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Jeep Grand Cherokees for sale in Winnipeg

The Jeep Grand Cherokee debuted in 1992 as a larger and more comfortable version of the popular Jeep Cherokee. With three trim levels of luxury to choose from, the first generation Jeep Grand Cherokee was available with rear-wheel drive as standard or a pair of four-wheel drive systems depending on how adventurous the buyer's needs were. A driver's airbag came as standard, which was a first for an SUV, while a 4.0-litre straight-six was the default engine. A 5.2-litre V8 with 220 horsepower was optional. The second generation arrived in 1999 with upgraded rear suspension and improvements aimed at reducing noise, vibration and harshness.

Off-road performance with on-road speed

The third generation Jeep Grand Cherokee debuted in 2005 with a new 3.7-litre V6 engine and a 325 horsepower 5.7-litre Hemi V8 as an option. Independent front suspension and improved steering made this the best-handling Jeep Grand Cherokee to date. The powerful Jeep Grand Cherokee SRT8 arrived in 2006 before the fourth generation launched in 2011 with fully independent suspension and drive modes for Snow, Sand/Mud, Rock, and Sport, as well as an Auto mode. The 2018 model saw the rise of the Jeep Grand Cherokee Trackhawk powered by a supercharged 6.2-litre V8 engine with 707 horsepower.

Consider a Jeep Grand Cherokee for sale in Winnipeg

The Jeep Grand Cherokee is an all-season wonder in Winnipeg's changeable climate. Search "Used Jeep Grand Cherokee Winnipeg" or use the advanced suite of search filters on Kijiji Autos to see results based on location, price, fuel type, powertrain, model year and many more. Kijiji Autos also has a large selection of Jeep Grand Cherokee's competition such as the Ford Explorer, Toyota 4Runner and Land Rover Discovery. Start your search for a used Jeep Grand Cherokee in the Winnipeg area with Kijiji Autos today.

Pros and cons

Jeep Grand Cherokee specs

Many standard high-tech features
Off-road capability

Limited in-cabin storage
High fuel consumption

This is general information and should not be relied on as purchasing advice.

Winnipeg (+150km)

161 cars for sale

161 cars for sale

2022 Jeep Grand Cherokee Trailhawk 4x4 | BLOWOUT |

Eastern Chrysler Dodge Jeep

2022 Jeep Grand Cherokee Trailhawk 4x4 | BLOWOUT |

Free CARFAX ReportContactless services

8,903 km
Winnipeg, MB
Automatic
Hybrid

Free CARFAX ReportContactless services

| Demo | Integrated Off--Road Camera | Blind--Spot Monitoring w/ Rear Cross--Path Detection | Front Heated Seats | Heated Steering Wheel | Second Row Heated Seats | 10In Touchscreen Display | Adapt...

8,903 km
Winnipeg, MB
Automatic
Hybrid
Four-wheel drive

Features

A/C (2 zones)
Adaptive cruise control
Alloy wheels
Android auto
Apple Carplay
AUX interface
Blind spot assist
Bluetooth
Cruise control
Distance warning system
Electric heated seats
Electric tailgate
Electric windows
Electronic stability control (ESC)
Emergency brake assist
Front parking sensors
Isofix (child seat anchor points)
Lane change assist
Leather seats
Navigation system
Parking assistant
Push-button start
Radio
Sound system
Start-stop system
USB

2022 Jeep Grand Cherokee Limited

Selkirk Chrysler Dodge Jeep Ram

2022 Jeep Grand Cherokee Limited

83,456 km
Selkirk, MB
Automatic
Gas

Leather Seats, Power Liftgate, Remote Start, Heated Seats, Heated Steering Wheel! Wide selection of NEW and USED vehicles! At the peak of technology, this 2022 Jeep Grand Cherokee L can take you to...

83,456 km
Selkirk, MB
Automatic
Gas
All-wheel drive (AWD)

Features

A/C (2 zones)
Adaptive cruise control
Alloy wheels
Android auto
Apple Carplay
AUX interface
Blind spot assist
Bluetooth
Cruise control
Distance warning system
Electric heated seats
Electric tailgate
Electric windows
Electronic stability control (ESC)
Emergency brake assist
Front parking sensors
Isofix (child seat anchor points)
Lane change assist
Leather seats
Parking assistant
Push-button start
Radio
Sound system
Start-stop system
USB

2018 Jeep Grand Cherokee Summit 5.7L AWD | Heated And Vented Seats | Sunroof | Adaptive Cruise

McNaught Cadillac

2018 Jeep Grand Cherokee Summit 5.7L AWD | Heated And Vented Seats | Sunroof | Adaptive Cruise

Free CARFAX ReportCertified Pre-Owned

125,706 km
Winnipeg, MB
Automatic
Gas

Free CARFAX ReportCertified Pre-Owned

This 2018 Jeep Grand Cherokee features dual-screen Blu-ray rear entertainment, black Natura Plus leather with vented front seats, and a panoramic sunroof. It includes a power liftgate, rain-sensing...

125,706 km
Winnipeg, MB
Automatic
Gas
Four-wheel drive

Features

A/C (2 zones)
Adaptive cruise control
Alloy wheels
AUX interface
Blind spot assist
Bluetooth
Cruise control
Distance warning system
Electric heated seats
Electric tailgate
Electric windows
Electronic stability control (ESC)
Emergency brake assist
Front parking sensors
Isofix (child seat anchor points)
Lane change assist
Leather seats
Navigation system
Parking assistant
Push-button start
Radio
Sound system
Start-stop system
Sunroof
USB

2011 Jeep Grand Cherokee Overland 5.7 Hemi

2011 Jeep Grand Cherokee Overland 5.7 Hemi

155,000 km
-, MB
-
-

Looking to sell my 2011 Jeep Grand Cherokee Overland it has the 5.7L Hemi V8 155,000kms Runs and drives very smooth, comes with tons of options for the year. • heated and ventilated seats (front an...

155,000 km
-, MB
-
-
-

Features

Air conditioning
Alloy wheels
Cruise control
Navigation system
Push-button start
Sunroof

2019 Jeep Grand Cherokee Altitude

The Car Guy Inc.

2019 Jeep Grand Cherokee Altitude

215,550 km
Winnipeg, MB
Automatic
Gas

All prices subject to applicable taxes ✅ Safety Certified | Dealer #4660 In-House & Bank Financing Available – All Credit Types Welcome Call for Pricing | 2850 Dugald Road, Winnipeg Bold, capable, ...

215,550 km
Winnipeg, MB
Automatic
Gas
Four-wheel drive

Features

A/C (2 zones)
Adaptive cruise control
Alloy wheels
Android auto
Apple Carplay
AUX interface
Blind spot assist
Bluetooth
Cruise control
Electric heated seats
Electric tailgate
Electric windows
Electronic stability control (ESC)
Front parking sensors
Isofix (child seat anchor points)
Leather seats
Navigation system
Parking assistant
Push-button start
Radio
Sound system
Start-stop system
USB

2025 Jeep Grand Cherokee Altitude | EMPLOYEE PRICING FOR ALL | YOU PAY WHAT WE PAY |

Birchwood Chrysler Dodge Jeep Ram

2025 Jeep Grand Cherokee Altitude | EMPLOYEE PRICING FOR ALL | YOU PAY WHAT WE PAY |

New CarContactless services

New car
Winnipeg, MB
Automatic
Other

New CarContactless services

Adaptive Cruise Control with Stop and Go Pedestrian/Cyclist emergency braking Full Speed Forward Collision Warning Plus 4 wheel anti lock disc brakes Electric park brake Advanced Brake Assist Activ...

20 km
Winnipeg, MB
Automatic
Other
Four-wheel drive

Features

A/C (2 zones)
Adaptive cruise control
Blind spot assist
Bluetooth
Cruise control
Electronic stability control (ESC)
Emergency brake assist
Front parking sensors
Isofix (child seat anchor points)
Lane change assist
Leather seats
Parking assistant
Push-button start
Start-stop system
Sunroof

2013 Jeep Grand Cherokee Laredo

Amerikal Auto

2013 Jeep Grand Cherokee Laredo

Contactless services

225,000 km
Winnipeg, MB
Automatic
Gas

Contactless services

AMERIKAL AUTO – 3160 WILKES AVENUE, WINNIPEG MANITOBA. ALL PREMIUM PRE-OWNED VEHICLES. PLEASE CALL THE NUMBER OR TEXT 2049905659 PRIOR TO COMING IN. ACCIDENT FREE VEHICLE. LOCAL MANITOBA VEHICLE. 2...

225,000 km
Winnipeg, MB
Automatic
Gas
Four-wheel drive

Features

Air conditioning
Alloy wheels
AUX interface
Bluetooth
CD player
Cruise control
Electric windows
Electronic stability control (ESC)
Isofix (child seat anchor points)
Leather seats
Push-button start
Radio
USB

2014 Jeep Grand Cherokee Summit

2014 Jeep Grand Cherokee Summit

186,000 km
-, MB
-
-

2014 Jeep Grand Cherokee Summit. 5.7 Hemi. Tow package. In excellent condition and has a fresh safety. This is the summit model which is the top of the line in terms of luxury and comforts. Very we...

186,000 km
-, MB
-
-
-

2021 Jeep Grand Cherokee Altitude | Local | 20 Black Wheels | Remote Start

Birchwood Chrysler Dodge Jeep Ram

2021 Jeep Grand Cherokee Altitude | Local | 20 Black Wheels | Remote Start

Free CARFAX ReportContactless services

111,003 km
Winnipeg, MB
Automatic
Other

Free CARFAX ReportContactless services

Locally Owned! Experience rugged luxury with this 2021 Jeep Grand Cherokee Altitude. This powerful SUV combines style, comfort, and versatility for your adventurous lifestyle. Key Features: - Diamo...

111,003 km
Winnipeg, MB
Automatic
Other
Four-wheel drive

Features

A/C (2 zones)
Adaptive cruise control
Alloy wheels
Android auto
Apple Carplay
AUX interface
Blind spot assist
Bluetooth
Cruise control
Electric heated seats
Electric tailgate
Electric windows
Electronic stability control (ESC)
Front parking sensors
Isofix (child seat anchor points)
Leather seats
Navigation system
Parking assistant
Push-button start
Radio
Start-stop system
USB

2015 Jeep Grand Cherokee Limited

Selkirk Chrysler Dodge Jeep Ram

2015 Jeep Grand Cherokee Limited

Free CARFAX ReportContactless services

120,610 km
Selkirk, MB
Automatic
Gas

Free CARFAX ReportContactless services

Leather Seats, Bluetooth, Rear View Camera, Heated Seats, Heated Steering Wheel! Wide selection of NEW and USED vehicles! According to Edmunds, the well-trimmed cabin of the Jeep Grand Cherokee pro...

120,610 km
Selkirk, MB
Automatic
Gas
All-wheel drive (AWD)

Features

A/C (2 zones)
Alloy wheels
AUX interface
Bluetooth
Cruise control
Electric heated seats
Electric tailgate
Electric windows
Electronic stability control (ESC)
Front parking sensors
Isofix (child seat anchor points)
Leather seats
Parking assistant
Push-button start
Radio
USB

2022 Jeep Grand Cherokee Limited

Gauthier Chrysler Dodge Jeep

2022 Jeep Grand Cherokee Limited

Free CARFAX Report

84,793 km
Winnipeg, MB
Automatic
Other

Free CARFAX Report

Gauthier Pre-Owned is Winnipeg's premiere used vehicle superstore. With Winnipeg's only in house exporting team, we're able to offer you over 125% of fair market value for your trade which allows y...

84,793 km
Winnipeg, MB
Automatic
Other
Four-wheel drive

2025 Jeep Grand Cherokee Altitude

Gauthier Chrysler Dodge Jeep

2025 Jeep Grand Cherokee Altitude

New car
Winnipeg, MB
Automatic
Other

Gauthier Pre-Owned is Winnipeg's premiere used vehicle superstore. With Winnipeg's only in house exporting team, we're able to offer you over 125% of fair market value for your trade which allows y...

15 km
Winnipeg, MB
Automatic
Other
Four-wheel drive

Features

A/C (2 zones)
Adaptive cruise control
Blind spot assist
Bluetooth
Cruise control
Electronic stability control (ESC)
Emergency brake assist
Front parking sensors
Isofix (child seat anchor points)
Lane change assist
Leather seats
Parking assistant
Push-button start
Start-stop system

2019 Jeep Grand Cherokee Laredo E

Amerikal Auto

2019 Jeep Grand Cherokee Laredo E

Contactless services

193,500 km
Winnipeg, MB
Automatic
Gas

Contactless services

AMERIKAL AUTO – 3160 WILKES AVENUE, WINNIPEG MANITOBA. ALL PREMIUM PRE-OWNED VEHICLES. PLEASE CALL THE NUMBER OR TEXT 2049905659 PRIOR TO COMING IN. 2019 JEEP GRAND CHEROKEE LAREDO E 4X4 3.6L VVT 6...

193,500 km
Winnipeg, MB
Automatic
Gas
Four-wheel drive

Features

A/C (2 zones)
Adaptive cruise control
Android auto
Apple Carplay
Blind spot assist
Bluetooth
CD player
Cruise control
Electronic stability control (ESC)
Front parking sensors
Isofix (child seat anchor points)
Leather seats
Parking assistant
Push-button start
Start-stop system
USB

2022 Jeep Grand Cherokee Limited

Gauthier Chrysler Dodge Jeep

2022 Jeep Grand Cherokee Limited

Free CARFAX Report

84,793 km
Winnipeg, MB
Automatic
Other

Free CARFAX Report

Gauthier Pre-Owned is Winnipeg's premiere used vehicle superstore. With Winnipeg's only in house exporting team, we're able to offer you over 125% of fair market value for your trade which allows y...

84,793 km
Winnipeg, MB
Automatic
Other
Four-wheel drive

2018 Jeep Grand Cherokee

2018 Jeep Grand Cherokee

101,200 km
-, MB
Automatic
Gas

Looking to sell my black 2018 Jeep Grand Cherokee, a versatile SUV perfect for both city driving and weekend adventures. This vehicle has been well-maintained and offers a smooth and comfortable ri...

101,200 km
-, MB
Automatic
Gas
Four-wheel drive

Features

Air conditioning
Alloy wheels
Bluetooth
Cruise control
Navigation system
Parking assistant
Push-button start
Sunroof
Trailer hitch

2025 Jeep Grand Cherokee Limited | EMPLOYEE PRICING FOR ALL | YOU PAY WHAT WE PAY |

Birchwood Chrysler Dodge Jeep Ram

2025 Jeep Grand Cherokee Limited | EMPLOYEE PRICING FOR ALL | YOU PAY WHAT WE PAY |

New CarContactless services

New car
Winnipeg, MB
Automatic
Other

New CarContactless services

Trailer Tow Prep Group Automatic headlamp levelling system Heavy duty engine cooling Rear load levelling suspension Full size spare tire 18 inch full size steel spare wheel Trailer hitch zoom Luxur...

20 km
Winnipeg, MB
Automatic
Other
Four-wheel drive

Features

A/C (2 zones)
Adaptive cruise control
Blind spot assist
Bluetooth
Cruise control
Electric heated seats
Electronic stability control (ESC)
Emergency brake assist
Front parking sensors
Isofix (child seat anchor points)
Lane change assist
Leather seats
Navigation system
Parking assistant
Push-button start
Sound system
Start-stop system

2017 Jeep Grand Cherokee Summit

Selkirk Chrysler Dodge Jeep Ram

2017 Jeep Grand Cherokee Summit

Free CARFAX ReportContactless services

166,227 km
Selkirk, MB
Automatic
Gas

Free CARFAX ReportContactless services

Navigation, Adaptive Cruise Control, Sunroof, Leather Seats, Bluetooth! Wide selection of NEW and USED vehicles! There's simply no better SUV that combines on-road comfort with off-road capability ...

166,227 km
Selkirk, MB
Automatic
Gas
All-wheel drive (AWD)

Features

A/C (2 zones)
Adaptive cruise control
Alloy wheels
AUX interface
Blind spot assist
Bluetooth
Cruise control
Distance warning system
Electric heated seats
Electric tailgate
Electric windows
Electronic stability control (ESC)
Emergency brake assist
Fatigue warning system
Front parking sensors
Isofix (child seat anchor points)
Lane change assist
Leather seats
Navigation system
Parking assistant
Push-button start
Radio
Sound system
Start-stop system
Sunroof
USB

2022 Jeep Grand Cherokee Base

Selkirk Chrysler Dodge Jeep Ram

2022 Jeep Grand Cherokee Base

Free CARFAX ReportContactless services

44,013 km
Selkirk, MB
Automatic
Other

Free CARFAX ReportContactless services

Hybrid, Heated Seats, Navigation, Power Liftgate, Heated Steering Wheel! Wide selection of NEW and USED vehicles! If you want a midsize SUV that does a little of everything, the Jeep Grand Cherokee...

44,013 km
Selkirk, MB
Automatic
Other
All-wheel drive (AWD)

Features

A/C (2 zones)
Adaptive cruise control
Alloy wheels
Android auto
Apple Carplay
AUX interface
Blind spot assist
Bluetooth
CD player
Cruise control
Distance warning system
Electric heated seats
Electric tailgate
Electric windows
Electronic stability control (ESC)
Emergency brake assist
Front parking sensors
Isofix (child seat anchor points)
Lane change assist
Leather seats
Navigation system
Parking assistant
Push-button start
Radio
Sound system
Start-stop system
USB

2016 Jeep Grand Cherokee Limited / O accident / Local

CW Auto King

2016 Jeep Grand Cherokee Limited / O accident / Local

Free CARFAX ReportContactless services

139,000 km
Winnipeg, MB
Automatic
Gas

Free CARFAX ReportContactless services

O Accident, Local Used Jeep Grand Cherokee CW Autoking 3.6 Liter V/6, Auto O/D, 4x4, Air, Tilt-Telescopic, Cruise, P/W, P/L, P/Heated Mirrors, P/Heated-Memory Leather Seating, Heated Steering Wheel...

139,000 km
Winnipeg, MB
Automatic
Gas
Four-wheel drive

Features

A/C (2 zones)
Alloy wheels
Automatic parking
AUX interface
Bluetooth
Cruise control
Electric heated seats
Electric tailgate
Electric windows
Electronic stability control (ESC)
Isofix (child seat anchor points)
Leather seats
Parking assistant
Push-button start
Radio
USB

2015 Jeep Grand Cherokee Overland 4WD

Fedoruk's Used Cars

2015 Jeep Grand Cherokee Overland 4WD

147,987 km
Headingley, MB
Automatic
Other

This well above average condition Jeep Grand Cherokee Overland 4WD includes a 3.6L V6, heated and vented leather seats, heated steering wheel, reverse camera, keyless entry, remote start, moonroof,...

147,987 km
Headingley, MB
Automatic
Other
Other

Features

Air conditioning
Alloy wheels
AUX interface
Bluetooth
Cruise control
Electric heated seats
Electric tailgate
Electric windows
Electronic stability control (ESC)
Isofix (child seat anchor points)
Leather seats
Navigation system
Push-button start
Radio
Sunroof
USB

* Plus taxes and applicable fees