1,449 New Jeep Gladiator for Sale Near Winnetka, IL
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2026 Jeep Gladiator Sport S Auto
21 days on market
1C6PJTAG7TL188972
$56,823
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Rubicon X Auto
10 mi.
21 days on market
1C6RJTBG1TL188540
$54,162
Good Deal
York Chrysler Dodge Jeep Ram Of Plainfield
Plainfield, IN
4.2
2026 Jeep Gladiator Sport S Auto
114 mi.
21 days on market
1C6PJTAG5TL163553
$41,454
Good Deal
Richardson Cdjr
Standish, MI
4.2
2026 Jeep Gladiator Mojave Auto
5 mi.
21 days on market
1C6RJTEG9TL188460
$50,753
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Mojave Auto
5 mi.
21 days on market
1C6RJTEG0TL188461
$50,753
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Mojave X Auto
21 days on market
1C6RJTEG2TL189529
$61,589
Lochmandy Motor Sales Inc Cdjr
Elkhart, IN
3.9
2026 Jeep Gladiator Sport S Auto
21 days on market
1C6PJTAG4TL189531
$50,124
Lochmandy Motor Sales Inc Cdjr
Elkhart, IN
3.9
2026 Jeep Gladiator Sport S Auto
21 days on market
1C6PJTAG6TL189532
$49,129
Lochmandy Motor Sales Inc Cdjr
Elkhart, IN
3.9
2026 Jeep Gladiator Sahara Auto
21 days on market
1C6PJTAG1TL189647
$50,125
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
21 days on market
1C6PJTAG5TL189649
$51,720
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
4 mi.
21 days on market
1C6PJTAG9TL189654
$49,532
Fair Deal
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
21 days on market
1C6PJTAG5TL189652
$51,720
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
4 mi.
21 days on market
1C6PJTAG4TL189643
$48,632
Fair Deal
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
21 days on market
1C6PJTAG2TL189656
$53,250
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
21 days on market
1C6PJTAGXTL189646
$51,060
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
21 days on market
1C6PJTAG3TL189651
$51,720
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
11 mi.
21 days on market
1C6PJTAG3TL188726
$52,535
Fair Deal
Odaniel Motors
Fort Wayne, IN
4.1
2026 Jeep Gladiator Sahara Auto
12 mi.
21 days on market
1C6PJTAG5TL188727
$48,244
Fair Deal
Odaniel Motors
Fort Wayne, IN
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
21 days on market
1C6PJTAG7TL188597
$52,790
Wetzel Group
Richmond, IN
4.5
2026 Jeep Gladiator Sport S Auto
7 mi.
22 days on market
1C6PJTAG5TL188808
$49,760
Fair Deal
Warsaw Chrysler Dodge Jeep Ram
Warsaw, IN
4.1
2026 Jeep Gladiator Rubicon Auto
22 days on market
1C6RJTBG6TL188971
$66,050
Jack Phelan Chrysler Dodge Jeep Ram
Countryside, IL
4.5
2026 Jeep Gladiator Sport S Auto
22 days on market
1C6PJTAG9TL187791
$49,055
Village Jeep
Royal Oak, MI
4.1
2026 Jeep Gladiator Mojave X Auto
22 days on market
1C6RJTEG7TL189428
$53,678
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator 85th Anniversary Edition Auto
13 mi.
22 days on market
1C6PJTAG3TL185079
$50,245
Fair Deal
Baumann Chrysler Jeep Dodge Ram Fremont
Fremont, OH
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
19 mi.
22 days on market
1C6PJTAG5TL185164
$50,289
Fair Deal
S L Motors
Pulaski, WI
4.5
2026 Jeep Gladiator Willys Auto
8 mi.
22 days on market
1C6PJTAG7TL187448
$49,110
Fair Deal
Homan Chrysler Dodge Jeep Ram
Waupun, WI
4.6
2026 Jeep Gladiator Sport S Auto
2 mi.
22 days on market
1C6PJTAG4TL188900
$45,774
Good Deal
Academy Chrysler Dodge Jeep Ram
Tipton, IN
4.6
2026 Jeep Gladiator Sport S Auto
8 mi.
22 days on market
1C6PJTAG6TL188249
$47,038
Fair Deal
Charlies Dodge Chrysler Jeep Ram
Maumee, OH
4.4
2026 Jeep Gladiator Sport S Auto
21 days on market
1C6PJTAG7TL188972
$56,823
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Rubicon X Auto
10 mi.
21 days on market
1C6RJTBG1TL188540
$54,162
Good Deal
York Chrysler Dodge Jeep Ram Of Plainfield
Plainfield, IN
4.2
2026 Jeep Gladiator Sport S Auto
114 mi.
21 days on market
1C6PJTAG5TL163553
$41,454
Good Deal
Richardson Cdjr
Standish, MI
4.2
2026 Jeep Gladiator Mojave Auto
5 mi.
21 days on market
1C6RJTEG9TL188460
$50,753
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Mojave Auto
5 mi.
21 days on market
1C6RJTEG0TL188461
$50,753
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Mojave X Auto
21 days on market
1C6RJTEG2TL189529
$61,589
Lochmandy Motor Sales Inc Cdjr
Elkhart, IN
3.9
2026 Jeep Gladiator Sport S Auto
21 days on market
1C6PJTAG4TL189531
$50,124
Lochmandy Motor Sales Inc Cdjr
Elkhart, IN
3.9
2026 Jeep Gladiator Sport S Auto
21 days on market
1C6PJTAG6TL189532
$49,129
Lochmandy Motor Sales Inc Cdjr
Elkhart, IN
3.9
2026 Jeep Gladiator Sahara Auto
21 days on market
1C6PJTAG1TL189647
$50,125
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
21 days on market
1C6PJTAG5TL189649
$51,720
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
4 mi.
21 days on market
1C6PJTAG9TL189654
$49,532
Fair Deal
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
21 days on market
1C6PJTAG5TL189652
$51,720
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
4 mi.
21 days on market
1C6PJTAG4TL189643
$48,632
Fair Deal
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
21 days on market
1C6PJTAG2TL189656
$53,250
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
21 days on market
1C6PJTAGXTL189646
$51,060
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
21 days on market
1C6PJTAG3TL189651
$51,720
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
11 mi.
21 days on market
1C6PJTAG3TL188726
$52,535
Fair Deal
Odaniel Motors
Fort Wayne, IN
4.1
2026 Jeep Gladiator Sahara Auto
12 mi.
21 days on market
1C6PJTAG5TL188727
$48,244
Fair Deal
Odaniel Motors
Fort Wayne, IN
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
21 days on market
1C6PJTAG7TL188597
$52,790
Wetzel Group
Richmond, IN
4.5
2026 Jeep Gladiator Sport S Auto
7 mi.
22 days on market
1C6PJTAG5TL188808
$49,760
Fair Deal
Warsaw Chrysler Dodge Jeep Ram
Warsaw, IN
4.1
2026 Jeep Gladiator Rubicon Auto
22 days on market
1C6RJTBG6TL188971
$66,050
Jack Phelan Chrysler Dodge Jeep Ram
Countryside, IL
4.5
2026 Jeep Gladiator Sport S Auto
22 days on market
1C6PJTAG9TL187791
$49,055
Village Jeep
Royal Oak, MI
4.1
2026 Jeep Gladiator Mojave X Auto
22 days on market
1C6RJTEG7TL189428
$53,678
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator 85th Anniversary Edition Auto
13 mi.
22 days on market
1C6PJTAG3TL185079
$50,245
Fair Deal
Baumann Chrysler Jeep Dodge Ram Fremont
Fremont, OH
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
19 mi.
22 days on market
1C6PJTAG5TL185164
$50,289
Fair Deal
S L Motors
Pulaski, WI
4.5
2026 Jeep Gladiator Willys Auto
8 mi.
22 days on market
1C6PJTAG7TL187448
$49,110
Fair Deal
Homan Chrysler Dodge Jeep Ram
Waupun, WI
4.6
2026 Jeep Gladiator Sport S Auto
2 mi.
22 days on market
1C6PJTAG4TL188900
$45,774
Good Deal
Academy Chrysler Dodge Jeep Ram
Tipton, IN
4.6
2026 Jeep Gladiator Sport S Auto
8 mi.
22 days on market
1C6PJTAG6TL188249
$47,038
Fair Deal
Charlies Dodge Chrysler Jeep Ram
Maumee, OH
4.4
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.