Used Jeep Pickup Trucks for Sale inChesapeake, VA
1,161 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,844
- Stock #:
- CBA57253A
- VIN:
- 1C6HJTFG0NL138723
Sponsored by Blake Ford
2022 Jeep Gladiator
High Altitude Crew Cab 4WD
45,844 mi
Franklin, VA
41 mi away
Fair Deal
$34,695
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,112
- Stock #:
- 18261317A
- VIN:
- 1C6HJTAG4PL532235
Sponsored Listing
2023 Jeep Gladiator
Willys Crew Cab 4WD
31,112 mi
Virginia Beach, VA
9 mi away
Fair Deal
$32,995
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,168
- Stock #:
- A26082525T1
- VIN:
- 1C6JJTEG5ML556857
Sponsored Listing
2021 Jeep Gladiator
Mojave Crew Cab 4WD
67,168 mi
Chesapeake, VA
3 mi away
Good Deal
$31,199
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10
- Stock #:
- Y6X189566
- VIN:
- 1C6RJTEG8TL189566
2026 Jeep Gladiator
Mojave Crew Cab 4WD
Chesapeake, VA
14 mi away
New car
MSRP $55,435
$44,792
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16
- Stock #:
- F188075
- VIN:
- 1C6RJTBG0TL188075
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
Franklin, VA
42 mi away
New car
MSRP $58,815
$47,478
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 137,714
- Stock #:
- ML502761A
- VIN:
- 1C6HJTFG1ML502761
2021 Jeep Gladiator
Overland Crew Cab 4WD
137,714 mi
Norfolk, VA
9 mi away
Fair Deal
$22,920
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30
- Stock #:
- O6X150271
- VIN:
- 1C6RJTBG8TL150271
2026 Jeep Gladiator
Rubicon X Crew Cab 4WD
Newport News, VA
31 mi away
New car
MSRP $64,590
$52,463
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Reign
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18
- Stock #:
- J26049
- VIN:
- 1C6RJTBG4TL171800
2026 Jeep Gladiator
Rubicon X Crew Cab 4WD
Home delivery from Post Falls, ID
Price includes $4,376 shipping
New car
MSRP $65,050
$55,804
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Anvil Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black w/Cloth Low-Back Bucket Seats or Premium McK
- Transmission:
- 8-Speed Automatic
- Mileage:
- 2
- Stock #:
- C179570
- VIN:
- 1C6PJTAG8TL179570
2026 Jeep Gladiator
Texas Trail Crew Cab 4WD
Home delivery from Livingston, TX
Price includes $1,431 shipping
New car
MSRP $51,130
$41,904
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10
- Stock #:
- Y6X189569
- VIN:
- 1C6RJTEG3TL189569
2026 Jeep Gladiator
Mojave Crew Cab 4WD
Chesapeake, VA
14 mi away
New car
MSRP $58,845
$47,487
- Year:
- 2024
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- ANVIL CLEAR COAT
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,000
- Stock #:
- 116727C
- VIN:
- 1C6HJTAG1RL116727
New arrival
2024 Jeep Gladiator
Willys Crew Cab 4WD
21,000 mi
Home delivery from Livingston, TX
Price includes $1,431 shipping
Fair Deal
$35,145
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- 41
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10
- Stock #:
- Y6X189572
- VIN:
- 1C6RJTEG3TL189572
2026 Jeep Gladiator
Mojave Crew Cab 4WD
Chesapeake, VA
14 mi away
New car
MSRP $68,405
$55,039
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Anvil Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10
- Stock #:
- 39344
- VIN:
- 1C6RJTBG2TL156485
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
Home delivery from Roswell, GA
Price includes $986 shipping
New car
MSRP $63,780
$49,887
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Anvil Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10
- Stock #:
- 39484
- VIN:
- 1C6PJTAG2TL161050
2026 Jeep Gladiator
Sport S Crew Cab 4WD
Home delivery from Roswell, GA
Price includes $986 shipping
New car
MSRP $49,225
$39,444
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 13,394
- Stock #:
- PL528002
- VIN:
- 1C6JJTAG3PL528002
2023 Jeep Gladiator
Sport Crew Cab 4WD
13,394 mi
Home delivery from Palm Harbor, FL
Price includes $2,127 shipping
Fair Deal
$34,032
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Anvil Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10
- Stock #:
- 39349
- VIN:
- 1C6RJTEGXTL153216
2026 Jeep Gladiator
Mojave Crew Cab 4WD
Home delivery from Roswell, GA
Price includes $986 shipping
New car
MSRP $65,510
$51,689
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15
- Stock #:
- 53817
- VIN:
- 1C6RJTBG3TL186109
2026 Jeep Gladiator
Rubicon X Crew Cab 4WD
Home delivery from Cambridge, OH
Price includes $277 shipping
New car
MSRP $64,950
$51,271
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 8
- Stock #:
- A6X154739
- VIN:
- 1C6PJTAG7TL154739
2026 Jeep Gladiator
Sport S Crew Cab 4WD
Chesapeake, VA
3 mi away
New car
MSRP $52,550
$42,615
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Yellow
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 30,196
- Stock #:
- G0705
- VIN:
- 1C6HJTAG1PL560705
Price drop
-$1,000
2023 Jeep Gladiator
Sport S Crew Cab 4WD
30,196 mi
Elizabeth City, NC
34 mi away
Great Deal
$30,597
$29,597
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Anvil Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54
- Stock #:
- Y6X165710
- VIN:
- 1C6RJTBG6TL165710
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
Chesapeake, VA
14 mi away
New car
MSRP $63,410
$49,593
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Anvil Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- J184244
- VIN:
- 1C6RJTBGXTL184244
Price drop
-$2,627
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
Home delivery from Plantation, FL
Free home delivery
New car
MSRP $59,320
$47,573
$44,946
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Anvil Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11
- Stock #:
- Y6X192112
- VIN:
- 1C6PJTAGXTL192112
2026 Jeep Gladiator
Sport S Crew Cab 4WD
Chesapeake, VA
14 mi away
New car
MSRP $58,585
$47,282
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 55,009
- Stock #:
- P3436A
- VIN:
- 1C6HJTAG3ML605705
Price drop
-$633
2021 Jeep Gladiator
Sport Crew Cab 4WD
55,009 mi
Home delivery from Morehead City, NC
Price includes $426 shipping
Fair Deal
$27,638
$27,005
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 92,375
- Stock #:
- Y260724140T1
- VIN:
- 1C6HJTFGXPL575647
Sponsored Listing
2023 Jeep Gladiator
High Altitude Crew Cab 4WD
92,375 mi
Chesapeake, VA
14 mi away
Fair Deal
$29,091
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