Used Jeep Pickup Trucks for Sale in Windsor, ON

9,611 results

2020 Jeep Gladiator

Sport S Crew Cab 4WD

107,049 miles

$23,795

Year:: 2020
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Black Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 107,049
Stock #:: T6744B
VIN:: 1C6JJTAG8LL215893

2020 Jeep Gladiator

Rubicon Crew Cab 4WD

30,787 miles

$31,000

Year:: 2020
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Blue Pearl
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 30,787
Stock #:: TL7272
VIN:: 1C6JJTBG3LL185488

2022 Jeep Gladiator

High Altitude Crew Cab 4WD

49,216 miles

$30,608

Year:: 2022
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Black Clearcoat
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 49,216
Stock #:: WTP0035
VIN:: 1C6HJTFG9NL119359

2023 Jeep Gladiator

Freedom Crew Cab 4WD

104,735 miles

$25,293

Year:: 2023
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Bright White Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 104,735
Stock #:: N5055B
VIN:: 1C6HJTAG9PL513230

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

33,552 miles

$37,950

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Sting-Gray Clearcoat
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 33,552
Stock #:: T26432A
VIN:: 1C6JJTBG0ML525083

2020 Jeep Gladiator

Rubicon Crew Cab 4WD

87,689 miles

$26,345

Year:: 2020
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Black Clear Coat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Transmission:: 6-Speed Manual
Mileage:: 87,689
Stock #:: 12471
VIN:: 1C6JJTBG0LL184668

2020 Jeep Gladiator

Sport Crew Cab 4WD

53,207 miles

$27,184

Year:: 2020
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 53,207
Stock #:: 534U
VIN:: 1C6HJTAG1LL124530

2024 Jeep Gladiator

Willys Crew Cab 4WD

13,786 miles

$35,353

Year:: 2024
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 13,786
Stock #:: QB5762
VIN:: 1C6HJTAG5RL119548

2023 Jeep Gladiator

Willys Crew Cab 4WD

48,378 miles

$30,146

Year:: 2023
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Black Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 48,378
Stock #:: S7190A
VIN:: 1C6HJTAG1PL567542

2022 Jeep Gladiator

Overland Crew Cab 4WD

86,493 miles

$26,493

Year:: 2022
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 86,493
Stock #:: 9U2807
VIN:: 1C6HJTFG0NL137426

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2022 Jeep Gladiator

Mojave Crew Cab 4WD

27,377 miles

$35,968

Year:: 2022
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Blue
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 27,377
Stock #:: N311585A
VIN:: 1C6JJTEG0NL149935

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2020 Jeep Gladiator

Sport S Crew Cab 4WD

77,770 miles

$25,629

Year:: 2020
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 77,770
Stock #:: U9535
VIN:: 1C6HJTAG4LL195690

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2025 Jeep Gladiator

NightHawk Crew Cab 4WD

10,999 miles

$37,470

Year:: 2025
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Bright White Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 10,999
Stock #:: U2604
VIN:: 1C6PJTAG7SL502604

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2020 Jeep Gladiator

Rubicon Crew Cab 4WD

60,270 miles

$31,249

Year:: 2020
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Red
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 60,270
Stock #:: 6494
VIN:: 1C6JJTBG2LL185594

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2021 Jeep Gladiator

Mojave Crew Cab 4WD

82,826 miles

$28,452

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Sting-Gray Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 82,826
Stock #:: 567351
VIN:: 1C6JJTEG6ML567351

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2021 Jeep Gladiator

Sport Crew Cab 4WD

68,730 miles

$24,661

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Sting-Gray Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Manual
Mileage:: 68,730
Stock #:: N6100389A
VIN:: 1C6HJTAG0ML549481

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2021 Jeep Gladiator

Rubicon Crew Cab 4WD

26,186 miles

$36,210

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Sting-Gray Clearcoat
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 26,186
Stock #:: 211897T
VIN:: 1C6JJTBG9ML571897

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2022 Jeep Gladiator

Willys Crew Cab 4WD

73,529 miles

$27,333

Year:: 2022
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 260 hp 3L V6 Diesel
Exterior color:: Sarge Green Clearcoat
Combined gas mileage:: 25 MPG
Fuel type:: Diesel
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 73,529
Stock #:: TS5761
VIN:: 1C6JJTAM5NL126937

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2021 Jeep Gladiator

Willys Crew Cab 4WD

85,888 miles

$26,483

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Brown (Tan)
Interior color:: Black
Transmission:: Automatic
Mileage:: 85,888
Stock #:: 21A4567
VIN:: 1C6JJTAM3ML535923

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2020 Jeep Gladiator

Rubicon Crew Cab 4WD

75,830 miles

$28,997

Year:: 2020
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Sting-Gray Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 75,830
Stock #:: NK8094A
VIN:: 1C6JJTBG6LL167471

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2020 Jeep Gladiator

Sport Crew Cab 4WD

80,103 miles

$26,724

Year:: 2020
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Firecracker Red Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 80,103
Stock #:: D19816B
VIN:: 1C6HJTAG3LL148134

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2022 Jeep Gladiator

Sport Crew Cab 4WD

20,915 miles

$29,995

Year:: 2022
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 20,915
Stock #:: S5484
VIN:: 1C6HJTAG5NL118135

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2023 Jeep Gladiator

Rubicon Crew Cab 4WD

25,730 miles

$35,000

Year:: 2023
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Hydro Blue Pearlcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 25,730
Stock #:: B18924A
VIN:: 1C6JJTBG5PL509949

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2023 Jeep Gladiator

Sport S Crew Cab 4WD

60,503 miles

$26,073

Year:: 2023
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Black Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 60,503
Stock #:: L537313
VIN:: 1C6HJTAG1PL537313

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Used Jeep for Sale with Tow Package in Windsor

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Used Jeep Pickup Trucks for Sale in Windsor, ON

2020 Jeep Gladiator

$23,795

2020 Jeep Gladiator

$31,000

2022 Jeep Gladiator

$30,608

2023 Jeep Gladiator

$25,293

2021 Jeep Gladiator

$37,950

2020 Jeep Gladiator

$26,345

2020 Jeep Gladiator

$27,184

2024 Jeep Gladiator

$35,353

2023 Jeep Gladiator

$30,146

2022 Jeep Gladiator

$26,493

2022 Jeep Gladiator

$35,968

2020 Jeep Gladiator

$25,629

2025 Jeep Gladiator

$37,470

2020 Jeep Gladiator

$31,249

2021 Jeep Gladiator

$28,452

2021 Jeep Gladiator

$24,661

2021 Jeep Gladiator

$36,210

2022 Jeep Gladiator

$27,333

2021 Jeep Gladiator

$26,483

2020 Jeep Gladiator

$28,997

2020 Jeep Gladiator

$26,724

2022 Jeep Gladiator

$29,995

2023 Jeep Gladiator

$35,000

2023 Jeep Gladiator

$26,073

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