Used Jeep Pickups for Sale near Woodstock, 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 2026 Jeep Gladiator Sport Crew Cab
$38,944
speed 214 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Hill-Kelly Dodge Chrysler Jeep RAM
Pensacola, FL (822.3 mi)
(850) 344-1701
Used 2020 Jeep Gladiator Sport Crew Cab
$26,774
speed 81,140 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Hill-Kelly Dodge Chrysler Jeep RAM
Pensacola, FL (822.3 mi)
(850) 344-1701
Used 2021 Jeep Gladiator Rubicon Crew Cab
$37,584
speed 49,340 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Hill-Kelly Dodge Chrysler Jeep RAM
Pensacola, FL (822.3 mi)
(850) 344-1701
Used 2020 Jeep Gladiator Mojave Crew Cab
$30,894
speed 101,657 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Hill-Kelly Dodge Chrysler Jeep RAM
Pensacola, FL (822.3 mi)
(850) 344-1701
Used 2024 Jeep Gladiator Sport Crew Cab
$37,593
speed 39,893 mi
sell
Key features
- Gasoline
- 4WD
- Texas Trail
location_on
Waxahachie Dodge Chrysler Jeep Ram
Waxahachie, TX (826 mi)
(469) 449-9298
Used 2023 Jeep Gladiator Rubicon Crew Cab
$34,646
speed 77,370 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Waxahachie Dodge Chrysler Jeep Ram
Waxahachie, TX (826 mi)
(469) 449-9298
Used 2024 Jeep Gladiator Sport Crew Cab
$30,490
speed 24,548 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Waxahachie Dodge Chrysler Jeep Ram
Waxahachie, TX (826 mi)
(469) 449-9298
Used 2026 Jeep Gladiator Mojave Crew Cab
$45,280
speed 11,926 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Waxahachie Dodge Chrysler Jeep Ram
Waxahachie, TX (826 mi)
(469) 449-9298
Used 2025 Jeep Gladiator Sport Crew Cab
$38,435
speed 22,311 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Waxahachie Dodge Chrysler Jeep Ram
Waxahachie, TX (826 mi)
(469) 449-9298
Used 2024 Jeep Gladiator Sport Crew Cab
$37,792
speed 18,318 mi
sell
Key features
- Gasoline
- Pentastar 3.6L V-6 DOHC, variable valve control, regular unleaded, engine with 285HP
- 4x4
location_on
Pete Moore Chevrolet
Pensacola, FL (826.4 mi)
(850) 805-8546
Used 2021 Jeep Gladiator Rubicon Crew Cab
contact for price
speed 43,390 mi
sell
Key features
- Gasoline
- 3.6L V-6 DOHC, variable valve control, regular unleaded, engine with 285HP
- 4x4
location_on
Pete Moore Chevrolet
Pensacola, FL (826.4 mi)
(850) 805-8546
Used 2026 Jeep Gladiator Mojave Crew Cab
$45,055
speed 11,926 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Waxahachie Ford
Waxahachie, TX (828.2 mi)
(817) 842-2901
Used 2023 Jeep Gladiator Rubicon Crew Cab
$34,421
speed 77,370 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Waxahachie Ford
Waxahachie, TX (828.2 mi)
(817) 842-2901
Used 2024 Jeep Gladiator Sport Crew Cab
$30,265
speed 24,548 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Waxahachie Ford
Waxahachie, TX (828.2 mi)
(817) 842-2901
Used 2025 Jeep Gladiator Sport Crew Cab
$38,210
speed 22,311 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Waxahachie Ford
Waxahachie, TX (828.2 mi)
(817) 842-2901
Used 2024 Jeep Gladiator Sport Crew Cab
$37,368
speed 39,893 mi
sell
Key features
- Gasoline
- 4WD
- Texas Trail
location_on
Waxahachie Ford
Waxahachie, TX (828.2 mi)
(817) 842-2901
Used 2021 Jeep Gladiator Sport Crew Cab
$31,600
speed 29,763 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Crosstown Chrysler Dodge Jeep Ram Fiat
Littleton, NH (843.6 mi)
(603) 614-5372
Used 2026 Jeep Gladiator Mojave Crew Cab
$45,600
speed 14,578 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Crosstown Chrysler Dodge Jeep Ram Fiat
Littleton, NH (843.6 mi)
(603) 614-5372
Used 2020 Jeep Gladiator Mojave Crew Cab
$35,516
speed 34,800 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ken Garff Ford Cheyenne
Cheyenne, WY (852.6 mi)
(307) 788-2144
Used 2023 Jeep Gladiator Sport Crew Cab
$37,256
speed 19,571 mi
sell
Key features
- Diesel
- Intercooled Turbo Diesel V-6 3.0 L/182
- 4WD
location_on
Ken Garff Ford Cheyenne
Cheyenne, WY (852.6 mi)
(307) 788-2144
Used 2024 Jeep Gladiator Mojave Crew Cab
$43,480
speed 20,361 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Tallahassee Ford
Tallahassee, FL (854 mi)
(850) 279-9333
Used 2025 Jeep Gladiator Sport Crew Cab
contact for price
speed 10,542 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Greeley Chrysler Dodge Jeep Ram
Greeley, CO (855.7 mi)
(970) 473-2802
Used 2025 Jeep Gladiator Mojave Crew Cab
$44,891
speed 5,730 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Grappone Ford
Bow, NH (859 mi)
(855) 906-0865
Used 2021 Jeep Gladiator Rubicon Crew Cab
$30,691
speed 78,625 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Grappone Ford
Bow, NH (859 mi)
(855) 906-0865
Used 2020 Jeep Gladiator Overland Crew Cab
$27,278
speed 69,199 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Fort Collins Dodge Chrysler Ram
Fort Collins, CO (866.1 mi)
(970) 632-9052
Used 2025 Jeep Gladiator Mojave Crew Cab
$45,148
speed 23,395 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Fort Collins Dodge Chrysler Ram
Fort Collins, CO (866.1 mi)
(970) 632-9052
Used 2021 Jeep Gladiator Rubicon Crew Cab
$35,045
speed 45,150 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Fort Collins Dodge Chrysler Ram
Fort Collins, CO (866.1 mi)
(970) 632-9052
Used 2024 Jeep Gladiator Rubicon Crew Cab
$44,574
speed 12,894 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Fort Collins Dodge Chrysler Ram
Fort Collins, CO (866.1 mi)
(970) 632-9052
Used 2024 Jeep Gladiator Mojave Crew Cab
$43,876
speed 16,397 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Brandon Dodge Chrysler Jeep Ram
Loveland, CO (867.9 mi)
(970) 292-7038
Used 2020 Jeep Gladiator Rubicon Crew Cab
$32,444
speed 76,663 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Brandon Dodge Chrysler Jeep Ram
Loveland, CO (867.9 mi)
(970) 292-7038
