Used Jeep Convertibles for Sale in Oakville, ON

3,961 results

2023 Jeep Cherokee

Trailhawk 4WD

23,200 km

$33,400

CarGurus partner

Year:: 2023
Make:: Jeep
Model:: Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 270 hp 2L I4
Exterior colour:: Black
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 23,200
Stock #:: 26-309X
VIN:: 1C4PJMBN6PD110825

Sponsored by Wellington Chrysler Dodge Jeep

2025 Jeep Grand Cherokee L

Limited 4WD

18,294 km

$56,995

CarGurus partner

Year:: 2025
Make:: Jeep
Model:: Grand Cherokee L
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 293 hp 3.6L V6
Exterior colour:: Gray
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 18,294
Stock #:: 83178
VIN:: 1C4RJKBG6S8670120

2026 Jeep Compass

1,530 km

$32,999

CarGurus partner

Year:: 2026
Make:: Jeep
Model:: Compass
Body type:: SUV / Crossover
Engine:: 200 hp 2L I4
Exterior colour:: Black
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 1,530
Stock #:: 44071A
VIN:: 3C4NJDBN6TT226036

2018 Jeep Compass

Limited 4WD

53,121 km

$18,288

CarGurus partner

Year:: 2018
Make:: Jeep
Model:: Compass
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 180 hp 2.4L I4
Exterior colour:: Gray
Combined gas mileage:: 9 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 53,121
Stock #:: 11106367A
VIN:: 3C4NJDCB6JT424309

2021 Jeep Grand Cherokee

Altitude 4WD

35,612 km

$29,995

CarGurus partner

Year:: 2021
Make:: Jeep
Model:: Grand Cherokee
Body type:: SUV / Crossover
Exterior colour:: Black
Transmission:: Automatic
Mileage:: 35,612
Stock #:: 37716
VIN:: 1C4RJFAG4MC635455

2023 Jeep Wrangler

Sahara 4-Door 4WD

92,545 km

$33,794

CarGurus partner

Year:: 2023
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 270 hp 2L I4
Exterior colour:: Gray
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 92,545
Stock #:: G627889
VIN:: 1C4HJXEN1PW627889

2016 Jeep Grand Cherokee

Limited 4WD

133,991 km

$14,100

CarGurus partner

Year:: 2016
Make:: Jeep
Model:: Grand Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 295 hp 3.6L V6
Exterior colour:: Gray
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 133,991
VIN:: 1C4RJFBG1GC489177

2018 Jeep Grand Cherokee

Limited 4WD

122,780 km

$18,888

CarGurus partner

Year:: 2018
Make:: Jeep
Model:: Grand Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 295 hp 3.6L V6
Exterior colour:: Silver
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Interior colour:: Brown (Beige)
Transmission:: Automatic
Mileage:: 122,780
VIN:: 1C4RJFBGXJC510311

2024 Jeep Wrangler 4xe

Rubicon 4WD

16,279 km

$49,000

CarGurus partner

Year:: 2024
Make:: Jeep
Model:: Wrangler 4xe
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 375 hp 2L I4 Hybrid
Exterior colour:: White
Combined gas mileage:: 5 L/100km
Fuel type:: Hybrid
Transmission:: Automatic
Mileage:: 16,279
Stock #:: PP24-24
VIN:: 1C4RJXR69RW174809

2022 Jeep Wrangler

Unlimited Sahara 4WD

78,981 km

$30,499

CarGurus partner

Year:: 2022
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
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:: Manual
Mileage:: 78,981
VIN:: 1C4HJXEG8NW199544

Preparing for a close up...

Photos coming soon

2019 Jeep Wrangler

Sport 4WD

59,357 km

$22,988

CarGurus partner

Year:: 2019
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 2 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Gray
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Manual
Mileage:: 59,357
Stock #:: S68703A
VIN:: 1C4GJXAG9KW638280

Preparing for a close up...

Photos coming soon

2022 Jeep Wrangler 4xe

Rubicon 4WD

80,869 km

$33,900

CarGurus partner

Year:: 2022
Make:: Jeep
Model:: Wrangler 4xe
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 375 hp 2L I4 Hybrid
Exterior colour:: Silver Zynith Clearcoat
Combined gas mileage:: 12 L/100km
Fuel type:: Hybrid
Interior colour:: Black with Blue Stitching
Transmission:: Automatic
Mileage:: 80,869
Stock #:: 22-59228JB
VIN:: 1C4JJXR6XNW259228

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Rubicon Crew Cab 4WD

46,917 km

$43,017

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
Interior colour:: Black
Transmission:: 8-Speed Automatic
Mileage:: 46,917
Stock #:: 2106339A
VIN:: 1C6JJTBG9PL524129

Preparing for a close up...

Photos coming soon

2023 Jeep Wrangler 4xe

High Altitude 4WD

17,276 km

$39,999

CarGurus partner

Year:: 2023
Make:: Jeep
Model:: Wrangler 4xe
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 375 hp 2L I4 Hybrid
Exterior colour:: Bright White Clearcoat
Combined gas mileage:: 12 L/100km
Fuel type:: Hybrid
Interior colour:: Black
Transmission:: Automatic
Mileage:: 17,276
Stock #:: 23-72248JB
VIN:: 1C4JJXP66PW572248

Preparing for a close up...

Photos coming soon

2018 Jeep Grand Cherokee

Laredo 4WD

122,383 km

$16,995

CarGurus partner

Year:: 2018
Make:: Jeep
Model:: Grand Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 295 hp 3.6L V6
Exterior colour:: Black
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 122,383
Stock #:: SWAG273
VIN:: 1C4RJFAG0JC365121

Preparing for a close up...

Photos coming soon

2021 Jeep Wrangler

Unlimited Sahara 4WD

98,000 km

$28,770

CarGurus partner

Year:: 2021
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: Black
Transmission:: Automatic
Mileage:: 98,000
Stock #:: 790805
VIN:: 1C4HJXEN0MW790805

Preparing for a close up...

Photos coming soon

2023 Jeep Grand Cherokee

Summit Reserve 4WD

127,891 km

$40,995

CarGurus partner

Year:: 2023
Make:: Jeep
Model:: Grand Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 293 hp 3.6L V6
Exterior colour:: Black
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: 8-Speed Automatic
Mileage:: 127,891
Stock #:: 1203
VIN:: 1C4RJHEG0PC585874

Preparing for a close up...

Photos coming soon

2021 Jeep Wrangler

Unlimited Rubicon 4WD

91,000 km

$33,770

CarGurus partner

Year:: 2021
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: Metallic Green
Transmission:: Automatic
Mileage:: 91,000
Stock #:: 677303
VIN:: 1C4HJXFN5MW677303

Preparing for a close up...

Photos coming soon

2022 Jeep Wrangler

Unlimited Sahara 4WD

47,892 km

$34,990

CarGurus partner

Year:: 2022
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
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:: Manual
Mileage:: 47,892
Stock #:: 26-338A
VIN:: 1C4HJXEG2NW192685

Preparing for a close up...

Photos coming soon

2020 Jeep Gladiator

Overland Crew Cab 4WD

92,814 km

$30,499

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:: White
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 92,814
VIN:: 1C6HJTFG1LL162123

Preparing for a close up...

Photos coming soon

2023 Jeep Grand Cherokee

Summit Reserve 4WD

138,164 km

$39,895

CarGurus partner

Year:: 2023
Make:: Jeep
Model:: Grand Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 293 hp 3.6L V6
Exterior colour:: Gray
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 138,164
Stock #:: U722625
VIN:: 1C4RJHEG4P8722625

Preparing for a close up...

Photos coming soon

2023 Jeep Grand Cherokee 4xe

Overland 4WD

3,982 km

$51,000

CarGurus partner

Year:: 2023
Make:: Jeep
Model:: Grand Cherokee 4xe
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 375 hp 2L I4 Hybrid
Exterior colour:: White
Combined gas mileage:: 4 L/100km
Fuel type:: Hybrid
Transmission:: Automatic
Mileage:: 3,982
Stock #:: PP23-627
VIN:: 1C4RJYD66P8814215

Preparing for a close up...

Photos coming soon

2023 Jeep Wrangler

Sahara 4-Door 4WD

29,972 km

$37,494

CarGurus partner

Year:: 2023
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 270 hp 2L I4
Exterior colour:: Black
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 29,972
Stock #:: G664419
VIN:: 1C4HJXEN6PW664419

Preparing for a close up...

Photos coming soon

2025 Jeep Grand Cherokee L

Limited 4WD

26,735 km

$58,995

CarGurus partner

Year:: 2025
Make:: Jeep
Model:: Grand Cherokee L
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 293 hp 3.6L V6
Exterior colour:: Black
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 26,735
Stock #:: 83149
VIN:: 1C4RJKBG4S8670116

Used Jeep Convertibles for Sale in Oakville, ON

2023 Jeep Cherokee

$33,400

2025 Jeep Grand Cherokee L

$56,995

2026 Jeep Compass

$32,999

2018 Jeep Compass

$18,288

2021 Jeep Grand Cherokee

$29,995

2023 Jeep Wrangler

$33,794

2016 Jeep Grand Cherokee

$14,100

2018 Jeep Grand Cherokee

$18,888

2024 Jeep Wrangler 4xe

$49,000

2022 Jeep Wrangler

$30,499

2019 Jeep Wrangler

$22,988

2022 Jeep Wrangler 4xe

$33,900

2023 Jeep Gladiator

$43,017

2023 Jeep Wrangler 4xe

$39,999

2018 Jeep Grand Cherokee

$16,995

2021 Jeep Wrangler

$28,770

2023 Jeep Grand Cherokee

$40,995

2021 Jeep Wrangler

$33,770

2022 Jeep Wrangler

$34,990

2020 Jeep Gladiator

$30,499

2023 Jeep Grand Cherokee

$39,895

2023 Jeep Grand Cherokee 4xe

$51,000

2023 Jeep Wrangler

$37,494

2025 Jeep Grand Cherokee L

$58,995

Shop by Color

Shop by Bodystyle

Shop by Tow Package