Used Jeep Pickups for Sale near Cumberland, Wisconsin
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 2021 Jeep Gladiator Rubicon Crew Cab
$33,995
speed 41,483 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Keene Dodge Chrysler Jeep Ram
Jarrettsville, MD (888.6 mi)
(443) 602-9295
Used 2022 Jeep Gladiator Overland Crew Cab
$32,342
speed 21,689 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Keene Dodge Chrysler Jeep Ram
Jarrettsville, MD (888.6 mi)
(443) 602-9295
Used 2021 Jeep Gladiator Sport Crew Cab
$22,995
speed 119,289 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Keene Dodge Chrysler Jeep Ram
Jarrettsville, MD (888.6 mi)
(443) 602-9295
Used 2025 Jeep Gladiator Sport Crew Cab
$37,020
speed 4,546 mi
sell
Key features
- Gasoline
- 4WD
- Texas Trail
location_on
Brandon Tomes CDJR
McKinney, TX (889.3 mi)
(940) 290-7471
Used 2023 Jeep Gladiator Mojave Crew Cab
$38,220
speed 20,325 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Brandon Tomes CDJR
McKinney, TX (889.3 mi)
(940) 290-7471
Used 2025 Jeep Gladiator Sport Crew Cab
$37,220
speed 7,475 mi
sell
Key features
- Gasoline
- 4WD
- Texas Trail
location_on
Brandon Tomes CDJR
McKinney, TX (889.3 mi)
(940) 290-7471
Used 2025 Jeep Gladiator Sport Crew Cab
$37,820
speed 8,489 mi
sell
Key features
- Gasoline
- 4WD
- Texas Trail
location_on
Brandon Tomes CDJR
McKinney, TX (889.3 mi)
(940) 290-7471
Used 2021 Jeep Gladiator Mojave Crew Cab
$38,988 List Price
$33,795
speed 44,005 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Angela Krause Ford
Alpharetta, GA (889.9 mi)
(770) 226-4476
Used 2020 Jeep Gladiator Overland Crew Cab
$30,230 List Price
$27,850
speed 46,855 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Sheehy Ford Springfield
Springfield, VA (890.1 mi)
(571) 536-7366
Used 2020 Jeep Gladiator Rubicon Crew Cab
$34,720 List Price
$31,900
speed 47,081 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Sheehy Ford Springfield
Springfield, VA (890.1 mi)
(571) 536-7366
Used 2023 Jeep Gladiator Mojave Crew Cab
$38,800
speed 21,666 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Bob Davidson Ford Lincoln
Baltimore, MD (893.3 mi)
(443) 234-9274
Used 2022 Jeep Gladiator Rubicon Crew Cab
$31,925
speed 61,634 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Voyles Ram Truck Center
Marietta, GA (895.4 mi)
(770) 691-2672
Used 2021 Jeep Gladiator Sport Crew Cab
$32,925
speed 49,712 mi
sell
Key features
- Diesel
- 4WD
- Willys
location_on
Voyles Ram Truck Center
Marietta, GA (895.4 mi)
(770) 691-2672
Used 2025 Jeep Gladiator Sport Crew Cab
$45,399
speed 4,038 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Voyles Ram Truck Center
Marietta, GA (895.4 mi)
(770) 691-2672
Used 2020 Jeep Gladiator Overland Crew Cab
$28,484
speed 83,047 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Voyles Ram Truck Center
Marietta, GA (895.4 mi)
(770) 691-2672
Used 2023 Jeep Gladiator Rubicon Crew Cab
$37,600
speed 47,407 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Jim Ellis Ford Sandy Springs
Atlanta, GA (895.6 mi)
(770) 610-3088
Used 2026 Jeep Gladiator Mojave Crew Cab
$44,220
speed 15,339 mi
sell
Key features
- Gasoline
- 3.6 L
- 4x4
location_on
Klement Chrysler Jeep Dodge RAM
Decatur, TX (898.3 mi)
(940) 399-5408
Used 2025 Jeep Gladiator Mojave Crew Cab
$49,680
speed 14,648 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
James Wood Chevrolet of Decatur
Decatur, TX (898.3 mi)
(940) 398-0965
Used 2025 Jeep Gladiator Sport Crew Cab
$33,441
speed 51,404 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Karl Klement Ford – Decatur
Decatur, TX (898.3 mi)
(940) 245-4642
Used 2022 Jeep Gladiator Overland Crew Cab
$34,615
speed 45,405 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Parks GMC Greenville
Greenville, SC (898.6 mi)
(864) 651-9894
Used 2021 Jeep Gladiator Mojave Crew Cab
$29,327
speed 88,264 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Parks Chevrolet Kernersville
Kernersville, NC (898.8 mi)
(336) 585-8429
Used 2020 Jeep Gladiator Sport Crew Cab
$25,250
speed 63,322 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Impex Chevrolet
Reidsville, NC (899.3 mi)
(336) 606-3387
Used 2020 Jeep Gladiator Sport Crew Cab
$25,250
speed 63,322 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Impex GMC
Reidsville, NC (899.3 mi)
(336) 606-3236
Used 2025 Jeep Gladiator Rubicon Crew Cab
$43,998
speed 7,043 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Gwinnett Place Ford
Duluth, GA (899.5 mi)
(833) 501-3528
Used 2020 Jeep Gladiator Mojave Crew Cab
$37,400
speed 22,228 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Columbine Ford
Rifle, CO (899.8 mi)
(970) 410-8406
Used 2024 Jeep Gladiator Sport Crew Cab
$37,987 List Price
$36,977
speed 32,468 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Haldeman Ford of Allentown
Allentown, PA (900.1 mi)
(877) 837-2659
Used 2025 Jeep Gladiator High Crew Cab
contact for price
speed 3,508 mi
sell
Key features
- Gasoline
- 3.6L V6 24V VVT
- 4WD
location_on
Norris Ford
Baltimore, MD (900.4 mi)
(443) 282-2757
Used 2024 Jeep Gladiator Rubicon Crew Cab
$37,995
speed 13,328 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Randy Marion Isuzu
Mooresville, NC (901 mi)
(704) 529-9527
Used 2022 Jeep Gladiator Sport Crew Cab
$27,172
speed 71,906 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4x4
location_on
Group 1 Chrysler Dodge Jeep Ram Rockwall
Rockwall, TX (901.1 mi)
(903) 751-3519
Used 2023 Jeep Gladiator Sport Crew Cab
$29,120
speed 49,583 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4x4
location_on
Group 1 Chrysler Dodge Jeep Ram Rockwall
Rockwall, TX (901.1 mi)
(903) 751-3519
