Used Jeep Cherokee Trailhawk 4WD for Sale nearChicago, IL
150 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 270 hp 2L I4
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 64,483
- Stock #:
- M2749A
- VIN:
- 1C4PJMBN8LD533349
Sponsored by Palmen Kia of Kenosha
2020 Jeep Cherokee
Trailhawk 4WD
64,483 mi
Kenosha, WI
49 mi away
Fair Deal
$19,330
- 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:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 113,953
- Stock #:
- B32731
- VIN:
- 1C4PJMBXXLD565673
Sponsored Listing
2020 Jeep Cherokee
Trailhawk 4WD
113,953 mi
Burbank, IL
13 mi away
Fair Deal
$14,353
- 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:
- 9-Speed Automatic
- Mileage:
- 52,096
- Stock #:
- 12675
- VIN:
- 1C4PJMBX6ND513069
Sponsored Listing
2022 Jeep Cherokee
Trailhawk 4WD
52,096 mi
Northlake, IL
14 mi away
Good Deal
$20,577
- Year:
- 2018
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Patriot Blue Pearl Coat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 81,673
- Stock #:
- PM6067
- VIN:
- 1C4PJMBX3JD549814
2018 Jeep Cherokee
Trailhawk 4WD
81,673 mi
Plainfield, IL
35 mi away
Fair Deal
$15,368
- 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:
- 40,336
- Stock #:
- NP2221
- VIN:
- 1C4PJMBX8LD632237
2020 Jeep Cherokee
Trailhawk 4WD
40,336 mi
Schererville, IN
28 mi away
Fair Deal
$19,719
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 270 hp 2L I4
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 64,483
- Stock #:
- M2749A
- VIN:
- 1C4PJMBN8LD533349
2020 Jeep Cherokee
Trailhawk 4WD
64,483 mi
Kenosha, WI
49 mi away
Fair Deal
$19,330
- Year:
- 2015
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- 9-Speed Automatic
- Mileage:
- 124,893
- Stock #:
- 1077
- VIN:
- 1C4PJMBS9FW609692
Price drop
-$1,648
2015 Jeep Cherokee
Trailhawk 4WD
124,893 mi
Kenosha, WI
49 mi away
Good Deal
$11,298
$9,650
- Year:
- 2014
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Brilliant Black Crystal Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 84,652
- Stock #:
- R5950A
- VIN:
- 1C4PJMBS2EW280929
2014 Jeep Cherokee
Trailhawk 4WD
84,652 mi
Chesterton, IN
36 mi away
Fair Deal
$12,761
- 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:
- White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 65,207
- Stock #:
- WYC-350094
- VIN:
- 1C4PJMBX6KD350094
2019 Jeep Cherokee
Trailhawk 4WD
65,207 mi
Waukegan, IL
35 mi away
Good Deal
$17,276
- 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:
- 20,663
- Stock #:
- PCP10226
- VIN:
- 1C4PJMBX8ND519391
Price drop
-$495
2022 Jeep Cherokee
Trailhawk 4WD
20,663 mi
Palatine, IL
28 mi away
Fair Deal
$24,908
$24,413
- 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
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 23,226
- Stock #:
- 28909724
- VIN:
- 1C4PJMBX1ND548490
2022 Jeep Cherokee
Trailhawk 4WD
23,226 mi
Store transfer to Oak Lawn, IL
Price includes $599 shipping
Good Deal
$24,597
- 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:
- 9-Speed Automatic
- Mileage:
- 52,096
- Stock #:
- 12675
- VIN:
- 1C4PJMBX6ND513069
2022 Jeep Cherokee
Trailhawk 4WD
52,096 mi
Northlake, IL
14 mi away
Good Deal
$20,577
- Year:
- 2016
- 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:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 116,184
- Stock #:
- GW277470
- VIN:
- 1C4PJMBS4GW277470
2016 Jeep Cherokee
Trailhawk 4WD
116,184 mi
Waukegan, IL
35 mi away
Fair Deal
$11,367
- Year:
- 2017
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 180 hp 2.4L I4
- Exterior color:
- White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 103,332
- Stock #:
- 6539
- VIN:
- 1C4PJMBBXHW538246
2017 Jeep Cherokee
Trailhawk 4WD
103,332 mi
Palatine, IL
28 mi away
Good Deal
$12,246
- 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:
- 84,077
- Stock #:
- 573454
- VIN:
- 1C4PJMBX5LD573454
2020 Jeep Cherokee
Trailhawk 4WD
84,077 mi
Mundelein, IL
33 mi away
Good Deal
$16,376
- Year:
- 2015
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 9-Speed Automatic
- Mileage:
- 151,969
- Stock #:
- 4118
- VIN:
- 1C4PJMBS3FW752718
2015 Jeep Cherokee
Trailhawk 4WD
151,969 mi
Crown Point, IN
34 mi away
Good Deal
$7,999
- Year:
- 2016
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Silver
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 122,546
- Stock #:
- J2699
- VIN:
- 1C4PJMBS8GW134456
2016 Jeep Cherokee
Trailhawk 4WD
122,546 mi
Chicago Heights, IL
26 mi away
Great Deal
$7,873
- 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:
- Red
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 82,199
- Stock #:
- S1655
- VIN:
- 1C4PJMBX8KD380634
2019 Jeep Cherokee
Trailhawk 4WD
82,199 mi
West Chicago, IL
31 mi away
Good Deal
$16,163
- Year:
- 2017
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 149,040
- Stock #:
- EYC-649103
- VIN:
- 1C4PJMBS6HW649103
2017 Jeep Cherokee
Trailhawk 4WD
149,040 mi
Elgin, IL
34 mi away
Fair Deal
$10,376
- 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:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 139,999
- Stock #:
- B12216
- VIN:
- 1C4PJMBX0KD216987
2019 Jeep Cherokee
Trailhawk 4WD
139,999 mi
Home delivery from Greenfield, IN
Price includes $260 shipping
Fair Deal
$12,770
- 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:
- 59,989
- Stock #:
- P18279
- VIN:
- 1C4PJMBX5ND510390
2022 Jeep Cherokee
Trailhawk 4WD
59,989 mi
Aurora, IL
31 mi away
Fair Deal
$21,912
- Year:
- 2016
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- 9-Speed Automatic
- Mileage:
- 141,302
- Stock #:
- 10-091-26
- VIN:
- 1C4PJMBS9GW262463
2016 Jeep Cherokee
Trailhawk 4WD
141,302 mi
Burbank, IL
11 mi away
Good Deal
$7,995
- 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:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 113,953
- Stock #:
- B32731
- VIN:
- 1C4PJMBXXLD565673
2020 Jeep Cherokee
Trailhawk 4WD
113,953 mi
Burbank, IL
13 mi away
Fair Deal
$14,353
- 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
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 210,290
- Stock #:
- J1125
- VIN:
- 1C4PJMBX1KD353968
Sponsored Listing
2019 Jeep Cherokee
Trailhawk 4WD
210,290 mi
Naperville, IL
30 mi away
Great Deal
$7,249
Overview
The Jeep Cherokee made its debut for the 2014 model year, and the Trailhawk was part of the lineup from day one, adding Jeep’s signature off-road and all-terrain capability to what was otherwise a relatively affordable and basic compact SUV. The Trailhawk featured off-road-specific software and hardware, and was available with options, such as advanced safety and driver-assistance features, that did not come standard on the base Cherokee. As of the 2022 model year, the Jeep Cherokee Trailhawk is still available and is one of the most capable off-roaders in the small SUV segment.
Key Features
- 4-cylinder or V6 engine
- Automatic transmission
- 4-wheel drive
- Off-road suspension
- Selectable driving modes
Pricing Details
When the Jeep Cherokee was reintroduced for the 2014 model year, the Trailhawk trim had an MSRP of $29,595, a significant premium compared to the base model’s price of $22,995. By 2022, that price had skyrocketed to $37,545, though by then the Trailhawk featured a standard V6 engine instead of a 4-cylinder, and additional features. Used examples on CarGurus range from $6,027.50 to $191,328.20 with an average price of $10,122.26. Options on the 2022 model include the Comfort and Convenience Group ($895) witha power liftgate and universal garage door opener; the Sun, Sound, and Navigation Group ($2,895) with a dual-pane panoramic sunroof and a nine-speaker Alpine premium stereo; and the Technology Group ($1,345), with automatic high-beam headlights, adaptive cruise control, and automatic parking assist.
Specifications
Performance
Engine
2.4-liter 4-cylinder or 3.2-liter V6
Transmission
Nine-speed automatic
Drivetrain
Four-wheel drive
Horsepower/Torque
184-271 hp/171-239 lb-ft
0-60 mph
7.6 seconds (estimated)
MPG
18-19 mpg city, 24-25 highway, 20-22 combined
Curb weight
4,016-4,250 pounds
Dimensions
wheelbase
106.3-107.1 inches
length
182 inches
width
74.9 inches
height
74.9 inches
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
5.0 Overall rating
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Anonymous
Reviewed a 2014 Jeep Trailhawk 4WD on Feb 26, 2015
This car is almost as capable as my 07 Jeep Wrangler and much more comfortable and quiet. The cost to operate is much cheaper and easier to drive. I like the standard SAT Rad and U connect is very easy to use. The Bluetooth was connected in about two minutes to my smart phone. Full size spare tire with TH option the others have cheater spare I think. The black leather seats with red stitching looks rich and the interior has many soft appointments that are well done. Bravo Jeep.
Is this review helpful?
FAQs
How much does the Jeep Cherokee Trailhawk 4WD cost in Chicago, IL?
The average Jeep Cherokee Trailhawk 4WD costs about $8,532.44. The average price has decreased by -8.8% since last year. The 150 for sale near Chicago, IL on CarGurus, range from $6,028 to $191,328 in price.
How many Jeep Cherokee Trailhawk 4WD vehicles in Chicago, IL have no reported accidents or damage?
124 out of 150 for sale near Chicago, IL have no reported accidents or damage.
What is the fuel economy of the Jeep Cherokee Trailhawk 4WD?
Depending on the engine and options, the Jeep Cherokee Trailhawk 4WD gets between 20 and 22 MPG/MPGe.
What fuel types are available?
Gasoline engines are available.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
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