Used 2020 Jeep Cherokee for Sale nearChicago, IL
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 180 hp 2.4L I4
- Exterior color:
- Red (Burgundy)
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 9-Speed Automatic
- Mileage:
- 99,676
- Stock #:
- CYC-290260
- VIN:
- 1C4PJLCB7KD290260


Sponsored by Your Choice Autos - Crestwood
2019 Jeep Cherokee
Latitude FWD
99,676 mi
$9,999
- 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:
- Red
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 87,860
- Stock #:
- XP33154A
- VIN:
- 1C4PJMMX4MD146328

Sponsored Listing
2021 Jeep Cherokee
Latitude Lux 4WD
87,860 mi
$14,404
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 180 hp 2.4L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 84,596
- Stock #:
- 70165215T
- VIN:
- 1C4PJLDB4KD165215

Sponsored Listing
2019 Jeep Cherokee
Limited FWD
84,596 mi
$16,264
- 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
$16,878
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 122,688
- Stock #:
- A25819B
- VIN:
- 1C4PJLLB2LD615589

-$200
2020 Jeep Cherokee
Latitude Plus FWD
122,688 mi
$10,228
$10,028
- Year:
- 2019
- 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
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 94,117
- Stock #:
- B11621
- VIN:
- 1C4PJLCB5KD264563

2019 Jeep Cherokee
Latitude FWD
94,117 mi
$12,858
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Pearl White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 71,403
- Stock #:
- 24331T
- VIN:
- 1C4PJMBX6KD159193

2019 Jeep Cherokee
Trailhawk 4WD
71,403 mi
$16,647
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 74,901
- Stock #:
- J39622A
- VIN:
- 1C4PJMLB5LD556995

-$1,000
2020 Jeep Cherokee
Latitude Plus 4WD
74,901 mi
$16,372
$15,372
- Year:
- 2019
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 96,522
- Stock #:
- B11679
- VIN:
- 1C4PJMLX3KD418530

2019 Jeep Cherokee
Latitude Plus 4WD
96,522 mi
$13,868
- Year:
- 2019
- 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 Pearlcoat
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 71,328
- Stock #:
- PPN4381
- VIN:
- 1C4PJLCB3KD241895

2019 Jeep Cherokee
Latitude FWD
71,328 mi
$13,912
- 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:
- 41,080
- Stock #:
- F11187
- VIN:
- 1C4PJMBX9LD609436

2020 Jeep Cherokee
Trailhawk 4WD
41,080 mi
$20,046
- 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 Crystal Pearlcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 26,601
- Stock #:
- M260138A
- VIN:
- 1C4PJMLX1LD642204

-$1,600
2020 Jeep Cherokee
Latitude Plus 4WD
26,601 mi
$20,308
$18,708
- 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 Pearlcoat
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 49,515
- Stock #:
- C24360A
- VIN:
- 1C4PJMBN3LD597847

-$1,378
2020 Jeep Cherokee
Trailhawk 4WD
49,515 mi
$17,991
$16,991
CarGurus Analysis:
2020 Jeep Cherokee
With 203 currently listed for sale near Chicago, IL and an average price of $15,974.00, 42.9% of 2020 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Jeep Cherokee 4.77 / 5 stars.
89.7% of 2020 Cherokee models on CarGurus are accident free.
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 180 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 115,653
- Stock #:
- 1558
- VIN:
- 1C4PJMCB5KD429923

2019 Jeep Cherokee
Latitude 4WD
115,653 mi
$11,080
- Year:
- 2019
- 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 Clear Coat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 93,387
- Stock #:
- PM6031
- VIN:
- 1C4PJMLB2KD454777

2019 Jeep Cherokee
Latitude Plus 4WD
93,387 mi
$13,376
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 180 hp 2.4L I4
- Exterior color:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 113,085
- Stock #:
- 6736
- VIN:
- 1C4PJLCB6KD220622

2019 Jeep Cherokee
Latitude FWD
113,085 mi
$11,297
- 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:
- Black
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 43,430
- Stock #:
- 7461
- VIN:
- 1C4PJLCB6MD155340

2021 Jeep Cherokee
Latitude FWD
43,430 mi
$18,083
- 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:
- White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 51,803
- Stock #:
- J2689
- VIN:
- 1C4PJMBX3LD527329

2020 Jeep Cherokee
Trailhawk Elite 4WD
51,803 mi
$19,373
- Year:
- 2019
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 108,170
- Stock #:
- G2885A
- VIN:
- 1C4PJMLX0KD331443

2019 Jeep Cherokee
Latitude Plus 4WD
108,170 mi
$14,553
- Year:
- 2019
- 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:
- 57,850
- Stock #:
- J5839A
- VIN:
- 1C4PJMCXXKD355426

2019 Jeep Cherokee
Latitude 4WD
57,850 mi
$15,190
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 54,028
- Stock #:
- 140633
- VIN:
- 1C4PJLMX9MD140633

2021 Jeep Cherokee
80th Anniversary Edition FWD
54,028 mi
$18,892
- Year:
- 2019
- 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 Clear Coat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 65,916
- Stock #:
- AT-126410
- VIN:
- 1C4PJMBXXKD126410

2019 Jeep Cherokee
Trailhawk Elite 4WD
65,916 mi
$18,345
- Year:
- 2019
- 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:
- 108,444
- Stock #:
- OM101007A
- VIN:
- 1C4PJMDX2KD352938

-$520
Sponsored Listing
2019 Jeep Cherokee
Limited 4WD
108,444 mi
$13,756
$13,236
CarGurus Analysis: 2020 Jeep Cherokee

Summary
With 203 currently listed for sale near Chicago, IL and an average price of $15,974.00, 42.9% of 2020 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Jeep Cherokee 4.77 / 5 stars.
89.7% of 2020 Cherokee models on CarGurus are accident free.
Why it stands out
The 2020 Jeep Cherokee stands out as a compact SUV that blends everyday usability with Jeep’s familiar all-weather character. By this point in the third-generation Cherokee’s run, the model had already moved away from the brand’s older, more rugged truck-like formula and into a softer crossover shape, but it still offered the kind of traction and adventure-minded appeal that helped it win over a new generation of buyers. It also remained a value-oriented choice in a market where Jeep’s four-wheel-drive capability and styling were major draws.
For 2020, Jeep added new wheels and colors across various trims, including Sangria and Spitfire Orange, and Alexa was added to Uconnect 8.4 systems with navigation. The Cherokee’s cabin was already a strength, with a 7-inch touchscreen, Apple CarPlay, Android Auto, and a revised center console that provided a larger pocket for phones. Cargo space had increased to 27 cubic feet, and the nine-speed automatic received a software update. Buyers looking for a more capable version of this Cherokee could still find the available V6 and the Trailhawk’s off-road hardware in the broader lineup, while the model’s standard equipment and available safety tech helped it feel well equipped for daily use.
At the same time, the 2020 Cherokee was not without compromises. The buying guide notes poor efficiency and some bad engines through the years, and the third-generation Cherokee in particular had a reputation for transmission issues in its early years. Even so, the 2020 model’s mix of updated tech, practical space, and Jeep identity made it appealing to shoppers who wanted a compact SUV with more personality than many of its rivals.
Other model years to consider
- Average price: $11,699.00
- Good/great deal percentage: 23.2%
- User rating: 4.8 / 5
- Total listings: 419
- Average price: $22,550.00
- Good/great deal percentage: 35.5%
- User rating: 5 / 5
- Total listings: 220
- Average price: $10,464.00
- Good/great deal percentage: 19.1%
- User rating: 4.75 / 5
- Total listings: 246
This analysis is based on CarGurus' proprietary market data from August 11, 2026, CarGurus experts' opinions, and generative AI.
4.8 Overall rating
Filter by rating
Amanda W
Reviewed a 2020 Jeep Cherokee on May 5, 2025
This is a great vehicle. It has every feature that I asked for & more. It will have no issue towing my camper or hauling my kayaks.
Steinar A
Reviewed a 2020 Jeep Cherokee on Mar 10, 2023
I am.... impressed with the 2020 Jeep Cherokee Trailhawk. Specifically, the non-elite version has less fluff and is less likely to need repair amongst the electronics (no panorama roof, no rear tailgate motor, no advanced controls such as advanced cruise control, no heated seats or heated steering wheel & no NAV - etc. It does what it is supposed to do. I am also averaging 28 mpg versus the listed 24 mpg. I also added Falken Wildpeak ATW/3 tires to it (which makes it a better off road vehicle) also. Im pleased as punch with this Cherokee. Its a shame that Stellantis (Chrysler/Jeeps parent company) did not support this line of vehicles for the past 2 years & shut down the Belvidere plant (20 miles away from me) last month. There is zero reason why Stellantis cannot make money on this line of vehicles.
Michael W
Reviewed a 2020 Jeep Trailhawk Elite 4WD on Jul 29, 2024
The vehicle is very capable on and off road. Plenty of power to get up to speed on the highway, pass someone, and 4500lb towing capacity. Also it is the only trailhawk in the lineup to have a true rear locker.
Douglas B
Reviewed a 2020 Jeep Cherokee on Jun 28, 2022
The only thing I dont like about the 2020 jeep Cherokee is the power. It lacks the take off power I prefer. But other than that its a beautiful vehicle rides smoothly and is comfortable.
2020 Jeep Cherokee Trims
| Trim type | MSRP |
|---|---|
| Altitude 4WD | $30,290 |
| Latitude 4WD | $27,340 |
| Limited FWD | $31,600 |
| Latitude Plus FWD | $27,595 |
| Latitude FWD | $25,840 |
| Latitude Plus 4WD | $29,095 |
| Trailhawk 4WD | $34,755 |
| Limited 4WD | $34,845 |
2020 Jeep Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2020 Jeep Cherokee prices has changed over time.
See more price trendsHow much does the 2020 Jeep Cherokee cost?
| Metric | Value |
|---|---|
| Current Average Price | $17,182 |
| Year-Round Low | $16,945.31 |
| Year-Round High | $18,391 |
| Average Price a Year Ago | $18,378 |
| Change vs. Last Year | −6.51% |
Prices have softened 6.51% compared to this time last year, making it a favorable time to shop this model year.
There are 5,529 listings available, which gives you a solid amount of inventory to compare.
If you find a listing below $16,945.31, that's toward the low end of the year-round range and worth acting on quickly.
Is the 2020 Jeep Cherokee a good car?
Yes — the 2020 Jeep Cherokee earns a 4.77/5 user rating, which points to strong owner satisfaction. Drivers consistently praise its strong performance, comfortable ride, and spacious, well-equipped interior. That makes it a good fit if you want a compact SUV that can handle family duty, longer trips, and a more versatile driving experience. With 31.9% of listings marked as good or great deals, you have a meaningful chance to find attractive pricing if you shop carefully.
Is the 2020 Jeep Cherokee reliable?
Owners rate it 4.77/5, a strong signal of long-term satisfaction.
Drivers describe it as dependable in everyday use, with repeated praise for its comfortable ride and strong performance. The feedback also points to a vehicle that many owners feel good about living with over time, especially when equipped with the V6. For used buyers, that suggests the biggest ownership risk is less about broad satisfaction and more about finding a well-kept example with a clean history.
What should I look for when buying a used 2020 Jeep Cherokee?
At 72.9% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
You should start with a vehicle history report so you can separate clean examples from those with past damage. After that, prioritize a pre-purchase inspection, especially if the listing price looks unusually strong. Focus on overall condition, maintenance records, and how the vehicle drives, since those details matter more when you’re shopping among mixed-history inventory.
Is now a good time to buy a used 2020 Jeep Cherokee?
This looks like a moderate market, so you can buy now if the right listing appears, but you should still compare carefully.
- Deal availability: 31.9% of listings are priced as good or great deals.
- Inventory: There are 5,529 listings available.
- Price trend: Prices have softened 6.51% compared with last year.
- Clean inventory: 72.9% of listings are accident-free.
If you find a listing below $16,945.31, that's toward the low end of the year-round range and worth acting on quickly.
What is the 2020 Jeep Cherokee's resale value?
The current average of $17,182 sits slightly below last year's $18,378.
That softer pricing can help you buy at a more favorable entry point, but it also means future resale gains may be more limited if the market stays steady. If you plan to sell later, condition and mileage will matter a lot, because buyers will likely compare your vehicle against a large pool of similarly priced listings. Strong demand can still support resale, especially for well-kept examples with desirable equipment.
Vehicles with strong owner satisfaction ratings, like this model year's 4.77/5, tend to retain buyer demand, which supports resale value over time.
Should I buy a 2020 Jeep Cherokee or consider a different year?
If you're weighing the 2020 against nearby model years, here's how to think about it:
Choose the 2020 if:
- 31.9% of listings are priced as good or great deals.
- At 72.9% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
- Price trend: Prices have softened 6.51% compared with last year.
- Owners rate it 4.77/5 — a strong satisfaction signal.
Consider the 2021 if:
- At $19,370, the 2021 costs more than the current year's $17,182 average.
- It adds three-engine choice and standard safety tech.
The bottom line: If you want the better value play, the 2020 is the stronger starting point because pricing has eased and deal availability is decent. If you’re willing to pay more for newer features and a broader engine lineup, the 2021 is the better secondary path for buyers who prioritize those upgrades over upfront savings.
These recommendations are based on CarGurus' proprietary market data from August 14, 2026, CarGurus experts' opinions, and generative AI.
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