Body style
Used Jeep Convertibles for Sale inChicago, IL
9,145 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2022
- Make:
- Jeep
- Model:
- Compass
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 177 hp 2.4L I4
- Exterior color:
- Velvet Red Pearlcoat
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 27,170
- Stock #:
- 460207A
- VIN:
- 3C4NJDBB4NT206389
Sponsored by Woodfield Nissan
2022 Jeep Compass
Latitude 4WD
27,170 mi
Hoffman Estates, IL
27 mi away
Good Deal
$20,205
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 26,197
- Stock #:
- JP3163
- VIN:
- 1C4RJHAG3PC542121
Sponsored Listing
2023 Jeep Grand Cherokee
Altitude X 4WD
26,197 mi
Bridgeview, IL
13 mi away
Great Deal
$27,991
- Year:
- 2025
- Make:
- Jeep
- Model:
- Wrangler 4xe
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 375 hp 2L I4 Hybrid
- Exterior color:
- Crystal Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 12,703
- Stock #:
- A590264
- VIN:
- 1C4RJXP61SW590264
Sponsored Listing
2025 Jeep Wrangler 4xe
Sahara 4WD
12,703 mi
Elmhurst, IL
17 mi away
Fair Deal
$33,775
- Year:
- 2016
- Make:
- Jeep
- Model:
- Wrangler
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 114,284
- Stock #:
- 1038
- VIN:
- 1C4HJWDGXGL166187
2016 Jeep Wrangler
Unlimited Sport S 4WD
114,284 mi
Wanatah, IN
48 mi away
Good Deal
$15,850
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 39,560
- Stock #:
- PH2225
- VIN:
- 1C4RJFAG9LC426291
2020 Jeep Grand Cherokee
Altitude 4WD
39,560 mi
Palos Hills, IL
16 mi away
Fair Deal
$23,778
- Year:
- 2021
- 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
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 78,974
- Stock #:
- C7N708944
- VIN:
- 1C4RJFBG3MC708944
2021 Jeep Grand Cherokee
80th Anniversary Edition 4WD
78,974 mi
Valparaiso, IN
40 mi away
Good Deal
$21,858
- Year:
- 2022
- Make:
- Jeep
- Model:
- Grand Wagoneer
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 471 hp 6.4L V8
- Exterior color:
- Baltic Gray Metallic Clearcoat
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,889
- Stock #:
- 16835A
- VIN:
- 1C4SJVEJ5NS124121
Price drop
-$1,137
2022 Jeep Grand Wagoneer
Series I 4WD
48,889 mi
Highland, IN
24 mi away
Good Deal
$43,131
$41,994
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,506
- Stock #:
- PBP1305
- VIN:
- 1C4RJFBG8JC427752
2018 Jeep Grand Cherokee
Limited 4WD
88,506 mi
Elgin, IL
33 mi away
Good Deal
$16,324
- Year:
- 2022
- Make:
- Jeep
- Model:
- Wrangler
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 270 hp 2L I4
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 57,185
- Stock #:
- P7304A
- VIN:
- 1C4HJXDN8NW185773
2022 Jeep Wrangler
Unlimited Sport 4WD
57,185 mi
Plano, IL
48 mi away
Good Deal
$23,527
- Year:
- 2014
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 360 hp 5.7L V8
- Exterior color:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 129,403
- Stock #:
- J2686
- VIN:
- 1C4RJFJT6EC437765
2014 Jeep Grand Cherokee
Summit 4WD
129,403 mi
Chicago Heights, IL
26 mi away
Good Deal
$10,873
- Year:
- 2024
- Make:
- Jeep
- Model:
- Grand Cherokee L
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior color:
- Baltic Gray Metallic Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,340
- Stock #:
- HP1182A
- VIN:
- 1C4RJKAG5R8541040
2024 Jeep Grand Cherokee L
Altitude 4WD
33,340 mi
Highland, IN
25 mi away
Good Deal
$30,186
- Year:
- 2024
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior color:
- Baltic Gray Metallic Clearcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 27,341
- Stock #:
- F1107
- VIN:
- 1C4RJHDG0RC699278
Price drop
-$901
2024 Jeep Grand Cherokee
Overland 4WD
27,341 mi
Valparaiso, IN
40 mi away
Great Deal
$39,162
$38,261
- 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:
- White
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 74,212
- Stock #:
- TP4288A
- VIN:
- 1C4HJXDG3KW612516
New arrival
2019 Jeep Wrangler
Unlimited Sport S 4WD
74,212 mi
Glenview, IL
15 mi away
Good Deal
$20,847
- 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:
- Gray Clearcoat
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 89,857
- Stock #:
- P4486
- VIN:
- 1C4HJXDG9KW679525
2019 Jeep Wrangler
Unlimited Sport S 4WD
89,857 mi
Countryside, IL
14 mi away
Fair Deal
$21,401
- Year:
- 2025
- Make:
- Jeep
- Model:
- Wrangler 4xe
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 375 hp 2L I4 Hybrid
- Exterior color:
- Anvil Clear Coat
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,439
- Stock #:
- P7312
- VIN:
- 1C4RJXR63SW587119
2025 Jeep Wrangler 4xe
Rubicon 4WD
16,439 mi
Plano, IL
48 mi away
Fair Deal
$34,403
- 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 color:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,300
- Stock #:
- J4137A
- VIN:
- 1C4RJHEG6S8635169
Price drop
-$1,448
2025 Jeep Grand Cherokee
Summit Reserve 4WD
23,300 mi
Oak Lawn, IL
12 mi away
Good Deal
$49,160
$47,712
- 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:
- 19,520
- Stock #:
- C31123
- VIN:
- 1C4JJXFM2NW233466
2022 Jeep Wrangler
Unlimited Rubicon 4WD
19,520 mi
Glen Ellyn, IL
23 mi away
Fair Deal
$38,827
- Year:
- 2025
- Make:
- Jeep
- Model:
- Compass
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 200 hp 2L I4
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 28 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 2,714
- Stock #:
- PI0014
- VIN:
- 3C4NJDCN3ST553510
2025 Jeep Compass
Limited 4WD
2,714 mi
Chicago, IL
3 mi away
Good Deal
$25,663
- Year:
- 2024
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- 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:
- 8-Speed Automatic
- Mileage:
- 47,074
- Stock #:
- E8506
- VIN:
- 1C4RJGAG9R8546612
2024 Jeep Grand Cherokee
Altitude RWD
47,074 mi
Skokie, IL
11 mi away
Fair Deal
$27,813
- Year:
- 2024
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior color:
- Baltic Gray Metallic Clearcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,640
- Stock #:
- E8439
- VIN:
- 1C4RJHAG7RC124566
2024 Jeep Grand Cherokee
Altitude 4WD
52,640 mi
Skokie, IL
11 mi away
Good Deal
$26,613
- Year:
- 2018
- Make:
- Jeep
- Model:
- Wrangler
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,870
- Stock #:
- R4710A
- VIN:
- 1C4HJXDG8JW120465
Price drop
-$1,260
2018 Jeep Wrangler
Unlimited Sport S 4WD
53,870 mi
Roselle, IL
24 mi away
Great Deal
$21,750
$20,490
- Year:
- 2024
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior color:
- Silver Zynith
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Global Blk w/Global Blk)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,484
- Stock #:
- P2349
- VIN:
- 1C4RJHBG5RC148251
Price drop
-$1,000
2024 Jeep Grand Cherokee
Limited 4WD
40,484 mi
La Porte, IN
48 mi away
Great Deal
$31,108
$30,108
- Year:
- 2022
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior color:
- Baltic Gray Metallic Clearcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 65,783
- Stock #:
- 62107A
- VIN:
- 1C4RJHDG2N8587918
2022 Jeep Grand Cherokee
Overland 4WD
65,783 mi
Frankfort, IL
28 mi away
Good Deal
$28,363
- Year:
- 2015
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 290 hp 3.6L V6
- Exterior color:
- Red
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,476
- Stock #:
- 3742
- VIN:
- 1C4RJEJG9FC669193
Price drop
-$436
Sponsored Listing
2015 Jeep Grand Cherokee
Summit
78,476 mi
Valparaiso, IN
38 mi away
Good Deal
$14,574
