Used Jeep Pickups for Sale near Middleton, Wisconsin
Sort
Filters
943 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 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 (841.8 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 (841.8 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 (841.8 mi)
(469) 449-9298
Used 2022 Jeep Gladiator Overland Crew Cab
$36,476
speed 20,841 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Phil Long Ford of Chapel Hills
Colorado Springs, CO (842.2 mi)
(719) 212-2785
Used 2025 Jeep Gladiator Rubicon Crew Cab
$65,476
speed 5,479 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Phil Long Ford of Chapel Hills
Colorado Springs, CO (842.2 mi)
(719) 212-2785
Used 2023 Jeep Gladiator Rubicon Crew Cab
$38,398
speed 43,141 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Phil Long Ford of Chapel Hills
Colorado Springs, CO (842.2 mi)
(719) 212-2785
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 (843.7 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 (843.7 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 (843.7 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 (843.7 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 (843.7 mi)
(817) 842-2901
Used 2025 Jeep Gladiator Sport Crew Cab
$33,500
speed 30,861 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Perkins Motor Company
Colorado Springs, CO (850.5 mi)
(719) 212-2042
Used 2025 Jeep Gladiator Rubicon Crew Cab
$46,533
speed 8,013 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Perkins Motor Company
Colorado Springs, CO (850.5 mi)
(719) 212-2042
Used 2024 Jeep Gladiator Mojave Crew Cab
$44,887
speed 17,351 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Perkins Motor Company
Colorado Springs, CO (850.5 mi)
(719) 212-2042
Used 2020 Jeep Gladiator Rubicon Crew Cab
$31,907
speed 69,948 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Perkins Motor Company
Colorado Springs, CO (850.5 mi)
(719) 212-2042
Used 2025 Jeep Gladiator Rubicon Crew Cab
$45,859
speed 10,575 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Five Star Albany Chrysler Dodge Jeep RAM
Albany, GA (853 mi)
(229) 658-4788
Used 2023 Jeep Gladiator Sport Crew Cab
$29,995
speed 48,789 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Lee Chevrolet
Washington, NC (853.9 mi)
(252) 262-2669
Used 2020 Jeep Gladiator Rubicon Crew Cab
$27,777
speed 96,045 mi
sell
Key features
- Gasoline
- 3.6L V-6 DOHC, variable valve control, regular unleaded, engine with 285HP
- 4x4
location_on
Palmetto Chevrolet
Conway, SC (856.2 mi)
(843) 350-9040
Used 2023 Jeep Gladiator Rubicon Crew Cab
$37,995
speed 56,530 mi
sell
Key features
- Diesel
- 3.0 Liter Turbo
- 4x4
location_on
Texas Dodge Chrysler Jeep RAM
Amarillo, TX (857.3 mi)
(806) 607-8892
Used 2024 Jeep Gladiator Sport Crew Cab
$34,000
speed 34,706 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Westgate Chrysler Dodge Jeep RAM of Burgaw
Burgaw, NC (858.5 mi)
(910) 312-2647
Used 2022 Jeep Gladiator Sport Crew Cab
$28,000
speed 51,085 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Westgate Chrysler Dodge Jeep RAM of Burgaw
Burgaw, NC (858.5 mi)
(910) 312-2647
Used 2024 Jeep Gladiator Sport Crew Cab
$35,000
speed 19,169 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Westgate Chrysler Dodge Jeep RAM of Burgaw
Burgaw, NC (858.5 mi)
(910) 312-2647
Used 2020 Jeep Gladiator Sport Crew Cab
$26,000
speed 53,650 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Westgate Chrysler Dodge Jeep RAM of Burgaw
Burgaw, NC (858.5 mi)
(910) 312-2647
Used 2020 Jeep Gladiator Rubicon Crew Cab
$32,400
speed 56,304 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Westgate Chrysler Dodge Jeep RAM of Burgaw
Burgaw, NC (858.5 mi)
(910) 312-2647
Used 2021 Jeep Gladiator Sport Crew Cab
$23,476
speed 90,411 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Papa’s Chrysler Dodge Jeep RAM
New Britain, CT (859.5 mi)
(860) 909-8698
Used 2021 Jeep Gladiator Sport Crew Cab
$24,482
speed 67,695 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Papa’s Chrysler Dodge Jeep RAM
New Britain, CT (859.5 mi)
(860) 909-8698
Used 2022 Jeep Gladiator Sport Crew Cab
$30,066
speed 35,214 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Executive Dodge Jeep Ram
Wallingford, CT (860.7 mi)
(203) 586-4869
Used 2022 Jeep Gladiator Sport Crew Cab
$33,293
speed 21,507 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Executive Dodge Jeep Ram
Wallingford, CT (860.7 mi)
(203) 586-4869
Used 2022 Jeep Gladiator Sport Crew Cab
$34,899 List Price
$29,999
speed 48,767 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Mitchell Selig Ford
Windsor, CT (861.4 mi)
(860) 406-7275
Used 2021 Jeep Gladiator Rubicon Crew Cab
$38,829
speed 38,263 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Team Dodge Ram of Myrtle Beach
Myrtle Beach, SC (862.2 mi)
(843) 960-3342
