Jeep Pickups for Sale near Middleton, Wisconsin
Sort
Filters
987 results
Location
Body Type
Popular Body Types
Price
Mileage
Make, Model, and Trim
Year
Chassis Options
Add-Ons
State
Used 2025 Jeep Gladiator Sport Crew Cab
$37,660
speed 19,135 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Brighton Ford
Brighton, MI (295.2 mi)
Used 2022 Jeep Gladiator Mojave Crew Cab
$33,960
speed 63,000 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Brighton Ford
Brighton, MI (295.2 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
$34,000
speed 58,333 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Lasco Ford
Fenton, MI (295.3 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$23,500
speed 73,268 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Lasco Ford
Fenton, MI (295.3 mi)
Used 2023 Jeep Gladiator Mojave Crew Cab
contact for price
speed 55,463 mi
sell
Key features
- Gasoline
- 4x4
- Mojave
location_on
Ray Skillman Chevrolet
Indianapolis, IN (297 mi)
Used 2020 Jeep Gladiator Mojave Crew Cab
$32,980
speed 61,350 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Ray Skillman Ford
Greenwood, IN (300.7 mi)
Used 2022 Jeep Gladiator Overland Crew Cab
$31,999 List Price
$30,499
speed 48,944 mi
sell
Key features
- Gasoline
- 3.6L V6 24V VVT
- 4WD
location_on
Bud's Chrysler Dodge Jeep RAM
Celina, OH (307.9 mi)
Used 2022 Jeep Gladiator Overland Crew Cab
$29,813
speed 75,959 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Williams Brothers Dundee Dodge Chrysler Jeep Ram
Dundee, MI (308.6 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$38,940
speed 4,840 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Fletcher Chrysler Dodge Jeep Ram
Franklin, IN (309.3 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$30,940
speed 73,729 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Fletcher Chrysler Dodge Jeep Ram
Franklin, IN (309.3 mi)
Used 2025 Jeep Gladiator Rubicon Crew Cab
$47,440
speed 11,176 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Fletcher Chrysler Dodge Jeep Ram
Franklin, IN (309.3 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$35,512 List Price
$29,186
speed 47,251 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Dick Scott Chrysler Dodge Jeep Ram
Plymouth, MI (310.7 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
$38,599 List Price
$29,686
speed 73,304 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Dick Scott Chrysler Dodge Jeep Ram
Plymouth, MI (310.7 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$37,867
speed 14,293 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Lou Fusz Ford
Chesterfield, MO (314.9 mi)
Used 2021 Jeep Gladiator Rubicon Crew Cab
$32,990
speed 46,780 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Jack Demmer Ford in Wayne
Wayne, MI (317.1 mi)
Used 2025 Jeep Gladiator Mojave Crew Cab
$51,995 List Price
$42,989
speed 17,281 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Monroe Dodge Chrysler Jeep RAM Superstore
Monroe, MI (319.5 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$37,995 List Price
$32,882
speed 54,749 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Monroe Dodge Chrysler Jeep RAM Superstore
Monroe, MI (319.5 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$42,995 List Price
$34,989
speed 21,142 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Monroe Dodge Chrysler Jeep RAM Superstore
Monroe, MI (319.5 mi)
Used 2025 Jeep Gladiator High Crew Cab
$43,995 List Price
$39,989
speed 18,969 mi
sell
Key features
- Gasoline
- 4WD
- High Tide
location_on
Monroe Dodge Chrysler Jeep RAM Superstore
Monroe, MI (319.5 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$33,120
speed 49,259 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Schicker Chrysler Dodge Jeep Ram of Washington
Washington, MO (326.7 mi)
Used 2025 Jeep Gladiator Mojave Crew Cab
$43,522
speed 21,279 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Machens Ford Lincoln
Columbia, MO (328.4 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$28,598
speed 49,908 mi
sell
Key features
- Gasoline
- 4WD
- Willys Sport
location_on
White Allen Chevrolet
Dayton, OH (358.2 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$32,700
speed 60,128 mi
sell
Key features
- Gasoline
- 3.6L V6 24V VVT
- 4x4
location_on
Sioux Falls Ford
Sioux Falls, SD (365.5 mi)
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 (370.3 mi)
Used 2025 Jeep Gladiator Rubicon Crew Cab
$47,472
speed 1,963 mi
sell
Key features
- Gasoline
- 6 Cyl - 3.6 L
- 4x4
location_on
Expressway Dodge
Evansville, IN (370.3 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$26,950
speed 78,716 mi
sell
Key features
- Diesel
- 6 Cyl - 3.0 L
- 4x4
location_on
Expressway Dodge
Evansville, IN (370.3 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$28,588
speed 64,329 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Jake Sweeney Chrysler Jeep Dodge Ram
Cincinnati, OH (372.8 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$27,988
speed 59,588 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Jake Sweeney Chrysler Jeep Dodge Ram
Cincinnati, OH (372.8 mi)
Used 2023 Jeep Gladiator Overland Crew Cab
$25,800
speed 81,526 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Coughlin Ford of Marysville
Marysville, OH (373.3 mi)
Used 2022 Jeep Gladiator Mojave Crew Cab
$29,989
speed 65,269 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Coughlin Chevrolet Marysville
Marysville, OH (373.3 mi)
