Used 2019 Jeep Grand Cherokee for Sale near Chicago, IL
300 results
- 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:
- 106,722
- Stock #:
- VP1796B
- VIN:
- 1C4RJFBG8JC199624
Sponsored by Volkswagen of Orland Park
2018 Jeep Grand Cherokee
Limited 4WD
106,722 mi
$14,853
- 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:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 105,891
- Stock #:
- 12403
- VIN:
- 1C4RJFCG3LC175913
Sponsored Listing
2020 Jeep Grand Cherokee
High Altitude 4WD
105,891 mi
$21,153
- 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:
- Bright White Clear Coat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 104,846
- Stock #:
- 60382D
- VIN:
- 1C4RJFCG2KC530018
Sponsored Listing
2019 Jeep Grand Cherokee
Overland 4WD
104,846 mi
$18,694
- 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:
- 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:
- 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:
- 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:
- 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
2019 Jeep Grand Cherokee
Altitude 4WD
78,145 mi
$19,213
- 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:
- White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 69,914
- Stock #:
- 8005BVW
- VIN:
- 1C4RJFCG4JC268405
2018 Jeep Grand Cherokee
High Altitude 4WD
69,914 mi
$21,988
- 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:
- 106,722
- Stock #:
- VP1796B
- VIN:
- 1C4RJFBG8JC199624
2018 Jeep Grand Cherokee
Limited 4WD
106,722 mi
$14,853
- 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
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 74,807
- Stock #:
- 28269381
- VIN:
- 1C4RJFJG6KC542417
2019 Jeep Grand Cherokee
Summit 4WD
74,807 mi
$24,998
- 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:
- 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:
- Light Frost/Brown
- Transmission:
- 8-Speed Automatic
- Mileage:
- 102,467
- Stock #:
- J1176A
- VIN:
- 1C4RJFCG5LC418024
2020 Jeep Grand Cherokee
Overland 4WD
102,467 mi
$20,105
CarGurus Analysis:
2019 Jeep Grand Cherokee
With 282 currently listed for sale near Chicago, IL and an average price of $19,139.00, 35.5% of 2019 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2019 Jeep Grand Cherokee 4.39 / 5 stars.
91.5% of 2019 Grand Cherokee models on CarGurus are accident free.
The 2019 Jeep Grand Cherokee excels in versatility, offering a balanced performance for both on-road and off-road driving.
- 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:
- 2020
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 295 hp 3.6L V6
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 92,677
- Stock #:
- 294279
- VIN:
- 1C4RJFBG6LC294279
2020 Jeep Grand Cherokee
Limited 4WD
92,677 mi
$16,400
- 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:
- 110,940
- Stock #:
- J3886B
- VIN:
- 1C4RJFBG6KC788009
-$1,091
2019 Jeep Grand Cherokee
Limited 4WD
110,940 mi
$18,293
$17,202
- 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
2019 Jeep Grand Cherokee
Overland 4WD
68,629 mi
$25,206
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 95,577
- Stock #:
- J39498A
- VIN:
- 1C4RJFCG3JC137868
2018 Jeep Grand Cherokee
Overland 4WD
95,577 mi
$17,169
- 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:
- Walnut Brown Metallic Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 123,850
- Stock #:
- 25132LA
- VIN:
- 1C4RJFBG6JC393181
2018 Jeep Grand Cherokee
Limited 4WD
123,850 mi
$13,276
- 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:
- Blue
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 39,252
- Stock #:
- 4748
- VIN:
- 1C4RJFLG4JC168059
2018 Jeep Grand Cherokee
Trailhawk 4WD
39,252 mi
$23,995
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 55,253
- Stock #:
- 49332C
- VIN:
- 1C4RJFBG2JC264094
2018 Jeep Grand Cherokee
Limited 4WD
55,253 mi
$20,156
- 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:
- 109,601
- Stock #:
- KC716735
- VIN:
- 1C4RJFLG7KC716735
-$490
2019 Jeep Grand Cherokee
Trailhawk 4WD
109,601 mi
$18,237
$17,747
- 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:
- Pearl White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (TAN)
- Transmission:
- Automatic
- Mileage:
- 121,196
- Stock #:
- 3022CN
- VIN:
- 1C4RJFBG9JC337509
Sponsored Listing
2018 Jeep Grand Cherokee
Limited 4WD
121,196 mi
$12,790
CarGurus Analysis: 2019 Jeep Grand Cherokee
overall
Summary
With 282 currently listed for sale near Chicago, IL and an average price of $19,139.00, 35.5% of 2019 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2019 Jeep Grand Cherokee 4.39 / 5 stars.
91.5% of 2019 Grand Cherokee models on CarGurus are accident free.
The 2019 Jeep Grand Cherokee excels in versatility, offering a balanced performance for both on-road and off-road driving.
Why it stands out
The 2019 Jeep Grand Cherokee distinguishes itself in the competitive SUV segment with its remarkable adaptability that caters to a diverse range of driving needs. Known for its robust on-road presence and off-road capabilities, this SUV offers multiple engine options, including a standard 295-hp V6 and more powerful V8 variants, ensuring that there's a Grand Cherokee for everyone. The interior is spacious and well-equipped, enhancing its appeal to families; however, some users have expressed disappointment with the quality of certain materials, especially given the price range. While it provides modern safety features and tech amenities, buyers must consider its crash-test ratings, which fall short compared to some rivals. Overall, the 2019 Grand Cherokee is an appealing choice for those seeking a capable and stylish SUV that performs well in various conditions.
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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4.4 Overall rating
Filter by rating
Akiya S
Reviewed a 2019 Jeep Limited 4WD on Oct 24, 2025
The car is in immaculate condition for the price and mileage!!
David A
Reviewed a 2019 Jeep Limited 4WD on May 25, 2025
Sorry but the vehicle came from Canada, on the pictures doesn’t show but it has scratches and dents around the vehicle, engine and chasis was really rusty as well.
Dan L
Reviewed a 2019 Jeep SRT 4WD on Jan 28, 2025
Nothing more fun than this jeep. The features are fantastic. But the feeling in your chest when you put your foot down is indescribable.
Stephanie J
Reviewed a 2019 Jeep Limited RWD on May 26, 2025
I love everything about the grand Cherokee. Quite an amazing and fascinating vehicle.
2019 Jeep Grand Cherokee Trims
| Trim type | MSRP |
|---|---|
| Trailhawk 4WD | $44,295 |
| Summit 4WD | $54,695 |
| Limited X 4WD | $46,095 |
| Limited RWD | $39,195 |
| Laredo E 4WD | $35,795 |
| Overland 4WD | $48,995 |
| Altitude 4WD | $40,190 |
| Limited 4WD | $41,195 |
2019 Jeep Grand Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2019 Jeep Grand Cherokee prices has changed over time.
See more price trends2019 Jeep Grand Cherokee Pricing Analysis: Chicago, IL Market Report
Pricing by Nearby Locations
Market Area: Chicago, IL
Key Insights
- Priciest Market: Lafayette, IN ($23,388) stands out as the highest priced location, potentially benefiting from higher demand or lower supply.
- Lowest Priced Options: South Bend, IN ($17,720) offers the best value, indicating a price-sensitive market or more significant inventory turnover.
- Inventory Distribution: Markets such as Kenosha, WI (593 listings) and Janesville, WI (539 listings) show substantial inventory which stabilizes prices closer to the average.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Kenosha, WI | 593 | $20,730 |
| Janesville, WI | 539 | $20,121 |
| South Bend, IN | 540 | $17,720 |
| Lafayette, IN | 558 | $23,388 |
| Rockford, IL | 541 | $19,019 |
| Aurora, IL | 272 | $18,986 |
| Palatine, IL | 273 | $19,032 |
| Milwaukee, WI | 529 | $20,527 |
| Holland, MI | 538 | $19,797 |
| Kalamazoo, MI | 542 | $18,993 |
Pricing by Trim Packages
Key Insights
- Supply Leaders: The Limited 4WD trim leads inventory with 384 listings, indicating strong consumer interest and availability.
- Price Range: The Summit 4WD ($54,695 MSRP) represents the high-end of the pricing spectrum, while the Limited RWD ($39,195 MSRP) is the most affordably priced option among the trims.
- Feature Appeal: AWD trims dominate listings, highlighting consumer preference for features beneficial in diverse weather conditions.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| Limited 4WD | 384 | $41,195 | 4X4 | 3.6L 295 hp V6 |
| Altitude 4WD | 307 | $40,190 | 4X4 | 3.6L 295 hp V6 |
| Laredo 4WD | 250 | $34,245 | 4X4 | 3.6L 295 hp V6 |
| Overland 4WD | 292 | $48,995 | 4X4 | 3.6L 295 hp V6 |
| Summit 4WD | 150 | $54,695 | 4X4 | 3.6L 295 hp V6 |
| Limited RWD | 44 | $39,195 | 4X2 | 3.6L 295 hp V6 |
| Laredo E 4WD | 65 | $35,795 | 4X4 | 3.6L 295 hp V6 |
| Trailhawk 4WD | 60 | $44,295 | 4X4 | 3.6L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Best Value for New Models: The 2025 Jeep Grand Cherokee has a current average price of $38,577, reflecting a minor depreciation of -1.4% vs MSRP, indicating strong demand for newer models.
- Significant Depreciation in Older Models: The 2016 model shows the steepest decline at -52.1%, suggesting aggressive depreciation in older vehicles.
- Mid-range Models Offer Stability: Model years 2022-2024 present a narrower depreciation range, providing balanced options for buyers seeking value in recent yet still affordable vehicles.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Jeep Grand Cherokee | $38,920 | $46,235 | +18.1% |
| 2025 Jeep Grand Cherokee | $37,095 | $38,577 | -1.4% |
| 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 | -22.4% |
| 2021 Jeep Grand Cherokee | $35,460 | $28,651 | -19.3% |
| 2020 Jeep Grand Cherokee | $32,150 | $22,012 | -31.7% |
| 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 | -52.1% |
| 2015 Jeep Grand Cherokee | $29,995 | $13,042 | -56.4% |
| 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.
