Used Jeep Pickup Trucks for Sale in Headingley, MB

$789/mo est.

Price includes $1,786 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:: Automatic
Mileage:: 44,394
Stock #:: 250833A
VIN:: 1C6HJTFG3PL537399

2023 Jeep Gladiator

Willys Crew Cab 4WD

17,788 km

$42,000

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:: 13 L/100km
Fuel type:: Gasoline
Transmission:: Manual
Mileage:: 17,788
Stock #:: 89168
VIN:: 1C6HJTAG4PL533711

2026 Jeep Gladiator

Sport S Crew Cab 4WD

15,567 km

$51,278

$899/mo est.

Price includes $1,793 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

Rubicon Crew Cab 4WD

34,706 km

$47,678

Home delivery from Yorkton, SK

$836/mo est.

Price includes $778 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:: Automatic
Mileage:: 34,706
Stock #:: C23119
VIN:: 1C6JJTBG3PL562620

2024 Jeep Gladiator

Willys Crew Cab 4WD

11,272 km

$50,552

Home delivery from Fort Mcmurray, AB

$887/mo est.

Price includes $1,182 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:: Black
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: BLACK, CLOTH LOW-BACK BUCKET SEATS
Transmission:: Automatic
Mileage:: 11,272
Stock #:: T14422A
VIN:: 1C6HJTAG1RL121975

2023 Jeep Gladiator

Rubicon Crew Cab 4WD

57,241 km

$45,573

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
Transmission:: Automatic
Mileage:: 57,241
Stock #:: 26258A
VIN:: 1C6JJTBG1PL532290

2022 Jeep Gladiator

Sport S Crew Cab 4WD

57,327 km

$41,342

Home delivery from Ottawa, ON

$725/mo est.

Price includes $847 shipping

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:: Blue
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 57,327
Stock #:: 05028W
VIN:: 1C6HJTAG5NL178643

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2023 Jeep Gladiator

Overland Crew Cab 4WD

25,396 km

$47,286

$829/mo est.

Price includes $1,786 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:: 25,396
Stock #:: L230439
VIN:: 1C6HJTFG3PL540545

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2023 Jeep Gladiator

Sport S Crew Cab 4WD

26,000 km

$43,286

$759/mo est.

Price includes $1,786 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:: White
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 26,000
Stock #:: 260747A
VIN:: 1C6HJTAG2PL537370

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2021 Jeep Gladiator

High Altitude Crew Cab 4WD

111,994 km

$36,195

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:: 111,994
Stock #:: WW0131
VIN:: 1C6HJTFG8ML609788

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2020 Jeep Gladiator

Overland Crew Cab 4WD

133,828 km

$32,778

$575/mo est.

Price includes $1,793 shipping

CarGurus partner

Year:: 2020
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:: 133,828
Stock #:: 250263A
VIN:: 1C6HJTFG6LL154423

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2021 Jeep Gladiator

Overland Crew Cab 4WD

38,767 km

$41,967

Home delivery from Fort Mcmurray, AB

$736/mo est.

Price includes $1,182 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:: 38,767
Stock #:: T14789A
VIN:: 1C6HJTFG7ML594085

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2021 Jeep Gladiator

Rubicon Crew Cab 4WD

38,430 km

$49,000

$859/mo est.

Portage la Prairie, MB

69 km away

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:: Sarge Green
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: 8-Speed Automatic
Mileage:: 38,430
Stock #:: S187B
VIN:: 1C6JJTBG4ML601565

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2020 Jeep Gladiator

Sport S Crew Cab 4WD

85,318 km

$33,097

Home delivery from Terrebonne, QC

$581/mo est.

Price includes $3,652 shipping

CarGurus partner

Year:: 2020
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:: 85,318
Stock #:: A-7924A
VIN:: 1C6HJTAGXLL104275

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2022 Jeep Gladiator

Rubicon Crew Cab 4WD

83,000 km

$43,013

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:: 83,000
Stock #:: F7J6N4
VIN:: 1C6JJTBG0NL169381

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2023 Jeep Gladiator

Rubicon Crew Cab 4WD

95,675 km

$44,999

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:: Blue
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 95,675
Stock #:: 733181
VIN:: 1C6JJTBG3PL569633

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2024 Jeep Gladiator

19,458 km

$50,527

Home delivery from Regina, SK

$886/mo est.

Price includes $779 shipping

CarGurus partner

Year:: 2024
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Engine:: 285 hp 3.6L V6
Exterior colour:: White
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 19,458
Stock #:: GP15683B
VIN:: 1C6HJTAG6RL124953

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2024 Jeep Gladiator

Sport S Crew Cab 4WD

24,103 km

$44,677

Home delivery from Edmonton, AB

$784/mo est.

Price includes $1,759 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:: Black
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Manual
Mileage:: 24,103
Stock #:: 26322A
VIN:: 1C6HJTAG1RL110572

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2024 Jeep Gladiator

NightHawk Crew Cab 4WD

14,504 km

$52,547