Used Jeep Cherokee for Sale near Winnipeg, MB
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Recommended model year:
2021 Jeep Cherokee
Shop 2021 Jeep Cherokee »With 31 currently listed for sale near Winnipeg, MB and an average price of $24,935.00 CAD, 32.3% of 2021 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2021 Jeep Cherokee 4.8 / 5 stars.
100.0% of 2021 Cherokee models on CarGurus are accident free.
The 2021 Jeep Cherokee is praised for its smooth ride, advanced safety features, and off-road capabilities, particularly in the Trailhawk trim.
FAQs
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How many Jeep Cherokee vehicles in Winnipeg, MB have no reported accidents or damage?
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4.5 Overall rating
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.
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What people say
Clyde N
Reviewed a 2014 Jeep Latitude 4WD on Jan 31, 2025
This car has tank-like features. This car has good value. This car is missing remote start. I would compare this vehicle to a Chevrolet Traverse.
Anonymous
Reviewed a 2017 Jeep Cherokee on Jun 23, 2026
I had a 2019 Cherokee Trailhawk a few years ago and I fell in love with the Cherokee ls after that. Sadly I had to part ways with the original one I had but being able to find another Cherokee at a good price and mileage is amazing. I love the ride it provides! Great sound system, modern interior and design, quiet ride in the cab with minimal road noise and incredibly comfortable. Love the Cherokees!
Xing F
Reviewed a 2021 Jeep Cherokee on Oct 22, 2024
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.
Jeremy R
Reviewed a 2022 Jeep Cherokee on Aug 15, 2024
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
Jeep Cherokee Trims
| Trim type | MSRP |
|---|---|
| Base 4WD | $35,000 |
| Limited 4WD | $40,000 |
| Laredo 4WD | $38,000 |
| Overland 4WD | $43,000 |
| 85th Anniversary Edition 4WD | $40,905 |
| Limited Altitude 4WD | $40,595 |
Jeep Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of Jeep Cherokee prices has changed over time.
See more price trendsCarGurus recommends the 2021 Jeep Cherokee
Summary
With 31 currently listed for sale near Winnipeg, MB and an average price of $24,935.00 CAD, 32.3% of 2021 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2021 Jeep Cherokee 4.8 / 5 stars.
100.0% of 2021 Cherokee models on CarGurus are accident free.
The 2021 Jeep Cherokee is praised for its smooth ride, advanced safety features, and off-road capabilities, particularly in the Trailhawk trim.
Why it stands out
The 2021 Jeep Cherokee stands out for its blend of comfort, technology, and off-road prowess. It offers a spacious interior with user-friendly features, making it a great choice for families and adventure seekers alike. The advanced safety features and smooth ride enhance its appeal, while the Trailhawk trim provides exceptional off-road capabilities, ensuring that it can handle a variety of terrains with ease. Overall, the 2021 Cherokee is a well-rounded vehicle that caters to both everyday driving and outdoor adventures.
Other model years to consider
- Average price: $29,625.00 CAD
- Good/great deal percentage: 27.6%
- User rating: 5 / 5
- Total listings: 29
- Average price: $32,784.00 CAD
- Good/great deal percentage: 25.0%
- User rating: 4.5 / 5
- Total listings: 20
- Average price: $43,824.00 CAD
- Good/great deal percentage: 33.3%
- Total listings: 9
These recommendations are based on CarGurus' proprietary market data from July 8, 2026, CarGurus experts' opinions, and generative AI.
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