Used Jeep Pickup Trucks for Sale inChicago, IL
385 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Silver
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 52,063
- Stock #:
- 5024
- VIN:
- 1C6JJTAG8ML501275
Sponsored by AUTOS OF CHICAGO
2021 Jeep Gladiator
Sport S Crew Cab 4WD
52,063 mi
Arlington Heights, IL
23 mi away
Good Deal
$27,549
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 47,121
- Stock #:
- 3637A
- VIN:
- 1C6JJTBG9NL168682
Sponsored Listing
2022 Jeep Gladiator
Rubicon Crew Cab 4WD
47,121 mi
Arlington Heights, IL
23 mi away
Good Deal
$32,549
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,406
- Stock #:
- X6513
- VIN:
- 1C6JJTEG3ML551088
Sponsored Listing
2021 Jeep Gladiator
Mojave Crew Cab 4WD
28,406 mi
Forest Park, IL
10 mi away
Fair Deal
$38,277
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black/Steel Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,496
- Stock #:
- PM21443A
- VIN:
- 1C6HJTAG9NL153034
2022 Jeep Gladiator
Sport Crew Cab 4WD
33,496 mi
Evanston, IL
11 mi away
Good Deal
$29,408
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,733
- Stock #:
- J6Y514691
- VIN:
- 1C6HJTFG5PL514691
Price drop
-$1,054
2023 Jeep Gladiator
High Altitude Crew Cab 4WD
67,733 mi
Merrillville, IN
31 mi away
Great Deal
$27,991
$27,198
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Sarge Green Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,295
- Stock #:
- P10216
- VIN:
- 1C6HJTAG8NL135835
2022 Jeep Gladiator
Sport Crew Cab 4WD
59,295 mi
Matteson, IL
26 mi away
Fair Deal
$28,158
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 260 hp 3L V6 Diesel
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 70,811
- Stock #:
- BP3808
- VIN:
- 1C6JJTBM0ML600760
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
70,811 mi
Arlington Heights, IL
26 mi away
Fair Deal
$36,388
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 55,184
- Stock #:
- 28960231
- VIN:
- 1C6HJTAG5NL134142
2022 Jeep Gladiator
Sport S Crew Cab 4WD
55,184 mi
Store transfer to Oak Lawn, IL
Price includes $999 shipping
Fair Deal
$28,997
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Manual
- Mileage:
- 82,208
- Stock #:
- 28463201
- VIN:
- 1C6HJTAG7ML622801
2021 Jeep Gladiator
Willys Sport Crew Cab 4WD
82,208 mi
Store transfer to Oak Lawn, IL
Price includes $649 shipping
Fair Deal
$26,647
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,891
- Stock #:
- 3501C
- VIN:
- 1C6HJTFG2NL107375
2022 Jeep Gladiator
Overland Crew Cab 4WD
38,891 mi
Elmhurst, IL
17 mi away
Great Deal
$29,803
- Year:
- 2020
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,066
- Stock #:
- CK583
- VIN:
- 1C6HJTFGXLL174156
2020 Jeep Gladiator
Overland Crew Cab 4WD
69,066 mi
Chesterton, IN
36 mi away
Good Deal
$25,961
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,774
- Stock #:
- J3877A
- VIN:
- 1C6JJTBGXPL526519
2023 Jeep Gladiator
Rubicon Crew Cab 4WD
45,774 mi
Oak Lawn, IL
12 mi away
Great Deal
$33,745
- Year:
- 2020
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 94,694
- Stock #:
- 34-1501P
- VIN:
- 1C6JJTBG7LL196493
Price drop
-$545
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
94,694 mi
Burns Harbor, IN
33 mi away
Good Deal
$27,278
$26,733
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 58,178
- Stock #:
- G2878A
- VIN:
- 1C6HJTAG5ML609643
New arrival
2021 Jeep Gladiator
Willys Crew Cab 4WD
58,178 mi
Grayslake, IL
38 mi away
Fair Deal
$29,557
- Year:
- 2020
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Gator Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 77,931
- Stock #:
- LL165277A
- VIN:
- 1C6HJTAG0LL165277
2020 Jeep Gladiator
Sport Crew Cab 4WD
77,931 mi
La Porte, IN
49 mi away
Good Deal
$24,059
- Year:
- 2020
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,109
- Stock #:
- GD26001A
- VIN:
- 1C6HJTFGXLL181060
2020 Jeep Gladiator
Overland Crew Cab 4WD
60,109 mi
Matteson, IL
26 mi away
Good Deal
$27,258
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,321
- Stock #:
- P7232A
- VIN:
- 1C6JJTEG9NL125021
2022 Jeep Gladiator
Mojave Crew Cab 4WD
40,321 mi
Crystal Lake, IL
42 mi away
Fair Deal
$36,857
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,290
- Stock #:
- P8535
- VIN:
- 1C6HJTAG4NL151577
2022 Jeep Gladiator
Willys Crew Cab 4WD
59,290 mi
Schaumburg, IL
26 mi away
Good Deal
$28,113
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 74,698
- Stock #:
- B6N619169
- VIN:
- 1C6JJTBG9ML619169
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
74,698 mi
Merrillville, IN
33 mi away
Good Deal
$30,088
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 17,129
- Stock #:
- MS260467A
- VIN:
- 1C6HJTAG3PL556896
2023 Jeep Gladiator
Sport S Crew Cab 4WD
17,129 mi
Mchenry, IL
46 mi away
Fair Deal
$32,810
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,821
- Stock #:
- H26181A
- VIN:
- 1C6HJTAG9PL541075
2023 Jeep Gladiator
Sport S Crew Cab 4WD
22,821 mi
Chicago, IL
3 mi away
Good Deal
$30,773
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 260 hp 3L V6 Diesel
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,501
- Stock #:
- P1497
- VIN:
- 1C6JJTAM3NL118271
New arrival
2022 Jeep Gladiator
Sport Crew Cab 4WD
47,501 mi
Crystal Lake, IL
43 mi away
Good Deal
$29,408
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,569
- Stock #:
- B260225B
- VIN:
- 1C6JJTAG3ML510577
Price drop
-$955
2021 Jeep Gladiator
Sport Crew Cab 4WD
54,569 mi
Carol Stream, IL
26 mi away
Fair Deal
$28,367
$27,412
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 17,129
- Stock #:
- MS260467A
- VIN:
- 1C6HJTAG3PL556896
Sponsored Listing
2023 Jeep Gladiator
Sport S Crew Cab 4WD
17,129 mi
Mchenry, IL
46 mi away
Fair Deal
