Used 2019 Jeep Cherokee for Sale near Chicago, IL
335 results
CarGurus Analysis:
2019 Jeep Cherokee
With 248 currently listed for sale near Chicago, IL and an average price of $21,533.00, 23.8% 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.
74.2% of 2019 Cherokee models on CarGurus are accident free.
The 2019 Jeep Cherokee features advanced 4-wheel-drive systems and a redesigned exterior that offers improved capability and comfort compared to previous models.
CarGurus Analysis: 2019 Jeep Cherokee
overall
Summary
With 248 currently listed for sale near Chicago, IL and an average price of $21,533.00, 23.8% 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.
74.2% of 2019 Cherokee models on CarGurus are accident free.
The 2019 Jeep Cherokee features advanced 4-wheel-drive systems and a redesigned exterior that offers improved capability and comfort compared to previous models.
Why it stands out
The 2019 Jeep Cherokee sets itself apart in the compact SUV segment thanks to its unique blend of off-road capability and on-road comfort. It offers a range of engines, including the new turbocharged 2.0-liter 4-cylinder, which delivers impressive power and efficiency. The Cherokee’s Trailhawk trim is particularly notable, providing off-road prowess that rivals some of its more rugged siblings while still maintaining refined handling on city streets. Beyond performance, the interior is designed for practicality, featuring a user-friendly infotainment system and ample storage, making it suitable for everyday use. While it excels in many areas, some basic trim models have been noted for their lack of certain features, which might deter some buyers looking for a fully loaded experience. Overall, the Cherokee combines capability, comfort, and value, appealing to both adventure seekers and families alike.
Other model years to consider
- Average price: $16,310.00
- Good/great deal percentage: 26.5%
- User rating: 4.62 / 5
- Total listings: 260
- Average price: $18,438.00
- Good/great deal percentage: 32.1%
- User rating: 4.81 / 5
- Total listings: 246
- Average price: $13,896.00
- Good/great deal percentage: 20.3%
- User rating: 4.39 / 5
- Total listings: 251
This analysis is based on CarGurus' proprietary market data from April 7, 2026, CarGurus experts' opinions, and generative AI.
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4.7 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 |
| Latitude 4WD | $26,545 |
| Limited FWD | $31,450 |
| 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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