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 2022 Jeep Gladiator Sport Crew Cab
$30,850
speed 38,855 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4WD
location_on
John Jones Chevrolet of Corydon
Corydon, IN (478.3 mi)
(812) 900-4327
Used 2022 Jeep Gladiator Mojave Crew Cab
$37,625 List Price
$34,894
speed 51,765 mi
sell
Key features
- Gasoline
- 3.6L V6 24V VVT
- 4WD
location_on
McGovern Chrysler Jeep Dodge Ram of Newton
Newton, MA (480 mi)
(617) 762-5732
Used 2020 Jeep Gladiator Sport Crew Cab
contact for price
speed 79,125 mi
sell
Key features
- Gasoline
- 4x4
- Sport S
location_on
Quirk Buick GMC Braintree
Braintree, MA (480.4 mi)
(781) 476-7812
Used 2020 Jeep Gladiator Overland Crew Cab
$25,583
speed 85,187 mi
sell
Key features
- Gasoline
- 4x4
- Overland
location_on
McGovern Chevrolet of Plymouth Truck Center
Plymouth, MA (480.5 mi)
(774) 460-8126
Used 2021 Jeep Gladiator Mojave Crew Cab
$34,813
speed 42,516 mi
sell
Key features
- Gasoline
- 4x4
- Mojave
location_on
McGovern Chevrolet of Plymouth Truck Center
Plymouth, MA (480.5 mi)
(774) 460-8126
Used 2021 Jeep Gladiator Overland Crew Cab
$23,454
speed 91,697 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Suburban Chrysler Dodge Jeep Ram Ann Arbor
Ann Arbor, MI (481.4 mi)
(734) 428-3169
Used 2023 Jeep Gladiator Sport Crew Cab
$28,176
speed 69,005 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Courtesy Ford of Rome
Rome, GA (481.8 mi)
(706) 230-6569
Used 2022 Jeep Gladiator Rubicon Crew Cab
$42,900 List Price
$34,500
speed 25,709 mi
sell
Key features
- Gasoline
- 3.6L V6 24V VVT
- 4WD
location_on
McGovern Ford of Lowell
Lowell, MA (489 mi)
(978) 614-0504
Used 2024 Jeep Gladiator Sport Crew Cab
$37,940
speed 9,194 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Fletcher Chrysler Dodge Jeep Ram
Franklin, IN (489.3 mi)
(219) 271-7570
Used 2025 Jeep Gladiator Sport Crew Cab
$38,440
speed 4,840 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Fletcher Chrysler Dodge Jeep Ram
Franklin, IN (489.3 mi)
(219) 271-7570
Used 2020 Jeep Gladiator Rubicon Crew Cab
$30,440
speed 73,729 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Fletcher Chrysler Dodge Jeep Ram
Franklin, IN (489.3 mi)
(219) 271-7570
Used 2025 Jeep Gladiator Rubicon Crew Cab
$46,440
speed 11,176 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Fletcher Chrysler Dodge Jeep Ram
Franklin, IN (489.3 mi)
(219) 271-7570
Used 2022 Jeep Gladiator Mojave Crew Cab
$30,964
speed 89,366 mi
sell
Key features
- Gasoline
- 4x4
- Mojave
location_on
ALM Chrysler Dodge Jeep Ram Perry
Perry, GA (490 mi)
(478) 295-4950
Used 2022 Jeep Gladiator Sport Crew Cab
$30,489
speed 45,678 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
495 Chrysler Jeep Dodge Ram
Lowell, MA (490.6 mi)
(978) 213-1575
Used 2023 Jeep Gladiator Mojave Crew Cab
$34,988
speed 55,463 mi
sell
Key features
- Gasoline
- 4x4
- Mojave
location_on
Ray Skillman Chevrolet
Indianapolis, IN (490.7 mi)
(317) 854-4597
Used 2021 Jeep Gladiator Overland Crew Cab
$28,760
speed 71,982 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Brighton Ford
Brighton, MI (492.3 mi)
(810) 772-7346
Used 2025 Jeep Gladiator Sport Crew Cab
$36,960
speed 19,135 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Brighton Ford
Brighton, MI (492.3 mi)
(810) 772-7346
Used 2022 Jeep Gladiator Mojave Crew Cab
$33,460
speed 63,000 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Brighton Ford
Brighton, MI (492.3 mi)
(810) 772-7346
Used 2021 Jeep Gladiator Overland Crew Cab
$33,246
speed 27,202 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Capitol City Ford
Indianapolis, IN (495.9 mi)
(601) 340-8409
Used 2020 Jeep Gladiator Sport Crew Cab
$31,995 List Price
$29,455
speed 35,787 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Hare Truck Center
Noblesville, IN (498.2 mi)
(219) 245-5232
Used 2025 Jeep Gladiator Sport Crew Cab
$42,998 List Price
$33,995
speed 15,330 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Scott Evans Chrysler Jeep Dodge
Carrollton, GA (498.4 mi)
(470) 414-5136
Used 2022 Jeep Gladiator Rubicon Crew Cab
$41,998 List Price
$34,795
speed 44,251 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Scott Evans Chrysler Jeep Dodge
Carrollton, GA (498.4 mi)
(470) 414-5136
Used 2023 Jeep Gladiator Sport Crew Cab
$36,699
speed 13,540 mi
sell
Key features
- Diesel
- V6 Cylinder Engine
- 4x4
location_on
Gallatin Chrysler Dodge Jeep Ram
Gallatin, TN (501.1 mi)
(615) 675-6143
Used 2022 Jeep Gladiator Overland Crew Cab
$39,790
speed 22,470 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Gallatin Ford
Gallatin, TN (501.1 mi)
(629) 529-4415
Used 2020 Jeep Gladiator Rubicon Crew Cab
$37,601
speed 41,857 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Gallatin Ford
Gallatin, TN (501.1 mi)
(629) 529-4415
Used 2023 Jeep Gladiator Overland Crew Cab
$36,999
speed 34,771 mi
sell
Key features
- Gasoline
- 3.6 Liter
- 4x4
location_on
Gallatin Chrysler Dodge Jeep Ram
Gallatin, TN (501.1 mi)
(615) 675-6143
Used 2023 Jeep Gladiator Overland Crew Cab
$29,322
speed 58,634 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Landers McLarty Ford
Fort Payne, AL (501.1 mi)
(256) 610-8552
Used 2020 Jeep Gladiator Overland Crew Cab
$25,545
speed 82,788 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Landers McLarty Ford
Fort Payne, AL (501.1 mi)
(256) 610-8552
Used 2022 Jeep Gladiator Sport Crew Cab
$23,000
speed 73,268 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Lasco Ford
Fenton, MI (502.1 mi)
(810) 390-5531
Used 2025 Jeep Gladiator Sport Crew Cab
$38,042
speed 9,559 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
McGovern Ford of Beverly
Beverly, MA (503.2 mi)
(978) 948-4545
