1,629 New Jeep Gladiator for Sale Near Chicago, IL
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2026 Jeep Gladiator Willys Auto
11 mi.
24 days on market
1C6PJTAG0TL169275
$46,701
Good Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Willys Auto
11 mi.
24 days on market
1C6PJTAGXTL185631
$47,427
Good Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Willys 41 Auto
12 mi.
24 days on market
1C6PJTAG9TL174300
$48,625
Good Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Willys Auto
11 mi.
24 days on market
1C6PJTAG2TL188748
$51,575
Fair Deal
Valley Chrysler Dodge Jeep Ram
Bryan, OH
4.2
2026 Jeep Gladiator Mojave Auto
13 mi.
24 days on market
1C6RJTEG6TL153276
$50,247
Good Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Mojave Auto
11 mi.
24 days on market
1C6RJTEGXTL169335
$48,358
Great Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Rubicon Auto
11 mi.
24 days on market
1C6RJTBG3TL169682
$48,506
Great Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Willys Auto
11 mi.
24 days on market
1C6PJTAG2TL169276
$46,701
Good Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Willys Auto
12 mi.
24 days on market
1C6PJTAG4TL169277
$45,317
Great Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Willys Auto
11 mi.
24 days on market
1C6PJTAG6TL169278
$45,835
Great Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Sport Auto
15 mi.
24 days on market
1C6RJTAG8TL188973
$46,805
Fair Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
13 mi.
24 days on market
1C6PJTAGXTL185015
$45,680
Great Deal
Glenbrook Dodge Chrysler Jeep Ram
Fort Wayne, IN
4.4
2026 Jeep Gladiator Mojave X Auto
7 mi.
24 days on market
1C6RJTEG8TL183847
$60,169
Fair Deal
Imlay City Chrysler Dodge Jeep Ram
Imlay City, MI
2026 Jeep Gladiator Sport S Auto
12 mi.
25 days on market
1C6PJTAG7TL188969
$49,861
Fair Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Willys Auto
2 mi.
25 days on market
1C6PJTAG4TL189612
$48,950
Fair Deal
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Sahara Auto
4 mi.
25 days on market
1C6PJTAG3TL189648
$49,318
Fair Deal
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
4 mi.
25 days on market
1C6PJTAG0TL189655
$49,318
Fair Deal
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Willys Auto
25 days on market
1C6PJTAG8TL189659
$44,591
Poage Chrysler Dodge Jeep Ram Fiat
Hannibal, MO
4.5
2026 Jeep Gladiator Sahara Auto
13 mi.
25 days on market
1C6PJTAG1TL188014
$48,350
Fair Deal
Baumann Chrysler Jeep Dodge Ram Fremont
Fremont, OH
4.3
2026 Jeep Gladiator Rubicon Auto
6 mi.
25 days on market
1C6RJTBG0TL189565
$55,764
Fair Deal
Russ Hubler Chrysler Dodge Jeep Ram
North Vernon, IN
4.6
2026 Jeep Gladiator Sahara Auto
4 mi.
25 days on market
1C6PJTAG5TL189652
$49,318
Fair Deal
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
4 mi.
25 days on market
1C6PJTAG1TL189647
$47,882
Fair Deal
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Willys Auto
25 days on market
1C6PJTAG9TL189475
$50,280
Alma Chrysler Jeep Dodge Ram
St. Louis, MI
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
2 mi.
25 days on market
1C6PJTAG3TL187558
$51,693
Fair Deal
Twin City Dodge Chrysler Jeep Ram
Lafayette, IN
4.1
2026 Jeep Gladiator Willys Auto
25 days on market
1C6PJTAG6TL189658
$45,127
Poage Chrysler Dodge Jeep Ram Fiat
Hannibal, MO
4.5
2026 Jeep Gladiator Sahara Auto
2 mi.
25 days on market
1C6PJTAG4TL189609
$48,244
Fair Deal
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Willys Auto
2 mi.
25 days on market
1C6PJTAG0TL189610
$48,950
Fair Deal
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Mojave Auto
26 days on market
1C6RJTEG4TL189564
$59,555
Warsaw Chrysler Dodge Jeep Ram
Warsaw, IN
4.1
2026 Jeep Gladiator Willys Auto
11 mi.
24 days on market
1C6PJTAG0TL169275
$46,701
Good Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Willys Auto
11 mi.
24 days on market
1C6PJTAGXTL185631
$47,427
Good Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Willys 41 Auto
12 mi.
24 days on market
1C6PJTAG9TL174300
$48,625
Good Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Willys Auto
11 mi.
24 days on market
1C6PJTAG2TL188748
$51,575
Fair Deal
Valley Chrysler Dodge Jeep Ram
Bryan, OH
4.2
2026 Jeep Gladiator Mojave Auto
13 mi.
24 days on market
1C6RJTEG6TL153276
$50,247
Good Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Mojave Auto
11 mi.
24 days on market
1C6RJTEGXTL169335
$48,358
Great Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Rubicon Auto
11 mi.
24 days on market
1C6RJTBG3TL169682
$48,506
Great Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Willys Auto
11 mi.
24 days on market
1C6PJTAG2TL169276
$46,701
Good Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Willys Auto
12 mi.
24 days on market
1C6PJTAG4TL169277
$45,317
Great Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Willys Auto
11 mi.
24 days on market
1C6PJTAG6TL169278
$45,835
Great Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Sport Auto
15 mi.
24 days on market
1C6RJTAG8TL188973
$46,805
Fair Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
13 mi.
24 days on market
1C6PJTAGXTL185015
$45,680
Great Deal
Glenbrook Dodge Chrysler Jeep Ram
Fort Wayne, IN
4.4
2026 Jeep Gladiator Mojave X Auto
7 mi.
24 days on market
1C6RJTEG8TL183847
$60,169
Fair Deal
Imlay City Chrysler Dodge Jeep Ram
Imlay City, MI
2026 Jeep Gladiator Sport S Auto
12 mi.
25 days on market
1C6PJTAG7TL188969
$49,861
Fair Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Willys Auto
2 mi.
25 days on market
1C6PJTAG4TL189612
$48,950
Fair Deal
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Sahara Auto
4 mi.
25 days on market
1C6PJTAG3TL189648
$49,318
Fair Deal
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
4 mi.
25 days on market
1C6PJTAG0TL189655
$49,318
Fair Deal
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Willys Auto
25 days on market
1C6PJTAG8TL189659
$44,591
Poage Chrysler Dodge Jeep Ram Fiat
Hannibal, MO
4.5
2026 Jeep Gladiator Sahara Auto
13 mi.
25 days on market
1C6PJTAG1TL188014
$48,350
Fair Deal
Baumann Chrysler Jeep Dodge Ram Fremont
Fremont, OH
4.3
2026 Jeep Gladiator Rubicon Auto
6 mi.
25 days on market
1C6RJTBG0TL189565
$55,764
Fair Deal
Russ Hubler Chrysler Dodge Jeep Ram
North Vernon, IN
4.6
2026 Jeep Gladiator Sahara Auto
4 mi.
25 days on market
1C6PJTAG5TL189652
$49,318
Fair Deal
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
4 mi.
25 days on market
1C6PJTAG1TL189647
$47,882
Fair Deal
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Willys Auto
25 days on market
1C6PJTAG9TL189475
$50,280
Alma Chrysler Jeep Dodge Ram
St. Louis, MI
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
2 mi.
25 days on market
1C6PJTAG3TL187558
$51,693
Fair Deal
Twin City Dodge Chrysler Jeep Ram
Lafayette, IN
4.1
2026 Jeep Gladiator Willys Auto
25 days on market
1C6PJTAG6TL189658
$45,127
Poage Chrysler Dodge Jeep Ram Fiat
Hannibal, MO
4.5
2026 Jeep Gladiator Sahara Auto
2 mi.
25 days on market
1C6PJTAG4TL189609
$48,244
Fair Deal
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Willys Auto
2 mi.
25 days on market
1C6PJTAG0TL189610
$48,950
Fair Deal
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Mojave Auto
26 days on market
1C6RJTEG4TL189564
$59,555
Warsaw Chrysler Dodge Jeep Ram
Warsaw, IN
4.1
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.