Used Jeep Pickups for Sale near Chicago, Illinois
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Make, Model, and Trim
Year
Chassis Options
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State
Used 2025 Jeep Gladiator Sport Crew Cab
$35,007
speed 19,472 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,110.4 mi)
(239) 790-4635
Used 2021 Jeep Gladiator Mojave Crew Cab
$32,459
speed 61,837 mi
sell
Key features
- Gasoline
- 4WD
- Mojave 4x4
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,110.4 mi)
(239) 790-4635
Used 2022 Jeep Gladiator Overland Crew Cab
$32,009
speed 31,001 mi
sell
Key features
- Diesel
- 4WD
- Overland 4x4
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,110.4 mi)
(239) 790-4635
Used 2026 Jeep Gladiator Sahara Crew Cab
$43,648
speed 1,571 mi
sell
Key features
- Gasoline
- 4WD
- Sahara 4x4
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,110.4 mi)
(239) 790-4635
Used 2026 Jeep Gladiator Sport Crew Cab
$32,381
speed 2,671 mi
sell
Key features
- Gasoline
- 4WD
- Sport 4x4
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,110.4 mi)
(239) 790-4635
Used 2022 Jeep Gladiator Overland Crew Cab
$30,206
speed 53,151 mi
sell
Key features
- Diesel
- 4WD
- Overland 4x4
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,110.4 mi)
(239) 790-4635
Used 2022 Jeep Gladiator Mojave Crew Cab
$38,400
speed 35,399 mi
sell
Key features
- Gasoline
- 6
- 4x4
location_on
Western Slope Ford
Grand Junction, CO (1,116.4 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
$33,000
speed 76,674 mi
sell
Key features
- Gasoline
- 6
- 4x4
location_on
Western Slope Ford
Grand Junction, CO (1,116.4 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$23,885
speed 58,415 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Coconut Point Ford
Estero, FL (1,118.2 mi)
(239) 299-9692
Used 2023 Jeep Gladiator Rubicon Crew Cab
$37,932
speed 46,315 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Rich Ford Albuquerque
Albuquerque, NM (1,120.9 mi)
Used 2024 Jeep Gladiator Mojave Crew Cab
$41,432
speed 50,286 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Rich Ford Albuquerque
Albuquerque, NM (1,120.9 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$35,532
speed 26,152 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Rich Ford Albuquerque
Albuquerque, NM (1,120.9 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$30,129
speed 45,793 mi
sell
Key features
- Gasoline
- 4WD
- Limited Texas Trail Edition
location_on
Chrysler Dodge Jeep Ram of Calallen
Corpus Christi, TX (1,121.8 mi)
(888) 599-2685
Used 2022 Jeep Gladiator Overland Crew Cab
$32,615
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 (1,121.8 mi)
(888) 599-2685
Used 2024 Jeep Gladiator Sport Crew Cab
$40,991
speed 25,735 mi
sell
Key features
- Gasoline
- 3.6L V6 24V VVT
- 4WD
location_on
Tamiami Ford
Naples, FL (1,137.4 mi)
(239) 307-2496
Used 2026 Jeep Gladiator Mojave Crew Cab
$41,442
speed 10,792 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Wayne Akers Ford
Lake Worth Beach, FL (1,137.8 mi)
(561) 532-3080
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 (1,137.8 mi)
(561) 532-3080
Used 2022 Jeep Gladiator Overland Crew Cab
$33,632
speed 19,493 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Wayne Akers Ford
Lake Worth Beach, FL (1,137.8 mi)
(561) 532-3080
Used 2022 Jeep Gladiator Overland Crew Cab
$32,995 List Price
$31,995
speed 59,727 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Melloy Chrysler Jeep Dodge Ram
Los Lunas, NM (1,142.3 mi)
Used 2026 Jeep Gladiator Mojave Crew Cab
$42,995 List Price
$40,995
speed 29,755 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Melloy Chrysler Jeep Dodge Ram
Los Lunas, NM (1,142.3 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$25,184
speed 54,814 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Grieco Ford of Delray Beach
Delray Beach, FL (1,148.5 mi)
(561) 933-9349
Used 2026 Jeep Gladiator Mojave Crew Cab
$44,998
speed 21,635 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Schumacher Chrysler Dodge Jeep Ram of Delray
Delray Beach, FL (1,148.5 mi)
(561) 462-8685
Used 2021 Jeep Gladiator Sport Crew Cab
contact for price
speed 58,575 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Schumacher Chrysler Dodge Jeep Ram of Delray
Delray Beach, FL (1,148.5 mi)
(561) 462-8685
Used 2020 Jeep Gladiator Sport Crew Cab
$29,998
speed 59,020 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Schumacher Chrysler Dodge Jeep Ram of Delray
Delray Beach, FL (1,148.5 mi)
(561) 462-8685
Used 2023 Jeep Gladiator Rubicon Crew Cab
$35,000
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4x4
location_on
Arrigo Chrysler Dodge Jeep Ram of Sawgrass
Tamarac, FL (1,160.5 mi)
(954) 206-1231
Used 2022 Jeep Gladiator Sport Crew Cab
$27,284
speed 54,473 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Brickell Chrysler Dodge Jeep Ram
Miami, FL (1,190.9 mi)
(786) 235-9583
Used 2020 Jeep Gladiator Rubicon Crew Cab
$28,338
speed 82,383 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Brickell Chrysler Dodge Jeep Ram
Miami, FL (1,190.9 mi)
(786) 235-9583
Used 2025 Jeep Gladiator Mojave Crew Cab
$47,270
speed 63,540 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Brickell Chrysler Dodge Jeep Ram
Miami, FL (1,190.9 mi)
(786) 235-9583
Used 2021 Jeep Gladiator Sport Crew Cab
$25,338
speed 62,098 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Brickell Chrysler Dodge Jeep Ram
Miami, FL (1,190.9 mi)
(786) 235-9583
Used 2020 Jeep Gladiator Rubicon Crew Cab
$27,738
speed 78,837 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Brickell Chrysler Dodge Jeep Ram
Miami, FL (1,190.9 mi)
(786) 235-9583
