Used Jeep Cherokee Trailhawk 4WD for Sale nearMadison, WI
143 vehicles found
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:
- Four-Wheel Drive
- Engine:
- 270 hp 2L I4
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 57,112
- Stock #:
- 24568
- VIN:
- 1C4PJMBN4KD276964
Sponsored by Lomira Auto LLC
2019 Jeep Cherokee
Trailhawk 4WD
57,112 mi
Lomira, WI
61 mi away
Fair Deal
$19,190
- 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
New arrival
Sponsored Listing
2015 Jeep Cherokee
Trailhawk 4WD
124,893 mi
Kenosha, WI
86 mi away
Fair Deal
$11,597
- 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:
- 46,268
- Stock #:
- P14296
- VIN:
- 1C4PJMBX6ND517610
Sponsored Listing
2022 Jeep Cherokee
Trailhawk 4WD
46,268 mi
Kenosha, WI
83 mi away
Fair Deal
$23,942
- 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:
- Velvet Red Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 75,155
- Stock #:
- C15402A
- VIN:
- 1C4PJMBX7MD133799
Price drop
-$514
2021 Jeep Cherokee
Trailhawk 4WD
75,155 mi
Milwaukee, WI
69 mi away
Good Deal
$18,734
$18,220
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 68,395
- Stock #:
- 9236P
- VIN:
- 1C4PJMBX6JD548821
2018 Jeep Cherokee
Trailhawk 4WD
68,395 mi
Madison, WI
4 mi away
Good Deal
$17,260
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 23,812
- Stock #:
- 2605
- VIN:
- 1C4PJMBB4HD239900
New arrival
2017 Jeep Cherokee
Trailhawk 4WD
23,812 mi
Milton, WI
31 mi away
Fair Deal
$20,488
- 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:
- 97,281
- Stock #:
- DP56480BA
- VIN:
- 1C4PJMBXXLD517753
Price drop
-$892
2020 Jeep Cherokee
Trailhawk 4WD
97,281 mi
Franklin, WI
69 mi away
Good Deal
$15,879
$15,466
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 270 hp 2L I4
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 34,973
- Stock #:
- 260685A
- VIN:
- 1C4PJMBN5KD130704
2019 Jeep Cherokee
Trailhawk 4WD
34,973 mi
Schaumburg, IL
97 mi away
Fair Deal
$20,413
- 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:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 201,671
- Stock #:
- FTT299A
- VIN:
- 1C4PJMBX3KD132405
Price drop
-$2,045
2019 Jeep Cherokee
Trailhawk 4WD
201,671 mi
Dixon, IL
83 mi away
Great Deal
$9,402
$7,357
- 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
92 mi away
Fair Deal
$17,776
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 52,210
- Stock #:
- 9873
- VIN:
- 1C4PJMBX8ND508021
2022 Jeep Cherokee
Trailhawk 4WD
52,210 mi
Johnson Creek, WI
31 mi away
Good Deal
$22,478
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 82,380
- Stock #:
- 15058
- VIN:
- 1C4PJMBS5HW502304
2017 Jeep Cherokee
Trailhawk 4WD
82,380 mi
Home delivery from Marion, IA
Price includes $195 shipping
Fair Deal
$16,140
- 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 (SANGRIA METALLIC CLEARCOAT)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 35,899
- Stock #:
- TN26359B
- VIN:
- 1C4PJMBXXMD240541
New arrival
2021 Jeep Cherokee
Trailhawk 4WD
35,899 mi
Neenah, WI
90 mi away
Good Deal
$23,854
- 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:
- Deep Cherry Red Crystal Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- 9-Speed Automatic
- Mileage:
- 123,174
- Stock #:
- W291514
- VIN:
- 1C4PJMBS6EW291514
2014 Jeep Cherokee
Trailhawk 4WD
123,174 mi
Arlington, WI
19 mi away
Fair Deal
$10,850
- 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:
- 89,672
- Stock #:
- 15X657D
- VIN:
- 1C4PJMBX1KD386128
2019 Jeep Cherokee
Trailhawk 4WD
89,672 mi
Stoughton, WI
12 mi away
Fair Deal
$17,123
- 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 Pearl Coat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 118,088
- Stock #:
- 1104
- VIN:
- 1C4PJMBX0KD114962
2019 Jeep Cherokee
Trailhawk 4WD
118,088 mi
Home delivery from Downers Grove, IL
Price includes $168 shipping
Great Deal
$11,345
- 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:
- Blue Shade Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 90,026
- Stock #:
- V7759A
- VIN:
- 1C4PJMBX7KD384822
2019 Jeep Cherokee
Trailhawk 4WD
90,026 mi
Franklin, WI
69 mi away
Fair Deal
$17,371
- 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 #:
- P7947
- VIN:
- 1C4PJMBX8LD632237
Price drop
-$751
2020 Jeep Cherokee
Trailhawk 4WD
40,336 mi
Loves Park, IL
55 mi away
Good Deal
$20,159
$19,408
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 82,919
- Stock #:
- NH1261
- VIN:
- 1C4PJMBX5KD304854
New arrival
2019 Jeep Cherokee
Trailhawk 4WD
82,919 mi
Home delivery from New Haven, IN
Price includes $530 shipping
Good Deal
$16,905
- Year:
- 2023
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 270 hp 2L I4
- Exterior color:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 24,868
- Stock #:
- 39T1170A
- VIN:
- 1C4PJMBN1PD107010
New arrival
2023 Jeep Cherokee
Trailhawk 4WD
24,868 mi
Sycamore, IL
83 mi away
Fair Deal
$29,413
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 270 hp 2L I4
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 57,112
- Stock #:
- 24568
- VIN:
- 1C4PJMBN4KD276964
2019 Jeep Cherokee
Trailhawk 4WD
57,112 mi
Lomira, WI
61 mi away
Fair Deal
$19,190
- 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
2022 Jeep Cherokee
Trailhawk 4WD
20,663 mi
Palatine, IL
93 mi away
Fair Deal
$25,408
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 73,960
- Stock #:
- GM32248T
- VIN:
- 1C4PJMBS4HW594649
Price drop
-$778
2017 Jeep Cherokee
Trailhawk 4WD
73,960 mi
Gurnee, IL
87 mi away
Great Deal
$13,576
$13,176
- 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:
- 97,281
- Stock #:
- DP56480BA
- VIN:
- 1C4PJMBXXLD517753
Price drop
-$892
Sponsored Listing
2020 Jeep Cherokee
Trailhawk 4WD
97,281 mi
Franklin, WI
69 mi away
Good Deal
$15,879
$15,466
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 $5,049.00 to $31,301.00 with an average price of $9,913.30. 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
Filter by rating
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 Madison, WI?
The average Jeep Cherokee Trailhawk 4WD costs about $8,675.93. The average price has decreased by -6.4% since last year. The 130 for sale near Madison, WI on CarGurus, range from $5,049 to $31,301 in price.
How many Jeep Cherokee Trailhawk 4WD vehicles in Madison, WI have no reported accidents or damage?
111 out of 130 for sale near Madison, WI 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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