Used Jeep Pickup Trucks for Sale in Oakland, ON

298 results

2020 Jeep Gladiator

Overland Crew Cab 4WD

79,792 km

$34,490

Fair Deal

$708/mo est.

82 km away

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:: Black
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 79,792
Stock #:: 108569
VIN:: 1C6HJTFG7LL162014

2023 Jeep Gladiator

Sport S Crew Cab 4WD

34,465 km

$43,495

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:: 34,465
Stock #:: A0765A
VIN:: 1C6HJTAG4PL521882

2023 Jeep Gladiator

Mojave Crew Cab 4WD

34,444 km

$45,995

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:: 34,444
Stock #:: PL532929
VIN:: 1C6JJTEGXPL532929

2023 Jeep Gladiator

Mojave Crew Cab 4WD

34,444 km

$45,995

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:: 34,444
Stock #:: PL532929
VIN:: 1C6JJTEGXPL532929

2022 Jeep Gladiator

Mojave Crew Cab 4WD

141,590 km

$29,995

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:: Green
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 141,590
Stock #:: S03681A
VIN:: 1C6JJTEG3NL107016

2020 Jeep Gladiator

Overland Crew Cab 4WD

91,583 km

$32,480

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:: Silver
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 91,583
Stock #:: G117106B
VIN:: 1C6HJTFG8LL190467

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

120,101 km

$31,995

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:: Gray
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 120,101
Stock #:: A9130A
VIN:: 1C6JJTBGXML613204

2020 Jeep Gladiator

Rubicon Crew Cab 4WD

89,326 km

$31,999

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:: Black
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 89,326
Stock #:: 177229
VIN:: 1C6JJTBG5LL177229

2023 Jeep Gladiator

Rubicon Crew Cab 4WD

34,742 km

$48,498

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:: 34,742
Stock #:: 26-252A
VIN:: 1C6JJTBGXPL508330

2021 Jeep Gladiator

Willys Crew Cab 4WD

72,149 km

$35,900

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-Grey
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 72,149
Stock #:: 21-16557WFC
VIN:: 1C6HJTAG3ML616557

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Rubicon Crew Cab 4WD

22,835 km

$49,695

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:: Green
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 22,835
Stock #:: 460125
VIN:: 1C6JJTBG9PL540069

Preparing for a close up...

Photos coming soon

2024 Jeep Gladiator

Rubicon Crew Cab 4WD

29,652 km

$53,980

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:: Blue
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: 8-Speed Automatic
Mileage:: 29,652
Stock #:: U21675
VIN:: 1C6JJTBG1RL124925

Preparing for a close up...

Photos coming soon

2022 Jeep Gladiator

Sport S Crew Cab 4WD

73,125 km

$37,393

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:: White
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 73,125
Stock #:: K108788
VIN:: 1C6HJTAG0NL108788

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

40,549 km

$43,887

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:: 40,549
Stock #:: 1174
VIN:: 1C6JJTBG0ML560173

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Sport S Crew Cab 4WD

134,096 km

$28,995

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:: 8-Speed Automatic
Mileage:: 134,096
Stock #:: W5009
VIN:: 1C6HJTAGXML553697

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Rubicon Crew Cab 4WD

78,988 km

$42,980

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:: 78,988
Stock #:: U21390
VIN:: 1C6JJTBG4PL500420

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

54,798 km

$39,999

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
Exterior colour:: Gray
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 54,798
Stock #:: 21-13212WFC
VIN:: 1C6JJTBG9ML613212

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Rubicon Crew Cab 4WD

55,380 km

$44,497

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
Fuel type:: Gasoline
Mileage:: 55,380
Stock #:: 9444A
VIN:: 1C6JJTBG0PL521927

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

99,000 km

$38,988

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:: White
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 99,000
Stock #:: 14473
VIN:: 1C6JJTBG6ML541630

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Mojave Crew Cab 4WD

129,870 km

$36,211

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-Grey
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Transmission:: Manual
Mileage:: 129,870
Stock #:: 5090A
VIN:: 1C6JJTEG1ML509051

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Mojave Crew Cab 4WD

120,089 km

$36,490

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:: White
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 120,089
Stock #:: SC8722
VIN:: 1C6JJTEG3ML532654

2024 Jeep Gladiator

Rubicon X Crew Cab 4WD

35,705 km

$57,609

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:: Blue
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 35,705
Stock #:: C5844
VIN:: 1C6JJTBG6RL124922

Preparing for a close up...

Photos coming soon

2025 Jeep Gladiator

Willys Crew Cab 4WD

4,325 km

$50,061

CarGurus partner

Year:: 2025
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:: 4,325
Stock #:: RA26262A
VIN:: 1C6PJTAG6SL539126

Preparing for a close up...

Photos coming soon

2026 Jeep Gladiator

Willys '41 4dr Crew Cab 4WD

3,150 km

$61,660

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:: Bright White (PW7)
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 3,150
Stock #:: 826062-demo
VIN:: 1C6PJTAG1TL152338

Used Jeep Pickup Trucks for Sale in Oakland, ON

2020 Jeep Gladiator

$34,490

2023 Jeep Gladiator

$43,495

2023 Jeep Gladiator

$45,995

2023 Jeep Gladiator

$45,995

2022 Jeep Gladiator

$29,995

2020 Jeep Gladiator

$32,480

2021 Jeep Gladiator

$31,995

2020 Jeep Gladiator

$31,999

2023 Jeep Gladiator

$48,498

2021 Jeep Gladiator

$35,900

2023 Jeep Gladiator

$49,695

2024 Jeep Gladiator

$53,980

2022 Jeep Gladiator

$37,393

2021 Jeep Gladiator

$43,887

2021 Jeep Gladiator

$28,995

2023 Jeep Gladiator

$42,980

2021 Jeep Gladiator

$39,999

2023 Jeep Gladiator

$44,497

2021 Jeep Gladiator

$38,988

2021 Jeep Gladiator

$36,211

2021 Jeep Gladiator

$36,490

2024 Jeep Gladiator

$57,609

2025 Jeep Gladiator

$50,061

2026 Jeep Gladiator

$61,660

Shop by Color

Shop by Bodystyle

Shop by Tow Package