Jeep Gladiator Pickups for Sale near Madison, Wisconsin
Sort
Filters
956 results
Location
Body Type
Popular Body Types
Price
Mileage
Make, Model, and Trim
Year
Chassis Options
Add-Ons
State
Used 2023 Jeep Gladiator Sport Crew Cab
$35,159
speed 27,424 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
All American Chrysler Jeep Dodge of Odessa
Odessa, TX (1,092.1 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$40,113
speed 14,002 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
All American Chrysler Jeep Dodge of Odessa
Odessa, TX (1,092.1 mi)
Used 2023 Jeep Gladiator Overland Crew Cab
$33,999 List Price
$33,224
speed 75,783 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
All American Chrysler Jeep Dodge of Odessa
Odessa, TX (1,092.1 mi)
Used 2025 Jeep Gladiator Mojave Crew Cab
$41,404
speed 17,656 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Gator Ford
Seffner, FL (1,092.1 mi)
(813) 592-3352
Used 2022 Jeep Gladiator Mojave Crew Cab
$37,000
speed 50,178 mi
sell
Key features
- Gasoline
- 6
- 4x4
location_on
Western Slope Ford
Grand Junction, CO (1,092.7 mi)
Used 2022 Jeep Gladiator Mojave Crew Cab
$38,400
speed 35,399 mi
sell
Key features
- Gasoline
- 6
- 4x4
location_on
Western Slope Ford
Grand Junction, CO (1,092.7 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$36,650 List Price
$32,595
speed 23,692 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Suncoast Chrysler Jeep Dodge Ram
Seminole, FL (1,094.2 mi)
Used 2026 Jeep Gladiator Rubicon Crew Cab
$57,550 List Price
$47,879
speed 8,130 mi
sell
Key features
- Gasoline
- 4WD
- Shadow Ops
location_on
Suncoast Chrysler Jeep Dodge Ram
Seminole, FL (1,094.2 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$33,850 List Price
$27,144
speed 41,220 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Suncoast Chrysler Jeep Dodge Ram
Seminole, FL (1,094.2 mi)
Used 2023 Jeep Gladiator Mojave Crew Cab
$38,900
speed 34,746 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Kisselback Ford
St Cloud, FL (1,094.3 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$34,000
speed 37,194 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Red McCombs Ford
San Antonio, TX (1,094.6 mi)
Used 2025 Jeep Gladiator Mojave Crew Cab
$43,726
speed 10,542 mi
sell
Key features
- Gasoline
- 3.6L V6
- 4WD
location_on
Ancira Chrysler Jeep Dodge Ram San Antonio
San Antonio, TX (1,094.6 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$31,768
speed 29,556 mi
sell
Key features
- Gasoline
- 3.6L V6
- 4WD
location_on
Ancira Chrysler Jeep Dodge Ram San Antonio
San Antonio, TX (1,094.6 mi)
Used 2023 Jeep Gladiator Mojave Crew Cab
$34,232
speed 35,939 mi
sell
Key features
- Gasoline
- 3.6L V6
- 4WD
location_on
Ancira Chrysler Jeep Dodge Ram San Antonio
San Antonio, TX (1,094.6 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$28,387
speed 55,011 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ferman Chevrolet
Tampa, FL (1,095.6 mi)
(813) 412-6451
Used 2021 Jeep Gladiator Sport Crew Cab
$25,987
speed 70,253 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ferman Chevrolet
Tampa, FL (1,095.6 mi)
(813) 412-6451
Used 2023 Jeep Gladiator Sport Crew Cab
$29,287
speed 63,878 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ferman Chevrolet
Tampa, FL (1,095.6 mi)
(813) 412-6451
Used 2024 Jeep Gladiator Sport Crew Cab
$55,625 List Price
$34,764
speed 32,265 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Brandon Ford
Tampa, FL (1,095.6 mi)
(813) 981-1471
Used 2021 Jeep Gladiator Mojave Crew Cab
$33,387
speed 79,072 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ferman Chevrolet
Tampa, FL (1,095.6 mi)
(813) 412-6451
Used 2023 Jeep Gladiator Rubicon Crew Cab
$43,995
speed 34,285 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Price Chrysler Dodge Jeep Ram
Floresville, TX (1,107.2 mi)
(830) 215-4542
Used 2021 Jeep Gladiator Overland Crew Cab
$33,207
speed 36,892 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Price Chrysler Dodge Jeep Ram
Floresville, TX (1,107.2 mi)
(830) 215-4542
Used 2022 Jeep Gladiator Sport Crew Cab
contact for price
speed 88,978 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
Mac Haik's Southway Ford
San Antonio, TX (1,108.5 mi)
(830) 521-7826
Used 2025 Jeep Gladiator Sport Crew Cab
contact for price
speed 24,981 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
Mac Haik's Southway Ford
San Antonio, TX (1,108.5 mi)
(830) 521-7826
Used 2020 Jeep Gladiator Overland Crew Cab
contact for price
speed 82,714 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
Mac Haik's Southway Ford
San Antonio, TX (1,108.5 mi)
(830) 521-7826
Used 2025 Jeep Gladiator Sport Crew Cab
contact for price
speed 13 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
Mac Haik's Southway Ford
San Antonio, TX (1,108.5 mi)
(830) 521-7826
Used 2024 Jeep Gladiator Sport Crew Cab
contact for price
speed 18,663 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
Mac Haik's Southway Ford
San Antonio, TX (1,108.5 mi)
(830) 521-7826
Used 2023 Jeep Gladiator Rubicon Crew Cab
$39,432
speed 46,315 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Rich Ford Albuquerque
Albuquerque, NM (1,120.9 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$35,949
speed 26,152 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Rich Ford Albuquerque
Albuquerque, NM (1,120.9 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$37,895 List Price
$34,970
speed 17,773 mi
sell
Key features
- Gasoline
- 3.6L V6 24v VVT Upg I Engine
- 4x4
location_on
Brown Dodge-Chrysler-Jeep
Devine, TX (1,127.1 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$37,895 List Price
$33,331
speed 10,709 mi
sell
Key features
- Gasoline
- 3.6L V6 24v VVT Upg I Engine
- 4x4
location_on
Brown Dodge-Chrysler-Jeep
Devine, TX (1,127.1 mi)
