Used 2019 Jeep Cherokee for Sale near Boston, MA
311 results
CarGurus Analysis:
2019 Jeep Cherokee
With 296 currently listed for sale near Boston, MA and an average price of $15,067.00, 33.8% of 2019 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2019 Jeep Cherokee 4.47 / 5 stars.
72.6% of 2019 Cherokee models on CarGurus are accident free.
The 2019 Jeep Cherokee features new aesthetics along with a turbocharged engine option, offering enhanced performance and comfort.
CarGurus Analysis: 2019 Jeep Cherokee
overall

Summary
With 296 currently listed for sale near Boston, MA and an average price of $15,067.00, 33.8% of 2019 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2019 Jeep Cherokee 4.47 / 5 stars.
72.6% of 2019 Cherokee models on CarGurus are accident free.
The 2019 Jeep Cherokee features new aesthetics along with a turbocharged engine option, offering enhanced performance and comfort.
Why it stands out
The 2019 Jeep Cherokee distinguishes itself in the compact SUV market through its unique blend of off-road capability and everyday usability. With several trims available, the Cherokee caters to a range of buyers, from those seeking comfort and technology in daily driving to off-road enthusiasts needing rugged features. The introduction of a newly designed turbocharged 2.0-liter engine alongside the V6 option provides impressive power—270 horsepower and 295 lb-ft of torque—especially when equipped with the available 4WD systems like Active Drive II and Active Drive Lock. This model maintains a focus on practicality with its well-designed interior and Technologically advanced cab, boasting features such as a standard 7-inch Uconnect touchscreen with Apple CarPlay and Android Auto.
The Cherokee excels in providing a smooth ride across various terrains, particularly with its Trailhawk trim, which is tailored for off-roading. Although some drivers have noted drawbacks like potential tech issues and missing features in lower trims, the highest-rated reviews are centered around the comfort and capability of the vehicle.
Other model years to consider
- Average price: $17,866.00
- Good/great deal percentage: 33.8%
- User rating: 4.62 / 5
- Total listings: 311
- Average price: $14,072.00
- Good/great deal percentage: 33.2%
- User rating: 4.39 / 5
- Total listings: 277
- Average price: $22,790.00
- Good/great deal percentage: 35.9%
- User rating: 4.82 / 5
- Total listings: 131
This analysis is based on CarGurus' proprietary market data from March 24, 2026, CarGurus experts' opinions, and generative AI.
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4.5 Overall rating
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Cathy H
Reviewed a 2019 Jeep Cherokee on Jan 7, 2025
I really like this car. Has less horsepower than others but helps with gas mileage and my driving style. Was able to get all the groceries in backend without moving backseat. My first SUV so really like sitting up taller.
Anonymous
Reviewed a 2019 Jeep Trailhawk Elite 4WD on Nov 15, 2024
so pleased with the Jeep! It travels well, good acceleration. My only problem is as a senior, theres a lot of electronics to figure out, but Im sure it wont take too long.
Steinar A
Reviewed a 2019 Jeep Cherokee on Apr 20, 2021
The version of Cherokee we purchased is.... perfect. It has a redesigned front end that is nicer than the previous version. So, we got the stock FWD Latitude, but it came with the cold weather package. Traction Control, Remote start, heated front seats (despite it being cloth seats), heated steering wheel, and the 3.2 Pentastar V6 engine. We have not found another Cherokee for sale (that is configured like this). So, we dont have to worry about the troublesome tiger-shark 2.4 engine issues.... the 9 speed is now sorted (compared to the 2014-2017), & we have not had one issue with the Cherokee. The V6 has some serous giddy-up. We have 32,000 miles on it now, & trouble free. And dare I say, the stock stereo is preferable to the higher end 8.4 screen as it comes with Android Auto built in. Pandora streaming with Waze or Google Maps perfectly works with the stock screen/system (fully integrated). Like I said, the PERFECT configuration. And we bought ours for $16,000 with only 20,000 miles (via the Chrysler Used Certified program) about 14 months after it was first sold to the original owner. Literally, almost half the price of a new one similarly configured (& with a better warranty). Jeep (Chrysler) knocked this one out of the park.
Mariah C
Reviewed a 2019 Jeep Cherokee on Jul 9, 2021
I LOVE my jeep! The touch screen is awesome and it drives so smooth! And it is beautiful inside and out! Roomy and comfortable!
2019 Jeep Cherokee Trims
| Trim type | MSRP |
|---|---|
| Altitude 4WD | $29,890 |
| Limited FWD | $31,450 |
| Latitude 4WD | $26,545 |
| Latitude Plus FWD | $27,395 |
| Latitude FWD | $25,045 |
| Trailhawk 4WD | $34,195 |
| Latitude Plus 4WD | $28,895 |
| Limited 4WD | $34,695 |
2019 Jeep Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2019 Jeep Cherokee prices has changed over time.
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