New & Used 2026 Jeep Cherokee for Sale near Windsor, ON
309 results
CarGurus Analysis:
2026 Jeep Cherokee
With 16 currently listed for sale near Windsor, ON and an average price of $44,439.00 CAD, 18.8% of 2026 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
100.0% of 2026 Cherokee models on CarGurus are accident free.
The 2026 Jeep Cherokee introduces a hybrid powertrain, combining traditional Jeep styling with modern efficiency, and features a spacious interior with advanced technology.
CarGurus Analysis: 2026 Jeep Cherokee
overall

Summary
With 16 currently listed for sale near Windsor, ON and an average price of $44,439.00 CAD, 18.8% of 2026 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
100.0% of 2026 Cherokee models on CarGurus are accident free.
The 2026 Jeep Cherokee introduces a hybrid powertrain, combining traditional Jeep styling with modern efficiency, and features a spacious interior with advanced technology.
Why it stands out
The 2026 Jeep Cherokee makes a notable return after a two-year hiatus, reimagining its design to appeal to a broader audience while maintaining its rugged Jeep identity. This model is particularly distinguished by its hybrid powertrain, which offers a balance of power and fuel efficiency, producing 210 horsepower and 230 pound-feet of torque. The Cherokee's standard all-wheel drive enhances its capability, making it a versatile choice for various driving conditions. Inside, the Cherokee boasts a well-appointed cabin with a 12.3-inch touchscreen and a 10.2-inch digital instrument cluster, ensuring that technology is at the forefront of the driving experience. While it faces stiff competition from rivals like the Honda CR-V and Toyota RAV4, the Cherokee's unique blend of heritage, style, and modern features makes it an appealing option for buyers looking for a compact crossover SUV.
Other model years to consider
- Average price: $13,310.00 CAD
- Good/great deal percentage: 14.0%
- User rating: 4.8 / 5
- Total listings: 50
- Average price: $12,449.00 CAD
- Good/great deal percentage: 14.3%
- User rating: 4.45 / 5
- Total listings: 35
- Average price: $8,831.00 CAD
- Good/great deal percentage: 9.5%
- User rating: 4.75 / 5
- Total listings: 21
This analysis is based on CarGurus' proprietary market data from July 1, 2026, CarGurus experts' opinions, and generative AI.
2026 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 |
2026 Jeep Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2026 Jeep Cherokee prices has changed over time.
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