1,615 New Jeep Gladiator for Sale Near Chicago, IL
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2026 Jeep Gladiator Willys Auto
11 mi.
13 days on market
1C6PJTAG5TL189568
$48,853
Good Deal
Kolosso Chrysler Dodge Jeep Ram
Appleton, WI
4.5
2026 Jeep Gladiator Willys Auto
15 mi.
13 days on market
1C6PJTAG4TL189657
$50,174
Fair Deal
Vande Hey Brantmeier Chrysler Dodge Jeep Ram
Chilton, WI
4.8
2026 Jeep Gladiator Rubicon Auto
12 mi.
13 days on market
1C6RJTBG2TL187574
$55,470
Fair Deal
Bergstrom Chrysler Dodge Jeep Ram Of Oshkosh
Oshkosh, WI
4.1
2026 Jeep Gladiator Sport S Auto
13 days on market
1C6PJTAG9TL190058
$52,435
Berman Chrysler Dodge Jeep Ram
Oak Lawn, IL
4.3
2026 Jeep Gladiator Willys Auto
13 days on market
1C6PJTAG7TL187627
$57,500
Kunes Chrysler Dodge Jeep Ram Of Platteville
Platteville, WI
4.1
2026 Jeep Gladiator Shadow OPS Auto
13 days on market
1C6RJTBG8TL191340
$65,542
Gurnee Chrysler Jeep Dodge Ram
Gurnee, IL
4.4
2026 Jeep Gladiator Shadow OPS Auto
13 days on market
1C6RJTBG5TL191375
$61,355
Dave Dennis Chrysler
Dayton, OH
4.1
2026 Jeep Gladiator Shadow OPS Auto
13 days on market
1C6RJTBG7TL191393
$63,575
St Charles Chrysler Dodge Jeep
St. Charles, IL
4.5
2026 Jeep Gladiator Mojave Auto
85 mi.
13 days on market
1C6RJTEG7TL158261
$56,920
Fair Deal
Eastgate Chrysler Jeep Dodge Ram
Indianapolis, IN
4.1
2026 Jeep Gladiator Sahara Auto
14 days on market
1C6PJTAG2TL189947
$52,450
Preferred Chrysler Dodge Jeep Ram Of Grand Haven
Grand Haven, MI
4.4
2026 Jeep Gladiator Sahara Auto
14 days on market
1C6PJTAGXTL190067
$54,740
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
14 days on market
1C6RJTBG0TL191395
$61,580
Good Deal
Elgin Chrysler Dodge Jeep Ram
Streamwood, IL
4.2
2026 Jeep Gladiator 85th Anniversary Edition Auto
14 days on market
1C6PJTAG8TL185319
$45,582
Kunes Chrysler Jeep Dodge Ram Of Elkhorn
Elkhorn, WI
4.2
2026 Jeep Gladiator Sahara Auto
11 mi.
14 days on market
1C6PJTAG1TL184111
$49,812
Fair Deal
Ewald Automotive Group
Oconomowoc, WI
4.6
2026 Jeep Gladiator Sport S Auto
10 mi.
14 days on market
1C6PJTAG2TL187745
$49,080
Fair Deal
Ewald Automotive Group
Oconomowoc, WI
4.6
2026 Jeep Gladiator Mojave Auto
14 days on market
1C6RJTEG9TL189916
$57,070
Preferred Chrysler Dodge Jeep Ram Of Grand Haven
Grand Haven, MI
4.4
2026 Jeep Gladiator Mojave Auto
14 days on market
1C6RJTEG0TL189917
$56,075
Preferred Chrysler Dodge Jeep Ram Of Grand Haven
Grand Haven, MI
4.4
2026 Jeep Gladiator Willys Auto
5 mi.
14 days on market
1C6PJTAG1TL190023
$47,255
Great Deal
Auto Park Chrysler Dodge Jeep Ram
Plymouth, IN
4.5
2026 Jeep Gladiator Rubicon Auto
8 mi.
14 days on market
1C6RJTBG4TL188516
$51,208
Great Deal
Don Miller Dodge Chrysler Jeep Ram Fiat
Madison, WI
4.4
2026 Jeep Gladiator Shadow OPS Auto
14 days on market
1C6RJTBG4TL191464
$62,484
Suburban Chrysler Dodge Jeep Ram Of Ann Arbor
Ann Arbor, MI
4.3
2026 Jeep Gladiator Shadow OPS Auto
14 days on market
1C6RJTBG1TL191499
$64,189
Crown Central Avenue
Holland, MI
2026 Jeep Gladiator Willys 41 Auto
14 days on market
1C6PJTAG7TL188289
$51,219
Kunes Chrysler Jeep Dodge Ram Of Elkhorn
Elkhorn, WI
4.2
2026 Jeep Gladiator Mojave Auto
15 days on market
1C6RJTEG2TL189918
$57,070
Preferred Chrysler Dodge Jeep Ram Of Grand Haven
Grand Haven, MI
4.4
2026 Jeep Gladiator Sahara Auto
15 days on market
1C6PJTAG0TL189946
$51,555
Preferred Chrysler Dodge Jeep Ram Of Grand Haven
Grand Haven, MI
4.4
2026 Jeep Gladiator Sport Auto
6 mi.
15 days on market
1C6PJTAG7TL188809
$39,460
Great Deal
Warsaw Chrysler Dodge Jeep Ram
Warsaw, IN
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
15 days on market
1C6PJTAG9TL185765
$52,720
Federico Chrysler Dodge Jeep Ram
Wood River, IL
4.8
2026 Jeep Gladiator Sport S Auto
11 mi.
15 days on market
1C6PJTAG9TL188052
$45,008
Good Deal
Feldman Cdjr Of Clarkston
City of the Village of Clarkston, MI
4.5
2026 Jeep Gladiator Shadow OPS Auto
15 days on market
1C6RJTBG2TL191463
$62,484
Suburban Chrysler Dodge Jeep Ram Of Ann Arbor
Ann Arbor, MI
4.3
2026 Jeep Gladiator Willys Auto
11 mi.
13 days on market
1C6PJTAG5TL189568
$48,853
Good Deal
Kolosso Chrysler Dodge Jeep Ram
Appleton, WI
4.5
2026 Jeep Gladiator Willys Auto
15 mi.
13 days on market
1C6PJTAG4TL189657
$50,174
Fair Deal
Vande Hey Brantmeier Chrysler Dodge Jeep Ram
Chilton, WI
4.8
2026 Jeep Gladiator Rubicon Auto
12 mi.
13 days on market
1C6RJTBG2TL187574
$55,470
Fair Deal
Bergstrom Chrysler Dodge Jeep Ram Of Oshkosh
Oshkosh, WI
4.1
2026 Jeep Gladiator Sport S Auto
13 days on market
1C6PJTAG9TL190058
$52,435
Berman Chrysler Dodge Jeep Ram
Oak Lawn, IL
4.3
2026 Jeep Gladiator Willys Auto
13 days on market
1C6PJTAG7TL187627
$57,500
Kunes Chrysler Dodge Jeep Ram Of Platteville
Platteville, WI
4.1
2026 Jeep Gladiator Shadow OPS Auto
13 days on market
1C6RJTBG8TL191340
$65,542
Gurnee Chrysler Jeep Dodge Ram
Gurnee, IL
4.4
2026 Jeep Gladiator Shadow OPS Auto
13 days on market
1C6RJTBG5TL191375
$61,355
Dave Dennis Chrysler
Dayton, OH
4.1
2026 Jeep Gladiator Shadow OPS Auto
13 days on market
1C6RJTBG7TL191393
$63,575
St Charles Chrysler Dodge Jeep
St. Charles, IL
4.5
2026 Jeep Gladiator Mojave Auto
85 mi.
13 days on market
1C6RJTEG7TL158261
$56,920
Fair Deal
Eastgate Chrysler Jeep Dodge Ram
Indianapolis, IN
4.1
2026 Jeep Gladiator Sahara Auto
14 days on market
1C6PJTAG2TL189947
$52,450
Preferred Chrysler Dodge Jeep Ram Of Grand Haven
Grand Haven, MI
4.4
2026 Jeep Gladiator Sahara Auto
14 days on market
1C6PJTAGXTL190067
$54,740
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
14 days on market
1C6RJTBG0TL191395
$61,580
Good Deal
Elgin Chrysler Dodge Jeep Ram
Streamwood, IL
4.2
2026 Jeep Gladiator 85th Anniversary Edition Auto
14 days on market
1C6PJTAG8TL185319
$45,582
Kunes Chrysler Jeep Dodge Ram Of Elkhorn
Elkhorn, WI
4.2
2026 Jeep Gladiator Sahara Auto
11 mi.
14 days on market
1C6PJTAG1TL184111
$49,812
Fair Deal
Ewald Automotive Group
Oconomowoc, WI
4.6
2026 Jeep Gladiator Sport S Auto
10 mi.
14 days on market
1C6PJTAG2TL187745
$49,080
Fair Deal
Ewald Automotive Group
Oconomowoc, WI
4.6
2026 Jeep Gladiator Mojave Auto
14 days on market
1C6RJTEG9TL189916
$57,070
Preferred Chrysler Dodge Jeep Ram Of Grand Haven
Grand Haven, MI
4.4
2026 Jeep Gladiator Mojave Auto
14 days on market
1C6RJTEG0TL189917
$56,075
Preferred Chrysler Dodge Jeep Ram Of Grand Haven
Grand Haven, MI
4.4
2026 Jeep Gladiator Willys Auto
5 mi.
14 days on market
1C6PJTAG1TL190023
$47,255
Great Deal
Auto Park Chrysler Dodge Jeep Ram
Plymouth, IN
4.5
2026 Jeep Gladiator Rubicon Auto
8 mi.
14 days on market
1C6RJTBG4TL188516
$51,208
Great Deal
Don Miller Dodge Chrysler Jeep Ram Fiat
Madison, WI
4.4
2026 Jeep Gladiator Shadow OPS Auto
14 days on market
1C6RJTBG4TL191464
$62,484
Suburban Chrysler Dodge Jeep Ram Of Ann Arbor
Ann Arbor, MI
4.3
2026 Jeep Gladiator Shadow OPS Auto
14 days on market
1C6RJTBG1TL191499
$64,189
Crown Central Avenue
Holland, MI
2026 Jeep Gladiator Willys 41 Auto
14 days on market
1C6PJTAG7TL188289
$51,219
Kunes Chrysler Jeep Dodge Ram Of Elkhorn
Elkhorn, WI
4.2
2026 Jeep Gladiator Mojave Auto
15 days on market
1C6RJTEG2TL189918
$57,070
Preferred Chrysler Dodge Jeep Ram Of Grand Haven
Grand Haven, MI
4.4
2026 Jeep Gladiator Sahara Auto
15 days on market
1C6PJTAG0TL189946
$51,555
Preferred Chrysler Dodge Jeep Ram Of Grand Haven
Grand Haven, MI
4.4
2026 Jeep Gladiator Sport Auto
6 mi.
15 days on market
1C6PJTAG7TL188809
$39,460
Great Deal
Warsaw Chrysler Dodge Jeep Ram
Warsaw, IN
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
15 days on market
1C6PJTAG9TL185765
$52,720
Federico Chrysler Dodge Jeep Ram
Wood River, IL
4.8
2026 Jeep Gladiator Sport S Auto
11 mi.
15 days on market
1C6PJTAG9TL188052
$45,008
Good Deal
Feldman Cdjr Of Clarkston
City of the Village of Clarkston, MI
4.5
2026 Jeep Gladiator Shadow OPS Auto
15 days on market
1C6RJTBG2TL191463
$62,484
Suburban Chrysler Dodge Jeep Ram Of Ann Arbor
Ann Arbor, MI
4.3
Find New Jeep Gladiator in Chicago, IL
The Jeep Gladiator is offered in the U.S. lineup in the Pickup configuration. Differences mainly come down to trim, features, and drivetrain.