Used Jeep Cherokee for Sale near Milwaukee, WI
CarGurus recommends the 2019 Jeep Cherokee
## Summary
- With 9,463 currently listed for sale on CarGurus and an **average price of $15,507.00**, 30.8% of 2019 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
- **Favorably reviewed:** Owners rated the 2019 Jeep Cherokee 4.39 / 5 stars.
- **69.0% of 2019 Cherokee models on CarGurus are accident free**.
- The 2019 Jeep Cherokee stands out with its rugged reliability, impressive off-road capabilities, and user-friendly features, appealing to those who enjoy adventure and need a versatile vehicle.
## Why it stands out
The 2019 Jeep Cherokee is a standout in the compact SUV segment due to its unique combination of comfort, capability, and advanced features. Designed with a modern front-end and a simplified, conventional look, it delivers a more appealing aesthetic compared to its predecessors. The Cherokee's off-road trims, particularly the Trailhawk, allow it to tackle challenging terrains with confidence, offering features unique to the Jeep lineup, such as 4-wheel-drive and multiple terrain management systems. Furthermore, its spacious interior is equipped with the latest Uconnect infotainment system, enhancing both practicality and user experience. Buyers are drawn to the Cherokee for its ability to provide a comfortable daily driving experience without compromising on its adventurous spirit.
## Other model years to consider
- **[2020 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2020-Jeep-Cherokee-c29396)**
- Average price: $17,141.00
- Good/great deal percentage: 32.1%
- User rating: 4.62 / 5
- Total listings: 4,634
- **[2018 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2018-Jeep-Cherokee-c27056)**
- Average price: $13,282.00
- Good/great deal percentage: 32.0%
- User rating: 4.39 / 5
- Total listings: 3,829
- **[2022 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2022-Jeep-Cherokee-c32108)**
- Average price: $23,517.00
- Good/great deal percentage: 30.9%
- User rating: 4.82 / 5
- Total listings: 2,293
These recommendations are based on CarGurus' proprietary market data from March 9, 2026, CarGurus experts' opinions, and generative AI.
4.4 Overall rating
(1,108 reviews)Customers say
The Jeep Cherokee has long been celebrated for its rugged reliability, impressive off-road capabilities, and overall durability. Owners tend to praise its powerful engines, spacious interiors, and user-friendly features across various models. Many drivers also appreciate the comfortable ride and the great value it offers. However, some common complaints include inconsistent performance, fuel economy concerns, and occasional reliability issues, particularly with older models. In essence, the Cherokee stands out as a dependable choice for those who enjoy adventure and need a versatile vehicle, though it may not always deliver on efficiency and peak performance.
AI generated from the text of customer reviews.
What people say
My husband and I absolutely enjoy this new car of ours. This is the vehicle we want and need. The features are perfect and everything works great, though we had to replace the brakes, spark plugs , and a few other things. The vehicle is in excellent condition and still looks new. The interior is beautiful. It’s the best vehicle for all of the driving that we do.
The 2021 Jeep Cherokee is a versatile compact SUV that excels in off-road performance, particularly in the Trailhawk trim, thanks to its advanced 4x4 system and terrain management features.
The cars features are great it rides nice and had a one stop shop for everything we wanted in a family vehicle couldnt be happier
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.
The car’s features are awesome, all this at a great deal
Jeep Cherokee FAQs
How much does the Jeep Cherokee cost in Milwaukee, WI?
The average Jeep Cherokee costs about $15,521.96. The average price has decreased by -8.7% since last year. The 575 for sale near Milwaukee, WI on CarGurus, range from $5,363 to $40,599 in price.
Is the Jeep Cherokee a good car?
CarGurus experts gave the 2026 Jeep Cherokee an overall rating of 7/10 and Jeep Cherokee owners have rated the vehicle a 4.4/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.
How many Jeep Cherokee vehicles in Milwaukee, WI have no reported accidents or damage?
475 out of 575 for sale near Milwaukee, WI have no reported accidents or damage.
Is the Jeep Cherokee safe?
CarGurus experts gave the 2026 Jeep Cherokee a safety rating of 7/10.
What fuel types are available?
Gasoline engines are available.
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Used Jeep Cherokee for Sale Under $10,000 Near Milwaukee
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Used Jeep Cherokee for Sale Under $15,000 Near Milwaukee
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Used Jeep Cherokee for Sale Under $20,000 Near Milwaukee
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Used Jeep Cherokee for Sale Under $25,000 Near Milwaukee
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Used Jeep Cherokee for Sale Under $30,000 Near Milwaukee
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Used Jeep Cherokee for Sale Under $40,000 Near Milwaukee
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Jeep Cherokee Limited 4WD
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Jeep Cherokee Trailhawk 4WD in Milwaukee WI
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Jeep Cherokee Latitude 4WD
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Jeep Cherokee Latitude FWD
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Jeep Cherokee Latitude Plus 4WD
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Jeep Cherokee Limited FWD
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Jeep Cherokee Latitude Lux 4WD
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Jeep Cherokee Latitude Plus FWD
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Jeep Cherokee Altitude 4WD
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Jeep Cherokee Altitude Lux 4WD
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