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
$28,392
speed 29,010 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
Tom Gill Chevrolet
Florence, KY (326.9 mi)
(859) 493-8551
Used 2022 Jeep Gladiator Overland Crew Cab
$34,192
speed 19,459 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
Tom Gill Chevrolet
Florence, KY (326.9 mi)
(859) 493-8551
Used 2023 Jeep Gladiator Rubicon Crew Cab
$38,191
speed 25,531 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
Tom Gill Chevrolet
Florence, KY (326.9 mi)
(859) 493-8551
Used 2023 Jeep Gladiator Overland Crew Cab
$33,592
speed 35,054 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
Tom Gill Chevrolet
Florence, KY (326.9 mi)
(859) 493-8551
Used 2024 Jeep Gladiator Sport Crew Cab
$37,999 List Price
$34,787
speed 27,301 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Jeff Wyler Chrysler Dodge Jeep RAM of Ft Thomas
Ft Thomas, KY (327.2 mi)
(859) 328-2031
Used 2022 Jeep Gladiator Sport Crew Cab
$31,064
speed 49,734 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Spitzer Chrysler Dodge Jeep Ram Cleveland
Cleveland, OH (330.2 mi)
(216) 494-5456
Used 2023 Jeep Gladiator Overland Crew Cab
$32,180 List Price
$29,299
speed 42,448 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Capital Ford of Columbus
Columbus, OH (335.9 mi)
(614) 482-4767
Used 2025 Jeep Gladiator Mojave Crew Cab
$43,988
speed 15,085 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Coughlin Ford of Pataskala
Pataskala, OH (343.5 mi)
(740) 306-4691
Used 2023 Jeep Gladiator Sport Crew Cab
$30,591
speed 40,174 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Valley Chrysler Dodge Jeep Ram of Columbus
Pataskala, OH (343.5 mi)
(740) 224-4661
Used 2020 Jeep Gladiator Overland Crew Cab
$25,018
speed 99,688 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Valley Chrysler Dodge Jeep Ram of Columbus
Pataskala, OH (343.5 mi)
(740) 224-4661
Used 2020 Jeep Gladiator Rubicon Crew Cab
$32,990
speed 25,944 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Karl Chevrolet of Stuart
Stuart, IA (344.5 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$32,211
speed 70,755 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Bachman Chrysler Dodge Jeep Ram of Jeffersonville
Jeffersonville, IN (345.1 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
$37,250
speed 33,662 mi
sell
Key features
- Gasoline
- 3.6L
- 4WD
location_on
Coyle GMC Co.
Clarksville, IN (345.4 mi)
(812) 994-6009
Used 2023 Jeep Gladiator Rubicon Crew Cab
$37,250
speed 33,662 mi
sell
Key features
- Gasoline
- 3.6L
- 4WD
location_on
Coyle Chevrolet Co.
Clarksville, IN (345.4 mi)
(812) 494-7841
Used 2023 Jeep Gladiator Mojave Crew Cab
$39,300
speed 15,886 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
John Jones Chrysler Dodge Jeep Ram Fiat
Corydon, IN (347.9 mi)
(812) 782-2373
Used 2023 Jeep Gladiator High Altitude Crew Cab
$34,520
speed 43,429 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
John Jones Chrysler Dodge Jeep Ram Fiat
Corydon, IN (347.9 mi)
(812) 782-2373
Used 2021 Jeep Gladiator Sport Crew Cab
$30,001
speed 27,961 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
John Jones Chrysler Dodge Jeep Ram Fiat
Corydon, IN (347.9 mi)
(812) 782-2373
Used 2022 Jeep Gladiator Sport Crew Cab
$32,050
speed 38,855 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
John Jones Chevrolet of Corydon
Corydon, IN (347.9 mi)
Used 2025 Jeep Gladiator Rubicon Crew Cab
$41,595
speed 25,539 mi
sell
Key features
- Gasoline
- 3.6L V6 24V VVT Engine
- 4x4
location_on
John Jones Chrysler Dodge Jeep Ram Fiat
Corydon, IN (347.9 mi)
(812) 782-2373
Used 2020 Jeep Gladiator Rubicon Crew Cab
$27,129
speed 114,946 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Coughlin GMC Newark
Newark, OH (349.3 mi)
(740) 761-4467
Used 2020 Jeep Gladiator Rubicon Crew Cab
$27,129
speed 114,946 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Coughlin Chevrolet Newark
Newark, OH (349.3 mi)
(740) 842-8051
Used 2023 Jeep Gladiator Sport Crew Cab
$33,990
speed 27,650 mi
sell
Key features
- Gasoline
- 6 Cyl - 3.6 L
- 4x4
location_on
Expressway Dodge
Evansville, IN (350.2 mi)
Used 2025 Jeep Gladiator Rubicon Crew Cab
$48,245
speed 1,963 mi
sell
Key features
- Gasoline
- 6 Cyl - 3.6 L
- 4x4
location_on
Expressway Dodge
Evansville, IN (350.2 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$27,206
speed 78,716 mi
sell
Key features
- Diesel
- 6 Cyl - 3.0 L
- 4x4
location_on
Expressway Dodge
Evansville, IN (350.2 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$29,698
speed 35,473 mi
sell
Key features
- Gasoline
- 3.6L V-6 DOHC, variable valve control, regular unleaded, engine with 285HP
- 4x4
location_on
Ken Ganley Chevrolet of Aurora
Aurora, OH (358.4 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$33,990
speed 40,117 mi
sell
Key features
- Gasoline
- 3.6L V6 285hp 260ft. lbs.
- 4x4
location_on
Classic Chrysler Dodge Jeep Ram
Madison, OH (358.6 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$32,990
speed 19,777 mi
sell
Key features
- Gasoline
- 3.6L V6 285hp 260ft. lbs.
- 4x4
location_on
Classic Chrysler Dodge Jeep Ram
Madison, OH (358.6 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$32,650 List Price
$31,393
speed 45,571 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Hugh White Chevrolet Buick
Lancaster, OH (358.7 mi)
(740) 746-1185
Used 2021 Jeep Gladiator Sport Crew Cab
$29,700 List Price
$24,378
speed 140,531 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Hugh White Chevrolet Buick
Lancaster, OH (358.7 mi)
(740) 746-1185
Used 2021 Jeep Gladiator Overland Crew Cab
$32,999
speed 36,140 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Tenvoorde Ford
Saint Cloud, MN (361.2 mi)
