Used Jeep Cherokee Trailhawk 4WD for Sale nearMilwaukee, WI
133 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:
- 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
Sponsored by Your Choice Autos - Waukegan
2019 Jeep Cherokee
Trailhawk 4WD
65,207 mi
Waukegan, IL
48 mi away
Fair Deal
$18,176
- 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
New arrival
Sponsored Listing
2020 Jeep Cherokee
Trailhawk 4WD
97,281 mi
Franklin, WI
10 mi away
Fair Deal
$17,807
- 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:
- Automatic
- Mileage:
- 35,035
- Stock #:
- P14225
- VIN:
- 1C4PJMBX4ND508534
Sponsored Listing
2022 Jeep Cherokee
Trailhawk 4WD
35,035 mi
Kenosha, WI
31 mi away
Fair Deal
$25,740
- 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
44 mi away
Good Deal
$22,478
- 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 Pearl
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 51,605
- Stock #:
- P14079
- VIN:
- 1C4PJMBX0LD522380
2020 Jeep Cherokee
Trailhawk 4WD
51,605 mi
Kenosha, WI
31 mi away
Fair Deal
$21,242
- 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:
- 27,600
- Stock #:
- ND521636
- VIN:
- 1C4PJMBX0ND521636
2022 Jeep Cherokee
Trailhawk 4WD
27,600 mi
Home delivery from Egg Harbor Township, NJ
Price includes $2,205 shipping
Fair Deal
$27,495
- 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
Ringwood, IL
48 mi away
Good Deal
$16,878
- 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
New arrival
2020 Jeep Cherokee
Trailhawk 4WD
97,281 mi
Franklin, WI
10 mi away
Fair Deal
$17,807
- 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:
- White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 37,083
- Stock #:
- 28984701
- VIN:
- 1C4PJMBX5MD109548
2021 Jeep Cherokee
Trailhawk 4WD
37,083 mi
Store transfer to Milwaukee, WI
Price includes $299 shipping
Good Deal
$21,297
- 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:
- Rhino Clear Coat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- 9-Speed Automatic
- Mileage:
- 145,950
- Stock #:
- GW236691
- VIN:
- 1C4PJMBS2GW236691
2016 Jeep Cherokee
Trailhawk 4WD
145,950 mi
Plymouth, WI
49 mi away
Good Deal
$9,644
- 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
48 mi away
Fair Deal
$18,176
- 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:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 58,874
- Stock #:
- G4368A
- VIN:
- 1C4PJMBX5KD138433
2019 Jeep Cherokee
Trailhawk 4WD
58,874 mi
Home delivery from Mahomet, IL
Price includes $305 shipping
Fair Deal
$19,673
- 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:
- 51,215
- Stock #:
- ST524869
- VIN:
- 1C4PJMBX5ND524869
2022 Jeep Cherokee
Trailhawk 4WD
51,215 mi
Home delivery from Orlando, FL
Price includes $1,594 shipping
Good Deal
$23,552
- 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:
- White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 97,490
- Stock #:
- 7513
- VIN:
- 1C4PJMBS6FW786801
2015 Jeep Cherokee
Trailhawk 4WD
97,490 mi
Home delivery from Albuquerque, NM
Price includes $683 shipping
Fair Deal
$12,633
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- 9-Speed Automatic
- Mileage:
- 85,000
- Stock #:
- 646030
- VIN:
- 1C4PJMBX1LD646030
2020 Jeep Cherokee
Trailhawk 4WD
85,000 mi
Home delivery from Frederick, CO
Price includes $904 shipping
Good Deal
$16,046
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 49,227
- Stock #:
- 26189
- VIN:
- 1C4PJMBX4MD109959
New arrival
2021 Jeep Cherokee
Trailhawk 4WD
49,227 mi
Home delivery from Waldorf, MD
Price includes $785 shipping
Good Deal
$21,580
- 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:
- 87,861
- Stock #:
- R26671
- VIN:
- 1C4PJMBS7HW639406
Price drop
-$296
2017 Jeep Cherokee
Trailhawk 4WD
87,861 mi
Home delivery from Montpelier, OH
Price includes $388 shipping
Good Deal
$14,804
$14,508
- 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:
- Red
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 68,886
- Stock #:
- 513169
- VIN:
- 1C4PJMBXXND513169
Price drop
-$1,495
2022 Jeep Cherokee
Trailhawk 4WD
68,886 mi
Home delivery from Wadena, MN
Price includes $426 shipping
Good Deal
$23,264
$21,769
- 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:
- 115,677
- Stock #:
- D1595
- VIN:
- 1C4PJMBXXLD504341
2020 Jeep Cherokee
Trailhawk 4WD
115,677 mi
Home delivery from Addison, IL
Price includes $116 shipping
Great Deal
$12,616
- 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:
- Diamond Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 59,269
- Stock #:
- SU1040A
- VIN:
- 1C4PJMBX1MD252884
New arrival
2021 Jeep Cherokee
Trailhawk 4WD
59,269 mi
Home delivery from Lawrence, KS
Free home delivery
Fair Deal
$21,699
- 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
Home delivery from Palatine, IL
Price includes $63 shipping
Good Deal
$11,921
- 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 Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Leather/Cloth
- Transmission:
- 9-Speed Automatic
- Mileage:
- 88,731
- Stock #:
- H2668A
- VIN:
- 1C4PJMBX2LD647073
Price drop
-$1,000
2020 Jeep Cherokee
Trailhawk 4WD
88,731 mi
Home delivery from Kansas City, MO
Price includes $654 shipping
Good Deal
$18,022
$17,022
- 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:
- Olive Green Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 66,140
- Stock #:
- B10871
- VIN:
- 1C4PJMBX8MD175804
2021 Jeep Cherokee
Trailhawk 4WD
66,140 mi
Home delivery from Bellingham, WA
Price includes $2,541 shipping
Fair Deal
$21,239
- 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
Sponsored Listing
2022 Jeep Cherokee
Trailhawk 4WD
52,210 mi
Johnson Creek, WI
44 mi away
Good Deal
$22,478
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 $6,389.00 to $30,866.00 with an average price of $9,872.35. 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 Milwaukee, WI?
The average Jeep Cherokee Trailhawk 4WD costs about $8,857.90. The average price has decreased by -4.7% since last year. The 133 for sale near Milwaukee, WI on CarGurus, range from $6,389 to $30,866 in price.
How many Jeep Cherokee Trailhawk 4WD vehicles in Milwaukee, WI have no reported accidents or damage?
109 out of 133 for sale near Milwaukee, 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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