Used 2020 Jeep Cherokee for Sale nearGuelph, ON
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Engine:
- 180 hp 2.4L I4
- Exterior colour:
- Hydro Blue Pearl
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,643
- Stock #:
- 21-37807JB
- VIN:
- 1C4PJMCB7MD137807


Sponsored by AutoPark Barrie
2021 Jeep Cherokee
98,643 km
$21,900
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 270 hp 2L I4
- Exterior colour:
- Gray
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 84,000
- Stock #:
- MD122566
- VIN:
- 1C4PJMDXXMD122566

Sponsored Listing
2021 Jeep Cherokee
High Altitude 4WD
84,000 km
$25,488
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- Red
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 69,688
- Stock #:
- 120608
- VIN:
- 1C4PJMBX7LD570099

-$600
Sponsored Listing
2020 Jeep Cherokee
Trailhawk Elite 4WD
69,688 km
$22,590
$21,990
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- Black
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 116,709
- Stock #:
- 278907C
- VIN:
- 1C4PJMDX4KD278907

2019 Jeep Cherokee
Limited 4WD
116,709 km
$16,588
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- Brown (Beige)
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 31,269
- Stock #:
- 112518
- VIN:
- 1C4PJMBX1MD207640

-$600
2021 Jeep Cherokee
Trailhawk 4WD
31,269 km
$25,590
$24,990
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- White
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 180,562
- Stock #:
- 000039
- VIN:
- 1C4PJMBX7KD246441

-$1,000
2019 Jeep Cherokee
Trailhawk 4WD
180,562 km
$11,995
$10,995
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- Black
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 57,653
- Stock #:
- 107551
- VIN:
- 1C4PJMCX6MD231432

2021 Jeep Cherokee
80th Anniversary 4WD
57,653 km
$23,590
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- Black
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,639
- VIN:
- 1C4PJMCX9KD228425

2019 Jeep Cherokee
98,639 km
$14,900
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- Blue
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 185,682
- Stock #:
- 220998
- VIN:
- 1C4PJMBXXKD427509

2019 Jeep Cherokee
Trailhawk Elite 4WD
185,682 km
$9,888
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- Gray
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 55,134
- Stock #:
- 14113340AA
- VIN:
- 1C4PJMDX9MD159818

2021 Jeep Cherokee
Limited 4WD
55,134 km
$25,688
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Engine:
- 180 hp 2.4L I4
- Exterior colour:
- Hydro Blue Pearl
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,643
- Stock #:
- 21-37807JB
- VIN:
- 1C4PJMCB7MD137807

2021 Jeep Cherokee
98,643 km
$21,900
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- Black
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 92,061
- Stock #:
- KD447167
- VIN:
- 1C4PJMBXXKD447167

2019 Jeep Cherokee
Trailhawk 4WD
92,061 km
$18,999
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- Red
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 103,119
- Stock #:
- 26234A
- VIN:
- 1C4PJMBX3KD389161

-$405
2019 Jeep Cherokee
Trailhawk Elite 4WD
103,119 km
$18,395
$18,566
CarGurus Analysis:
2020 Jeep Cherokee
With 134 currently listed for sale and an average price of $19,592 CAD, 32.1% of 2020 Jeep Cherokee listings on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2020 Jeep Cherokee 4.77 / 5 stars.
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- Red
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 126,651
- Stock #:
- KD277357
- VIN:
- 1C4PJMCXXKD277357

2019 Jeep Cherokee
126,651 km
$15,467
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- Blue
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 74,026
- Stock #:
- LD647913
- VIN:
- 1C4PJMBX9LD647913

2020 Jeep Cherokee
Trailhawk Elite 4WD
74,026 km
$21,988
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- Red
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 50,639
- Stock #:
- 72046A
- VIN:
- 1C4PJMDX4LD642101

2020 Jeep Cherokee
High Altitude 4WD
50,639 km
$24,064
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- White
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 47,512
- Stock #:
- KD467123P
- VIN:
- 1C4PJMDX6KD467123

2019 Jeep Cherokee
Limited 4WD
47,512 km
$21,699
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- White
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 31,112
- Stock #:
- 260200B
- VIN:
- 1C4PJMBX6KD196700

2019 Jeep Cherokee
Trailhawk 4WD
31,112 km
$22,199
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- Green
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 77,000
- Stock #:
- MD128305
- VIN:
- 1C4PJMCXXMD128305

2021 Jeep Cherokee
80th Anniversary 4WD
77,000 km
$23,998
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 270 hp 2L I4
- Exterior colour:
- Black
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 123,385
- Stock #:
- B5018
- VIN:
- 1C4PJMBN6KD223568

2019 Jeep Cherokee
Trailhawk Elite 4WD
123,385 km
$17,131
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Engine:
- 180 hp 2.4L I4
- Exterior colour:
- Black
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 60,321
- Stock #:
- HU0493A
- VIN:
- 1C4PJMCB6MD129987

-$550
2021 Jeep Cherokee
60,321 km
$24,998
$24,448
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 180 hp 2.4L I4
- Exterior colour:
- Gray
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 72,936
- Stock #:
- P1523A
- VIN:
- 1C4PJMMX5MD129960

2021 Jeep Cherokee
Altitude 4WD
72,936 km
$23,995
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Exterior colour:
- Black
- Interior colour:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 69,759
- Stock #:
- W5171
- VIN:
- 1C4PJMAX3KD396869

Sponsored Listing
2019 Jeep Cherokee
Sport 4WD
69,759 km
$16,995
CarGurus Analysis: 2020 Jeep Cherokee

Summary
With 134 currently listed for sale and an average price of $19,592 CAD, 32.1% of 2020 Jeep Cherokee listings on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2020 Jeep Cherokee 4.77 / 5 stars.
Why it stands out
The 2020 Jeep Cherokee stands out as a compact SUV that blends Jeep styling with everyday usability. By this point in the third-generation Cherokee’s run, it had already moved away from the brand’s older, more rugged formula and into a softer crossover shape, but it still offered the kind of all-weather traction and adventure appeal that helped make the nameplate popular with buyers who did not want a noisy, square, gas-guzzling SUV. For 2020, Jeep also added new wheels and colours across various trims, including Sangria and Spitfire Orange, and Alexa was added to Uconnect 8.4 systems with navigation.
It also remained notable for the range of equipment it could offer. The 2020 Cherokee had a 7-inch touchscreen as standard, along with Apple CarPlay and Android Auto, and the interior featured lighter colours on the lower trim panels, new cloth fabrics, gloss-black trim, and a revised centre console with a larger pocket for phones. Cargo space increased to 764 litres, which adds to its practicality. At the same time, this generation was not without drawbacks: the buying guide notes major transmission issues in early third-generation models, and its pros and cons section points to poor efficiency and some bad engines through the years.
Other model years to consider
- 2022 Jeep Cherokee
- Average price: $24,724 CAD
- Good/great deal percentage: 32.0%
- User rating: 5 / 5
- Total listings: 103
- 2021 Jeep Cherokee
- Average price: $23,058 CAD
- Good/great deal percentage: 33.9%
- User rating: 4.8 / 5
- Total listings: 115
- 2018 Jeep Cherokee
- Average price: $17,031 CAD
- Good/great deal percentage: 26.8%
- User rating: 4.8 / 5
- Total listings: 112
Similar models to consider
- 2020 Ford Escape
- Average price: $16,712 CAD
- Good/great deal percentage: 26.8%
- User rating: 4.42 / 5
- Total listings: 164
- 2020 Toyota RAV4
- Average price: $27,416 CAD
- Good/great deal percentage: 27.5%
- User rating: 4.57 / 5
- Total listings: 218
- 2020 Honda CR-V
- Average price: $23,783 CAD
- Good/great deal percentage: 26.5%
- User rating: 4.6 / 5
- Total listings: 230
This analysis is based on CarGurus' proprietary market data from October 19, 2026, CarGurus experts' opinions, and generative AI.
4.8 Overall rating
Filter by rating
Amanda W
Reviewed a 2020 Jeep Cherokee on May 5, 2025
This is a great vehicle. It has every feature that I asked for & more. It will have no issue towing my camper or hauling my kayaks.
Steinar A
Reviewed a 2020 Jeep Cherokee on Mar 10, 2023
I am.... impressed with the 2020 Jeep Cherokee Trailhawk. Specifically, the non-elite version has less fluff and is less likely to need repair amongst the electronics (no panorama roof, no rear tailgate motor, no advanced controls such as advanced cruise control, no heated seats or heated steering wheel & no NAV - etc. It does what it is supposed to do. I am also averaging 28 mpg versus the listed 24 mpg. I also added Falken Wildpeak ATW/3 tires to it (which makes it a better off road vehicle) also. Im pleased as punch with this Cherokee. Its a shame that Stellantis (Chrysler/Jeeps parent company) did not support this line of vehicles for the past 2 years & shut down the Belvidere plant (20 miles away from me) last month. There is zero reason why Stellantis cannot make money on this line of vehicles.
Michael W
Reviewed a 2020 Jeep Trailhawk Elite 4WD on Jul 29, 2024
The vehicle is very capable on and off road. Plenty of power to get up to speed on the highway, pass someone, and 4500lb towing capacity. Also it is the only trailhawk in the lineup to have a true rear locker.
Douglas B
Reviewed a 2020 Jeep Cherokee on Jun 28, 2022
The only thing I dont like about the 2020 jeep Cherokee is the power. It lacks the take off power I prefer. But other than that its a beautiful vehicle rides smoothly and is comfortable.
2020 Jeep Cherokee Trims
| Trim type | MSRP |
|---|---|
| Overland 4WD | $38,495 |
| Altitude FWD | $28,790 |
| Sport 4WD | -- |
| High Altitude 4WD | $36,840 |
| North 4WD | $31,800 |
| Limited 4WD | $34,845 |
| Trailhawk Elite 4WD | $37,950 |
| Trailhawk 4WD | $34,755 |
2020 Jeep Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2020 Jeep Cherokee prices has changed over time.
See more price trends2020 Jeep Cherokee Pricing Analysis: Guelph, ON Market Report
Pricing in Nearby Cities
Market Area: Guelph, ON
Key Insights
- Highest-Price Market: The Brampton, ON market leads with an average price of $20,124 CAD, indicating a premium demand in this area.
- Best Value: The Hamilton, ON market offers the lowest average price at $19,410 CAD, suggesting a more affordable option for shoppers.
- Inventory Drives Stability: With 150 listings, Brampton, ON has the highest inventory, which may contribute to its stable pricing dynamics.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Brampton, ON | 150 | $20,124 CAD |
| Orangeville, ON | 149 | $20,021 CAD |
| Mississauga, ON | 149 | $19,846 CAD |
| Milton, ON | 148 | $19,964 CAD |
| Oakville, ON | 145 | $19,710 CAD |
| Burlington, ON | 143 | $19,539 CAD |
| Cambridge, ON | 140 | $19,835 CAD |
| Hamilton, ON | 136 | $19,410 CAD |
| Brantford, ON | 124 | $19,858 CAD |
| Kitchener, ON | 122 | $19,858 CAD |
Pricing by Trim Packages
Key Insights
- Volume Leader: The Trailhawk 4WD trim is the most popular with 99 listings, indicating strong consumer preference for this configuration.
- Premium Spread: The Overland 4WD trim, priced at $38,495 CAD, represents the highest MSRP, highlighting a significant premium for luxury features.
- Drivetrain Effect: All trims feature a 4X4 drivetrain, which may appeal to buyers seeking off-road capabilities.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| Trailhawk 4WD | 99 | $34,755 CAD | 4X4 | 3.2L 271 hp V6 |
| Limited 4WD | 74 | $34,845 CAD | 4X4 | 3.2L 271 hp V6 |
| North 4WD | 46 | $31,800 CAD | 4X4 | 3.2L 271 hp V6 |
| Trailhawk Elite 4WD | 33 | $37,950 CAD | 4X4 | 3.2L 271 hp V6 |
| Altitude 4WD | 25 | $30,290 CAD | 4X4 | 2.4L 180 hp I4 |
| Overland 4WD | 11 | $38,495 CAD | 4X4 | 3.2L 271 hp V6 |
Pricing Analysis by Model Year
Key Insights
- New-Car Premium: The 2026 model year shows a significant average price of $49,487 CAD, reflecting a 41.4% premium over its starting MSRP.
- Depreciation Curve: The 2014 model year has experienced the steepest depreciation at -63.0%, indicating a rapid decline in value for older models.
- Best Value Sweet Spot: The 2020 model year is priced at an average of $19,835 CAD, which is -23.2% below its starting MSRP, making it an attractive option for budget-conscious buyers.
Model Year Pricing
| Model Year | Starting MSRP | Avg Price | Avg Price vs Starting MSRP |
|---|---|---|---|
| 2026 | $35,000 CAD | $49,487 CAD | +41.4% |
| 2023 | $37,695 CAD | $33,563 CAD | -11.0% |
| 2022 | $29,995 CAD | $24,655 CAD | -17.8% |
| 2021 | $27,890 CAD | $23,160 CAD | -17.0% |
| 2020 | $25,840 CAD | $19,835 CAD | -23.2% |
| 2019 | $25,045 CAD | $16,221 CAD | -35.2% |
| 2018 | $24,395 CAD | $17,031 CAD | -30.2% |
| 2017 | $23,695 CAD | $12,639 CAD | -46.7% |
| 2016 | $23,495 CAD | $11,414 CAD | -51.4% |
| 2015 | $23,095 CAD | $10,308 CAD | -55.4% |
| 2014 | $22,995 CAD | $8,513 CAD | -63.0% |
These recommendations are based on CarGurus' proprietary market data from October 20, 2026, CarGurus experts' opinions, and generative AI.
How much does the 2020 Jeep Cherokee cost?
| Metric | Value |
|---|---|
| Current Average Price | $21,241 CAD |
| Year-Round Low | $21,241 CAD |
| Year-Round High | $25,042 CAD |
| Average Price a Year Ago | $25,002 CAD |
| Change vs. Last Year | −15.04% |
Prices have softened 15.04% compared to this time last year, making it a favourable time to shop this model year.
There are 497 listings available, which gives you a reasonable amount of choice while you compare condition, mileage, and equipment.
Is the 2020 Jeep Cherokee a good car?
Yes — the 2020 Jeep Cherokee earns a 4.77/5 user rating, which points to strong owner satisfaction. Drivers commonly praise its strong performance, comfortable ride, and spacious, well-equipped interior. That makes it a sensible fit if you want a compact SUV with everyday usability and a bit of Jeep character. With 30.2% of listings marked as good or great deals, you still have room to shop carefully.
Is the 2020 Jeep Cherokee reliable?
Owners rate it 4.77/5, a strong signal of long-term satisfaction.
The user feedback points to a vehicle that many owners find dependable in daily use, with praise for its comfortable ride and strong performance. That said, some shoppers have noted concerns with certain features and acceleration response, so a careful test drive still matters. For used buyers, the main long-term ownership risk is making sure the specific vehicle you choose has been maintained well and does not show signs of the model’s known trouble spots.
Is now a good time to buy a used 2020 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 closely.
- Deal availability: 30.2% of listings are priced as good or great deals.
- Inventory: There are 497 listings available.
- Price trend: Prices have softened 15.04% compared with last year.
If you find a listing below $21,241 CAD, that's toward the low end of the year-round range and worth acting on quickly.
What is the 2020 Jeep Cherokee's resale value?
The current average of $21,241 CAD sits slightly below last year's $25,002 CAD.
That price movement suggests the market has cooled, which can make the Cherokee easier to buy now but may also limit upside for a future seller if prices stay soft. If you plan to own it for a few years, the current entry point is more favourable than it was a year ago. Strong owner satisfaction can help support demand when you eventually sell.
Vehicles with strong owner satisfaction ratings, like this model year's 4.77/5, tend to retain buyer demand, which supports resale value over time.
Should I buy a 2020 Jeep 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:
- 30.2% of listings are priced as good or great deals.
- Price trend: Prices have softened 15.04% compared with last year.
- Owners rate it 4.77/5 — a strong satisfaction signal.
The bottom line: The 2020 Cherokee makes sense if you want a well-equipped compact SUV with strong owner approval and a market that currently favours careful shoppers. If your priority is stretching your budget, a nearby year may be worth comparing, but the 2020 is the better path if you want a balance of value, features, and buyer confidence.
These recommendations are based on CarGurus' proprietary market data from October 20, 2026, CarGurus experts' opinions, and generative AI.
Relevant articles

Best Small SUVs in Canada for 2026
Small SUVs are hugely popular with Canadian buyers thanks to their practicality and versatility. Here's our pick of the best.

The Cheapest Hybrid SUVs in Canada for 2026
Hybrid SUVs can offer a fantastic combination of space and low running costs. Here are what we rate as the best on sale right now.

Jeep Cherokee Buying Guide: Cost, Reliability, and the Best Years to Buy
Our definitive Jeep Cherokee buying guide covers the history and specs of each of the four model generations, how much you can expect to pay for one, and which are the best and worst versions to buy.