Used 2019 Jeep Cherokee for Sale near Winnipeg, MB
24 results
CarGurus Analysis:
2019 Jeep Cherokee
With 452 currently listed for sale and an average price of $18,905.00 CAD, 28.5% of 2019 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2019 Jeep Cherokee 4.67 / 5 stars.
100.0% of 2019 Cherokee models on CarGurus are accident free.
CarGurus Analysis: 2019 Jeep Cherokee
Summary
With 452 currently listed for sale and an average price of $18,905.00 CAD, 28.5% of 2019 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2019 Jeep Cherokee 4.67 / 5 stars.
100.0% of 2019 Cherokee models on CarGurus are accident free.
Why it stands out
The 2019 Jeep Cherokee is a well-rounded compact SUV that appeals to a wide range of buyers, thanks to its blend of comfort, performance, and advanced features. Owners frequently praise its smooth ride and spacious interior, making it an excellent choice for families and those who value comfort on long drives. The availability of a robust V6 engine enhances its performance, providing ample power for both city and highway driving. Additionally, the Cherokee's reputation for reliability and its 100% accident-free status on the market further bolster its appeal. However, some users have noted that certain lower trims lack desirable features like GPS and remote start, which may deter some buyers looking for a fully equipped vehicle. Overall, the 2019 Jeep Cherokee stands out for its balance of practicality and capability, making it a solid option in the competitive compact SUV segment.
Other model years to consider
- Average price: $21,645.00 CAD
- Good/great deal percentage: 30.6%
- User rating: 4.77 / 5
- Total listings: 529
- Average price: $15,950.00 CAD
- Good/great deal percentage: 28.7%
- User rating: 4.8 / 5
- Total listings: 429
- Average price: $28,146.00 CAD
- Good/great deal percentage: 32.2%
- User rating: 5 / 5
- Total listings: 363
This analysis is based on CarGurus' proprietary market data from July 13, 2026, CarGurus experts' opinions, and generative AI.
4.7 Overall rating
Filter by rating
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 |
|---|---|
| Limited FWD | $31,450 |
| Overland 4WD | $38,495 |
| North FWD | -- |
| Sport 4WD | -- |
| North 4WD | -- |
| Limited 4WD | $34,695 |
| Trailhawk Elite 4WD | $37,390 |
| Trailhawk 4WD | $34,195 |
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.
See more price trendsFAQs
How much does the 2019 Jeep Cherokee cost in Winnipeg, MB?
How many 2019 Jeep Cherokee vehicles in Winnipeg, MB have no reported accidents or damage?
What is the fuel economy of the 2019 Jeep Cherokee?
What fuel types are available?
Relevant articles
Best Small SUVs in Canada for 2026
Small SUVs are hugely popular with Canadian buyers thanks to their practicality and versatility. Here's our pick of the best.
Jeep Cherokee Buying Guide: Cost, Reliability, and the Best Years to Buy
Our definitive Jeep Cherokee buying guide covers the history and specs of each of the four model generations, how much you can expect to pay for one, and which are the best and worst versions to buy.
2026 Jeep Cherokee: Price, Specs and Release Date
The Cherokee competes in the compact class, offering a unique and more rugged take on the segment that sets it apart from the sea of mostly alike competitors. Jeep fully redesigned the Cherokee for the 2026 model year.
