CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • 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

152 results
Chicago, IL
2022 Jeep Cherokee Trailhawk 4WD Jerry Haggerty Chevrolet

2022 Jeep Cherokee

Trailhawk 4WD

29,158 miles

$25,995

Fair Deal
Glen Ellyn, IL
23 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:
9-Speed Automatic
Mileage:
29,158
Stock number:
C31041
VIN:
1C4PJMBX2ND512520

Sponsored

2016 Jeep Cherokee Trailhawk 4WD

2016 Jeep Cherokee

Trailhawk 4WD

135,942 miles

$8,995

Good Deal
Chicago, IL
7 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:
Red
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
135,942
Stock number:
980943
VIN:
1C4PJMBS5GW188880

Sponsored

2015 Jeep Cherokee Trailhawk 4WD

2015 Jeep Cherokee

Trailhawk 4WD

70,436 miles

$11,522

Great Deal
Morton Grove, IL
14 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:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
70,436
Stock number:
MH100973A
VIN:
1C4PJMBS2FW575837

Sponsored

2020 Jeep Cherokee Trailhawk 4WD

2020 Jeep Cherokee

Trailhawk 4WD

50,454 miles

$18,250

Great Deal
Certified Pre-Owned
Chicago, IL
8 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:
50,454
Stock number:
K0005
VIN:
1C4PJMBX7LD593527

2019 Jeep Cherokee Trailhawk 4WD

2019 Jeep Cherokee

Trailhawk 4WD

96,402 miles

$13,749

Great 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:
96,402
Stock number:
GV30206
VIN:
1C4PJMBX8KD276869

2020 Jeep Cherokee Trailhawk 4WD

2020 Jeep Cherokee

Trailhawk 4WD

75,842 miles

$17,250

Good 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

2019 Jeep Cherokee

Trailhawk 4WD

57,428 miles

$17,000

Good Deal
Highland Park, IL
25 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:
Sting-Gray Clearcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
57,428
Stock number:
AN1557B
VIN:
1C4PJMBX9KD420798

Preparing for a close up...

Photos coming soon

2019 Jeep Cherokee

Trailhawk 4WD

92,931 miles

$15,856

Good Deal
Orland Park, IL
23 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:
92,931
Stock number:
B11053
VIN:
1C4PJMBX0KD168519

Preparing for a close up...

Photos coming soon

2022 Jeep Cherokee

Trailhawk 4WD

30,222 miles

$25,197

Fair Deal
Certified Pre-Owned
Frankfort, IL
28 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:
9-Speed Automatic
Mileage:
30,222
Stock number:
48220
VIN:
1C4PJMBX6ND545908

Preparing for a close up...

Photos coming soon

2017 Jeep Cherokee

Trailhawk 4WD

107,571 miles

$11,777

Good Deal
Joliet, IL
35 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:
107,571
Stock number:
JYC-521214
VIN:
1C4PJMBS0HW521214

Preparing for a close up...

Photos coming soon

2015 Jeep Cherokee

Trailhawk 4WD

70,436 miles

$11,522

Great Deal
Morton Grove, IL
14 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:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
70,436
Stock number:
MH100973A
VIN:
1C4PJMBS2FW575837

Preparing for a close up...

Photos coming soon

2020 Jeep Cherokee

Trailhawk 4WD

115,567 miles

$14,435

Good Deal
Naperville, IL
33 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 Pearl Coat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
115,567
Stock number:
P178
VIN:
1C4PJMBX0LD616887

Preparing for a close up...

Photos coming soon

2020 Jeep Cherokee

Trailhawk 4WD

132,231 miles

$11,499

Great 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

2016 Jeep Cherokee

Trailhawk 4WD

135,942 miles

$8,995

Good Deal
Chicago, IL
7 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:
Red
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
135,942
Stock number:
980943
VIN:
1C4PJMBS5GW188880

Preparing for a close up...

Photos coming soon

2022 Jeep Cherokee

Trailhawk 4WD

59,671 miles

$21,500

Fair Deal
Certified Pre-Owned
Valparaiso, IN
40 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:
Hydro Blue Pearlcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
59,671
Stock number:
F0940
VIN:
1C4PJMBX2ND530533

Preparing for a close up...

Photos coming soon

2020 Jeep Cherokee

Trailhawk 4WD

115,567 miles

$14,435

Good Deal
Naperville, IL
33 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 Pearl Coat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
115,567
Stock number:
P178
VIN:
1C4PJMBX0LD616887

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 Limited FWD

  • Jeep Cherokee Latitude Lux 4WD

  • Jeep Cherokee Latitude Plus FWD

  • Jeep Cherokee Altitude 4WD

  • Jeep Cherokee Sport FWD

  • 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

  • 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

  • Hawk Chrysler Jeep Dodge RAM

  • Zeigler Chrysler Dodge Jeep of Schaumburg

  • Elmhurst Chrysler Jeep Dodge Ram

  • Al Piemonte Chrysler Dodge Jeep RAM

  • Wickstrom Auto Group Barrington

  • CDJR of Chicago

  • Castle Chrysler Dodge Jeep Ram of Chesterton

  • River Front Chrysler Jeep Ram

  • James CDJR Cedar Lake

  • La Porte Chrysler Dodge Jeep Ram

  • Bettenhausen 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

© 2026 CarGurus, Inc., All Rights Reserved.