Jeep Pickups for Sale near Chicago, Illinois
Sort
Filters
971 results
Location
Body Type
Popular Body Types
Price
Mileage
Make, Model, and Trim
Year
Chassis Options
Add-Ons
State
Used 2024 Jeep Gladiator Sport Crew Cab
$39,795 List Price
$31,999
speed 13,606 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Island Chrysler Dodge Jeep Ram
Staten Island, NY (708.5 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$31,578
speed 30,888 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Chrysler Dodge Ram FIAT of Manhattan
New York, NY (711 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$36,382
speed 21,218 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Causeway Ford
Manahawkin, NJ (714.3 mi)
(609) 547-3383
Used 2020 Jeep Gladiator Sport Crew Cab
$20,728
speed 107,697 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Seth Wadley Ford of Pauls Valley
Pauls Valley, OK (718.9 mi)
(405) 338-7827
Used 2023 Jeep Gladiator Rubicon Crew Cab
$40,704
speed 44,938 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Seth Wadley Ford of Pauls Valley
Pauls Valley, OK (718.9 mi)
(405) 338-7827
Used 2020 Jeep Gladiator Rubicon Crew Cab
$76,749
speed 12,487 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Seth Wadley Ford of Pauls Valley
Pauls Valley, OK (718.9 mi)
(405) 338-7827
Used 2023 Jeep Gladiator Sport Crew Cab
$29,995
speed 48,789 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Lee Chevrolet
Washington, NC (725.9 mi)
(252) 262-2669
Used 2024 Jeep Gladiator Sport Crew Cab
$32,500
speed 34,706 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Westgate Chrysler Dodge Jeep RAM of Burgaw
Burgaw, NC (729.5 mi)
(910) 312-2647
Used 2024 Jeep Gladiator Sport Crew Cab
$34,200
speed 19,169 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Westgate Chrysler Dodge Jeep RAM of Burgaw
Burgaw, NC (729.5 mi)
(910) 312-2647
Used 2023 Jeep Gladiator Mojave Crew Cab
$36,500
speed 30,831 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Westgate Chrysler Dodge Jeep RAM of Burgaw
Burgaw, NC (729.5 mi)
(910) 312-2647
Used 2025 Jeep Gladiator High Crew Cab
$39,003
speed 9,373 mi
sell
Key features
- Gasoline
- Pentastar 3.6L V-6 DOHC, variable valve control, regular gasoline, engine with 285HP
- 4WD
location_on
Ingersoll Auto of Danbury - Chevrolet
Danbury, CT (730.8 mi)
(475) 241-7873
Used 2020 Jeep Gladiator Overland Crew Cab
$28,589
speed 67,141 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Team Dodge Ram of Myrtle Beach
Myrtle Beach, SC (733.7 mi)
(843) 960-3342
Used 2024 Jeep Gladiator Sport Crew Cab
$32,500
speed 5,236 mi
sell
Key features
- Gasoline
- Pentastar 3.6L V-6 DOHC, variable valve control, regular unleaded, engine with 285HP
- 4WD
location_on
Puklich Chevrolet
Bismarck, ND (733.7 mi)
(701) 401-2123
Used 2021 Jeep Gladiator Sport Crew Cab
$28,600
speed 72,933 mi
sell
Key features
- Gasoline
- 4x4
- Willys
location_on
McElveen Buick GMC
Summerville, SC (734.2 mi)
(843) 790-6751
Used 2021 Jeep Gladiator Mojave Crew Cab
$30,009
speed 87,014 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Ford Albany
Albany, GA (738.2 mi)
(229) 647-8549
Used 2022 Jeep Gladiator Sport Crew Cab
$31,113
speed 34,431 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Ford Albany
Albany, GA (738.2 mi)
(229) 647-8549
Used 2023 Jeep Gladiator Sport Crew Cab
$33,411
speed 24,563 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Beach Ford Myrtle Beach
Myrtle Beach, SC (738.4 mi)
(843) 427-3690
Used 2021 Jeep Gladiator Overland Crew Cab
$30,458
speed 54,536 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Beach Ford Myrtle Beach
Myrtle Beach, SC (738.4 mi)
(843) 427-3690
Used 2022 Jeep Gladiator Rubicon Crew Cab
$29,601
speed 86,266 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Five Star Albany Chrysler Dodge Jeep RAM
Albany, GA (740.6 mi)
(229) 658-4788
Used 2023 Jeep Gladiator Sport Crew Cab
$33,990 List Price
$33,589
speed 40,924 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Litchfield Ford
Litchfield, CT (742.4 mi)
(959) 224-1996
Used 2023 Jeep Gladiator Mojave Crew Cab
contact for price
speed 29,119 mi
sell
Key features
- Gasoline
- Pentastar 3.6L V-6 DOHC, variable valve control, regular gasoline, engine with 285HP
- 4x4
location_on
Stone Chrysler Dodge Jeep Ram
Middlebury, VT (744.2 mi)
(802) 471-3380
Used 2021 Jeep Gladiator Sport Crew Cab
$25,456
speed 99,868 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Jones Ford N Charleston
North Charleston, SC (744.6 mi)
(843) 350-8720
Used 2023 Jeep Gladiator Overland Crew Cab
$32,855
speed 66,949 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Allstar Ford Stonewall
Stonewall, LA (745.9 mi)
(318) 610-7212
Used 2022 Jeep Gladiator Overland Crew Cab
$33,499
speed 42,972 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Shaker's Family Ford
Watertown, CT (747 mi)
(860) 497-9122
Used 2022 Jeep Gladiator Sport Crew Cab
$29,749
speed 58,455 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Ravenel Ford
Ravenel, SC (747.8 mi)
(854) 220-0861
Used 2023 Jeep Gladiator Sport Crew Cab
$36,930
speed 38,231 mi
sell
Key features
- Diesel
- 4WD
- Sport S
location_on
Capital Ford of Wilmington
Wilmington, NC (748.2 mi)
(910) 807-4622
Used 2020 Jeep Gladiator Rubicon Crew Cab
$31,888
speed 56,344 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
O. C. Welch Ford Lincoln, Inc
Hardeeville, SC (757 mi)
(843) 305-4926
Used 2023 Jeep Gladiator Mojave Crew Cab
$31,899
speed 93,241 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
O. C. Welch Ford Lincoln, Inc
Hardeeville, SC (757 mi)
(843) 305-4926
Used 2021 Jeep Gladiator Overland Crew Cab
$29,469
speed 46,806 mi
sell
Key features
- Gasoline
- 3.6L V-6 DOHC, variable valve control, regular gasoline, engine with 285HP
- 4WD
location_on
Richard Chevrolet
Cheshire, CT (758.8 mi)
(203) 347-2058
Used 2022 Jeep Gladiator Sport Crew Cab
$29,499
speed 35,214 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Executive Dodge Jeep Ram
Wallingford, CT (764 mi)
(203) 586-4869
