New & Used 2027 Jeep Grand Cherokee for Sale nearHeadingley, MB
180 vehicles found
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- Diamond Black Crystal Pearl
- Interior colour:
- Black (Global Blk w/Global Blk)
- Transmission:
- Automatic
- Mileage:
- 5,683
- Stock #:
- C260409
- VIN:
- 1C4RJHAR9TC216464
2026 Jeep Grand Cherokee
Altitude 4WD
Winnipeg, MB
7 km away
New car
$68,206
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- Diamond Black Crystal Pearl
- Interior colour:
- Black (Global Blk w/Global Blk)
- Transmission:
- Automatic
- Mileage:
- 6,894
- Stock #:
- C260415
- VIN:
- 1C4RJHAR3TC208215
2026 Jeep Grand Cherokee
Altitude 4WD
Winnipeg, MB
7 km away
New car
$70,282
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- Diamond Black Crystal Pearl
- Interior colour:
- Black (Global Blk w/Global Blk)
- Transmission:
- Automatic
- Mileage:
- 1,201
- Stock #:
- C260431
- VIN:
- 1C4RJHAR1TC208214
2026 Jeep Grand Cherokee
Altitude 4WD
Winnipeg, MB
7 km away
New car
$65,389
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- Bright White
- Interior colour:
- Black (Global Blk w/Global Blk)
- Transmission:
- Automatic
- Mileage:
- 22
- Stock #:
- C26092
- VIN:
- 1C4RJHAR1TC236207
2026 Jeep Grand Cherokee
Altitude 4WD
Home delivery from Yorkton, SK
Price includes $778 shipping
New car
$74,933
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- Gray (Baltic Grey Metallic)
- Interior colour:
- Black (Global Blk w/Wicker Beige)
- Transmission:
- Automatic
- Mileage:
- 20
- Stock #:
- C260518
- VIN:
- 1C4RJHARXTC208213
2026 Jeep Grand Cherokee
Altitude 4WD
Winnipeg, MB
7 km away
New car
$65,409
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- Bright White
- Interior colour:
- Global Black
- Transmission:
- Automatic
- Mileage:
- 25
- Stock #:
- T14939
- VIN:
- 1C4RJHAR4TC208417
2026 Jeep Grand Cherokee
Altitude 4WD
Home delivery from Fort Mcmurray, AB
Price includes $1,182 shipping
New car
$69,522
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior colour:
- Bright White
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Global Black
- Transmission:
- Automatic
- Mileage:
- 56
- Stock #:
- T14959
- VIN:
- 1C4RJHAG7TC218891
2026 Jeep Grand Cherokee
Laredo X 4WD
Home delivery from Fort Mcmurray, AB
Price includes $1,182 shipping
New car
$65,532
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 75
- Stock #:
- 260284
- VIN:
- 1C4RJHAR1TC216491
Price drop
-$1,500
2026 Jeep Grand Cherokee
Altitude 4WD
Home delivery from Calgary, AB
Price includes $1,793 shipping
New car
$65,840
$66,133
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32
- Stock #:
- WT192
- VIN:
- 1C4RJHAR1TC236241
2026 Jeep Grand Cherokee
Altitude 4WD
Winnipeg, MB
17 km away
New car
$62,370
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30
- Stock #:
- WT193
- VIN:
- 1C4RJHAR9TC236245
2026 Jeep Grand Cherokee
Altitude 4WD
Winnipeg, MB
17 km away
New car
$62,458
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 75
- Stock #:
- 260313
- VIN:
- 1C4RJHAR3TC216492
Price drop
-$1,500
2026 Jeep Grand Cherokee
Altitude 4WD
Home delivery from Calgary, AB
Price includes $1,793 shipping
New car
$70,880
$71,173
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- White
- Transmission:
- Automatic
- Mileage:
- 75
- Stock #:
- 260364
- VIN:
- 1C4RJHAR3TC221157
Price drop
-$1,500
2026 Jeep Grand Cherokee
Altitude 4WD
Home delivery from Calgary, AB
Price includes $1,793 shipping
New car
$63,845
$64,138
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- Gray
- Transmission:
- Automatic
- Mileage:
- 75
- Stock #:
- 260336
- VIN:
- 1C4RJHAR4TC211558
Price drop
-$1,500
2026 Jeep Grand Cherokee
Altitude 4WD
Home delivery from Calgary, AB
Price includes $1,793 shipping
New car
$72,080
$72,373
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30
- Stock #:
- WT197
- VIN:
- 1C4RJHAR2TC236247
2026 Jeep Grand Cherokee
Altitude 4WD
Winnipeg, MB
17 km away
New car
$67,582
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 324 hp 2L I4
- Exterior colour:
- Gray
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 27
- Stock #:
- WT195
- VIN:
- 1C4RJHARXTC236240
2026 Jeep Grand Cherokee
Altitude 4WD
Winnipeg, MB
17 km away
New car
$70,975
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- Bright White
- Interior colour:
- Global Black
- Transmission:
- Automatic
- Mileage:
- 25
- Stock #:
- T14950
- VIN:
- 1C4RJHAR8TC208419
2026 Jeep Grand Cherokee
Altitude 4WD
Home delivery from Fort Mcmurray, AB
Price includes $1,182 shipping
New car
$67,532
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 75
- Stock #:
- 260365
- VIN:
- 1C4RJHAR9TC221163
Price drop
-$1,500
2026 Jeep Grand Cherokee
Altitude 4WD
Home delivery from Calgary, AB
Price includes $1,793 shipping
New car
$66,280
$66,573
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 75
- Stock #:
- 260360
- VIN:
- 1C4RJHAR5TC221161
Price drop
-$1,500
2026 Jeep Grand Cherokee
Altitude 4WD
Home delivery from Calgary, AB
Price includes $1,793 shipping
New car
$61,995
$62,288
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- White
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50
- Stock #:
- WT201
- VIN:
- 1C4RJHAR5TC236243
2026 Jeep Grand Cherokee
Altitude 4WD
Winnipeg, MB
17 km away
New car
$61,934
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25
- Stock #:
- WT202
- VIN:
- 1C4RJHAR7TC236244
2026 Jeep Grand Cherokee
Altitude 4WD
Winnipeg, MB
17 km away
New car
$62,458
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior colour:
- Gray (Baltic Grey Metallic)
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black (Global Blk w/Global Blk)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20
- Stock #:
- T098
- VIN:
- 1C4RJHAG2TC249367
2026 Jeep Grand Cherokee
Laredo X 4WD
Portage la Prairie, MB
69 km away
New car
$58,824
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- Diamond Black Crystal Pearl
- Interior colour:
- Black (Global Blk w/Global Blk)
- Transmission:
- Automatic
- Mileage:
- 20
- Stock #:
- C260634
- VIN:
- 1C4RJHAR9TC237041
2026 Jeep Grand Cherokee
Altitude 4WD
Winnipeg, MB
7 km away
New car
$68,947
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- 260919
- VIN:
- 1C4RJHAR1TC221156
2026 Jeep Grand Cherokee
Altitude 4WD
Home delivery from Calgary, AB
Price includes $1,786 shipping
New car
$62,722
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior colour:
- White
- Transmission:
- Automatic
- Mileage:
- 75
- Stock #:
- 260359
- VIN:
- 1C4RJHAR3TC221160
Price drop
-$1,500
2026 Jeep Grand Cherokee
Altitude 4WD
Home delivery from Calgary, AB
Price includes $1,793 shipping
New car
$65,685
$65,978
2027 Jeep Grand Cherokee Trims
| Trim type | MSRP |
|---|---|
| Laredo 4WD | $41,730 |
| Laredo X 4WD | $44,225 |
| Altitude 4WD | $46,960 |
2027 Jeep Grand Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2027 Jeep Grand Cherokee prices has changed over time.
See more price trendsAVG Price
Not Available
2027 Jeep Grand Cherokee
Index Price
$33,245
1.1%
All used vehicles
2027 Jeep Grand Cherokee Pricing Analysis
Pricing by Trim Packages
Key Insights
- Volume Leader: The Limited 4WD trim leads with 544 listings, indicating strong demand and availability.
- Premium Spread: The Summit 4WD trim has the highest MSRP at $61,130 CAD, reflecting its premium features and positioning in the market.
- Drivetrain Effect: All trims feature a 4X4 drivetrain, which is likely contributing to the consistent pricing across the board.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| Limited 4WD | 544 | $47,130 CAD | 4X4 | 2.0L 324 hp I4 |
| Altitude 4WD | 357 | $46,960 CAD | 4X4 | 2.0L 324 hp I4 |
| Laredo 4WD | 224 | $41,730 CAD | 4X4 | 3.6L 293 hp V6 |
| Summit 4WD | 122 | $61,130 CAD | 4X4 | 2.0L 324 hp I4 |
| Trailhawk 4WD | 46 | $53,030 CAD | 4X4 | 2.0L 324 hp I4 |
| Laredo X 4WD | 6 | $44,225 CAD | 4X4 | 3.6L 293 hp V6 |
Pricing Analysis by Model Year
Key Insights
- New-Car Premium: The 2027 model has an average price of $48,402 CAD, which is 21.8% above its starting MSRP, indicating a strong market interest in new models.
- Depreciation Curve: The 2016 model shows the steepest depreciation at -53.9%, highlighting significant value loss over time.
- Best Value Sweet Spot: The 2025 model year is priced closest to its starting MSRP, with an average price of $37,430 CAD, reflecting a more stable value retention.
Model Year Pricing
| Model Year | Starting MSRP | Avg Price | Avg Price vs Starting MSRP |
|---|---|---|---|
| 2027 | $39,730 CAD | $48,402 CAD | +21.8% |
| 2026 | $38,920 CAD | $46,490 CAD | +19.5% |
| 2025 | $37,095 CAD | $37,430 CAD | +0.9% |
| 2024 | $36,495 CAD | $33,112 CAD | -9.3% |
| 2023 | $39,535 CAD | $29,785 CAD | -24.7% |
| 2022 | $36,980 CAD | $27,060 CAD | -26.8% |
| 2021 | $35,460 CAD | $24,210 CAD | -31.7% |
| 2020 | $32,150 CAD | $21,327 CAD | -33.7% |
| 2019 | $31,945 CAD | $19,197 CAD | -39.9% |
| 2018 | $30,895 CAD | $18,595 CAD | -39.8% |
| 2017 | $30,395 CAD | $15,016 CAD | -50.6% |
| 2016 | $29,995 CAD | $13,822 CAD | -53.9% |
These recommendations are based on CarGurus' proprietary market data from September 25, 2026, CarGurus experts' opinions, and generative AI.
Relevant articles
Stephanie Wallcraft
The Most Fuel-Efficient SUVs in Canada in 2026
SUVs with hybrid powertrains are among the most fuel-efficient on the market. Here's our pick of the best.
CarGurus Editorial Team
The Best 4x4 SUVs to Buy in Canada in 2026
If you're looking for a 4x4 SUV to cope with the toughest Canadian conditions, these contenders are well worth a look.
CarGurus Editorial Team
The Best Midsize SUVs in Canada in 2026
Here’s a look at the best midsize SUVs you can buy in Canada in 2026. We’ve provided a mix of two-row, smaller three-row, and larger three-row options, for the best SUVs available from both mainstream and luxury brands.
2027 Jeep Grand Cherokee in Winnipeg MB2027 Jeep Grand Cherokee in Brandon MB2027 Jeep Grand Cherokee in Regina SK2027 Jeep Grand Cherokee in Moose Jaw SK2027 Jeep Grand Cherokee in Thunder Bay ON2027 Jeep Grand Cherokee in Prince Albert SK2027 Jeep Grand Cherokee in Saskatoon SK2027 Jeep Grand Cherokee in Lloydminster SK2027 Jeep Grand Cherokee in Medicine Hat AB
2027 Jeep Grand Cherokee in Alberta2027 Jeep Grand Cherokee in British Columbia2027 Jeep Grand Cherokee in Manitoba2027 Jeep Grand Cherokee in New Brunswick2027 Jeep Grand Cherokee in Newfoundland and Labrador2027 Jeep Grand Cherokee in Northwest Territories2027 Jeep Grand Cherokee in Nova Scotia2027 Jeep Grand Cherokee in Nunavut2027 Jeep Grand Cherokee in Ontario2027 Jeep Grand Cherokee in Prince Edward Island2027 Jeep Grand Cherokee in Quebec2027 Jeep Grand Cherokee in Saskatchewan2027 Jeep Grand Cherokee in Yukon
All Used CarsCheap CarsManual Transmission CarsSports CarsHybrid CarsRed Interior CarsElectric CarsSmall CarsAWD CarsCheap Automatic Transmission CarsClassic TrucksConversion VansThree Quarter Ton TrucksDiesel TrucksSmall TrucksChevrolet Diesel TrucksManual Diesel TrucksOne Ton TrucksCheap TrucksFord TrucksCheap SUVsMercedes-Benz ConvertiblesFord Diesel TrucksMercedes-Benz SUVsBMW ConvertiblesChevrolet SUVsToyota SUVsNissan SUVsUsed Cars Under $10,000Used Cars Under $5,000Used Sedans for Sale with Low Mileage in HeadingleyUsed SUVs / Crossovers for Sale with Low Mileage in HeadingleyUsed Hatchbacks for Sale with Low Mileage in HeadingleyUsed Convertibles for Sale with Low Mileage in HeadingleyUsed Vans for Sale with Low Mileage in HeadingleyUsed Minivans for Sale with Low Mileage in HeadingleyUsed Pickup Trucks for Sale with Low Mileage in HeadingleyUsed Coupes for Sale with Low Mileage in HeadingleyUsed Wagons for Sale with Low Mileage in Headingley
