Used 2021 Jeep Grand Cherokee for Sale near Chicago, IL
278 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:
- Gray
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 76,721
- Stock #:
- F14355A
- VIN:
- 1C4RJFAG3LC387360
Sponsored by Elgin Chrysler Dodge Jeep RAM
2020 Jeep Grand Cherokee
Altitude 4WD
76,721 mi
$21,530
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 42,441
- Stock #:
- 8178
- VIN:
- 1C4RJHAG2N8573599
Sponsored Listing
2022 Jeep Grand Cherokee
Laredo 4WD
42,441 mi
$25,648
- 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:
- 94,996
- Stock #:
- PM8001A
- VIN:
- 1C4RJFAG5MC549541
Sponsored Listing
2021 Jeep Grand Cherokee
Laredo X 4WD
94,996 mi
$18,307
- 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:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 59,835
- Stock #:
- 28572542
- VIN:
- 1C4RJHBG1N8603366
2022 Jeep Grand Cherokee
Limited 4WD
59,835 mi
$27,998
- 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
2021 Jeep Grand Cherokee
Limited 4WD
54,868 mi
$24,164
- 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
2020 Jeep Grand Cherokee
Altitude 4WD
95,830 mi
$17,367
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 87,915
- Stock #:
- 926362A
- VIN:
- 1C4RJFBG2MC559880
2021 Jeep Grand Cherokee
Limited 4WD
87,915 mi
$21,181
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 80,090
- Stock #:
- 3783A
- VIN:
- 1C4RJHDGXN8544301
-$660
2022 Jeep Grand Cherokee
Overland 4WD
80,090 mi
$26,913
$26,253
- 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:
- 37,673
- Stock #:
- B11574
- VIN:
- 1C4RJFBG5MC717130
2021 Jeep Grand Cherokee
Limited 4WD
37,673 mi
$26,084
- 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:
- Billet Silver Metallic Clear Coat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 130,140
- Stock #:
- 9848
- VIN:
- 1C4RJFBG3LC402227
2020 Jeep Grand Cherokee
Limited 4WD
130,140 mi
$14,360
- 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:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 66,769
- Stock #:
- 1479SPA
- VIN:
- 1C4RJFBG3LC423000
2020 Jeep Grand Cherokee
Limited 4WD
66,769 mi
$21,368
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 65,877
- Stock #:
- TEA26692A
- VIN:
- 1C4RJHEG4N8605236
2022 Jeep Grand Cherokee
Summit 4WD
65,877 mi
$29,912
CarGurus Analysis:
2021 Jeep Grand Cherokee
With 268 currently listed for sale near Chicago, IL and an average price of $29,086.00, 54.5% of 2021 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Jeep Grand Cherokee 4.62 / 5 stars.
100.0% of 2021 Grand Cherokee models on CarGurus are accident free.
The 2021 Jeep Grand Cherokee features a spacious interior, advanced technology, and offers off-road capability, making it appealing for both urban driving and outdoor adventures.
- 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:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 70,564
- Stock #:
- LV705
- VIN:
- 1C4RJFAG4NC143980
2022 Jeep Grand Cherokee
WK Laredo X 4WD
70,564 mi
$24,913
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,264
- Stock #:
- F1111
- VIN:
- 1C4RJHBG8N8609438
2022 Jeep Grand Cherokee
Limited 4WD
78,264 mi
$24,999
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,323
- Stock #:
- P10139
- VIN:
- 1C4RJHDG9N8624639
2022 Jeep Grand Cherokee
Overland 4WD
37,323 mi
$32,958
- Year:
- 2021
- 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 Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 79,265
- Stock #:
- 926132A
- VIN:
- 1C4RJFJT6MC576809
2021 Jeep Grand Cherokee
Summit 4WD
79,265 mi
$26,597
- Year:
- 2020
- 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 Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 97,058
- Stock #:
- G26145A
- VIN:
- 1C4RJFBT4LC138139
2020 Jeep Grand Cherokee
Limited X 4WD
97,058 mi
$22,995
- 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
-$1,355
2020 Jeep Grand Cherokee
Overland 4WD
97,066 mi
$20,937
$19,582
- 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:
- 77,871
- Stock #:
- JC488
- VIN:
- 1C4RJHDG4N8606291
2022 Jeep Grand Cherokee
Overland 4WD
77,871 mi
$28,090
- 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:
- 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:
- 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:
- Crystal Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,922
- Stock #:
- LJ70445B
- VIN:
- 1C4RJFBG3MC581077
Sponsored Listing
2021 Jeep Grand Cherokee
Limited 4WD
52,922 mi
$25,168
CarGurus Analysis: 2021 Jeep Grand Cherokee
overall
Summary
With 268 currently listed for sale near Chicago, IL and an average price of $29,086.00, 54.5% of 2021 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Jeep Grand Cherokee 4.62 / 5 stars.
100.0% of 2021 Grand Cherokee models on CarGurus are accident free.
The 2021 Jeep Grand Cherokee features a spacious interior, advanced technology, and offers off-road capability, making it appealing for both urban driving and outdoor adventures.
Why it stands out
The 2021 Jeep Grand Cherokee excels with its rugged yet stylish design, premium interior materials, and impressive handling characteristics. While it offers a range of powerful engine options, including a robust 5.7-liter V8 capable of towing up to 7,200 pounds, the vehicle maintains a comfort-focused ride for everyday driving. Although the Grand Cherokee has faced critiques regarding gas mileage and some aging interior features, it stands out as a versatile SUV that can cater to both practical and adventurous lifestyles. Its high safety rating, particularly with the additional ProTech II Package, enhances its desirability, making it a reliable choice for families and individuals alike. Furthermore, the expert rating of 7.17/10 reinforces its overall competitive standing in the midsize SUV market.
Other model years to consider
- Average price: $31,284.00
- Good/great deal percentage: 73.7%
- User rating: 5 / 5
- Total listings: 372
- Average price: $28,598.00
- Good/great deal percentage: 76.1%
- User rating: 4.86 / 5
- Total listings: 351
- Average price: $33,389.00
- Good/great deal percentage: 68.2%
- User rating: 5 / 5
- Total listings: 371
This analysis is based on CarGurus' proprietary market data from June 23, 2026, CarGurus experts' opinions, and generative AI.
Relevant articles
The Best Cars to Tow Behind an RV in 2026
Not many new models can be towed behind an RV. We’ve identified several that are recommended for flat-towing according to their owner’s manual, and a few used models that have fewer technological or engineering restrictions.
Jeep Grand Cherokee Buying Guide: Cost, Reliability, and the Best Years to Buy
Discover the ultimate buying guide for purchasing a used Jeep Grand Cherokee, covering every generation since 1993. Whether you're a first-time buyer or a Jeep enthusiast, this comprehensive overview will help you research your next pre-owned Jeep Grand Cherokee.
Best Jeep Lease Deals in June 2026
From the subcompact Compass to the rugged Wrangler, Jeep has a range of models suited to all drivers. We’ve collected the best Jeep lease deals available this month.
4.7 Overall rating
Filter by rating
Lee B
Reviewed a 2021 Jeep Grand Cherokee on May 7, 2026
Beautiful, solid, great stereo, comfortable seats, a high quality ride. Drives beautifully between 0 - 100 mph
Lee B
Reviewed a 2021 Jeep Grand Cherokee on May 7, 2026
Beautiful, solid, great stereo, comfortable seats, a high quality ride. Drives beautifully between 0 - 100 mph. No shakes or rattles. Very quiet cabin.
James H
Reviewed a 2021 Jeep Grand Cherokee on Apr 21, 2025
I'm a little biased because I've always driven Grand Cherokees. But I've always done that for a reason. Good quality, good features, great 4x4 capabilities and great handling.
Anonymous
Reviewed a 2021 Jeep Grand Cherokee on Aug 31, 2024
This vehicle is exactly what I expected from the Jeep brand . It has some great features, including panoramic sunroof. It would have been nice to have a CD player or a hard drive that holds CD recordings.
2021 Jeep Grand Cherokee Trims
| Trim type | MSRP |
|---|---|
| Trailhawk 4WD | $46,815 |
| Laredo X RWD | $38,960 |
| Limited RWD | $41,560 |
| Overland 4WD | $51,230 |
| 80th Anniversary Edition 4WD | $45,970 |
| Laredo E 4WD | $37,485 |
| Laredo X 4WD | $40,985 |
| Limited 4WD | $43,580 |
2021 Jeep Grand Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2021 Jeep Grand Cherokee prices has changed over time.
See more price trends2021 Jeep Grand Cherokee Pricing Analysis: Chicago, IL Market Report
Pricing by Nearby Locations
Market Area: Chicago, IL
Key Insights
- Highest Prices in Suburban Areas: Palatine, IL ($29,818) and Aurora, IL ($29,746) showcase the highest average prices, suggesting a preference for premium vehicles or limited supply in these urban markets.
- Lowest Prices in South Bend: South Bend, IN ($21,897) stands out with the lowest pricing, indicating a potentially more price-sensitive consumer base.
- Variability in Inventory: The highest inventory (488 listings) exists in Kenosha, WI, which aligns with a lower average price of $24,658, reflecting a classic supply-demand dynamic where increased inventory can accompany lower prices.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Palatine, IL | 261 | $29,818 |
| Aurora, IL | 259 | $29,746 |
| Kenosha, WI | 488 | $24,658 |
| South Bend, IN | 431 | $21,897 |
| Rockford, IL | 445 | $24,317 |
| Milwaukee, WI | 425 | $24,224 |
| Janesville, WI | 432 | $25,656 |
| Holland, MI | 437 | $23,254 |
| Kalamazoo, MI | 442 | $23,260 |
| Lafayette, IN | 446 | $24,167 |
Pricing by Trim Packages
Key Insights
- Limited 4WD is Most Popular: The Limited 4WD trim, with 384 listings, is the leading option, ensuring it serves as a critical benchmark for market pricing.
- Significant Premium for Higher Trims: The Summit 4WD (MSRP: $57,305) has a notable price premium compared to the Limited 4WD (MSRP: $43,580), emphasizing the value of luxury features and technology in this segment.
- Drivetrain Variance: All listed trims are equipped with a V6 engine, though the Limited RWD trim is less common, suggesting a preference for AWD in the region, likely driven by diverse weather conditions.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| Limited 4WD | 384 | $43,580 | 4X4 | 3.6L 295 hp V6 |
| Overland 4WD | 298 | $51,230 | 4X4 | 3.6L 295 hp V6 |
| Summit 4WD | 153 | $57,305 | 4X4 | 3.6L 295 hp V6 |
| Limited RWD | 44 | $41,560 | 4X2 | 3.6L 295 hp V6 |
| Laredo X 4WD | 82 | $40,985 | 4X4 | 3.6L 295 hp V6 |
| Laredo E 4WD | 71 | $37,485 | 4X4 | 3.6L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- New Models Carry Strong Premium: The 2026 model shows an average price of $44,446, a substantial +14.5% above MSRP, indicating considerable demand for the latest generation.
- Depreciation Observed in Older Models: Starting at model year 2020, depreciation increases with older models, with the 2019 Jeep Grand Cherokee significantly losing value at −41.0% vs MSRP.
- Best Value from Recent Years: The 2022–2024 models show lower depreciation rates, maintaining prices closer to MSRP, representing a viable balance for consumers seeking a nearly new vehicle without steep depreciation hits.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Jeep Grand Cherokee | $38,920 | $44,446 | +14.5% |
| 2025 Jeep Grand Cherokee | $37,095 | $38,946 | +5.0% |
| 2024 Jeep Grand Cherokee | $36,495 | $33,198 | −9.4% |
| 2023 Jeep Grand Cherokee | $39,535 | $31,386 | −20.7% |
| 2022 Jeep Grand Cherokee | $36,980 | $28,581 | −22.8% |
| 2020 Jeep Grand Cherokee | $32,150 | $22,797 | −29.0% |
| 2019 Jeep Grand Cherokee | $31,945 | $18,826 | −41.0% |
| 2018 Jeep Grand Cherokee | $30,895 | $21,726 | −29.7% |
| 2017 Jeep Grand Cherokee | $30,395 | $15,529 | −48.8% |
| 2016 Jeep Grand Cherokee | $29,995 | $15,270 | −49.1% |
| 2015 Jeep Grand Cherokee | $29,995 | $12,755 | −57.5% |
| 2014 Jeep Grand Cherokee | $29,495 | $11,963 | −59.5% |
These recommendations are based on CarGurus' proprietary market data from June 25, 2026, CarGurus experts' opinions, and generative AI.
