1,449 New Jeep Gladiator for Sale Near Winnetka, IL

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Model: gladiator
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2026 Jeep Gladiator Sport S Auto's photo

2026 Jeep Gladiator Sport S Auto

4 mi.

16 days on market

1C6PJTAG0TL187131

$47,976
Fair Deal
Serra Traverse City
Traverse City, MI
4.8
2026 Jeep Gladiator Willys 41 Auto's photo

2026 Jeep Gladiator Willys 41 Auto

11 mi.

17 days on market

1C6PJTAG4TL188881

$51,761
Fair Deal
Chrysler Dodge Jeep Ram Of Columbus
Columbus, IN
4.4
2026 Jeep Gladiator Willys 41 Auto's photo

2026 Jeep Gladiator Willys 41 Auto

10 mi.

17 days on market

1C6PJTAG6TL176828

$49,784
Good Deal
Kunes Chrysler Jeep Dodge Ram Of Elkhorn
Elkhorn, WI
4.2
2025 Jeep Gladiator Rubicon X Auto's photo

2025 Jeep Gladiator Rubicon X Auto

1,981 mi.

17 days on market

1C6RJTBG7SL537747

$56,573
Fair Deal
Crystal Lake Chrysler Dodge Jeep Ram
Crystal Lake, IL
4.5
2026 Jeep Gladiator Willys 41 Auto's photo

2026 Jeep Gladiator Willys 41 Auto

16 mi.

17 days on market

1C6PJTAGXTL189131

$53,435
Fair Deal
Frank Boucher Chrysler Dodge Jeep Ram Of Janesville
Janesville, WI
4.5
2026 Jeep Gladiator Mojave X Auto's photo

2026 Jeep Gladiator Mojave X Auto

5 mi.

18 days on market

1C6RJTEG9TL188894

$58,960
Fair Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Sport S Auto's photo

2026 Jeep Gladiator Sport S Auto

13 mi.

18 days on market

1C6PJTAG4TL155458

$41,730
Great Deal
Murgado Automotive Group
Chicago, IL
4.3
2026 Jeep Gladiator Mojave X Auto's photo

2026 Jeep Gladiator Mojave X Auto

16 mi.

18 days on market

1C6RJTEG4TL189130

$59,470
Fair Deal
Frank Boucher Chrysler Dodge Jeep Ram Of Janesville
Janesville, WI
4.5
2026 Jeep Gladiator Willys Auto's photo

2026 Jeep Gladiator Willys Auto

11 mi.

18 days on market

1C6PJTAG2TL189351

$52,219
Fair Deal
Homan Chrysler Dodge Jeep Ram
Waupun, WI
4.6
2026 Jeep Gladiator Shadow OPS Auto's photo

2026 Jeep Gladiator Shadow OPS Auto

18 days on market

1C6RJTBG0TL191316

Contact Dealer
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Gladiator Mojave Auto's photo

2026 Jeep Gladiator Mojave Auto

10 mi.

18 days on market

1C6RJTEG9TL189284

$55,049
Fair Deal
Bob Poynter Chrysler Dodge Jeep Ram Fiat Of Seymour
Seymour, IN
4.6
2026 Jeep Gladiator Willys Auto's photo

2026 Jeep Gladiator Willys Auto

10 mi.

18 days on market

1C6PJTAG4TL187746

$52,494
Fair Deal
Ewald Automotive Group
Oconomowoc, WI
4.6
2026 Jeep Gladiator Sahara Auto's photo

2026 Jeep Gladiator Sahara Auto

11 mi.

18 days on market

1C6PJTAG9TL187970

$47,059
Good Deal
Sheboygan Chrysler Center
Sheboygan, WI
4.7
2026 Jeep Gladiator Mojave X Auto's photo

2026 Jeep Gladiator Mojave X Auto

10 mi.

18 days on market

1C6RJTEG6TL186701

$57,138
Good Deal
Berman Auto Group
Chicago, IL
4.5
2026 Jeep Gladiator Mojave X Auto's photo

2026 Jeep Gladiator Mojave X Auto

42 mi.

18 days on market

1C6RJTEG6TL187122

$59,969
Fair Deal
S L Motors
Pulaski, WI
4.5
2026 Jeep Gladiator Rubicon X Auto's photo

2026 Jeep Gladiator Rubicon X Auto

10 mi.

19 days on market

1C6RJTBG4TL169674

$55,561
Good Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Willys Auto's photo

2026 Jeep Gladiator Willys Auto

11 mi.

19 days on market

1C6PJTAGXTL185631

$48,177
Good Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Willys Auto's photo

2026 Jeep Gladiator Willys Auto

11 mi.

19 days on market

1C6PJTAG0TL169275

$47,451
Good Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Willys 41 Auto's photo

2026 Jeep Gladiator Willys 41 Auto

12 mi.

19 days on market

1C6PJTAG9TL174300

$48,125
Great Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto's photo

2026 Jeep Gladiator 85th Anniversary Edition Auto

13 mi.

19 days on market

1C6PJTAGXTL185015

$49,875
Fair Deal
Glenbrook Dodge Chrysler Jeep Ram
Fort Wayne, IN
4.4
2026 Jeep Gladiator Mojave X Auto's photo

2026 Jeep Gladiator Mojave X Auto

7 mi.

19 days on market

1C6RJTEG8TL183847

$60,919
Fair Deal
Imlay City Chrysler Dodge Jeep Ram
Imlay City, MI
2026 Jeep Gladiator Mojave Auto's photo

2026 Jeep Gladiator Mojave Auto

11 mi.

19 days on market

1C6RJTEGXTL169335

$49,108
Great Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Mojave Auto's photo

2026 Jeep Gladiator Mojave Auto

13 mi.

19 days on market

1C6RJTEG6TL153276

$49,747
Good Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Rubicon Auto's photo

2026 Jeep Gladiator Rubicon Auto

11 mi.

19 days on market

1C6RJTBG3TL169682

$49,256
Great Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Willys Auto's photo

2026 Jeep Gladiator Willys Auto

11 mi.

19 days on market

1C6PJTAG6TL169278

$46,585
Good Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Willys Auto's photo

2026 Jeep Gladiator Willys Auto

11 mi.

19 days on market

1C6PJTAG2TL169276

$47,451
Good Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Willys Auto's photo

2026 Jeep Gladiator Willys Auto

12 mi.

19 days on market

1C6PJTAG4TL169277

$44,817
Great Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Sahara Auto's photo

2026 Jeep Gladiator Sahara Auto

13 mi.

20 days on market

1C6PJTAG1TL188014

$49,100
Fair Deal
Baumann Chrysler Jeep Dodge Ram Fremont
Fremont, OH
4.3

Showing 141 - 168 from 1,449 results

Find New Jeep Gladiator in Winnetka, IL

The Jeep Gladiator is offered in the U.S. lineup in the Pickup configuration. Differences mainly come down to trim, features, and drivetrain.