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 Chicago, IL

180 results
Chicago, IL
2022 Jeep Cherokee Trailhawk 4WD Hawk Chrysler Jeep Dodge RAM

2022 Jeep Cherokee

Trailhawk 4WD

27,258 miles

$25,169

Great Deal
Certified Pre-Owned
Forest Park, IL
10 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:
27,258
Stock number:
X5856
VIN:
1C4PJMBX8ND513218

Sponsored

2015 Jeep Cherokee Trailhawk 4WD

2015 Jeep Cherokee

Trailhawk 4WD

82,430 miles

$13,495

Fair Deal
Crystal Lake, IL
43 mi away
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:
Anvil Clearcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
82,430
Stock number:
12543
VIN:
1C4PJMBS5FW649039

Sponsored

2017 Jeep Cherokee Trailhawk 4WD

2017 Jeep Cherokee

Trailhawk 4WD

103,189 miles

$10,895

Great Deal
Arlington Heights, IL
26 mi away
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:
Light Brownstone Pearlcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
103,189
Stock number:
OL3444
VIN:
1C4PJMBB3HW528741

Sponsored

2019 Jeep Cherokee Trailhawk 4WD

2019 Jeep Cherokee

Trailhawk 4WD

67,048 miles

$16,771

Great Deal
Schaumburg, IL
27 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

2022 Jeep Cherokee Trailhawk 4WD

2022 Jeep Cherokee

Trailhawk 4WD

27,258 miles

$25,169

Great Deal
Certified Pre-Owned
Forest Park, IL
10 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:
27,258
Stock number:
X5856
VIN:
1C4PJMBX8ND513218

2016 Jeep Cherokee Trailhawk 4WD

2016 Jeep Cherokee

Trailhawk 4WD

132,772 miles

$9,690

Good Deal
Dyer, IN
27 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:
White
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
132,772
Stock number:
F2561A
VIN:
1C4PJMBS8GW189005

Preparing for a close up...

Photos coming soon

2022 Jeep Cherokee

Trailhawk 4WD

14,502 miles

$26,894

Good Deal
Certified Pre-Owned
Chicago, IL
8 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:
14,502
Stock number:
D7949
VIN:
1C4PJMBX0ND520227

Preparing for a close up...

Photos coming soon

2022 Jeep Cherokee

Trailhawk 4WD

43,240 miles

$24,194

Good Deal
Certified Pre-Owned
Chicago, IL
8 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:
43,240
Stock number:
D7974
VIN:
1C4PJMBX5ND525729

Preparing for a close up...

Photos coming soon

2016 Jeep Cherokee

Trailhawk 4WD

117,163 miles

$10,988

Good Deal
Fox Lake, IL
46 mi away
Year:
2016
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
180 hp 2.4L I4
Exterior color:
Brilliant Black Crystal Pearlcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
117,163
Stock number:
J4579B
VIN:
1C4PJMBBXGW140243

Preparing for a close up...

Photos coming soon

2020 Jeep Cherokee

Trailhawk 4WD

75,842 miles

$17,250

Great Deal
Ringwood, IL
50 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

2020 Jeep Cherokee

Trailhawk 4WD

132,231 miles

$12,999

Good Deal
Waukegan, IL
35 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

2020 Jeep Cherokee

Trailhawk 4WD

10,589 miles

$22,697

Good Deal
Lindenhurst, IL
41 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

2016 Jeep Cherokee

Trailhawk 4WD

51,505 miles

$16,995

Fair Deal
Crete, IL
29 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:
Gray (Granite Crystal Metallic Clear Coat)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
51,505
Stock number:
MS208864
VIN:
1C4PJMBSXGW208864

Preparing for a close up...

Photos coming soon

2019 Jeep Cherokee

Trailhawk 4WD

87,945 miles

$15,992

Good Deal
Glenview, IL
19 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:
Bright White Clearcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
87,945
Stock number:
LJ38910A
VIN:
1C4PJMBX6KD460093

Preparing for a close up...

Photos coming soon

2019 Jeep Cherokee

Trailhawk 4WD

96,381 miles

$14,800

Good Deal
Gurnee, IL
39 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:
Billet Silver Metallic Clearcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
96,381
Stock number:
GV30206
VIN:
1C4PJMBX8KD276869

Sponsored

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

  • Jeep Cherokee Trailhawk 4WD in Chicago IL

  • Jeep Cherokee Latitude 4WD in Chicago IL

  • 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 Palatine IL

  • Jeep Cherokee in Aurora IL

  • Jeep Cherokee in Kenosha WI

  • Jeep Cherokee in South Bend IN

  • Jeep Cherokee in Rockford IL

  • Jeep Cherokee in Milwaukee WI

  • Jeep Cherokee in Janesville WI

  • Jeep Cherokee in Holland MI

  • Jeep Cherokee in Kalamazoo MI

  • Jeep Cherokee in Chicago IL

  • Jeep SUVs & Crossovers for Sale near Chicago IL

  • Best Small SUVs (user ranked) for Sale in Chicago IL

  • 2023 Jeep Cherokee Trailhawk 4WD

  • 2022 Jeep Cherokee Trailhawk 4WD in Chicago IL

  • 2021 Jeep Cherokee Trailhawk 4WD in Chicago IL

  • 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

  • St. Charles Chrysler Dodge Jeep Ram

  • Sherman Dodge Chrysler Jeep

  • Zeigler Chrysler Dodge Jeep of Schaumburg

  • CDJR of Chicago

  • Hawk Chrysler Jeep Dodge RAM

  • Wickstrom Auto Group Barrington

  • Castle Chrysler Dodge Jeep Ram of Chesterton

  • Larry Roesch Chrysler Jeep Dodge Ram

  • South Chicago Chrysler Dodge Jeep Ram

  • Bettenhausen Chrysler Dodge Jeep Ram

  • River Front Chrysler Jeep Ram

  • La Porte Chrysler Dodge Jeep Ram

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.