Used Jeep Pickups for Sale near Chicago, Illinois
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State
Used 2021 Jeep Gladiator Sport Crew Cab
$26,984
speed 65,677 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Brondes Ford Toledo
Toledo, OH (205 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$23,000
speed 73,268 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Lasco Ford
Fenton, MI (209.7 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$26,221
speed 56,645 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Burt Watson Chevrolet of Freeland
Freeland, MI (210.6 mi)
Used 2021 Jeep Gladiator Overland Crew Cab
$25,705
speed 91,486 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Burt Watson Chevrolet of Freeland
Freeland, MI (210.6 mi)
Used 2025 Jeep Gladiator High Crew Cab
$37,921
speed 19,625 mi
sell
Key features
- Gasoline
- 4WD
- High Tide
location_on
Monroe Dodge Chrysler Jeep RAM Superstore
Monroe, MI (213.4 mi)
Used 2025 Jeep Gladiator Mojave Crew Cab
$41,689
speed 17,700 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Monroe Dodge Chrysler Jeep RAM Superstore
Monroe, MI (213.4 mi)
Used 2023 Jeep Gladiator Overland Crew Cab
$31,689
speed 63,524 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Monroe Dodge Chrysler Jeep RAM Superstore
Monroe, MI (213.4 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
$32,874
speed 51,803 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Monroe Dodge Chrysler Jeep RAM Superstore
Monroe, MI (213.4 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$28,135
speed 47,251 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Dick Scott Chrysler Dodge Jeep Ram
Plymouth, MI (214.3 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$29,991
speed 45,769 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Baumann Ford Oregon
Oregon, OH (215.8 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$34,632
speed 12,652 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Rydell of Independence
Independence, IA (218.7 mi)
Used 2026 Jeep Gladiator Rubicon Crew Cab
$46,396
speed 15,002 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Rydell of Independence
Independence, IA (218.7 mi)
Used 2022 Jeep Gladiator Rubicon Crew Cab
$32,748
speed 40,152 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Rydell of Independence
Independence, IA (218.7 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$28,327
speed 72,861 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Rydell of Independence
Independence, IA (218.7 mi)
Used 2022 Jeep Gladiator Mojave Crew Cab
$34,715
speed 46,288 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Rydell of Independence
Independence, IA (218.7 mi)
Used 2021 Jeep Gladiator Rubicon Crew Cab
$32,000
speed 46,780 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Jack Demmer Ford in Wayne
Wayne, MI (218.9 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$32,893
speed 51,917 mi
sell
Key features
- Gasoline
- 3.6L V6 24V VVT
- 4x4
location_on
V&H Automotive Ford
Marshfield, WI (227.2 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$26,898
speed 49,908 mi
sell
Key features
- Gasoline
- 4WD
- Willys Sport
location_on
White Allen Chevrolet
Dayton, OH (229.4 mi)
Used 2025 Jeep Gladiator Rubicon Crew Cab
$44,125
speed 25,687 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
John Jones Chevrolet Cadillac of Salem
Salem, IN (240.5 mi)
Used 2023 Jeep Gladiator Overland Crew Cab
$27,000
speed 74,282 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Jake Sweeney Chrysler Jeep Dodge Ram
Cincinnati, OH (244.1 mi)
Used 2021 Jeep Gladiator Mojave Crew Cab
$33,589
speed 60,023 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Jake Sweeney Chrysler Jeep Dodge Ram
Cincinnati, OH (244.1 mi)
Used 2025 Jeep Gladiator Rubicon Crew Cab
$44,255
speed 17,927 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Jake Sweeney Chrysler Jeep Dodge Ram
Cincinnati, OH (244.1 mi)
Used 2021 Jeep Gladiator Overland Crew Cab
$36,648
speed 42,771 mi
sell
Key features
- Diesel
- 3.0L Diesel Turbo V6 260hp 442ft. lbs.
- 4x4
location_on
Key Chrysler Jeep Dodge RAM
Xenia, OH (246.7 mi)
Used 2025 Jeep Gladiator High Crew Cab
$42,812 List Price
$38,904
speed 9,206 mi
sell
Key features
- Gasoline
- 4WD
- High Tide
location_on
Coughlin Chrysler Dodge Jeep Ram Marysville
Marysville, OH (247.7 mi)
Used 2022 Jeep Gladiator Rubicon Crew Cab
contact for price
speed 48,209 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Cronin Chrysler Dodge Jeep RAM
Lebanon, OH (247.9 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
contact for price
speed 67,660 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Cronin Chrysler Dodge Jeep RAM
Lebanon, OH (247.9 mi)
Used 2024 Jeep Gladiator Rubicon Crew Cab
contact for price
speed 34,256 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Cronin Chrysler Dodge Jeep RAM
Lebanon, OH (247.9 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
contact for price
speed 85,347 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Cronin Chrysler Dodge Jeep RAM
Lebanon, OH (247.9 mi)
Used 2021 Jeep Gladiator Mojave Crew Cab
contact for price
speed 71,493 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Cronin Chrysler Dodge Jeep RAM
Lebanon, OH (247.9 mi)
Used 2021 Jeep Gladiator Mojave Crew Cab
contact for price
speed 41,210 mi
sell
Key features
- Gasoline
- 3.6L V6 24V MPFI DOHC
- 4x4
location_on
Fuller Ford Cincinnati
Cincinnati, OH (251.3 mi)
