Used 2020 Jeep Grand Cherokee for Sale near Chicago, IL
295 results
- 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:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 74,992
- Stock #:
- E16347A
- VIN:
- 1C4RJFAG9LC250892

-$400

Sponsored by McGrath Honda in Elgin
2020 Jeep Grand Cherokee
Laredo E 4WD
74,992 mi
$18,308
$17,908
- 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 Clear Coat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 139,925
- VIN:
- 1C4RJFBG3LC191174

Sponsored Listing
2020 Jeep Grand Cherokee
Limited 4WD
139,925 mi
$12,799
- 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:
- Velvet Red Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 120,920
- Stock #:
- X6107A
- VIN:
- 1C4RJFBG1KC594116

-$652
Sponsored Listing
2019 Jeep Grand Cherokee
Limited 4WD
120,920 mi
$15,369
$14,717
- 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:
- Diamond Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 95,830
- Stock #:
- PC4476
- VIN:
- 1C4RJFAG7LC402118

-$2,000
2020 Jeep Grand Cherokee
Altitude 4WD
95,830 mi
$19,367
$17,367
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 106,863
- Stock #:
- A25712A
- VIN:
- 1C4RJFBG3KC813836

-$555
2019 Jeep Grand Cherokee
Limited X 4WD
106,863 mi
$18,883
$18,328
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 78,145
- Stock #:
- B5400A
- VIN:
- 1C4RJFAG5KC564523

-$900
2019 Jeep Grand Cherokee
Altitude 4WD
78,145 mi
$19,213
$18,313
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,935
- Stock #:
- 48824
- VIN:
- 1C4RJFBG4LC159365

2020 Jeep Grand Cherokee
Limited X 4WD
81,935 mi
$21,995
- 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:
- Red (Sangria Metallic Clearcoat)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Frost/Brown
- Transmission:
- 8-Speed Automatic
- Mileage:
- 97,066
- Stock #:
- 926377A
- VIN:
- 1C4RJFCG6LC338733

2020 Jeep Grand Cherokee
Overland 4WD
97,066 mi
$21,244
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,522
- Stock #:
- K48845A
- VIN:
- 1C4RJFBG7MC818976

2021 Jeep Grand Cherokee
Limited 4WD
68,522 mi
$23,093
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,217
- Stock #:
- GC26027A
- VIN:
- 1C4RJFBG3KC704163

2019 Jeep Grand Cherokee
Limited X 4WD
72,217 mi
$20,258
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 84,444
- Stock #:
- A11149B
- VIN:
- 1C4RJFBG6MC767602

2021 Jeep Grand Cherokee
Limited 4WD
84,444 mi
$21,949
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 99,965
- Stock #:
- J39559A
- VIN:
- 1C4RJFCG1MC508059

2021 Jeep Grand Cherokee
Overland 4WD
99,965 mi
$20,369
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 87,915
- Stock #:
- 926363A
- VIN:
- 1C4RJFBG2MC559880

2021 Jeep Grand Cherokee
Limited 4WD
87,915 mi
$21,981
CarGurus Analysis:
2020 Jeep Grand Cherokee
With 273 currently listed for sale near Chicago, IL and an average price of $21,823.00, 41.4% of 2020 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Jeep Grand Cherokee 4.58 / 5 stars.
96.7% of 2020 Grand Cherokee models on CarGurus are accident free.
The 2020 Jeep Grand Cherokee offers powerful engine options, impressive off-road capabilities, and a mix of luxury and utility, making it suitable for a variety of buyers.
- 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:
- Brown Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,959
- Stock #:
- L2257
- VIN:
- 1C4RJFBG1LC414103

2020 Jeep Grand Cherokee
Limited 4WD
43,959 mi
$23,408
- 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:
- Pacific Blue Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,868
- Stock #:
- N260368A
- VIN:
- 1C4RJFBG4MC755075

-$1,481
2021 Jeep Grand Cherokee
Limited 4WD
54,868 mi
$25,791
$24,310
- 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:
- Diamond Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 66,006
- Stock #:
- J20711A
- VIN:
- 1C4RJFBG8MC685113

2021 Jeep Grand Cherokee
Limited 4WD
66,006 mi
$23,847
- Year:
- 2019
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 360 hp 5.7L V8
- Exterior color:
- Bright White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,629
- Stock #:
- P6808A
- VIN:
- 1C4RJFCT9KC592058

-$538
2019 Jeep Grand Cherokee
Overland 4WD
68,629 mi
$25,206
$24,668
- 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:
- Brown Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 39,774
- Stock #:
- L2260
- VIN:
- 1C4RJFBG7LC417667

2020 Jeep Grand Cherokee
Limited 4WD
39,774 mi
$23,204
- 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:
- Gray
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 123,743
- Stock #:
- 716628
- VIN:
- 1C4RJFJG2KC716628

2019 Jeep Grand Cherokee
Summit 4WD
123,743 mi
$19,239
- 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:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Dark Ruby Red/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 109,603
- Stock #:
- KC716735
- VIN:
- 1C4RJFLG7KC716735

-$490
2019 Jeep Grand Cherokee
Trailhawk 4WD
109,603 mi
$18,237
$17,747
- 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:
- 91,341
- Stock #:
- B25256B
- VIN:
- 1C4RJFAG7LC174217

2020 Jeep Grand Cherokee
Altitude 4WD
91,341 mi
$19,853
- 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
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 127,030
- Stock #:
- 1861
- VIN:
- 1C4RJFBG9LC220211

2020 Jeep Grand Cherokee
Limited 4WD
127,030 mi
$16,117
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ruby Red/Black
- Transmission:
- Automatic
- Mileage:
- 108,066
- Stock #:
- S32192
- VIN:
- 1C4RJFLGXMC600111

Sponsored Listing
2021 Jeep Grand Cherokee
Trailhawk 4WD
108,066 mi
$19,373
CarGurus Analysis: 2020 Jeep Grand Cherokee
overall

Summary
With 273 currently listed for sale near Chicago, IL and an average price of $21,823.00, 41.4% of 2020 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Jeep Grand Cherokee 4.58 / 5 stars.
96.7% of 2020 Grand Cherokee models on CarGurus are accident free.
The 2020 Jeep Grand Cherokee offers powerful engine options, impressive off-road capabilities, and a mix of luxury and utility, making it suitable for a variety of buyers.
Why it stands out
The 2020 Jeep Grand Cherokee is celebrated for its striking design and versatility, making it equally appealing for urban environments and rugged trails. With powerful engine options including a robust V8 that delivers thrilling performance, the Grand Cherokee excels in both off-road and on-road scenarios. Owners appreciate the upscale cabin and advanced tech features, particularly the highly regarded Uconnect infotainment system. However, it does face criticism for its gas mileage, the presence of hard plastics in higher trims, and mixed reviews regarding seating comfort. Its overall capability and extensive features draw a wide customer base, maintaining its status as a top choice among midsize SUVs.
Other model years to consider
- Average price: $31,948.00
- Good/great deal percentage: 70.1%
- User rating: 5 / 5
- Total listings: 354
- Average price: $28,300.00
- Good/great deal percentage: 68.8%
- User rating: 4.86 / 5
- Total listings: 337
- Average price: $33,690.00
- Good/great deal percentage: 69.0%
- User rating: 5 / 5
- Total listings: 348
This analysis is based on CarGurus' proprietary market data from June 16, 2026, CarGurus experts' opinions, and generative AI.
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4.6 Overall rating
Filter by rating
Anonymous
Reviewed a 2020 Jeep Limited 4WD on Jul 30, 2025
I love all the features on this car. I think it was a great value. Its the JGC X, which has a little more options than regular. Love the slate blue color.
Samuel M
Reviewed a 2020 Jeep Grand Cherokee on Dec 19, 2025
2nd Jeep Cherokee we have bought and they are great vehicles and very reliable.
Tristan H
Reviewed a 2020 Jeep Grand Cherokee on Jan 10, 2025
Great car loads of features! Amazing platform plenty of power and capability.
Dan H
Reviewed a 2020 Jeep Grand Cherokee on Jun 7, 2022
My favorite Grand Cherokee Summit is the one with the 5.7 HEMI V8 with 4x4 off road capability plus the power of the wonderful V8 HEMI. all in one marvelous package called Summit. The ultimate SUV. The jeep is the only capable SUV I Trust.
2020 Jeep Grand Cherokee Trims
| Trim type | MSRP |
|---|---|
| Trailhawk 4WD | $45,155 |
| Altitude RWD | $38,245 |
| Limited RWD | $39,955 |
| Laredo E 4WD | $36,000 |
| Limited X 4WD | $47,050 |
| Overland 4WD | $49,695 |
| Altitude 4WD | $40,540 |
| Limited 4WD | $41,955 |
2020 Jeep Grand Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2020 Jeep Grand Cherokee prices has changed over time.
See more price trends2020 Jeep Grand Cherokee Pricing Analysis: Chicago, IL Market Report
Pricing by Nearby Locations
Market Area: Chicago, IL
Key Insights
- Higher Prices in Lafayette: Lafayette, IN has the highest average price at $23,646, likely driven by limited supply in the vicinity.
- Lowest Price in South Bend: South Bend, IN offers the lowest average price at $19,708, suggesting a more price-sensitive market or greater inventory pressure.
- Inventory Variability: Cities with higher inventory like Kenosha (522 listings) display more competitive pricing compared to Lafayette, which has only 484 listings.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Lafayette, IN | 484 | $23,646 |
| Milwaukee, WI | 463 | $23,264 |
| Kalamazoo, MI | 491 | $22,012 |
| Rockford, IL | 474 | $22,262 |
| Palatine, IL | 262 | $22,283 |
| Aurora, IL | 259 | $22,112 |
| Janesville, WI | 465 | $22,865 |
| Holland, MI | 487 | $22,339 |
| South Bend, IN | 478 | $19,708 |
| Kenosha, WI | 522 | $21,667 |
Pricing by Trim Packages
Key Insights
- Most Common Trim = Limited 4WD: The Limited 4WD trim is the most popular with 384 listings, indicating strong demand for its features.
- Premium Pricing for Summit 4WD: The Summit 4WD trim commands the highest MSRP at $55,495, reflecting its luxury offerings such as navigation and advanced driver-assist features.
- Competitive Entry with Laredo 4WD: The Laredo 4WD at $34,450 MSRP represents the lowest entry price, appealing to budget-conscious buyers while still offering ample features.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| Limited 4WD | 384 | $41,955 | 4X4 | 3.6L 295 hp V6 |
| Altitude 4WD | 307 | $40,540 | 4X4 | 3.6L 295 hp V6 |
| Laredo 4WD | 249 | $34,450 | 4X4 | 3.6L 295 hp V6 |
| Overland 4WD | 292 | $49,695 | 4X4 | 3.6L 295 hp V6 |
| Summit 4WD | 150 | $55,495 | 4X4 | 3.6L 295 hp V6 |
| Limited RWD | 44 | $39,955 | 4X2 | 3.6L 295 hp V6 |
| Laredo E 4WD | 65 | $36,000 | 4X4 | 3.6L 295 hp V6 |
| Trailhawk 4WD | 60 | $45,155 | 4X4 | 3.6L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Strong Premium for Newer Models: The 2026 Jeep Grand Cherokee is priced at $46,235, representing a +18.8% increase over MSRP, indicative of high demand for new inventory.
- Reverse Depreciation Trend: The 2022 model shows a modest depreciation of -22.5%, suggesting that buyers may find value in slightly older vehicles before the full depreciation curve takes effect.
- Oldest Models Offer Significant Discounts: The 2014 model is the least expensive at $11,599, presenting an attractive option for budget-conscious buyers with older vehicle needs.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Jeep Grand Cherokee | $38,920 | $46,235 | +18.8% |
| 2025 Jeep Grand Cherokee | $37,095 | $38,577 | +4.0% |
| 2024 Jeep Grand Cherokee | $36,495 | $33,830 | -7.3% |
| 2023 Jeep Grand Cherokee | $39,535 | $31,679 | -20.0% |
| 2022 Jeep Grand Cherokee | $36,980 | $28,646 | -22.5% |
| 2021 Jeep Grand Cherokee | $35,460 | $28,651 | -19.4% |
| 2019 Jeep Grand Cherokee | $31,945 | $19,230 | -39.8% |
| 2018 Jeep Grand Cherokee | $30,895 | $22,934 | -26.0% |
| 2017 Jeep Grand Cherokee | $30,395 | $16,048 | -47.3% |
| 2016 Jeep Grand Cherokee | $29,995 | $14,404 | -52.0% |
| 2015 Jeep Grand Cherokee | $29,995 | $13,042 | -56.5% |
| 2014 Jeep Grand Cherokee | $29,495 | $11,599 | -60.7% |
These recommendations are based on CarGurus' proprietary market data from June 18, 2026, CarGurus experts' opinions, and generative AI.