Jeep Pickups for Sale near Chicago, Illinois
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State
Used 2026 Jeep Gladiator Rubicon Crew Cab
$38,794
speed 14,491 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Zeigler Ford of North Riverside
North Riverside, IL (10.9 mi)
Used 2022 Jeep Gladiator Altitude Crew Cab
$31,259
speed 26,867 mi
sell
Key features
- Gasoline
- 4WD
- Altitude
location_on
Elmhurst Chrysler Dodge Jeep Ram
Elmhurst, IL (16.7 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$30,144
speed 34,812 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Elmhurst Chrysler Dodge Jeep Ram
Elmhurst, IL (16.7 mi)
Used 2025 Jeep Gladiator Mojave Crew Cab
$47,368
speed 6,617 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Elmhurst Chrysler Dodge Jeep Ram
Elmhurst, IL (16.7 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$32,781
speed 26,419 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Joe Rizza Ford of Orland Park
Orland Park, IL (21 mi)
Used 2024 Jeep Gladiator Mojave Crew Cab
$43,489
speed 22,354 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Bettenhausen CDJR of Tinley Park
Tinley Park, IL (23.1 mi)
Used 2023 Jeep Gladiator Overland Crew Cab
$33,900
speed 37,554 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Bettenhausen CDJR of Tinley Park
Tinley Park, IL (23.1 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$27,900
speed 41,409 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Bettenhausen Chrysler Dodge Jeep Ram of Lockport
Lockport, IL (30.4 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$21,900
speed 86,827 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Bettenhausen Chrysler Dodge Jeep Ram of Lockport
Lockport, IL (30.4 mi)
Used 2026 Jeep Gladiator Mojave Crew Cab
$39,603
speed 11,101 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
St. Charles Chrysler Dodge Jeep Ram
St. Charles, IL (34.9 mi)
Used 2024 Jeep Gladiator Rubicon Crew Cab
$40,995
speed 9,910 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
St. Charles Chrysler Dodge Jeep Ram
St. Charles, IL (34.9 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$23,995
speed 57,085 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
St. Charles Chrysler Dodge Jeep Ram
St. Charles, IL (34.9 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$57,050 List Price
$38,768
speed 16,725 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Gerald Ford North Aurora
North Aurora, IL (37.1 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$34,850
speed 12,084 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
River Front Chrysler Jeep Dodge
North Aurora, IL (37.1 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$34,635
speed 14,000 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Michigan City Ford
Michigan City, IN (41.1 mi)
Used 2026 Jeep Gladiator Mojave Crew Cab
$40,084
speed 13,880 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Al Piemonte Chrysler Dodge Jeep Ram
Crystal Lake, IL (44.4 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$23,908
speed 66,648 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Al Piemonte Chrysler Dodge Jeep Ram
Crystal Lake, IL (44.4 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$27,173
speed 47,501 mi
sell
Key features
- Diesel
- V-6 cyl
- 4x4
location_on
Al Piemonte Chrysler Dodge Jeep Ram
Crystal Lake, IL (44.4 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$34,371
speed 17,451 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Raymond Chevrolet
Antioch, IL (45.5 mi)
Used 2021 Jeep Gladiator Rubicon Crew Cab
$30,199
speed 50,250 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Raymond Chevrolet
Antioch, IL (45.5 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$31,995 List Price
$26,995
speed 74,846 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Kunes Ford Antioch
Antioch, IL (45.5 mi)
Used 2023 Jeep Gladiator High Altitude Crew Cab
$44,995 List Price
$32,309
speed 30,457 mi
sell
Key features
- Gasoline
- 4WD
- High Altitude
location_on
Kunes Ford Antioch
Antioch, IL (45.5 mi)
Used 2023 Jeep Gladiator Mojave Crew Cab
$37,511
speed 26,446 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Taylor Chrysler Jeep Dodge
Bourbonnais, IL (50 mi)
Used 2021 Jeep Gladiator Mojave Crew Cab
$28,070
speed 84,073 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Kunes Country CDJR of Woodstock
Woodstock, IL (52.5 mi)
Used 2021 Jeep Gladiator High Altitude Crew Cab
$26,822
speed 78,547 mi
sell
Key features
- Gasoline
- 4WD
- High Altitude
location_on
Kunes Country CDJR of Woodstock
Woodstock, IL (52.5 mi)
Used 2026 Jeep Gladiator Rubicon Crew Cab
$43,399
speed 14,951 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Tera Chevrolet
Sandwich, IL (54.1 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$24,998
speed 90,959 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Kunes CDJR of Elkhorn
Elkhorn, WI (72.6 mi)
Used 2021 Jeep Gladiator Mojave Crew Cab
$39,995 List Price
$31,102
speed 48,790 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Kunes Ford Delavan
Delavan, WI (74.2 mi)
Used 2026 Jeep Gladiator Mojave Crew Cab
$49,995 List Price
$40,493
speed 17,049 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Kunes Ford Delavan
Delavan, WI (74.2 mi)
Used 2021 Jeep Gladiator Mojave Crew Cab
$30,312
speed 55,626 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Ewald's Venus Ford
Cudahy, WI (74.5 mi)
