Used Jeep Convertibles for Sale in Headingley, MB

772 results

2025 Jeep Wrangler

Willys 4-Door 4WD

590 km

$59,995

CarGurus partner

Year:: 2025
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
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:: 590
Stock #:: 1653
VIN:: 1C4PJXDG3SW609093

2025 Jeep Grand Cherokee

Laredo 4WD

20,812 km

$48,988

CarGurus partner

Year:: 2025
Make:: Jeep
Model:: Grand Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 293 hp 3.6L V6
Exterior colour:: Bright White (PW7)
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 20,812
Stock #:: 25JG5664A
VIN:: 1C4RJHAG5S8786140

2019 Jeep Compass

Sport 4WD

83,160 km

$16,716

CarGurus partner

Year:: 2019
Make:: Jeep
Model:: Compass
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 180 hp 2.4L I4
Exterior colour:: Green
Combined gas mileage:: 9 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 83,160
Stock #:: 25131A
VIN:: 3C4NJDAB2KT811668

2025 Jeep Compass

North 4WD

11,855 km

$27,777

CarGurus partner

Year:: 2025
Make:: Jeep
Model:: Compass
Body type:: SUV / Crossover
Doors:: 4 doors
Exterior colour:: White
Transmission:: 8-Speed Automatic
Mileage:: 11,855
Stock #:: A02382
VIN:: 3C4NJDBN2ST618378

2022 Jeep Cherokee

Sport 4WD

80,520 km

$23,272

CarGurus partner

Year:: 2022
Make:: Jeep
Model:: Cherokee
Body type:: SUV / Crossover
Transmission:: 9-Speed Automatic
Mileage:: 80,520
Stock #:: WW0133
VIN:: 1C4PJMAX0ND520178

2024 Jeep Compass

Limited 4WD

11,137 km

$27,924

CarGurus partner

Year:: 2024
Make:: Jeep
Model:: Compass
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 200 hp 2L I4
Combined gas mileage:: 9 L/100km
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 11,137
Stock #:: WW0109
VIN:: 3C4NJDCN7RT160510

2024 Jeep Compass

Limited 4WD

5,440 km

$28,236

CarGurus partner

Year:: 2024
Make:: Jeep
Model:: Compass
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 200 hp 2L I4
Combined gas mileage:: 9 L/100km
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 5,440
Stock #:: WA0210
VIN:: 3C4NJDCN7RT589565

2021 Jeep Grand Cherokee

Altitude 4WD

72,691 km

$27,675

CarGurus partner

Year:: 2021
Make:: Jeep
Model:: Grand Cherokee
Body type:: SUV / Crossover
Transmission:: 8-Speed Automatic
Mileage:: 72,691
Stock #:: A13093
VIN:: 1C4RJFAG4MC859681

2026 Jeep Grand Wagoneer

Upland 4WD

5,502 km

$89,980

CarGurus partner

Year:: 2026
Make:: Jeep
Model:: Grand Wagoneer
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 3L I6
Exterior colour:: White
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 5,502
Stock #:: WT185
VIN:: 1C4SJVAP1TS164199

2020 Jeep Cherokee

Limited 4WD

108,034 km

$19,878

CarGurus partner

Year:: 2020
Make:: Jeep
Model:: Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 271 hp 3.2L V6
Exterior colour:: Blue Shade Pearl
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 108,034
Stock #:: F7EJ2C
VIN:: 1C4PJMDX2LD644381

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2022 Jeep Grand Cherokee L

Altitude 4WD

125,858 km

$29,991

CarGurus partner

Year:: 2022
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:: Velvet Red Pearl
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Interior colour:: Global Black
Transmission:: Automatic
Mileage:: 125,858
Stock #:: F7N8DE
VIN:: 1C4RJKAG2N8625360

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2019 Jeep Wrangler

Sport 4WD

103,345 km

$22,000

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:: Black
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Manual
Mileage:: 103,345
Stock #:: 35071PA
VIN:: 1C4GJXAG2KW644602

2023 Jeep Grand Wagoneer

Series II 4WD

51,985 km

$67,185

Year:: 2023
Make:: Jeep
Model:: Grand Wagoneer
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: Black
Transmission:: 8-Speed Automatic
Mileage:: 51,985
Stock #:: 522383PR
VIN:: 1C4SJVFJ7PS522383

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2024 Jeep Wrangler 4xe

Rubicon 4WD

7,897 km

$53,999

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:: Earl
Combined gas mileage:: 5 L/100km
Fuel type:: Hybrid
Interior colour:: Black
Mileage:: 7,897
Stock #:: MT080A
VIN:: 1C4RJXR61RW126687

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2026 Jeep Wrangler

Rubicon 4-Door 4WD

511 km

$67,400

CarGurus partner

Year:: 2026
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
Interior colour:: Black
Transmission:: Automatic
Mileage:: 511
Stock #:: 279260
VIN:: 1C4PJXFG0TW175049

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2024 Jeep Wrangler 4xe

High Altitude 4WD

38,000 km

$51,553

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:: 38,000
Stock #:: 730492
VIN:: 1C4RJXU66RW219986

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2025 Jeep Wrangler

Rubicon 4-Door 4WD

13,026 km

$53,084

CarGurus partner

Year:: 2025
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Green
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Transmission:: Manual
Mileage:: 13,026
Stock #:: 26W3L172A
VIN:: 1C4PJXFG5SW610890

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2024 Jeep Compass

Limited 4WD

11,189 km

$27,750

CarGurus partner

Year:: 2024
Make:: Jeep
Model:: Compass
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 200 hp 2L I4
Exterior colour:: Black
Combined gas mileage:: 9 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 11,189
Stock #:: 302230
VIN:: 3C4NJDCN3RT160536

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2023 Jeep Wrangler

Sahara 4-Door 4WD

62,433 km

$35,796

CarGurus partner

Year:: 2023
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 270 hp 2L I4
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 62,433
Stock #:: A13092
VIN:: 1C4HJXEN8PW587360

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2023 Jeep Grand Cherokee L

Summit Reserve 4WD

57,386 km

$47,998

CarGurus partner

Year:: 2023
Make:: Jeep
Model:: Grand Cherokee L
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 357 hp 5.7L V8
Exterior colour:: Diamond Black Crystal Pearl
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Black (Global Blk w/Global Blk)
Transmission:: Automatic
Mileage:: 57,386
Stock #:: F7JGMV
VIN:: 1C4RJKET9P8844701

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2024 Jeep Wrangler 4xe

Willys 4WD

2,187 km

$44,999

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:: Silver Zynith
Combined gas mileage:: 5 L/100km
Fuel type:: Hybrid
Interior colour:: Black
Transmission:: 8-Speed Automatic
Mileage:: 2,187
Stock #:: MU541
VIN:: 1C4RJXN66RW179021

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2026 Jeep Wrangler

Rubicon 4-Door 4WD

411 km

$66,500

CarGurus partner

Year:: 2026
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
Interior colour:: Black
Transmission:: Automatic
Mileage:: 411
Stock #:: 279230
VIN:: 1C4PJXFG6TW182362

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2021 Jeep Grand Cherokee

93,781 km

$25,888

CarGurus partner

Year:: 2021
Make:: Jeep
Model:: Grand Cherokee
Body type:: SUV / Crossover
Engine:: 295 hp 3.6L V6
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 93,781
Stock #:: 4570
VIN:: 1C4RJFAG7MC684570

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2021 Jeep Grand Cherokee L

Limited 4WD

118,610 km

$34,000

Fair Deal

$690/mo est.

Portage la Prairie, MB

69 km away

CarGurus partner

Year:: 2021
Make:: Jeep
Model:: Grand Cherokee L
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 290 hp 3.6L V6
Exterior colour:: Bright White
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Interior colour:: Global Black w/Global Blk
Transmission:: 8-Speed Automatic
Mileage:: 118,610
Stock #:: PU1825
VIN:: 1C4RJKBG4M8110969

Used Jeep Convertibles for Sale in Headingley, MB

2025 Jeep Wrangler

$59,995

2025 Jeep Grand Cherokee

$48,988

2019 Jeep Compass

$16,716

2025 Jeep Compass

$27,777

2022 Jeep Cherokee

$23,272

2024 Jeep Compass

$27,924

2024 Jeep Compass

$28,236

2021 Jeep Grand Cherokee

$27,675

2026 Jeep Grand Wagoneer

$89,980

2020 Jeep Cherokee

$19,878

2022 Jeep Grand Cherokee L

$29,991

2019 Jeep Wrangler

$22,000

2023 Jeep Grand Wagoneer

$67,185

2024 Jeep Wrangler 4xe

$53,999

2026 Jeep Wrangler

$67,400

2024 Jeep Wrangler 4xe

$51,553

2025 Jeep Wrangler

$53,084

2024 Jeep Compass

$27,750

2023 Jeep Wrangler

$35,796

2023 Jeep Grand Cherokee L

$47,998

2024 Jeep Wrangler 4xe

$44,999

2026 Jeep Wrangler

$66,500

2021 Jeep Grand Cherokee

$25,888

2021 Jeep Grand Cherokee L

$34,000

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