Jeep Gladiator Trucks for Sale near Chicago, Illinois
Sort
Filters
953 results
Location
Body Type
Popular Body Types
Price
Mileage
Make, Model, and Trim
Make
Model
Year
Chassis Options
Cab Type
Chassis Type
Drivetrain
Engine Manufacturer
Engine Cylinders
Color
State
Used 2020 Jeep Gladiator Rubicon Crew Cab
$29,713
speed 90,679 mi
sell
Key features
- Gasoline
- 3.6L V6
- 4WD
location_on
Ancira Chrysler Jeep Dodge Ram San Antonio
San Antonio, TX (1,048.3 mi)
Used 2021 Jeep Gladiator Rubicon Crew Cab
$27,792
speed 106,108 mi
sell
Key features
- Gasoline
- 3.6L V6
- 4WD
location_on
Ancira Chrysler Jeep Dodge Ram San Antonio
San Antonio, TX (1,048.3 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$33,234
speed 25,123 mi
sell
Key features
- Gasoline
- 3.6L V6
- 4WD
location_on
Ancira Chrysler Jeep Dodge Ram San Antonio
San Antonio, TX (1,048.3 mi)
Used 2020 Jeep Gladiator Mojave Crew Cab
$34,749
speed 64,956 mi
sell
Key features
- Gasoline
- 3.6L V6
- 4WD
location_on
Ancira Chrysler Jeep Dodge Ram San Antonio
San Antonio, TX (1,048.3 mi)
Used 2025 Jeep Gladiator Rubicon Crew Cab
$45,200
speed 15,643 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Red McCombs Ford
San Antonio, TX (1,048.3 mi)
Used 2021 Jeep Gladiator Overland Crew Cab
$33,762
speed 36,892 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Price Chrysler Dodge Jeep Ram
Floresville, TX (1,058.7 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$27,998
speed 59,333 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Mac Haik's Southway Ford
San Antonio, TX (1,061.5 mi)
Used 2020 Jeep Gladiator Mojave Crew Cab
$38,400
speed 22,228 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Columbine Ford
Rifle, CO (1,065.5 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$29,580
speed 29,157 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Vatland Chrysler Dodge Jeep Ram
Vero Beach, FL (1,068.9 mi)
Used 2026 Jeep Gladiator Sport Crew Cab
$45,200
speed 5,224 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Vatland Chrysler Dodge Jeep Ram
Vero Beach, FL (1,068.9 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$37,647
speed 23,577 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Vatland Chrysler Dodge Jeep Ram
Vero Beach, FL (1,068.9 mi)
Used 2023 Jeep Gladiator Mojave Crew Cab
$37,102
speed 34,531 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Vatland Chrysler Dodge Jeep Ram
Vero Beach, FL (1,068.9 mi)
Used 2021 Jeep Gladiator Overland Crew Cab
$32,981
speed 32,154 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Vatland Chrysler Dodge Jeep Ram
Vero Beach, FL (1,068.9 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$34,414.5
speed 42,854 mi
sell
Key features
- Gasoline
- 3.6L V6 24V VVT
- 4WD
location_on
Archie Cochrane Ford
Billings, MT (1,075.6 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$37,895 List Price
$34,970
speed 17,773 mi
sell
Key features
- Gasoline
- 3.6L V6 24v VVT Upg I Engine
- 4x4
location_on
Brown Dodge-Chrysler-Jeep
Devine, TX (1,081.5 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$27,181
speed 44,942 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL (1,082.2 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$29,959
speed 36,091 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Arrigo Dodge Chrysler Jeep Ram - Fort Pierce
Fort Pierce, FL (1,085 mi)
Used 2025 Jeep Gladiator High Crew Cab
contact for price
speed 5,571 mi
sell
Key features
- Gasoline
- V6, 3.6L
- 4WD
location_on
McGraw Ford
Aransas Pass, TX (1,104.3 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$32,886
speed 19,566 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,110.4 mi)
Used 2026 Jeep Gladiator Mojave Crew Cab
$46,548
speed 14,697 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,110.4 mi)
Used 2025 Jeep Gladiator High Crew Cab
$40,155
speed 6,184 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,110.4 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$27,941
speed 43,691 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,110.4 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$31,112
speed 32,275 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,110.4 mi)
Used 2026 Jeep Gladiator Sport Crew Cab
$38,195
speed 2,671 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,110.4 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$36,791
speed 23,823 mi
sell
Key features
- Gasoline
- 3.6 Liter
- 4x4
location_on
Group 1 Chevrolet Estero Bay
Estero, FL (1,118.2 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
$42,789
speed 18,054 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Rich Ford Albuquerque
Albuquerque, NM (1,120.9 mi)
Used 2021 Jeep Gladiator Rubicon Crew Cab
$36,932
speed 26,036 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Rich Ford Albuquerque
Albuquerque, NM (1,120.9 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$37,260 List Price
$35,685
speed 20,863 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Chrysler Dodge Jeep Ram of Calallen
Corpus Christi, TX (1,121.8 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$28,260 List Price
$24,485
speed 54,985 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Chrysler Dodge Jeep Ram of Calallen
Corpus Christi, TX (1,121.8 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$32,771
speed 48,041 mi
sell
Key features
- Gasoline
- 3.6L V6 24V VVT
- 4WD
location_on
Tamiami Ford
Naples, FL (1,137.4 mi)
