Used Jeep Pickups for Sale near Madison, Wisconsin
Sort
Filters
942 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
$28,407
speed 64,163 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Arrigo Dodge Chrysler Jeep Ram - Fort Pierce
Fort Pierce, FL (1,171.8 mi)
(855) 785-1062
Used 2020 Jeep Gladiator Sport Crew Cab
$27,485
speed 79,981 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Chrysler Dodge Jeep Ram of Calallen
Corpus Christi, TX (1,175.2 mi)
(888) 599-2685
Used 2023 Jeep Gladiator Sport Crew Cab
$32,585
speed 45,493 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Chrysler Dodge Jeep Ram of Calallen
Corpus Christi, TX (1,175.2 mi)
(888) 599-2685
Used 2025 Jeep Gladiator Sport Crew Cab
$37,260 List Price
$33,485
speed 20,863 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Chrysler Dodge Jeep Ram of Calallen
Corpus Christi, TX (1,175.2 mi)
(888) 599-2685
Used 2021 Jeep Gladiator Sport Crew Cab
$27,789
speed 47,418 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Sam Galloway Ford
Fort Myers, FL (1,194.6 mi)
(239) 266-2393
Used 2025 Jeep Gladiator Sport Crew Cab
$39,671
speed 14,080 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,197.3 mi)
(239) 790-4635
Used 2026 Jeep Gladiator Mojave Crew Cab
$43,951
speed 14,697 mi
sell
Key features
- Gasoline
- 4WD
- Mojave 4x4
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,197.3 mi)
(239) 790-4635
Used 2025 Jeep Gladiator Sport Crew Cab
$38,583
speed 19,472 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,197.3 mi)
(239) 790-4635
Used 2022 Jeep Gladiator Overland Crew Cab
$37,916
speed 31,001 mi
sell
Key features
- Diesel
- 4WD
- Overland 4x4
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,197.3 mi)
(239) 790-4635
Used 2026 Jeep Gladiator Sport Crew Cab
$37,112
speed 2,671 mi
sell
Key features
- Gasoline
- 4WD
- Sport 4x4
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,197.3 mi)
(239) 790-4635
Used 2025 Jeep Gladiator Sport Crew Cab
$37,501
speed 8,915 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (1,197.3 mi)
(239) 790-4635
Used 2021 Jeep Gladiator Sport Crew Cab
$29,995 List Price
$27,454
speed 55,798 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Coconut Point Ford
Estero, FL (1,205.1 mi)
(239) 299-9692
Used 2024 Jeep Gladiator Sport Crew Cab
$34,650
speed 23,823 mi
sell
Key features
- Gasoline
- 3.6 Liter
- 4x4
location_on
Group 1 Chevrolet Estero Bay
Estero, FL (1,205.1 mi)
(239) 908-4112
Used 2021 Jeep Gladiator Sport Crew Cab
$29,995 List Price
$27,308
speed 58,415 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Coconut Point Ford
Estero, FL (1,205.1 mi)
(239) 299-9692
Used 2020 Jeep Gladiator Sport Crew Cab
$29,995 List Price
$27,307
speed 66,773 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Coconut Point Ford
Estero, FL (1,205.1 mi)
(239) 299-9692
Used 2024 Jeep Gladiator Rubicon Crew Cab
$46,992
speed 23,410 mi
sell
Key features
- Gasoline
- 6 Cyl
- 4x4
location_on
Tadd Jenkins Chrysler Dodge Jeep Ram
Blackfoot, ID (1,217.2 mi)
(208) 782-7247
Used 2023 Jeep Gladiator High Altitude Crew Cab
contact for price
speed 20,276 mi
sell
Key features
- Gasoline
- 6 Cyl
- 4x4
location_on
Tadd Jenkins Chrysler Dodge Jeep Ram
Blackfoot, ID (1,217.2 mi)
(208) 782-7247
Used 2023 Jeep Gladiator Sport Crew Cab
$37,553
speed 22,225 mi
sell
Key features
- Gasoline
- 3.6L V6 24V VVT
- 4WD
location_on
Tamiami Ford
Naples, FL (1,224.3 mi)
(239) 307-2496
Used 2026 Jeep Gladiator Mojave Crew Cab
$43,972
speed 10,792 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Wayne Akers Ford
Lake Worth Beach, FL (1,224.6 mi)
(561) 532-3080
Used 2026 Jeep Gladiator Sport Crew Cab
$38,442
speed 474 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Wayne Akers Ford
Lake Worth Beach, FL (1,224.6 mi)
(561) 532-3080
Used 2022 Jeep Gladiator Overland Crew Cab
$35,442
speed 19,454 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Wayne Akers Ford
Lake Worth Beach, FL (1,224.6 mi)
(561) 532-3080
Used 2021 Jeep Gladiator Mojave Crew Cab
$36,266
speed 49,364 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ken Garff Ford
American Fork, UT (1,225.2 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$34,998
speed 35,336 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Salt Lake Valley GMC
Salt Lake City, UT (1,226.6 mi)
(844) 756-2593
Used 2022 Jeep Gladiator Rubicon Crew Cab
$35,860
speed 59,873 mi
sell
Key features
- Diesel
- Intercooled Turbo Diesel V-6 3.0 L/182
- 4WD
location_on
Ken Garff Ram
West Valley City, UT (1,229.4 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$33,823
speed 3,058 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ken Garff Ram
West Valley City, UT (1,229.4 mi)
Used 2025 Jeep Gladiator Mojave Crew Cab
$45,015
speed 11,164 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ken Garff Ram
West Valley City, UT (1,229.4 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
$28,549
speed 67,732 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ken Garff Ram
West Valley City, UT (1,229.4 mi)
Used 2021 Jeep Gladiator High Altitude Crew Cab
$25,447
speed 111,294 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ken Garff Ram
West Valley City, UT (1,229.4 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$31,676
speed 22,871 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Riverton Chevrolet
South Jordan, UT (1,229.7 mi)
(385) 337-2128
Used 2024 Jeep Gladiator Sport Crew Cab
$34,950 List Price
$32,950
speed 24,460 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Murdock Ford
Santaquin, UT (1,232.8 mi)
(385) 526-2676
