Used Jeep Pickups for Sale near Milwaukee, Wisconsin
Sort
Filters
934 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 2022 Jeep Gladiator Sport Crew Cab
$30,900
speed 41,409 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Bettenhausen Chrysler Dodge Jeep Ram of Lockport
Lockport, IL (100.8 mi)
Used 2021 Jeep Gladiator Mojave Crew Cab
$33,489
speed 50,554 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Bettenhausen CDJR of Tinley Park
Tinley Park, IL (101.7 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$33,670 List Price
$31,000
speed 54,729 mi
sell
Key features
- Diesel
- 4WD
- Sport
location_on
Kayser Chrysler Center Inc
Sauk City, WI (101.9 mi)
Used 2024 Jeep Gladiator Mojave Crew Cab
$47,897 List Price
$43,100
speed 9,378 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Kayser Chrysler Center Inc
Sauk City, WI (101.9 mi)
Used 2026 Jeep Gladiator Rubicon Crew Cab
$45,999
speed 14,951 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Tera Chevrolet
Sandwich, IL (103.4 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$37,122
speed 14,000 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Michigan City Ford
Michigan City, IN (107.2 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$29,243
speed 44,522 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Zeigler Chrysler Dodge Jeep of Grandville
Grandville, MI (108.8 mi)
Used 2022 Jeep Gladiator Overland Crew Cab
$28,996
speed 52,348 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Zeigler Chrysler Dodge Jeep of Grandville
Grandville, MI (108.8 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$30,329
speed 44,243 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Zeigler Chrysler Dodge Jeep of Grandville
Grandville, MI (108.8 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$30,800 List Price
$24,953
speed 90,477 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Fox Chrysler Dodge Jeep Ram
Grand Rapids, MI (115.8 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$35,675 List Price
$27,716
speed 61,446 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Fox Chrysler Dodge Jeep Ram
Grand Rapids, MI (115.8 mi)
Used 2022 Jeep Gladiator Mojave Crew Cab
$38,525 List Price
$36,925
speed 35,631 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Fox Chrysler Dodge Jeep Ram
Grand Rapids, MI (115.8 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$29,500
speed 86,182 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
Watson Benzie Chrysler Dodge Jeep Ram
Benzonia, MI (139.2 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$49,435 List Price
$40,995
speed 3,603 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Auto Park Chrysler Jeep Dodge Ram
Plymouth, IN (142.4 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$30,995
speed 54,759 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Auto Park Chrysler Jeep Dodge Ram
Plymouth, IN (142.4 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$26,695
speed 70,521 mi
sell
Key features
- Gasoline
- V6, 3.6L
- 4WD
location_on
Eby Ford
Goshen, IN (144.8 mi)
Used 2022 Jeep Gladiator Rubicon Crew Cab
$38,395
speed 27,253 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Model 1 Ford of Warsaw
Warsaw, IN (160.5 mi)
Used 2021 Jeep Gladiator Mojave Crew Cab
$28,995
speed 87,500 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Model 1 Ford of Warsaw
Warsaw, IN (160.5 mi)
Used 2021 Jeep Gladiator Rubicon Crew Cab
$28,199
speed 116,136 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
Dahl Ford Truck La Crosse
La Crosse, WI (177.2 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$31,512
speed 61,799 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Lighthouse Buick GMC
Morton, IL (186.8 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$25,598
speed 56,645 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Burt Watson Chevrolet of Freeland
Freeland, MI (193.3 mi)
Used 2021 Jeep Gladiator Overland Crew Cab
$26,110
speed 91,486 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Burt Watson Chevrolet of Freeland
Freeland, MI (193.3 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$39,305 List Price
$35,635
speed 20,813 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Dick Scott Motor Mall
Fowlerville, MI (196.5 mi)
Used 2022 Jeep Gladiator Rubicon Crew Cab
$34,203
speed 40,152 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Rydell of Independence
Independence, IA (202.1 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$40,900
speed 13,985 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Rydell of Independence
Independence, IA (202.1 mi)
Used 2026 Jeep Gladiator Rubicon Crew Cab
$49,106
speed 15,001 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Rydell of Independence
Independence, IA (202.1 mi)
Used 2023 Jeep Gladiator Mojave Crew Cab
$39,024 List Price
$37,166
speed 44,684 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Pat McGrath Ford of Cedar Rapids
Hiawatha, IA (204.8 mi)
Used 2021 Jeep Gladiator Rubicon Crew Cab
$34,972 List Price
$33,307
speed 59,700 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Pat McGrath Ford of Cedar Rapids
Hiawatha, IA (204.8 mi)
Used 2020 Jeep Gladiator Overland Crew Cab
$30,445 List Price
$28,995
speed 59,738 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Pat McGrath Ford of Cedar Rapids
Hiawatha, IA (204.8 mi)
Used 2021 Jeep Gladiator Overland Crew Cab
$25,465
speed 91,697 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Suburban Chrysler Dodge Jeep Ram Ann Arbor
Ann Arbor, MI (212.4 mi)
