Used 2021 Jeep Cherokee for Sale near Chicago, IL
289 results
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 180 hp 2.4L I4
- Exterior color:
- Silver
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 83,380
- Stock #:
- P50803
- VIN:
- 1C4PJLCB6LD556224
-$500
Sponsored by Michigan City Kia
2020 Jeep Cherokee
Latitude FWD
83,380 mi
$15,740
$15,240
- Year:
- 2022
- 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:
- 30,462
- Stock #:
- H61713A
- VIN:
- 1C4PJMDX8ND545244
Sponsored Listing
2022 Jeep Cherokee
Limited 4WD
30,462 mi
$25,412
- Year:
- 2022
- 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:
- 46,771
- Stock #:
- 260460A
- VIN:
- 1C4PJMDX8ND543557
Sponsored Listing
2022 Jeep Cherokee
Limited 4WD
46,771 mi
$24,213
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 84,953
- Stock #:
- CP7252
- VIN:
- 1C4PJMBX8LD647157
2020 Jeep Cherokee
Trailhawk 4WD
84,953 mi
$16,990
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 180 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:
- 11,276
- Stock #:
- P10168A
- VIN:
- 1C4PJLCB2MD163743
2021 Jeep Cherokee
Latitude FWD
11,276 mi
$20,058
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 180 hp 2.4L I4
- Exterior color:
- Diamond Black Crystal Pearl Coat
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 48,720
- Stock #:
- P7576
- VIN:
- 1C4PJLLB0LD573553
2020 Jeep Cherokee
Latitude Plus FWD
48,720 mi
$19,377
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 180 hp 2.4L I4
- Exterior color:
- Billet Silver Metallic Clear Coat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 59,805
- Stock #:
- 39907A
- VIN:
- 1C4PJMLB2LD559580
2020 Jeep Cherokee
Latitude Plus 4WD
59,805 mi
$17,177
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 72,000
- Stock #:
- Y18617A
- VIN:
- 1C4PJMBX6MD202174
-$1,468
2021 Jeep Cherokee
Trailhawk 4WD
72,000 mi
$20,831
$19,363
- Year:
- 2020
- 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
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 89,078
- Stock #:
- J12432A
- VIN:
- 1C4PJMDX2LD591178
2020 Jeep Cherokee
Limited 4WD
89,078 mi
$16,908
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 180 hp 2.4L I4
- Exterior color:
- Light Brownstone Pearlcoat
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 71,297
- Stock #:
- R8068-1
- VIN:
- 1C4PJLCBXMD114239
-$600
2021 Jeep Cherokee
Latitude FWD
71,297 mi
$16,728
$16,128
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 103,298
- Stock #:
- P12191A
- VIN:
- 1C4PJMDX6LD511820
2020 Jeep Cherokee
Limited 4WD
103,298 mi
$15,845
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 77,198
- Stock #:
- 26324-1
- VIN:
- 1C4PJMDXXLD564049
2020 Jeep Cherokee
Limited 4WD
77,198 mi
$17,928
- Year:
- 2022
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 68,356
- Stock #:
- PWD16584
- VIN:
- 1C4PJMBX3ND506130
2022 Jeep Cherokee
Trailhawk 4WD
68,356 mi
$20,012
CarGurus Analysis:
2021 Jeep Cherokee
With 284 currently listed for sale near Chicago, IL and an average price of $18,543.00, 33.5% of 2021 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Jeep Cherokee 4.8 / 5 stars.
94.4% of 2021 Cherokee models on CarGurus are accident free.
The 2021 Jeep Cherokee offers impressive technology features, a smooth ride, and advanced safety capabilities, particularly noted in the Trailhawk trim.
- Year:
- 2022
- 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:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 34,664
- Stock #:
- J6A554483
- VIN:
- 1C4PJMBX1ND554483
2022 Jeep Cherokee
Trailhawk 4WD
34,664 mi
$25,451
- Year:
- 2022
- 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:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 49,687
- Stock #:
- LP20705
- VIN:
- 1C4PJMBX6ND546007
2022 Jeep Cherokee
Trailhawk 4WD
49,687 mi
$23,118
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 180 hp 2.4L I4
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 62,354
- Stock #:
- B260197A
- VIN:
- 1C4PJMCB5MD193504
-$668
2021 Jeep Cherokee
Latitude 4WD
62,354 mi
$16,025
$15,357
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 270 hp 2L I4
- Exterior color:
- Velvet Red Pearlc
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 65,625
- Stock #:
- FT5731BB
- VIN:
- 1C4PJMDN3LD628771
2020 Jeep Cherokee
High Altitude 4WD
65,625 mi
$18,268
- Year:
- 2020
- 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 Clear Coat)
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 106,822
- Stock #:
- AT-579314
- VIN:
- 1C4PJMLB4LD579314
2020 Jeep Cherokee
Altitude 4WD
106,822 mi
$15,345
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Light Brownstone Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 38,002
- Stock #:
- F11187
- VIN:
- 1C4PJMBX9LD609436
2020 Jeep Cherokee
Trailhawk 4WD
38,002 mi
$22,007
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 89,027
- Stock #:
- P5521A
- VIN:
- 1C4PJMBXXLD529157
2020 Jeep Cherokee
Trailhawk 4WD
89,027 mi
$16,995
- Year:
- 2020
- 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:
- 21,649
- Stock #:
- S27344A
- VIN:
- 1C4PJMDX2LD513418
2020 Jeep Cherokee
Limited 4WD
21,649 mi
$22,761
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 46,734
- Stock #:
- 23140
- VIN:
- 1C4PJMMX7MD212287
2021 Jeep Cherokee
Latitude Lux 4WD
46,734 mi
$20,051
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 180 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 116,195
- Stock #:
- 10668
- VIN:
- 1C4PJLDB7LD530147
Sponsored Listing
2020 Jeep Cherokee
Limited FWD
116,195 mi
$12,477
CarGurus Analysis: 2021 Jeep Cherokee
overall
Summary
With 284 currently listed for sale near Chicago, IL and an average price of $18,543.00, 33.5% of 2021 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Jeep Cherokee 4.8 / 5 stars.
94.4% of 2021 Cherokee models on CarGurus are accident free.
The 2021 Jeep Cherokee offers impressive technology features, a smooth ride, and advanced safety capabilities, particularly noted in the Trailhawk trim.
Why it stands out
The 2021 Jeep Cherokee is an evolution of a classic SUV, providing a blend of comfort, technology, and capability that appeals to a wide range of buyers. Its commendable user rating of 4.8 out of 5 highlights owner satisfaction, reflecting its reputation for value and driving experience. Notably, the Cherokee boasts advanced technology features, which include a user-friendly infotainment system with Apple CarPlay and Android Auto. While it faces criticism for some missing features at its price point, its off-road prowess, particularly in the Trailhawk trim, positions it uniquely in the compact SUV segment. This balance of on-road comfort and off-road capability makes the Cherokee a compelling option for those seeking adventure without sacrificing daily driving performance.
Other model years to consider
- Average price: $12,378.00
- Good/great deal percentage: 24.0%
- User rating: 4.8 / 5
- Total listings: 412
- Average price: $16,940.00
- Good/great deal percentage: 41.8%
- User rating: 4.77 / 5
- Total listings: 194
- Average price: $11,388.00
- Good/great deal percentage: 22.2%
- User rating: 4.12 / 5
- Total listings: 293
This analysis is based on CarGurus' proprietary market data from June 16, 2026, CarGurus experts' opinions, and generative AI.
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4.8 Overall rating
Filter by rating
Xing F
Reviewed a 2021 Jeep Cherokee on Oct 22, 2024
The 2021 Jeep Cherokee is a versatile compact SUV that excels in off-road performance, particularly in the Trailhawk trim, thanks to its advanced 4x4 system and terrain management features.
Todd R
Reviewed a 2021 Jeep Cherokee on Jun 26, 2025
It’s a nice car, deceptively large inside, and comfortable. I’m average height but on the fluffy side, and it’s a very comfortable fit. Nice smooth ride. A/c feels like a freezer (I bought the car on the hottest day of the year and I was plenty cool on the long drive home.
Matthew P
Reviewed a 2021 Jeep Cherokee on Dec 29, 2024
The car’s features are awesome, all this at a great deal
John H
Reviewed a 2021 Jeep Cherokee on Nov 3, 2023
Great features and more than I expected. Great value for the money. Im very pleased with the SUV.
2021 Jeep Cherokee Trims
| Trim type | MSRP |
|---|---|
| Altitude 4WD | $32,895 |
| Latitude FWD | $27,890 |
| Latitude Plus FWD | $30,200 |
| Latitude Lux FWD | $31,810 |
| Latitude Plus 4WD | $31,700 |
| Trailhawk 4WD | $36,540 |
| Limited 4WD | $37,340 |
| Latitude Lux 4WD | $33,310 |
2021 Jeep Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2021 Jeep Cherokee prices has changed over time.
See more price trends
