim should I buy?

The 2020 Jeep Grand Cherokee is offered in 12 trim levels: Laredo, Limited X, Summit, SRT, Trackhawk, Trailhawk, and eight additional variants.

Here's the short version:

• Laredo: This is the entry point, so it makes sense if you want the Grand Cherokee’s core styling and capability without chasing extra luxury equipment. It is the trim to start with if you care most about getting into the model at the lowest likely price.
• Limited X: This is the best-value trim if you want a more complete daily-driver setup. It adds the 8.4-inch Uconnect system with navigation, Apple CarPlay, Android Auto, Bluetooth, SiriusXM, and a more upscale appearance package, making it the sweet spot for many shoppers.
• Trailhawk: Choose this if off-road use matters most. It adds all-terrain tires, skid plates, and the most off-road-capable 4WD system mentioned in the data, so it is the clear pick for trail-focused buyers.
• Summit: This is the luxury-leaning choice if you want the most premium feel in the lineup. It sits near the top of the range and is aimed at buyers who value comfort and upscale presentation over value.
• SRT: Pick this if you want serious performance. It uses a 6.4-litre Hemi V8 and is described as a high-performance version with performance-focused hardware.
• Trackhawk: This is the extreme performance model, with a supercharged 6.2-litre V8 and track-ready capability. It is the right choice only if outright speed is your priority.

Higher trim levels are more likely to include the Premium Lighting Group, which brings the better-rated HID headlights.

Is now a good time to buy a used 2020 Jeep Grand Cherokee?

The market looks moderate for selective buyers, so you should shop carefully and compare listings.

• Deal availability: 30.0% of listings are priced as good or great deals.
• Inventory: There are 547 listings available.
• Price trend: Prices have softened 12.52% compared with last year.

If you find a listing below $26,807 CAD, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2020 Jeep Grand Cherokee's resale value?

The current average of $27,040 CAD sits slightly below last year's $30,910 CAD.

That price decline suggests the market has become more favourable for buyers, which can make it harder for a future seller to command top dollar unless the vehicle is especially well equipped or exceptionally clean. If you buy at the right price now, you may have less depreciation pressure than someone who paid closer to last year’s average. Strong trim selection and desirable equipment can help support resale, especially on versions that are easier to recommend to used shoppers.

Vehicles with strong owner satisfaction ratings, like this model year's 4.58/5, tend to retain buyer demand, which supports resale value over time.

Is the 2020 Jeep Grand Cherokee safe?

The 2020 Jeep Grand Cherokee earns a four-star overall rating from NHTSA. In IIHS testing, it receives a Marginal rating for driver protection and a Poor rating for front passenger protection in the small overlap frontal-impact test.

It earns a 3/10 safety score from our experts.

Jeep offers three collections of driver-assistance features. ProTech I is standard on all trim levels and includes a reversing camera, parking sensors, blind-spot monitoring, and rear cross-traffic alert. ProTech II adds low-speed forward-collision warning, automatic emergency braking, lane-departure warning, lane-keeping assist, and automatic high-beam headlights. Advanced ProTech II adds full-speed forward collision warning, adaptive cruise control with stop-and-go, semi-autonomous parking assist, and rain-sensing wipers.

The main caveat is that advanced safety features are not standard, and the crash-test results are weaker than you would want in a used family SUV. If safety is your top priority, you should pay close attention to trim and equipment level.

Should I buy a 2020 Jeep Grand Cherokee or consider a different year?

If you're weighing the 2020 against nearby model years, here's how to think about it:

Choose the 2020 if:

• 30.0% of listings are priced as good or great deals.
• Price trend: Prices have softened 12.52% compared with last year.
• Owners rate it 4.58/5 — a strong satisfaction signal.
• It balances traditional SUV character with strong off-road capability and available high-performance variants.

Consider the 2021 if:

• At $29,760 CAD, the 2021 costs more than the current year's $27,040 CAD average.
• It is the final version before the redesigned model arrives.

The bottom line: You should lean toward the 2020 if you want the better price and are comfortable with its older-generation design and safety compromises. If you want the same familiar formula and are willing to pay more, the 2021 is the cleaner choice for buyers who prefer the last year of the outgoing model.

These recommendations are based on CarGurus' proprietary market data from September 11, 2026, CarGurus experts' opinions, and generative AI.