Used Jeep Pickups for Sale near Chicago, Illinois
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Price
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Year
Chassis Options
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State
Used 2023 Jeep Gladiator Rubicon Crew Cab
$36,192
speed 25,531 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
Tom Gill Chevrolet
Florence, KY (253.6 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$38,151
speed 2,339 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Jeff Wyler Chrysler Dodge Jeep RAM of Ft Thomas
Ft Thomas, KY (255.4 mi)
Used 2025 Jeep Gladiator Rubicon Crew Cab
$45,443
speed 20,760 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Crown Chrysler Dodge Jeep RAM of Dublin
Dublin, OH (264.1 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$37,161
speed 23,479 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Bachman Chrysler Dodge Jeep Ram of Jeffersonville
Jeffersonville, IN (265.6 mi)
Used 2023 Jeep Gladiator High Altitude Crew Cab
$32,857
speed 43,429 mi
sell
Key features
- Gasoline
- 4WD
- Overland High Altitude Edition
location_on
John Jones Chrysler Dodge Jeep Ram Fiat
Corydon, IN (267.2 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$32,690
speed 27,650 mi
sell
Key features
- Gasoline
- 6 Cyl - 3.6 L
- 4x4
location_on
Expressway Dodge
Evansville, IN (269.6 mi)
Used 2023 Jeep Gladiator Mojave Crew Cab
$35,390
speed 28,086 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Bob Caldwell CDJR
Columbus, OH (272.6 mi)
Used 2022 Jeep Gladiator Mojave Crew Cab
$30,673
speed 51,300 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Bob Caldwell CDJR
Columbus, OH (272.6 mi)
Used 2022 Jeep Gladiator Overland Crew Cab
$27,886
speed 51,702 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Bob Caldwell CDJR
Columbus, OH (272.6 mi)
Used 2023 Jeep Gladiator Overland Crew Cab
$33,786
speed 21,821 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Bob Caldwell CDJR
Columbus, OH (272.6 mi)
Used 2020 Jeep Gladiator Mojave Crew Cab
$30,096
speed 49,305 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Bob Caldwell CDJR
Columbus, OH (272.6 mi)
Used 2022 Jeep Gladiator Overland Crew Cab
$26,446
speed 64,766 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Bob Caldwell CDJR
Columbus, OH (272.6 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
$32,896
speed 33,370 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Bob Caldwell CDJR
Columbus, OH (272.6 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$27,700 List Price
$27,200
speed 63,611 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Byers Chevrolet
Grove City, OH (274.1 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$35,238
speed 14,293 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Lou Fusz Ford
Chesterfield, MO (275.4 mi)
Used 2026 Jeep Gladiator Mojave Crew Cab
$42,988
speed 20,746 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Bob Hook Chevrolet
Louisville, KY (275.7 mi)
Used 2021 Jeep Gladiator Overland Crew Cab
$27,479
speed 79,917 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Capital Ford of Columbus
Columbus, OH (281 mi)
Used 2023 Jeep Gladiator Overland Crew Cab
$32,180 List Price
$25,259
speed 42,492 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Capital Ford of Columbus
Columbus, OH (281 mi)
Used 2020 Jeep Gladiator Overland Crew Cab
$24,350
speed 102,970 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Rochester Ford
Rochester, MN (289.9 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$52,735 List Price
$44,000
speed 2,985 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Valley Chrysler Dodge Jeep Ram of Columbus
Pataskala, OH (291 mi)
Used 2021 Jeep Gladiator High Altitude Crew Cab
$35,995
speed 38,463 mi
sell
Key features
- Gasoline
- 4WD
- High Altitude
location_on
Coughlin Chevrolet of Pataskala
Pataskala, OH (291 mi)
Used 2025 Jeep Gladiator Mojave Crew Cab
$42,998 List Price
$38,112
speed 39,977 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Jeff Wyler Chevrolet Of Columbus
Canal Winchester, OH (291.1 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$32,337
speed 49,259 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Schicker Chrysler Dodge Jeep Ram of Washington
Washington, MO (293.5 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$30,572
speed 90,615 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Schicker Chrysler Dodge Jeep Ram of Washington
Washington, MO (293.5 mi)
Used 2022 Jeep Gladiator Overland Crew Cab
$31,995
speed 35,206 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Coughlin Ford of Heath
Newark, OH (298.7 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$25,929
speed 114,950 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Coughlin GMC Newark
Newark, OH (299.3 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$25,929
speed 114,950 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Coughlin Chevrolet Newark
Newark, OH (299.3 mi)
Used 2021 Jeep Gladiator Mojave Crew Cab
contact for price
speed 37,599 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Coughlin Chevrolet Chillicothe
Chillicothe, OH (299.9 mi)
Used 2021 Jeep Gladiator Mojave Crew Cab
contact for price
speed 37,599 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Coughlin GMC Chillicothe
Chillicothe, OH (299.9 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$30,745
speed 39,774 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Spitzer Chrysler Dodge Jeep Ram Cleveland
Cleveland, OH (300.8 mi)
