Used Jeep Pickups for Sale near Naperville, Illinois
Sort
Filters
941 results
Location
Body Type
Popular Body Types
Price
Mileage
Make, Model, and Trim
Make
Year
Chassis Options
Cab Type
Chassis Type
Drivetrain
Engine Manufacturer
Engine Cylinders
Color
State
Used 2025 Jeep Gladiator Sport Crew Cab
$36,500
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Blaise Alexander Chevrolet
Muncy, PA (589.2 mi)
(570) 630-9121
Used 2021 Jeep Gladiator Overland Crew Cab
$26,000
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Blaise Alexander Chevrolet
Muncy, PA (589.2 mi)
(570) 630-9121
Used 2025 Jeep Gladiator Mojave Crew Cab
$48,500
speed 14,795 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Blaise Alexander Chevrolet
Muncy, PA (589.2 mi)
(570) 630-9121
Used 2023 Jeep Gladiator Rubicon Crew Cab
contact for price
speed 5,723 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Sunbury Motor Company
Sunbury, PA (595.2 mi)
(888) 691-5198
Used 2021 Jeep Gladiator Sport Crew Cab
$20,690
speed 123,435 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Impex Auto Sales
Greensboro, NC (595.9 mi)
(336) 698-3281
Used 2024 Jeep Gladiator Sport Crew Cab
$34,250
speed 12,420 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Impex Auto Sales
Greensboro, NC (595.9 mi)
(336) 698-3281
Used 2021 Jeep Gladiator Mojave Crew Cab
$39,695
speed 32,014 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Impex Auto Sales
Greensboro, NC (595.9 mi)
(336) 698-3281
Used 2020 Jeep Gladiator Sport Crew Cab
$25,250
speed 83,576 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Impex Auto Sales
Greensboro, NC (595.9 mi)
(336) 698-3281
Used 2020 Jeep Gladiator Overland Crew Cab
$26,500
speed 93,285 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Impex Auto Sales
Greensboro, NC (595.9 mi)
(336) 698-3281
Used 2026 Jeep Gladiator Mojave Crew Cab
$47,475
speed 13,562 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Fair Oaks Chrysler Jeep Dodge Ram
Chantilly, VA (597.4 mi)
(240) 255-9163
Used 2025 Jeep Gladiator High Crew Cab
$40,124
speed 10,740 mi
sell
Key features
- Gasoline
- 4WD
- High Tide
location_on
Fair Oaks Chrysler Jeep Dodge Ram
Chantilly, VA (597.4 mi)
(240) 255-9163
Used 2023 Jeep Gladiator Mojave Crew Cab
$37,974
speed 28,586 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Fair Oaks Chrysler Jeep Dodge Ram
Chantilly, VA (597.4 mi)
(240) 255-9163
Used 2024 Jeep Gladiator Sport Crew Cab
contact for price
speed 50,591 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Fair Oaks Chrysler Jeep Dodge Ram
Chantilly, VA (597.4 mi)
(240) 255-9163
Used 2020 Jeep Gladiator Overland Crew Cab
$29,325
speed 54,948 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Parks Chevrolet Charlotte
Charlotte, NC (598 mi)
(336) 332-2213
Used 2021 Jeep Gladiator Rubicon Crew Cab
$28,325
speed 91,408 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Parks Chevrolet Charlotte
Charlotte, NC (598 mi)
(336) 332-2213
Used 2020 Jeep Gladiator Sport Crew Cab
$26,500 List Price
$20,700
speed 118,392 mi
sell
Key features
- Gasoline
- 3.6L V6 24v VVT Upg I Engine
- 4x4
location_on
Adams North Charlotte
Charlotte, NC (599.2 mi)
(704) 741-2107
Used 2021 Jeep Gladiator Sport Crew Cab
$28,200 List Price
$24,900
speed 93,417 mi
sell
Key features
- Gasoline
- 3.6L V6 24v VVT Upg I Engine
- 4x4
location_on
Adams North Charlotte
Charlotte, NC (599.2 mi)
(704) 741-2107
Used 2025 Jeep Gladiator Rubicon Crew Cab
$45,518
speed 8,961 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Allan Vigil Ford Lincoln
Morrow, GA (602.4 mi)
(678) 364-2587
Used 2023 Jeep Gladiator Rubicon Crew Cab
$36,796
speed 40,553 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Allan Vigil Ford Lincoln
Morrow, GA (602.4 mi)
(678) 364-2587
Used 2022 Jeep Gladiator Overland Crew Cab
$49,500 List Price
$32,000
speed 39,067 mi
sell
Key features
- Diesel
- Intercooled Turbo Diesel V-6 3.0 L/182
- 4WD
location_on
Len Stoler Dodge Chrysler Jeep
Westminster, MD (604.3 mi)
(443) 201-7403
Used 2020 Jeep Gladiator Overland Crew Cab
$38,500 List Price
$31,500
speed 37,628 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Len Stoler Dodge Chrysler Jeep
Westminster, MD (604.3 mi)
(443) 201-7403
Used 2022 Jeep Gladiator Overland Crew Cab
$40,500 List Price
$28,998
speed 61,333 mi
sell
Key features
- Diesel
- Intercooled Turbo Diesel V-6 3.0 L/182
- 4WD
location_on
Len Stoler Dodge Chrysler Jeep
Westminster, MD (604.3 mi)
(443) 201-7403
Used 2022 Jeep Gladiator High Altitude Crew Cab
$36,995 List Price
$29,974
speed 70,058 mi
sell
Key features
- Gasoline
- 3.6L V-6 DOHC, variable valve control, regular unleaded, engine with 285HP
- 4x4
location_on
Giambalvo CJDR
York, PA (606.2 mi)
(717) 584-9231
Used 2022 Jeep Gladiator Altitude Crew Cab
$28,995 List Price
$25,485
speed 81,496 mi
sell
Key features
- Gasoline
- 3.6L V-6 DOHC, variable valve control, regular unleaded, engine with 285HP
- 4x4
location_on
Giambalvo CJDR
York, PA (606.2 mi)
(717) 584-9231
Used 2023 Jeep Gladiator Sport Crew Cab
$165,742 List Price
$113,498
speed 1,426 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Keffer Chrysler Jeep Dodge
Charlotte, NC (608.5 mi)
(980) 326-4549
Used 2023 Jeep Gladiator Sport Crew Cab
$45,800 List Price
$30,398
speed 23,530 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Keffer Chrysler Jeep Dodge
Charlotte, NC (608.5 mi)
(980) 326-4549
Used 2023 Jeep Gladiator Sport Crew Cab
$37,975 List Price
$28,498
speed 43,547 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Keffer Chrysler Jeep Dodge
Charlotte, NC (608.5 mi)
(980) 326-4549
Used 2020 Jeep Gladiator Sport Crew Cab
$26,501
speed 69,961 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Klick Lewis Chevrolet
Palmyra, PA (610.2 mi)
(717) 832-9033
Used 2020 Jeep Gladiator Sport Crew Cab
$25,798
speed 84,819 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Klick Lewis Chevrolet
Palmyra, PA (610.2 mi)
(717) 832-9033
Used 2023 Jeep Gladiator Sport Crew Cab
$27,500
speed 77,699 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Lindsay Ford
Wheaton, MD (613.4 mi)
(240) 266-3369
