Jeep Gladiator Pickups for Sale near Chicago, Illinois
Sort
Filters
970 results
Location
Body Type
Popular Body Types
Price
Mileage
Make, Model, and Trim
Year
Chassis Options
Add-Ons
State
Used 2022 Jeep Gladiator Rubicon Crew Cab
$37,783
speed 36,962 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Malloy Ford Charlottesville
Charlottesville, VA (546.5 mi)
(434) 252-3083
Used 2022 Jeep Gladiator Sport Crew Cab
$38,999 List Price
$34,451
speed 7,473 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
John Megel Chevrolet, LLC
Dawsonville, GA (546.8 mi)
(706) 807-9221
Used 2021 Jeep Gladiator Sport Crew Cab
$27,999
speed 44,391 mi
sell
Key features
- Gasoline
- 3.6 L
- 4x4
location_on
Steve White Dodge Chrysler Jeep Ram FIAT
Newton, NC (554.1 mi)
(828) 374-9698
Used 2021 Jeep Gladiator Sport Crew Cab
$33,999
speed 45,035 mi
sell
Key features
- Gasoline
- 3.6 L
- 4x4
location_on
Steve White Dodge Chrysler Jeep Ram FIAT
Newton, NC (554.1 mi)
(828) 374-9698
Used 2023 Jeep Gladiator Sport Crew Cab
$33,800
speed 13,626 mi
sell
Key features
- Gasoline
- 3.6 L
- 4x4
location_on
Steve White Dodge Chrysler Jeep Ram FIAT
Newton, NC (554.1 mi)
(828) 374-9698
Used 2021 Jeep Gladiator Sport Crew Cab
$24,999
speed 96,391 mi
sell
Key features
- Gasoline
- 3.6 L
- 4x4
location_on
Steve White Dodge Chrysler Jeep Ram FIAT
Newton, NC (554.1 mi)
(828) 374-9698
Used 2026 Jeep Gladiator Mojave Crew Cab
$51,999
speed 686 mi
sell
Key features
- Gasoline
- 3.6 L
- 4x4
location_on
Steve White Dodge Chrysler Jeep Ram FIAT
Newton, NC (554.1 mi)
(828) 374-9698
Used 2022 Jeep Gladiator Altitude Crew Cab
$26,999
speed 73,753 mi
sell
Key features
- Gasoline
- 3.6 L
- 4x4
location_on
Steve White Dodge Chrysler Jeep Ram FIAT
Newton, NC (554.1 mi)
(828) 374-9698
Used 2025 Jeep Gladiator Mojave Crew Cab
$51,999
speed 1,807 mi
sell
Key features
- Gasoline
- 3.6 L
- 4x4
location_on
Steve White Dodge Chrysler Jeep Ram FIAT
Newton, NC (554.1 mi)
(828) 374-9698
Used 2024 Jeep Gladiator Rubicon Crew Cab
$42,995
speed 35,271 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Don Jackson Chrysler Dodge Jeep Ram North
Cumming, GA (556.9 mi)
(470) 533-1583
Used 2025 Jeep Gladiator Sport Crew Cab
$35,000
speed 15,467 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Blaise Alexander Chevrolet
Muncy, PA (561.9 mi)
(570) 630-9121
Used 2021 Jeep Gladiator Overland Crew Cab
$25,000
speed 90,724 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Blaise Alexander Chevrolet
Muncy, PA (561.9 mi)
(570) 630-9121
Used 2025 Jeep Gladiator Mojave Crew Cab
$46,500
speed 14,795 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Blaise Alexander Chevrolet
Muncy, PA (561.9 mi)
(570) 630-9121
Used 2020 Jeep Gladiator Rubicon Crew Cab
$36,741
speed 33,364 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Krause Family Ford
Woodstock, GA (562.5 mi)
(678) 448-4959
Used 2022 Jeep Gladiator Sport Crew Cab
contact for price
speed 66,969 mi
sell
Key features
- Diesel
- 4WD
- Sport
location_on
Krause Family Ford
Woodstock, GA (562.5 mi)
(678) 448-4959
Used 2024 Jeep Gladiator Sport Crew Cab
$33,282
speed 43,276 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Fred Beans Ford Mechanicsburg
Mechanicsburg, PA (563 mi)
(717) 527-7788
Used 2025 Jeep Gladiator Rubicon Crew Cab
$68,999
speed 8,137 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Country Chevrolet - Warrenton
Warrenton, VA (564.4 mi)
Used 2025 Jeep Gladiator Rubicon Crew Cab
$62,999
speed 8,783 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Country Chevrolet - Warrenton
Warrenton, VA (564.4 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$52,999
speed 9,586 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Country Chevrolet - Warrenton
Warrenton, VA (564.4 mi)
Used 2025 Jeep Gladiator Rubicon Crew Cab
$56,999
speed 5,518 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Country Chevrolet - Warrenton
Warrenton, VA (564.4 mi)
Used 2026 Jeep Gladiator Mojave Crew Cab
$70,999
speed 851 mi
sell
Key features
- Gasoline
- 4WD
- Mojave X
location_on
Country Chevrolet - Warrenton
Warrenton, VA (564.4 mi)
Used 2026 Jeep Gladiator Sport Crew Cab
$62,999
speed 5,682 mi
sell
Key features
- Gasoline
- 4WD
- Texas Trail
location_on
Country Chevrolet - Warrenton
Warrenton, VA (564.4 mi)
Used 2026 Jeep Gladiator Mojave Crew Cab
$58,999
speed 163 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Country Chevrolet - Warrenton
Warrenton, VA (564.4 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$26,205
speed 73,055 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Parks GMC Greenville
Greenville, SC (566.3 mi)
(864) 651-9894
Used 2022 Jeep Gladiator Overland Crew Cab
$32,315
speed 45,405 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Parks GMC Greenville
Greenville, SC (566.3 mi)
(864) 651-9894
Used 2021 Jeep Gladiator Rubicon Crew Cab
$37,687
speed 38,545 mi
sell
Key features
- Gasoline
- 3.6L V-6 DOHC, variable valve control, regular unleaded, engine with 285HP
- 4WD
location_on
Carl Black Kennesaw Chevrolet
Kennesaw, GA (566.8 mi)
Used 2021 Jeep Gladiator Mojave Crew Cab
$28,327
speed 88,264 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Parks Chevrolet Kernersville
Kernersville, NC (566.8 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$23,227
speed 91,209 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Parks Chevrolet Kernersville
Kernersville, NC (566.8 mi)
Used 2024 Jeep Gladiator Rubicon Crew Cab
$42,946 List Price
$40,615
speed 13,328 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Randy Marion Isuzu
Mooresville, NC (567.1 mi)
(704) 529-9527
Used 2023 Jeep Gladiator Rubicon Crew Cab
$41,680 List Price
$39,796
speed 5,856 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Sunbury Motor Company
Sunbury, PA (568.3 mi)
(888) 691-5198
