1,620 New Jeep Gladiator for Sale Near Chicago, IL
Save search
2026 Jeep Gladiator Sahara Auto
37 days on market
1C6PJTAG3TL185695
$48,379
Button Chrysler Jeep Dodge Ram
Kokomo, IN
4.0
2026 Jeep Gladiator 85th Anniversary Edition Auto
20 mi.
37 days on market
1C6PJTAG8TL184672
$50,045
Fair Deal
Feldman Chrysler Jeep Of Livonia
Livonia, MI
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
16 mi.
37 days on market
1C6PJTAG0TL184973
$50,730
Fair Deal
Kolosso Chrysler Dodge Jeep Ram
Appleton, WI
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 mi.
37 days on market
1C6PJTAG7TL185389
$53,070
Fair Deal
Brickner Motors Little Chicago
Marathon, WI
4.7
2026 Jeep Gladiator Willys Auto
4 mi.
37 days on market
1C6PJTAG1TL183623
$50,011
Fair Deal
Suburban Chrysler Dodge Jeep Ram Of Farmington Hills
Farmington Hills, MI
4.4
2026 Jeep Gladiator Rubicon X Auto
2 mi.
37 days on market
1C6RJTBG8TL189054
$60,814
Fair Deal
Academy Chrysler Dodge Jeep Ram
Tipton, IN
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
37 days on market
1C6PJTAG2TL185381
$47,484
Good Deal
La Porte Chrysler Inc
La Porte, IN
4.6
2026 Jeep Gladiator Sahara Auto
12 mi.
37 days on market
1C6PJTAG7TL185635
$47,809
Fair Deal
Mike Anderson Chrysler Dodge Jeep Ram Of Logansport
Logansport, IN
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
15 mi.
37 days on market
1C6PJTAG8TL184915
$47,446
Good Deal
Gandrud Dodge Chrysler Jeep
Green Bay, WI
4.6
2026 Jeep Gladiator Sahara Auto
11 mi.
37 days on market
1C6PJTAG5TL187335
$45,719
Good Deal
Michiana Chrysler Dodge Jeep Ram
Mishawaka, IN
3.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
37 days on market
1C6PJTAG7TL185182
$46,704
Good Deal
Baum Chrysler Jeep
Clinton, IL
4.8
2026 Jeep Gladiator Rubicon Auto
37 days on market
1C6RJTBG9TL187491
$61,420
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
38 days on market
1C6PJTAG9TL185121
$50,669
Feldman Chrysler Dodge Jeep Ram Woodhaven
Woodhaven, MI
4.4
2026 Jeep Gladiator Sahara Auto
14 mi.
38 days on market
1C6PJTAG5TL185634
$48,426
Fair Deal
Mike Anderson Chrysler Dodge Jeep Ram Of Logansport
Logansport, IN
4.6
2026 Jeep Gladiator Rubicon Auto
11 mi.
38 days on market
1C6RJTBG0TL187380
$52,461
Good Deal
Yark Chrysler Jeep Dodge Ram
Toledo, OH
4.7
2026 Jeep Gladiator Rubicon Auto
38 days on market
1C6RJTBG5TL188086
$68,770
Jeff Wyler Chrysler Dodge Jeep Ram Of Lawrenceburg
Greendale, IN
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
14 mi.
38 days on market
1C6PJTAG1TL184903
$47,821
Good Deal
Pischke Motors Of West Salem
West Salem, WI
4.5
2026 Jeep Gladiator Mojave X Auto
12 mi.
38 days on market
1C6RJTEGXTL184076
$55,659
Good Deal
Griffins Hub Cdjr
Milwaukee, WI
4.2
2026 Jeep Gladiator Sport S Auto
38 days on market
1C6PJTAG7TL186770
$46,562
Anderlini Chrysler Dodge Jeep Ram
Angola, IN
4.8
2026 Jeep Gladiator Sport S Auto
10 mi.
38 days on market
1C6PJTAG0TL186769
$46,044
Fair Deal
Anderlini Chrysler Dodge Jeep Ram
Angola, IN
4.8
2026 Jeep Gladiator Sport S Auto
3 mi.
38 days on market
1C6PJTAG9TL187905
$44,102
Great Deal
Ray Chrysler Dodge Jeep Ram
Fox Lake, IL
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
38 days on market
1C6PJTAG9TL185085
$50,165
Fair Deal
Bryden Motors
Beloit, WI
4.5
2026 Jeep Gladiator Willys Auto
24 mi.
38 days on market
1C6PJTAGXTL188156
$47,970
Good Deal
Performance Chrysler Jeep Dodge Ram Centerville
Centerville, OH
4.2
2026 Jeep Gladiator 85th Anniversary Edition Auto
38 days on market
1C6PJTAG9TL185068
$51,116
Kunes Chrysler Dodge Jeep Ram Of Platteville
Platteville, WI
4.1
2026 Jeep Gladiator Rubicon X Auto
12 mi.
38 days on market
1C6RJTBG1TL187100
$56,233
Fair Deal
Community Cars Auto Group
Bloomington, IN
4.2
2026 Jeep Gladiator Mojave X Auto
38 days on market
1C6RJTEG7TL186867
$60,025
Serra Chrysler Dodge Jeep Ram Traverse City
Traverse City, MI
4.6
2026 Jeep Gladiator Sahara Auto
9 mi.
38 days on market
1C6PJTAG3TL186829
$50,970
Fair Deal
Golling Chrysler Dodge Jeep Ram Of Grosse Pointe
Detroit, MI
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
1 mi.
38 days on market
1C6PJTAG0TL185122
$50,669
Fair Deal
Feldman Chrysler Dodge Jeep Ram Woodhaven
Woodhaven, MI
4.4
2026 Jeep Gladiator Sahara Auto
37 days on market
1C6PJTAG3TL185695
$48,379
Button Chrysler Jeep Dodge Ram
Kokomo, IN
4.0
2026 Jeep Gladiator 85th Anniversary Edition Auto
20 mi.
37 days on market
1C6PJTAG8TL184672
$50,045
Fair Deal
Feldman Chrysler Jeep Of Livonia
Livonia, MI
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
16 mi.
37 days on market
1C6PJTAG0TL184973
$50,730
Fair Deal
Kolosso Chrysler Dodge Jeep Ram
Appleton, WI
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 mi.
37 days on market
1C6PJTAG7TL185389
$53,070
Fair Deal
Brickner Motors Little Chicago
Marathon, WI
4.7
2026 Jeep Gladiator Willys Auto
4 mi.
37 days on market
1C6PJTAG1TL183623
$50,011
Fair Deal
Suburban Chrysler Dodge Jeep Ram Of Farmington Hills
Farmington Hills, MI
4.4
2026 Jeep Gladiator Rubicon X Auto
2 mi.
37 days on market
1C6RJTBG8TL189054
$60,814
Fair Deal
Academy Chrysler Dodge Jeep Ram
Tipton, IN
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
37 days on market
1C6PJTAG2TL185381
$47,484
Good Deal
La Porte Chrysler Inc
La Porte, IN
4.6
2026 Jeep Gladiator Sahara Auto
12 mi.
37 days on market
1C6PJTAG7TL185635
$47,809
Fair Deal
Mike Anderson Chrysler Dodge Jeep Ram Of Logansport
Logansport, IN
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
15 mi.
37 days on market
1C6PJTAG8TL184915
$47,446
Good Deal
Gandrud Dodge Chrysler Jeep
Green Bay, WI
4.6
2026 Jeep Gladiator Sahara Auto
11 mi.
37 days on market
1C6PJTAG5TL187335
$45,719
Good Deal
Michiana Chrysler Dodge Jeep Ram
Mishawaka, IN
3.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
37 days on market
1C6PJTAG7TL185182
$46,704
Good Deal
Baum Chrysler Jeep
Clinton, IL
4.8
2026 Jeep Gladiator Rubicon Auto
37 days on market
1C6RJTBG9TL187491
$61,420
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
38 days on market
1C6PJTAG9TL185121
$50,669
Feldman Chrysler Dodge Jeep Ram Woodhaven
Woodhaven, MI
4.4
2026 Jeep Gladiator Sahara Auto
14 mi.
38 days on market
1C6PJTAG5TL185634
$48,426
Fair Deal
Mike Anderson Chrysler Dodge Jeep Ram Of Logansport
Logansport, IN
4.6
2026 Jeep Gladiator Rubicon Auto
11 mi.
38 days on market
1C6RJTBG0TL187380
$52,461
Good Deal
Yark Chrysler Jeep Dodge Ram
Toledo, OH
4.7
2026 Jeep Gladiator Rubicon Auto
38 days on market
1C6RJTBG5TL188086
$68,770
Jeff Wyler Chrysler Dodge Jeep Ram Of Lawrenceburg
Greendale, IN
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
14 mi.
38 days on market
1C6PJTAG1TL184903
$47,821
Good Deal
Pischke Motors Of West Salem
West Salem, WI
4.5
2026 Jeep Gladiator Mojave X Auto
12 mi.
38 days on market
1C6RJTEGXTL184076
$55,659
Good Deal
Griffins Hub Cdjr
Milwaukee, WI
4.2
2026 Jeep Gladiator Sport S Auto
38 days on market
1C6PJTAG7TL186770
$46,562
Anderlini Chrysler Dodge Jeep Ram
Angola, IN
4.8
2026 Jeep Gladiator Sport S Auto
10 mi.
38 days on market
1C6PJTAG0TL186769
$46,044
Fair Deal
Anderlini Chrysler Dodge Jeep Ram
Angola, IN
4.8
2026 Jeep Gladiator Sport S Auto
3 mi.
38 days on market
1C6PJTAG9TL187905
$44,102
Great Deal
Ray Chrysler Dodge Jeep Ram
Fox Lake, IL
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
38 days on market
1C6PJTAG9TL185085
$50,165
Fair Deal
Bryden Motors
Beloit, WI
4.5
2026 Jeep Gladiator Willys Auto
24 mi.
38 days on market
1C6PJTAGXTL188156
$47,970
Good Deal
Performance Chrysler Jeep Dodge Ram Centerville
Centerville, OH
4.2
2026 Jeep Gladiator 85th Anniversary Edition Auto
38 days on market
1C6PJTAG9TL185068
$51,116
Kunes Chrysler Dodge Jeep Ram Of Platteville
Platteville, WI
4.1
2026 Jeep Gladiator Rubicon X Auto
12 mi.
38 days on market
1C6RJTBG1TL187100
$56,233
Fair Deal
Community Cars Auto Group
Bloomington, IN
4.2
2026 Jeep Gladiator Mojave X Auto
38 days on market
1C6RJTEG7TL186867
$60,025
Serra Chrysler Dodge Jeep Ram Traverse City
Traverse City, MI
4.6
2026 Jeep Gladiator Sahara Auto
9 mi.
38 days on market
1C6PJTAG3TL186829
$50,970
Fair Deal
Golling Chrysler Dodge Jeep Ram Of Grosse Pointe
Detroit, MI
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
1 mi.
38 days on market
1C6PJTAG0TL185122
$50,669
Fair Deal
Feldman Chrysler Dodge Jeep Ram Woodhaven
Woodhaven, MI
4.4
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.