Used Jeep Pickups for Sale near Chicago, Illinois
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Used 2023 Jeep Gladiator Sport Crew Cab
$31,525 List Price
$29,301
speed 45,571 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Hugh White Chevrolet Buick
Lancaster, OH (302.9 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$33,500 List Price
$23,378
speed 140,531 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Hugh White Chevrolet Buick
Lancaster, OH (302.9 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$29,990
speed 61,167 mi
sell
Key features
- Diesel
- 4WD
- Sport
location_on
DeYarman CDJR Ames
Ames, IA (307.2 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
$37,668 List Price
$36,000
speed 29,608 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Fred Martin Superstore
Norton, OH (316.4 mi)
Used 2023 Jeep Gladiator High Altitude Crew Cab
$32,680
speed 68,813 mi
sell
Key features
- Gasoline
- 4WD
- High Altitude
location_on
Bob Brown Chevy
Urbandale, IA (316.4 mi)
Used 2026 Jeep Gladiator Rubicon Crew Cab
$42,631
speed 14,893 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Bob Brown Chevy
Urbandale, IA (316.4 mi)
Used 2026 Jeep Gladiator Mojave Crew Cab
$40,949
speed 14,515 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Dave Syverson Chrysler Dodge Jeep
Albert Lea, MN (317.7 mi)
Used 2026 Jeep Gladiator Mojave Crew Cab
$40,949
speed 19,593 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Dave Syverson Chrysler Dodge Jeep
Albert Lea, MN (317.7 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$30,347
speed 50,335 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Valley Chrysler Dodge Jeep Ram of the Falls
Cuyahoga Falls, OH (319 mi)
Used 2022 Jeep Gladiator Altitude Crew Cab
$32,698
speed 37,265 mi
sell
Key features
- Gasoline
- 4WD
- Altitude
location_on
Shottenkirk Chevrolet
Waukee, IA (322.9 mi)
Used 2021 Jeep Gladiator Mojave Crew Cab
$29,126
speed 76,992 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Shottenkirk Chevrolet
Waukee, IA (322.9 mi)
Used 2023 Jeep Gladiator Overland Crew Cab
$28,658
speed 99,979 mi
sell
Key features
- Gasoline
- 3.6 L
- 4WD
location_on
Bob Allen Chrysler Jeep Dodge Ram
Danville, KY (328.4 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$30,444
speed 33,079 mi
sell
Key features
- Gasoline
- 3.6 L
- 4WD
location_on
Bob Allen Chrysler Jeep Dodge Ram
Danville, KY (328.4 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$34,338
speed 43,660 mi
sell
Key features
- Gasoline
- 3.6 L
- 4WD
location_on
Bob Allen Chrysler Jeep Dodge Ram
Danville, KY (328.4 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$27,348
speed 65,588 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Ken Ganley Chrysler Dodge Jeep Ram of Aurora
Aurora, OH (329.3 mi)
Used 2026 Jeep Gladiator Rubicon Crew Cab
$49,348
speed 12,342 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon X
location_on
Ken Ganley Chrysler Dodge Jeep Ram of Aurora
Aurora, OH (329.3 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$39,348
speed 63 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Ken Ganley Chrysler Dodge Jeep Ram of Aurora
Aurora, OH (329.3 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$29,500
speed 87,665 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Sarchione Ford
Randolph, OH (334.9 mi)
Used 2021 Jeep Gladiator Rubicon Crew Cab
$35,948
speed 44,185 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Sarchione Chevrolet
Randolph, OH (334.9 mi)
Used 2022 Jeep Gladiator Altitude Crew Cab
$27,000
speed 68,010 mi
sell
Key features
- Gasoline
- 4WD
- Altitude
location_on
Sarchione Ford
Randolph, OH (334.9 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$34,438
speed 40,117 mi
sell
Key features
- Gasoline
- 3.6L V6 285hp 260ft. lbs.
- 4x4
location_on
Classic Chrysler Dodge Jeep Ram
Madison, OH (337.1 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$28,840
speed 72,735 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Apple Ford Pro Commercial Lakeville
Lakeville, MN (341.1 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$31,261
speed 45,049 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Cornerstone Chevrolet Stillwater
Stillwater, MN (341.6 mi)
Used 2025 Jeep Gladiator Rubicon Crew Cab
$45,500
speed 12,026 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Sarchione Ford of Alliance
Alliance, OH (344.2 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
$33,200
speed 49,341 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Apple Ford White Bear Lake
White Bear Lake, MN (349.2 mi)
Used 2021 Jeep Gladiator Overland Crew Cab
$25,990
speed 138,374 mi
sell
Key features
- Diesel
- 4WD
- Overland
location_on
Harrison Ford of Mankato
Mankato, MN (356.5 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$30,590
speed 52,698 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Harrison Ford of Mankato
Mankato, MN (356.5 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
$38,500
speed 27,764 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Fairway Ford of Canfield
Canfield, OH (357.2 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$23,288
speed 99,589 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
Bedrock Motors Blaine
Minneapolis, MN (361.7 mi)
Used 2026 Jeep Gladiator Mojave Crew Cab
$51,880
speed 2,527 mi
sell
Key features
- Gasoline
- 4WD
- Mojave X
location_on
Jenkins and Wynne Ford
Clarksville, TN (370.8 mi)
