Used Jeep Convertibles for Sale in Chicago, IL

8,818 results

Napleton's River Oaks Chrysler Jeep Dodge Ram

2024 Jeep Wagoneer L

Series II 4WD

86,955 miles

$34,500

Year:: 2024
Make:: Jeep
Model:: Wagoneer L
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 3L I6
Exterior color:: Bright White Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 86,955
Stock #:: PSH16500
VIN:: 1C4SJSBP3RS101353

Sponsored by Napleton's River Oaks Chrysler Jeep Dodge Ram

2022 Jeep Renegade

Altitude 4WD

30,387 miles

$19,640

Year:: 2022
Make:: Jeep
Model:: Renegade
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 177 hp 1.3L I4
Exterior color:: Graphite Gray
Combined gas mileage:: 26 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 30,387
Stock #:: D14062
VIN:: ZACNJDE16NPN98797

2021 Jeep Compass

Latitude 4WD

36,377 miles

$19,495

Year:: 2021
Make:: Jeep
Model:: Compass
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 180 hp 2.4L I4
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 26 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 36,377
Stock #:: P12246
VIN:: 3C4NJDBB6MT543581

2019 Jeep Cherokee

Altitude 4WD

91,539 miles

$14,495

Year:: 2019
Make:: Jeep
Model:: Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 271 hp 3.2L V6
Exterior color:: Bright White Clearcoat
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 91,539
Stock #:: V5865A
VIN:: 1C4PJMLXXKD398308

2017 Jeep Grand Cherokee

Laredo 4WD

110,245 miles

$10,950

Year:: 2017
Make:: Jeep
Model:: Grand Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 295 hp 3.6L V6
Exterior color:: Velvet Red Pearlcoat
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Demonic Red/Black
Transmission:: 8-Speed Automatic
Mileage:: 110,245
Stock #:: JEEP
VIN:: 1C4RJFAG2HC874248

2023 Jeep Grand Cherokee

Limited 4WD

74,612 miles

$25,100

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 color:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Global Black
Transmission:: Automatic
Mileage:: 74,612
Stock #:: G12746B
VIN:: 1C4RJHBG0PC506546

2024 Jeep Wagoneer L

Series II 4WD

36,684 miles

$40,487

Year:: 2024
Make:: Jeep
Model:: Wagoneer L
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 3L I6
Exterior color:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 36,684
Stock #:: 67209A
VIN:: 1C4SJSBP6RS131608

2015 Jeep Cherokee

Latitude 4WD

81,053 miles

$10,243

Year:: 2015
Make:: Jeep
Model:: Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 180 hp 2.4L I4
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 81,053
Stock #:: Q41099B
VIN:: 1C4PJMCB9FW513771

2019 Jeep Cherokee

Latitude Plus 4WD

67,647 miles

$15,363

Year:: 2019
Make:: Jeep
Model:: Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 271 hp 3.2L V6
Exterior color:: Velvet Red Pearlcoat
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 67,647
Stock #:: TLW3850AA
VIN:: 1C4PJMLX8KD270570

2020 Jeep Wrangler

Rubicon 4WD

82,557 miles

$25,267

Year:: 2020
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 2 doors
Drivetrain:: Four-Wheel Drive
Engine:: 270 hp 2L I4
Exterior color:: Sting-Gray Clearcoat
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 82,557
Stock #:: JRP1980A
VIN:: 1C4HJXCN7LW256377

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2018 Jeep Grand Cherokee

Altitude 4WD

81,891 miles

$18,995

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 color:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 81,891
Stock #:: N7526AA
VIN:: 1C4RJFAG7JC227723

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2019 Jeep Grand Cherokee

Laredo E 4WD

152,640 miles

$10,225

Year:: 2019
Make:: Jeep
Model:: Grand Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 295 hp 3.6L V6
Exterior color:: Black
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 152,640
Stock #:: Z1551A
VIN:: 1C4RJFAG2KC607330

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2018 Jeep Cherokee

Limited FWD

73,744 miles

$13,999

Year:: 2018
Make:: Jeep
Model:: Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 180 hp 2.4L I4
Exterior color:: Rhino Clearcoat
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 73,744
Stock #:: X7544A
VIN:: 1C4PJLDB4JD591033

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2018 Jeep Grand Cherokee

Limited

69,080 miles

$18,297

Fair Deal

$358/mo est.

Store transfer to Oak Lawn, IL

14 mi awayPrice includes $1,299 store transfer

Year:: 2018
Make:: Jeep
Model:: Grand Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 295 hp 3.6L V6
Exterior color:: Gray
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 69,080
Stock #:: 28064031
VIN:: 1C4RJEBG2JC221675

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2017 Jeep Cherokee

Limited 4WD

110,886 miles

$12,250

Year:: 2017
Make:: Jeep
Model:: Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 271 hp 3.2L V6
Exterior color:: White
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 110,886
Stock #:: 4135
VIN:: 1C4PJMDS2HD214135

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2020 Jeep Grand Cherokee

Limited 4WD

58,481 miles

$20,536

Year:: 2020
Make:: Jeep
Model:: Grand Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 295 hp 3.6L V6
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 58,481
Stock #:: 40451A
VIN:: 1C4RJFBG4LC418940

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2021 Jeep Wrangler

Willys 4WD

41,309 miles

$24,555

Year:: 2021
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 2 doors
Drivetrain:: Four-Wheel Drive
Engine:: 270 hp 2L I4
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 41,309
Stock #:: PG7198
VIN:: 1C4GJXAN2MW856322

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2020 Jeep Grand Cherokee

Limited 4WD

69,469 miles

$19,889

Year:: 2020
Make:: Jeep
Model:: Grand Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 295 hp 3.6L V6
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 69,469
Stock #:: P4668A
VIN:: 1C4RJFBG5LC168723

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2020 Jeep Wrangler

Willys Sport 4WD

57,506 miles

$20,967

Year:: 2020
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 2 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Bright White Clear Coat
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 57,506
Stock #:: P170
VIN:: 1C4GJXAG5LW225094

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2024 Jeep Wagoneer

Series III 4WD

44,655 miles

$47,399

Year:: 2024
Make:: Jeep
Model:: Wagoneer
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 3L I6
Exterior color:: River Rock
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Global Black
Transmission:: 8-Speed Automatic
Mileage:: 44,655
Stock #:: P4689
VIN:: 1C4SJVDP3RS169263

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2022 Jeep Wrangler

Unlimited Rubicon 4WD

51,437 miles

$33,495

Good Deal

$649/mo est.

Third-party certified

Valparaiso, IN

40 mi away

Year:: 2022
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 260 hp 3L V6 Diesel
Exterior color:: Sting-Gray Clearcoat
Combined gas mileage:: 25 MPG
Fuel type:: Diesel
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 51,437
Stock #:: U10256
VIN:: 1C4JJXFMXNW141893

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2021 Jeep Wrangler

Unlimited Sport Altitude 4WD

50,087 miles

$25,995

Fair Deal

$504/mo est.

Third-party certified

Frankfort, IL

28 mi away

Year:: 2021
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 270 hp 2L I4
Exterior color:: Black Clearcoat
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 50,087
Stock #:: 48707
VIN:: 1C4HJXDN7MW684062

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2019 Jeep Cherokee

Limited 4WD

39,168 miles

$18,100

Year:: 2019
Make:: Jeep
Model:: Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 271 hp 3.2L V6
Exterior color:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 39,168
Stock #:: X026900A
VIN:: 1C4PJMDX5KD267866

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2019 Jeep Wrangler

Unlimited Sahara 4WD

79,143 miles

$25,707

Fair Deal

$503/mo est.

Third-party certified

Plano, IL

48 mi away

Year:: 2019
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Bright White Clearcoat
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 79,143
Stock #:: 28681
VIN:: 1C4HJXEG1KW628681

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Used Jeep Convertibles for Sale in Chicago, IL

2024 Jeep Wagoneer L

$34,500

2022 Jeep Renegade

$19,640

2021 Jeep Compass

$19,495

2019 Jeep Cherokee

$14,495

2017 Jeep Grand Cherokee

$10,950

2023 Jeep Grand Cherokee

$25,100

2024 Jeep Wagoneer L

$40,487

2015 Jeep Cherokee

$10,243

2019 Jeep Cherokee

$15,363

2020 Jeep Wrangler

$25,267

2018 Jeep Grand Cherokee

$18,995

2019 Jeep Grand Cherokee

$10,225

2018 Jeep Cherokee

$13,999

2018 Jeep Grand Cherokee

$18,297

2017 Jeep Cherokee

$12,250

2020 Jeep Grand Cherokee

$20,536

2021 Jeep Wrangler

$24,555

2020 Jeep Grand Cherokee

$19,889

2020 Jeep Wrangler

$20,967

2024 Jeep Wagoneer

$47,399

2022 Jeep Wrangler

$33,495

2021 Jeep Wrangler

$25,995

2019 Jeep Cherokee

$18,100

2019 Jeep Wrangler

$25,707

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