Used 2020 Jeep Cherokee for Sale near Boston, MA
325 results
CarGurus Analysis:
2020 Jeep Cherokee
With 326 currently listed for sale near Boston, MA and an average price of $18,090.00, 35.9% of 2020 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Jeep Cherokee 4.62 / 5 stars.
87.7% of 2020 Cherokee models on CarGurus are accident free.
The 2020 Jeep Cherokee is praised for its strong performance and comfortable ride, making it a popular choice among drivers.
CarGurus Analysis: 2020 Jeep Cherokee
Summary
With 326 currently listed for sale near Boston, MA and an average price of $18,090.00, 35.9% of 2020 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Jeep Cherokee 4.62 / 5 stars.
87.7% of 2020 Cherokee models on CarGurus are accident free.
The 2020 Jeep Cherokee is praised for its strong performance and comfortable ride, making it a popular choice among drivers.
Why it stands out
The 2020 Jeep Cherokee distinguishes itself in the compact SUV segment with its balanced combination of performance, comfort, and an upscale cabin. Many drivers appreciate the optional V6 engine, which is known for providing robust power and smooth handling. The Cherokee’s interior is spacious and well-equipped, boasting modern technology and comfort features that enhance the driving experience. Additionally, its reputation for off-road capability, thanks to available four-wheel drive systems, makes it a compelling choice for those looking to explore beyond urban roads. While some users have mentioned a lack of quick acceleration and have voiced concerns about specific vehicle features, overall satisfaction with the vehicle remains high.
Other model years to consider
- Average price: $15,182.00
- Good/great deal percentage: 36.5%
- User rating: 4.47 / 5
- Total listings: 307
- Average price: $14,385.00
- Good/great deal percentage: 34.6%
- User rating: 4.39 / 5
- Total listings: 280
- Average price: $23,396.00
- Good/great deal percentage: 34.1%
- User rating: 4.82 / 5
- Total listings: 126
This analysis is based on CarGurus' proprietary market data from April 7, 2026, CarGurus experts' opinions, and generative AI.
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4.8 Overall rating
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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.
Dan B
Reviewed a 2020 Jeep Cherokee on Jun 3, 2024
A perfect find. This was exactly the vehicle I was looking for to replace an older Jeep Cherokee.
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.
2020 Jeep Cherokee Trims
| Trim type | MSRP |
|---|---|
| Latitude 4WD | $27,340 |
| Limited FWD | $31,600 |
| Altitude 4WD | $30,290 |
| Latitude Plus FWD | $27,595 |
| Latitude FWD | $25,840 |
| Latitude Plus 4WD | $29,095 |
| Trailhawk 4WD | $34,755 |
| Limited 4WD | $34,845 |
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.
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