Used 2021 Jeep Cherokee for Sale nearWinnipeg, MB
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- White
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 61,303
- Stock #:
- 26173A
- VIN:
- 1C4PJMBX2LD501630
Sponsored Listing
2020 Jeep Cherokee
Trailhawk 4WD
61,303 km
$23,694
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- Blue
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Transmission:
- 9-Speed Automatic
- Mileage:
- 109,506
- Stock #:
- 26T0497A
- VIN:
- 1C4PJMBX3MD161647
Sponsored Listing
2021 Jeep Cherokee
Trailhawk 4WD
109,506 km
$23,999
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Exterior colour:
- Silver
- Transmission:
- Automatic
- Mileage:
- 106,000
- Stock #:
- 161888
- VIN:
- 1C4PJMAX1MD161888
Sponsored Listing
2021 Jeep Cherokee
Sport 4WD
106,000 km
$20,990
- Year:
- 2022
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- Black
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 216,750
- VIN:
- 1C4PJMBX2ND526501
2022 Jeep Cherokee
Trailhawk 4WD
216,750 km
$15,999
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- Red
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 135,108
- VIN:
- 1C4PJMBX6LD635380
2020 Jeep Cherokee
Trailhawk 4WD
135,108 km
$18,999
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 270 hp 2L I4
- Exterior colour:
- Granite Crystal Metallic
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 52,729
- Stock #:
- 24083R
- VIN:
- 1C4PJMDX9MD237739
2021 Jeep Cherokee
High Altitude 4WD
52,729 km
$27,297
- Year:
- 2022
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Exterior colour:
- Sting-Grey
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 55,620
- Stock #:
- F6BEMC
- VIN:
- 1C4PJMAB1ND524258
2022 Jeep Cherokee
Sport 4WD
55,620 km
$25,526
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Engine:
- 180 hp 2.4L I4
- Exterior colour:
- Granite Crystal Metallic
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 47,662
- Stock #:
- F7R3RP
- VIN:
- 1C4PJMCB0LD656857
2020 Jeep Cherokee
47,662 km
$23,925
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- White
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 162,916
- Stock #:
- 3110
- VIN:
- 1C4PJMBX0LD507880
2020 Jeep Cherokee
Trailhawk Elite 4WD
162,916 km
$18,900
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Transmission:
- 9-Speed Automatic
- Mileage:
- 106,107
- Stock #:
- JA13312
- VIN:
- 1C4PJMBX8LD517301
-$462
2020 Jeep Cherokee
Trailhawk 4WD
106,107 km
$21,416
$20,954
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- White
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 61,303
- Stock #:
- 26173A
- VIN:
- 1C4PJMBX2LD501630
2020 Jeep Cherokee
Trailhawk 4WD
61,303 km
$23,694
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- Gray (Dark Grey)
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 60,200
- Stock #:
- N9218
- VIN:
- 1C4PJMBX4LD529218
2020 Jeep Cherokee
Trailhawk 4WD
60,200 km
$23,580
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Gasoline
- Transmission:
- 9-Speed Automatic
- Mileage:
- 121,563
- Stock #:
- 26ATS3649C
- VIN:
- 1C4PJMCX2LD644950
2020 Jeep Cherokee
Altitude FWD
121,563 km
$17,526
CarGurus Analysis:
2021 Jeep Cherokee
With 30 currently listed for sale and an average price of $22,307 CAD, 36.7% of 2021 Jeep Cherokee listings on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2021 Jeep Cherokee 4.8 / 5 stars.
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 81,178
- Stock #:
- K52426
- VIN:
- 1C4PJMDX4MD145874
2021 Jeep Cherokee
Limited 4WD
81,178 km
$24,827
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- Blue
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Transmission:
- 9-Speed Automatic
- Mileage:
- 109,506
- Stock #:
- 26T0497A
- VIN:
- 1C4PJMBX3MD161647
2021 Jeep Cherokee
Trailhawk 4WD
109,506 km
$23,999
- Year:
- 2022
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- White
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 107,645
- Stock #:
- 251482
- VIN:
- 1C4PJMBXXND507985
2022 Jeep Cherokee
Trailhawk 4WD
107,645 km
$28,003
- Year:
- 2022
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- White
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 107,645
- Stock #:
- 251482P
- VIN:
- 1C4PJMBX1ND507986
2022 Jeep Cherokee
Trailhawk 4WD
107,645 km
$28,003
- Year:
- 2022
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- White
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 66,962
- Stock #:
- 260857A
- VIN:
- 1C4PJMDX8ND516651
2022 Jeep Cherokee
Limited 4WD
66,962 km
$31,797
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Exterior colour:
- Silver
- Transmission:
- Automatic
- Mileage:
- 106,000
- Stock #:
- 161888
- VIN:
- 1C4PJMAX1MD161888
2021 Jeep Cherokee
Sport 4WD
106,000 km
$20,990
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- Red
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 142,559
- Stock #:
- 175633
- VIN:
- 1C4PJMBX7MD175633
2021 Jeep Cherokee
Trailhawk 4WD
142,559 km
$21,933
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Engine:
- 180 hp 2.4L I4
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 107,774
- Stock #:
- 5863
- VIN:
- 1C4PJMCB1LD655863
2020 Jeep Cherokee
107,774 km
$21,888
- Year:
- 2022
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Exterior colour:
- Granite Crystal Metallic
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 90,487
- Stock #:
- F7UXWE
- VIN:
- 1C4PJMBXXND555132
2022 Jeep Cherokee
Trailhawk Elite 4WD
90,487 km
$29,737
- Year:
- 2022
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior colour:
- Black
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 216,750
- VIN:
- 1C4PJMBX2ND526501
Sponsored Listing
2022 Jeep Cherokee
Trailhawk 4WD
216,750 km
$15,999
CarGurus Analysis: 2021 Jeep Cherokee
Summary
With 30 currently listed for sale and an average price of $22,307 CAD, 36.7% of 2021 Jeep Cherokee listings on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2021 Jeep Cherokee 4.8 / 5 stars.
Why it stands out
The 2021 Jeep Cherokee stands out as a compact SUV that blends everyday usability with genuine Jeep character. By this point in the third generation, it had already moved far from the boxy Cherokees of the past, but it still offered the kind of all-weather traction and adventure-minded appeal that helped make the nameplate familiar to buyers. It also remained a value-oriented choice in a market where Jeep’s four-wheel drive capability and styling were among its main strengths.
For 2021, Jeep added more standard convenience features to each trim, including heated front seats and rain-sensing wipers on the base Sport. The Cherokee also carried over a broad mix of equipment from this generation, including a 5-inch touchscreen with Uconnect 5.0 infotainment software and voice recognition, plus standard safety items such as front knee airbags and rear side airbags. Buyers looking for more capability could still find the low-range transfer case and rear differential lock on the Trailhawk, while the model’s available technology and safety options helped broaden its appeal.
There are trade-offs, though. The base 2.4-litre four-cylinder was described as harsh and underpowered, and fuel economy was not a strong point. The Cherokee also had a reputation for transmission issues in early third-generation models, so a careful test drive remains sensible. Even so, the 2021 Cherokee could still make sense for shoppers who wanted a practical SUV with distinctive styling, available off-road hardware, and a long list of features for the money.
Other model years to consider
- 2022 Jeep Cherokee
- Average price: $25,116 CAD
- Good/great deal percentage: 20.0%
- User rating: 5 / 5
- Total listings: 20
- 2023 Jeep Cherokee
- Average price: $33,112 CAD
- Good/great deal percentage: 18.2%
- User rating: 4.5 / 5
- Total listings: 11
Similar models to consider
- 2021 Toyota RAV4
- Average price: $31,943 CAD
- Good/great deal percentage: 32.0%
- User rating: 4.43 / 5
- Total listings: 50
- 2021 Honda CR-V
- Average price: $29,420 CAD
- Good/great deal percentage: 33.3%
- User rating: 4.79 / 5
- Total listings: 45
- 2021 Nissan Rogue
- Average price: $26,980 CAD
- Good/great deal percentage: 13.0%
- User rating: 5 / 5
- Total listings: 23
This analysis is based on CarGurus' proprietary market data from October 12, 2026, CarGurus experts' opinions, and generative AI.
4.8 Overall rating
Filter by rating
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.
Todd R
Reviewed a 2021 Jeep Cherokee on Jun 26, 2025
It’s a nice car, deceptively large inside, and comfortable. I’m average height but on the fluffy side, and it’s a very comfortable fit. Nice smooth ride. A/c feels like a freezer (I bought the car on the hottest day of the year and I was plenty cool on the long drive home.
Matthew P
Reviewed a 2021 Jeep Cherokee on Dec 29, 2024
The car’s features are awesome, all this at a great deal
John H
Reviewed a 2021 Jeep Cherokee on Nov 3, 2023
Great features and more than I expected. Great value for the money. Im very pleased with the SUV.
2021 Jeep Cherokee Trims
| Trim type | MSRP |
|---|---|
| High Altitude 4WD | $40,030 |
| 80th Anniversary 4WD | $35,490 |
| Limited 4WD | $37,340 |
| Sport 4WD | -- |
| Altitude 4WD | $32,895 |
| North 4WD | -- |
| Trailhawk Elite 4WD | -- |
| Trailhawk 4WD | $36,540 |
2021 Jeep Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2021 Jeep Cherokee prices has changed over time.
See more price trends2021 Jeep Cherokee Pricing Analysis: Winnipeg, MB Market Report
Pricing by Trim Packages
Key Insights
- Volume Leader: The Trailhawk 4WD leads with 25 listings, indicating strong demand for this trim.
- Premium Spread: The Limited 4WD has an MSRP of $37,340 CAD, which is only $800 CAD more than the Trailhawk 4WD, suggesting a narrow premium for additional features.
- Drivetrain Effect: All trims feature a 4X4 drivetrain, which may enhance their appeal in the Winnipeg market, known for its winter conditions.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| Trailhawk 4WD | 25 | $36,540 CAD | 4X4 | 3.2L 271 hp V6 |
| Limited 4WD | 6 | $37,340 CAD | 4X4 | 3.2L 271 hp V6 |
| Altitude 4WD | 4 | $32,895 CAD | 4X4 | 2.4L 180 hp I4 |
Pricing Analysis by Model Year
Key Insights
- New-Car Premium: The 2026 model year is priced at an average of $41,970 CAD, reflecting a 19.9% premium over its starting MSRP of $35,000 CAD.
- Depreciation Curve: The 2014 model year exhibits the steepest depreciation at -56.5%, indicating significant value loss over time.
- Best Value Sweet Spot: The 2021 model year averages $22,307 CAD, which is -20.0% below its starting MSRP of $27,890 CAD, making it a potentially attractive option for budget-conscious buyers.
Model Year Pricing
| Model Year | Starting MSRP | Avg Price | Avg Price vs Starting MSRP |
|---|---|---|---|
| 2026 | $35,000 CAD | $41,970 CAD | +19.9% |
| 2023 | $37,695 CAD | $33,001 CAD | -12.5% |
| 2022 | $29,995 CAD | $25,125 CAD | -16.2% |
| 2021 | $27,890 CAD | $22,307 CAD | -20.0% |
| 2020 | $25,840 CAD | $20,984 CAD | -18.8% |
| 2019 | $25,045 CAD | $18,895 CAD | -24.6% |
| 2018 | $24,395 CAD | $18,782 CAD | -23.0% |
| 2017 | $23,695 CAD | $16,499 CAD | -30.4% |
| 2016 | $23,495 CAD | $13,648 CAD | -41.9% |
| 2014 | $22,995 CAD | $9,999 CAD | -56.5% |
These recommendations are based on CarGurus' proprietary market data from October 13, 2026, CarGurus experts' opinions, and generative AI.
How much does the 2021 Jeep Cherokee cost?
| Metric | Value |
|---|---|
| Current Average Price | $22,925 CAD |
| Year-Round Low | $22,925 CAD |
| Year-Round High | $27,821 CAD |
| Average Price a Year Ago | $27,813 CAD |
| Change vs. Last Year | −17.58% |
Prices have softened 17.58% compared to this time last year, making it a favourable time to shop this model year.
There are 371 listings available, which gives you a modest amount of inventory to compare.
Is the 2021 Jeep Cherokee a good car?
Yes — the 2021 Jeep Cherokee earns a 4.8/5 user rating, which points to strong owner satisfaction. Drivers most often praise its great value, smooth ride, and numerous safety features, and many also like the advanced technology and off-road capability. That makes it a sensible fit if you want a practical compact SUV with Jeep character, especially if you value all-weather traction and adventure-minded appeal. With 30.7% of listings marked as good or great deals, you still have room to shop carefully.
Is the 2021 Jeep Cherokee reliable?
Owners rate it 4.8/5, a strong signal of long-term satisfaction.
User feedback also points to a dependable ownership experience for many shoppers, with praise centred on the Cherokee’s smooth ride and overall value. The same reviews suggest it can be a trouble-free choice when maintained well, especially for buyers who want a long-term SUV with useful features and capable all-weather performance. For used buyers, the main ownership risk is making sure the specific vehicle has been cared for properly, since a careful inspection matters more than the badge alone.
Is now a good time to buy a used 2021 Jeep Cherokee?
This looks like a moderate, selective buyer’s market, so you can shop with some leverage if you are patient and compare listings carefully.
- Deal availability: 30.7% of listings are priced as good or great deals.
- Inventory: There are 371 listings available.
- Price trend: Prices have softened 17.58% compared with last year.
If you find a listing below $22,925 CAD, that's toward the low end of the year-round range and worth acting on quickly.
What is the 2021 Jeep Cherokee's resale value?
The current average of $22,925 CAD sits slightly below last year's $27,813 CAD.
That price movement suggests the Cherokee has become more accessible for buyers, but it also means future sellers may need to price competitively to stand out. If the market stays soft, resale values could remain under pressure unless demand tightens or well-equipped examples become harder to find. Vehicles with strong owner satisfaction ratings, like this model year's 4.8/5, tend to retain buyer demand, which supports resale value over time.
Should I buy a 2021 Jeep Cherokee or consider a different year?
If you're weighing the 2021 against nearby model years, here's how to think about it:
Choose the 2021 if:
- 30.7% of listings are priced as good or great deals.
- Price trend: Prices have softened 17.58% compared with last year.
- Owners rate it 4.8/5 — a strong satisfaction signal.
The bottom line: The 2021 Cherokee makes the most sense if you want a value-oriented compact SUV with Jeep personality, useful features, and a market that currently gives you some negotiating room. If you are especially price-sensitive, you may want to compare nearby years and focus on the best-equipped, best-priced examples rather than buying the first one you see.
These recommendations are based on CarGurus' proprietary market data from October 13, 2026, CarGurus experts' opinions, and generative AI.
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