Jeep Pickups for Sale near Naperville, Illinois
Sort
Filters
973 results
Location
Body Type
Popular Body Types
Price
Mileage
Make, Model, and Trim
Year
Chassis Options
Add-Ons
State
Used 2022 Jeep Gladiator Overland Crew Cab
$32,715
speed 31,423 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Chrysler Dodge Jeep Ram of Calallen
Corpus Christi, TX (1,099.8 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$27,294
speed 47,418 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Sam Galloway Ford
Fort Myers, FL (1,108.7 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$31,789
speed 20,361 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Sam Galloway Ford
Fort Myers, FL (1,108.7 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$38,193
speed 14,080 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,111.5 mi)
Used 2026 Jeep Gladiator Mojave Crew Cab
$41,622
speed 14,697 mi
sell
Key features
- Gasoline
- 4WD
- Mojave 4x4
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,111.5 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$37,416
speed 19,472 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,111.5 mi)
Used 2021 Jeep Gladiator Rubicon Crew Cab
$48,964
speed 45,120 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon 4x4
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,111.5 mi)
Used 2022 Jeep Gladiator Overland Crew Cab
$36,496
speed 31,001 mi
sell
Key features
- Diesel
- 4WD
- Overland 4x4
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,111.5 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$29,963
speed 29,123 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,111.5 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$35,609
speed 8,915 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,111.5 mi)
Used 2026 Jeep Gladiator Sport Crew Cab
$33,683
speed 2,671 mi
sell
Key features
- Gasoline
- 4WD
- Sport 4x4
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,111.5 mi)
Used 2022 Jeep Gladiator Overland Crew Cab
$32,008
speed 53,151 mi
sell
Key features
- Diesel
- 4WD
- Overland 4x4
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,111.5 mi)
Used 2022 Jeep Gladiator Overland Crew Cab
$32,995
speed 59,712 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Melloy Chrysler Jeep Dodge Ram
Los Lunas, NM (1,113.6 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$25,674
speed 58,415 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Coconut Point Ford
Estero, FL (1,119.3 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$36,773
speed 22,225 mi
sell
Key features
- Gasoline
- 3.6L V6 24V VVT
- 4WD
location_on
Tamiami Ford
Naples, FL (1,138.4 mi)
Used 2026 Jeep Gladiator Mojave Crew Cab
$43,382
speed 10,792 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Wayne Akers Ford
Lake Worth Beach, FL (1,141.6 mi)
Used 2026 Jeep Gladiator Sport Crew Cab
$38,442
speed 474 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Wayne Akers Ford
Lake Worth Beach, FL (1,141.6 mi)
Used 2022 Jeep Gladiator Overland Crew Cab
$35,742
speed 19,493 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Wayne Akers Ford
Lake Worth Beach, FL (1,141.6 mi)
Used 2020 Jeep Gladiator Overland Crew Cab
$26,708
speed 27,235 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Grieco Ford of Delray Beach
Delray Beach, FL (1,152.2 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$24,999
speed 65,569 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Grieco Ford of Delray Beach
Delray Beach, FL (1,152.2 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$26,266
speed 54,814 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Grieco Ford of Delray Beach
Delray Beach, FL (1,152.2 mi)
Used 2026 Jeep Gladiator Mojave Crew Cab
contact for price
speed 14,843 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Schumacher Chrysler Dodge Jeep Ram of Delray
Delray Beach, FL (1,152.2 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
contact for price
speed 58,983 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Schumacher Chrysler Dodge Jeep Ram of Delray
Delray Beach, FL (1,152.2 mi)
Used 2023 Jeep Gladiator Mojave Crew Cab
$32,222
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4x4
location_on
Arrigo Chrysler Dodge Jeep Ram of Sawgrass
Tamarac, FL (1,163.8 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$33,308
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4x4
location_on
Arrigo Chrysler Dodge Jeep Ram of Sawgrass
Tamarac, FL (1,163.8 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$28,738
speed 82,383 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Brickell Chrysler Dodge Jeep Ram
Miami, FL (1,194.1 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$26,538
speed 62,097 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Brickell Chrysler Dodge Jeep Ram
Miami, FL (1,194.1 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$28,264
speed 78,837 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Brickell Chrysler Dodge Jeep Ram
Miami, FL (1,194.1 mi)
Used 2026 Jeep Gladiator Sport Crew Cab
$36,638
speed 719 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Brickell Chrysler Dodge Jeep Ram
Miami, FL (1,194.1 mi)
Used 2022 Jeep Gladiator Mojave Crew Cab
$36,201
speed 18,354 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Brickell Chrysler Dodge Jeep Ram
Miami, FL (1,194.1 mi)
