Jeep Pickups for Sale near Chester, Virginia
Sort
Filters
980 results
Location
Body Type
Popular Body Types
Price
Mileage
Make, Model, and Trim
Year
Chassis Options
Add-Ons
State
Used 2021 Jeep Gladiator Mojave Crew Cab
$35,182
speed 32,347 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Golf Mill Ford Inc
Niles, IL (639 mi)
Used 2021 Jeep Gladiator Overland Crew Cab
$28,595
speed 49,808 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Elmhurst Chrysler Dodge Jeep Ram
Elmhurst, IL (640.7 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
contact for price
speed 26,867 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Elmhurst Chrysler Dodge Jeep Ram
Elmhurst, IL (640.7 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
contact for price
speed 34,812 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Elmhurst Chrysler Dodge Jeep Ram
Elmhurst, IL (640.7 mi)
Used 2021 Jeep Gladiator Rubicon Crew Cab
$33,875
speed 70,817 mi
sell
Key features
- Diesel
- EcoDiesel 3L V-6 diesel direct injection, DOHC, intercooled turbo, diesel, engine with 260HP
- 4WD
location_on
Arlington Heights Buick GMC
Arlington Heights, IL (649.3 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$37,675
speed 10,392 mi
sell
Key features
- Gasoline
- Pentastar 3.6L V-6 DOHC, variable valve control, regular gasoline, engine with 285HP
- 4WD
location_on
Arlington Heights Buick GMC
Arlington Heights, IL (649.3 mi)
Used 2021 Jeep Gladiator Overland Crew Cab
$29,475
speed 49,802 mi
sell
Key features
- Gasoline
- 3.6L V-6 DOHC, variable valve control, regular gasoline, engine with 285HP
- 4WD
location_on
Arlington Heights Buick GMC
Arlington Heights, IL (649.3 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
$36,021
speed 31,295 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Mercedes-Benz of South Orlando
Orlando, FL (651.6 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$41,250
speed 10,467 mi
sell
Key features
- Gasoline
- 4x4
- Rubicon
location_on
D And B Auto Sales LLC
Lecanto, FL (652.6 mi)
Used 2024 Jeep Gladiator Mojave Crew Cab
$41,078
speed 18,415 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Ford Of Clermont
Clermont, FL (653.4 mi)
Used 2024 Jeep Gladiator Rubicon Crew Cab
$44,969
speed 9,910 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
St. Charles Chrysler Dodge Jeep Ram
St. Charles, IL (658.4 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$25,586
speed 57,085 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
St. Charles Chrysler Dodge Jeep Ram
St. Charles, IL (658.4 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$25,995
speed 78,446 mi
sell
Key features
- Gasoline
- 4WD
- Sport S Edition
location_on
Tropical Ford Inc
Orlando, FL (658.6 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$38,395
speed 17,451 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Raymond Chevrolet
Antioch, IL (664.6 mi)
Used 2021 Jeep Gladiator Rubicon Crew Cab
$32,990
speed 50,250 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Raymond Chevrolet
Antioch, IL (664.6 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$27,165
speed 42,466 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Raymond Chevrolet
Antioch, IL (664.6 mi)
Used 2023 Jeep Gladiator Overland Crew Cab
$44,995 List Price
$33,469
speed 30,432 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Kunes Ford Antioch
Antioch, IL (664.6 mi)
Used 2023 Jeep Gladiator Mojave Crew Cab
$39,900
speed 34,746 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Kisselback Ford
St Cloud, FL (665.3 mi)
Used 2026 Jeep Gladiator Rubicon Crew Cab
$45,299
speed 14,951 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Tera Chevrolet
Sandwich, IL (665.5 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$24,816
speed 66,648 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Al Piemonte Chrysler Dodge Jeep Ram
Crystal Lake, IL (669.6 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$28,901
speed 47,501 mi
sell
Key features
- Diesel
- V-6 cyl
- 4x4
location_on
Al Piemonte Chrysler Dodge Jeep Ram
Crystal Lake, IL (669.6 mi)
Used 2021 Jeep Gladiator Mojave Crew Cab
$33,478
speed 55,626 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Ewald's Venus Ford
Cudahy, WI (672.7 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$29,220
speed 86,182 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
Watson Benzie Chrysler Dodge Jeep Ram
Benzonia, MI (672.8 mi)
Used 2021 Jeep Gladiator Mojave Crew Cab
$28,900
speed 84,073 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Kunes Country CDJR of Woodstock
Woodstock, IL (677.8 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$34,900
speed 6,631 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Kunes Country CDJR of Woodstock
Woodstock, IL (677.8 mi)
Used 2021 Jeep Gladiator Overland Crew Cab
$27,622
speed 78,547 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Kunes Country CDJR of Woodstock
Woodstock, IL (677.8 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$29,812
speed 61,799 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Lighthouse Buick GMC
Morton, IL (681 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$36,717
speed 9,546 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Vatland Chrysler Dodge Jeep Ram
Vero Beach, FL (693.7 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$26,512
speed 90,959 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Kunes CDJR of Elkhorn
Elkhorn, WI (693.7 mi)
Used 2021 Jeep Gladiator Mojave Crew Cab
$39,995 List Price
$34,389
speed 48,790 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Kunes Ford Delavan
Delavan, WI (696.7 mi)
