CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Used Jeep Cherokee Trailhawk 4WD for Sale near Madison, WI

190 results
Madison, WI
2021 Jeep Cherokee Trailhawk 4WD Dahl Honda Sheboygan

2021 Jeep Cherokee

Trailhawk 4WD

51,804 miles

$20,750

Good Deal
Sheboygan, WI
95 mi away
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:
51,804
Stock number:
K25T196A
VIN:
1C4PJMBX7MD253215

Sponsored

2022 Jeep Cherokee Trailhawk 4WD

2022 Jeep Cherokee

Trailhawk 4WD

35,075 miles

$24,749

Fair Deal
Mt Pleasant, WI
77 mi away
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:
35,075
Stock number:
ND513414
VIN:
1C4PJMBX8ND513414

Sponsored

2021 Jeep Cherokee Trailhawk 4WD

2021 Jeep Cherokee

Trailhawk 4WD

65,156 miles

$20,777

Good Deal
Certified Pre-Owned
Madison, WI
8 mi away
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:
Light Brownstone Pearlcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
65,156
Stock number:
PMCAO7420
VIN:
1C4PJMBXXMD196539

Sponsored

2019 Jeep Cherokee Trailhawk 4WD

2019 Jeep Cherokee

Trailhawk 4WD

67,048 miles

$16,771

Great Deal
Schaumburg, IL
96 mi away
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:
67,048
Stock number:
SSP10037A
VIN:
1C4PJMBX1KD141149

2016 Jeep Cherokee Trailhawk 4WD

2016 Jeep Cherokee

Trailhawk 4WD

129,084 miles

$10,884

Good Deal
Oshkosh, WI
75 mi away
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:
129,084
Stock number:
S250927A
VIN:
1C4PJMBS8GW141276

2020 Jeep Cherokee Trailhawk 4WD

2020 Jeep Cherokee

Trailhawk 4WD

10,589 miles

$22,697

Good Deal
Lindenhurst, IL
84 mi away
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:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
10,589
Stock number:
P6335
VIN:
1C4PJMBX9LD632599

Preparing for a close up...

Photos coming soon

2017 Jeep Cherokee

Trailhawk 4WD

144,996 miles

$8,999

Great Deal
Milwaukee, WI
69 mi away
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:
Gray
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
144,996
Stock number:
12247
VIN:
1C4PJMBS5HW585202

Preparing for a close up...

Photos coming soon

2020 Jeep Cherokee

Trailhawk 4WD

75,842 miles

$17,250

Good Deal
Ringwood, IL
72 mi away
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:
75,842
Stock number:
CP7252
VIN:
1C4PJMBX8LD647157

Preparing for a close up...

Photos coming soon

2016 Jeep Cherokee

Trailhawk 4WD

116,511 miles

$11,491

Good Deal
Schaumburg, IL
97 mi away
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:
Orange (Mango Tango Pearlcoat)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
116,511
Stock number:
SM100236A
VIN:
1C4PJMBS4GW246977

Preparing for a close up...

Photos coming soon

2021 Jeep Cherokee

Trailhawk 4WD

51,804 miles

$20,750

Good Deal
Sheboygan, WI
95 mi away
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:
51,804
Stock number:
K25T196A
VIN:
1C4PJMBX7MD253215

Preparing for a close up...

Photos coming soon

2021 Jeep Cherokee

Trailhawk 4WD

90,046 miles

$18,500

Fair Deal
Sheboygan, WI
95 mi away
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 Crystal Pearlcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
90,046
Stock number:
K25S142A
VIN:
1C4PJMBX5MD107833

Preparing for a close up...

Photos coming soon

2020 Jeep Cherokee

Trailhawk 4WD

132,231 miles

$12,999

Good Deal
Waukegan, IL
92 mi away
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:
Black (Charcoal)
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
132,231
Stock number:
505965
VIN:
1C4PJMBX9LD505965

Preparing for a close up...

Photos coming soon

2022 Jeep Cherokee

Trailhawk 4WD

35,975 miles

$23,311

Good Deal
West Bend, WI
64 mi away
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:
35,975
Stock number:
PRJ7031
VIN:
1C4PJMBX3ND517547

Preparing for a close up...

Photos coming soon

2017 Jeep Cherokee

Trailhawk 4WD

96,693 miles

$14,995

Fair Deal
Appleton, WI
96 mi away
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:
Red (Burgundy)
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
96,693
Stock number:
8433
VIN:
1C4PJMBS2HW501806

Preparing for a close up...

Photos coming soon

2022 Jeep Cherokee

Trailhawk 4WD

51,460 miles

$21,998

Good Deal
Neenah, WI
90 mi away
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:
Automatic
Mileage:
51,460
Stock number:
TN25404A
VIN:
1C4PJMBX2ND528118

Preparing for a close up...

Photos coming soon

2023 Jeep Cherokee

Trailhawk 4WD

9,435 miles

$29,476

Fair Deal
Sycamore, IL
83 mi away
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:
9,435
Stock number:
39T1170A
VIN:
1C4PJMBN1PD107010

Sponsored

  1. Home
  2. / Used Cars
  3. / Jeep Cherokee
  4. / Trailhawk 4WD
  5. / Wisconsin
  6. / Madison
  • Jeep Cherokee Limited 4WD

  • Jeep Cherokee Trailhawk 4WD in Madison WI

  • Jeep Cherokee Latitude 4WD

  • Jeep Cherokee Latitude FWD

  • Jeep Cherokee Latitude Plus 4WD

  • Jeep Cherokee Latitude Lux 4WD

  • Jeep Cherokee Limited FWD

  • Jeep Cherokee Altitude 4WD

  • Jeep Cherokee Latitude Plus FWD

  • Jeep Cherokee Altitude Lux 4WD

  • Jeep Cherokee in Janesville WI

  • Jeep Cherokee in Rockford IL

  • Jeep Cherokee in Fond du Lac WI

  • Jeep Cherokee in Dubuque IA

  • Jeep Cherokee in Milwaukee WI

  • Jeep Cherokee in Kenosha WI

  • Jeep Cherokee in Clinton IA

  • Jeep Cherokee in Palatine IL

  • Jeep Cherokee in Appleton WI

  • Jeep Cherokee in Madison WI

  • Jeep SUVs & Crossovers for Sale near Madison WI

  • Best Small SUVs (user ranked) for Sale in Madison WI

  • 2023 Jeep Cherokee Trailhawk 4WD

  • 2022 Jeep Cherokee Trailhawk 4WD

  • 2021 Jeep Cherokee Trailhawk 4WD

  • 2020 Jeep Cherokee Trailhawk 4WD

  • 2019 Jeep Cherokee Trailhawk 4WD

  • 2018 Jeep Cherokee Trailhawk 4WD

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Russ Darrow Chrysler Dodge Jeep Ram Madison

  • Frank Boucher Chrysler Dodge Jeep Volkswagen of Janesville

  • Napleton Beaver Dam Chysler Dodge Jeep Ram

  • Virtue Motors Ford Jeep Chrysler Dodge Ram

  • Dearth Chrysler Dodge Jeep Ram

  • Van Horn Chrysler Dodge Jeep Ram of Stoughton

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2025 CarGurus, Inc., All Rights Reserved.