Used Jeep Pickup Trucks for Sale in Winkler, MB

Price includes $1,764 shipping

CarGurus partner

Year:: 2026
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: White
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 15,567
Stock #:: 250146B
VIN:: 1C6PJTAG6TL152335

2023 Jeep Gladiator

Sport S Crew Cab 4WD

24,724 km

$43,857

Home delivery from Ottawa, ON

$890/mo est.

Price includes $862 shipping

CarGurus partner

Year:: 2023
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Gray
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 24,724
Stock #:: 05050W
VIN:: 1C6HJTAG6PL569688

2021 Jeep Gladiator

High Altitude Crew Cab 4WD

113,188 km

$34,439

CarGurus partner

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 113,188
Stock #:: WW0131
VIN:: 1C6HJTFG8ML609788

2023 Jeep Gladiator

Willys Crew Cab 4WD

17,788 km

$39,500

CarGurus partner

Year:: 2023
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Red
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 17,788
Stock #:: 89168
VIN:: 1C6HJTAG4PL533711

2022 Jeep Gladiator

Altitude Crew Cab 4WD

78,227 km

$39,617

Home delivery from Terrebonne, QC

$804/mo est.

CarGurus partner

Year:: 2022
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Black
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 78,227
Stock #:: A-8578A
VIN:: 1C6HJTAG4NL113217

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2022 Jeep Gladiator

Mojave Crew Cab 4WD

35,700 km

$47,495

Home delivery from Estevan, SK

$963/mo est.

Free home delivery

CarGurus partner

Year:: 2022
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Bright White
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 35,700
Stock #:: 26079B
VIN:: 1C6JJTEG1NL151984

2021 Jeep Gladiator

Overland Crew Cab 4WD

54,525 km

$39,647

Home delivery from Fort Mcmurray, AB

$804/mo est.

Price includes $1,211 shipping

CarGurus partner

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Sting-gray Clear Coat
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Manual
Mileage:: 54,525
Stock #:: T14802B
VIN:: 1C6HJTFG9ML594086

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2021 Jeep Gladiator

Overland Crew Cab 4WD

38,826 km

$40,536

Home delivery from Fort Mcmurray, AB

$822/mo est.

Price includes $1,211 shipping

CarGurus partner

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Snazzberry Pearl Coat
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Manual
Mileage:: 38,826
Stock #:: T14789A
VIN:: 1C6HJTFG7ML594085

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2023 Jeep Gladiator

Sport S Crew Cab 4WD

41,000 km

$41,726

Home delivery from Edmonton, AB

$846/mo est.

Price includes $1,759 shipping

CarGurus partner

Year:: 2023
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Black
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: 8-Speed Automatic
Mileage:: 41,000
Stock #:: 35282A
VIN:: 1C6HJTAG4PL540741

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2021 Jeep Gladiator

Overland Crew Cab 4WD

44,911 km

$38,904

Home delivery from Fort Mcmurray, AB

$789/mo est.

Price includes $1,211 shipping

CarGurus partner

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Bright White
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 44,911
Stock #:: T14677A
VIN:: 1C6HJTFG9ML596405

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2021 Jeep Gladiator

Mojave Crew Cab 4WD

140,000 km

$38,545

$782/mo est.

Certified Pre-Owned

Price includes $1,757 shipping

CarGurus partner

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Black
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 140,000
Stock #:: 260419A
VIN:: 1C6JJTEGXML599364

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2024 Jeep Gladiator

Sport S Crew Cab 4WD

40,965 km

$45,634

$926/mo est.

Certified Pre-Owned

Price includes $1,757 shipping

CarGurus partner

Year:: 2024
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Gray
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 40,965
Stock #:: L240918
VIN:: 1C6HJTAG7RL110205

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2023 Jeep Gladiator

Sport S Crew Cab 4WD

47,049 km

$43,157

$875/mo est.

Price includes $1,757 shipping

CarGurus partner

Year:: 2023
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Red
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 47,049
Stock #:: 260304A
VIN:: 1C6HJTAG4PL579653

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2021 Jeep Gladiator

Overland Crew Cab 4WD

128,445 km

$36,717

Home delivery from Joliette, QC

$745/mo est.

CarGurus partner

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Black
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Transmission:: Manual
Mileage:: 128,445
Stock #:: 26143A
VIN:: 1C6HJTFG1ML593966

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2022 Jeep Gladiator

Willys Crew Cab 4WD

36,109 km

$48,717

Home delivery from Joliette, QC

$988/mo est.

CarGurus partner

Year:: 2022
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 260 hp 3L V6 Diesel
Exterior colour:: Gray
Combined gas mileage:: 10 L/100km
Fuel type:: Diesel
Transmission:: Automatic
Mileage:: 36,109
Stock #:: 26519A
VIN:: 1C6JJTAM0NL160039

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2023 Jeep Gladiator

Willys Crew Cab 4WD

86,067 km

$43,617

Home delivery from Joliette, QC

$885/mo est.

CarGurus partner

Year:: 2023
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Gray
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 86,067
Stock #:: U9227
VIN:: 1C6HJTAG8PL511582

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2021 Jeep Gladiator

Mojave Crew Cab 4WD

198,076 km

$30,999

CarGurus partner

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 198,076
Stock #:: 1628
VIN:: 1C6JJTEG9ML500825

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2024 Jeep Gladiator

Rubicon Crew Cab 4WD

19,200 km

$65,614

Home delivery from Wetaskiwin, AB

$1,331/mo est.

Price includes $1,731 shipping

CarGurus partner

Year:: 2024
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: White
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Transmission:: Manual
Mileage:: 19,200
Stock #:: BT1975A
VIN:: 1C6JJTBG6RL121972

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2023 Jeep Gladiator

Rubicon Crew Cab 4WD

51,417 km

$51,604

Home delivery from Terrebonne, QC

$1,047/mo est.

CarGurus partner

Year:: 2023
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Black
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 51,417
Stock #:: A-8711
VIN:: 1C6JJTBG0PL532300

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2026 Jeep Gladiator

Rubicon X Crew Cab 4WD

2,235 km

$71,000