1,449 New Jeep Gladiator for Sale Near Winnetka, IL
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2026 Jeep Gladiator Willys Auto
20 days on market
1C6PJTAG4TL189612
$48,700
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Rubicon Auto
20 days on market
1C6RJTBG0TL189565
$58,929
Russ Hubler Chrysler Dodge Jeep Ram
North Vernon, IN
4.6
2026 Jeep Gladiator Sport S Auto
10 mi.
20 days on market
1C6PJTAG6TL189613
$48,927
Fair Deal
Kunes Chrysler Dodge Jeep Ram Woodstock
Woodstock, IL
3.4
2026 Jeep Gladiator Sahara Auto
20 days on market
1C6PJTAG4TL189609
$47,994
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Willys Auto
20 days on market
1C6PJTAG0TL189610
$48,700
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Willys Auto
20 days on market
1C6PJTAG9TL189475
$51,030
Alma Chrysler Jeep Dodge Ram
St. Louis, MI
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
2 mi.
20 days on market
1C6PJTAG3TL187558
$54,271
Fair Deal
Twin City Dodge Chrysler Jeep Ram
Lafayette, IN
4.1
2026 Jeep Gladiator Mojave Auto
21 days on market
1C6RJTEG4TL189564
$60,305
Warsaw Chrysler Dodge Jeep Ram
Warsaw, IN
4.1
2026 Jeep Gladiator Mojave Auto
21 days on market
1C6RJTEG1TL190090
$67,780
Tom Obrien Cjdr Greenwood
Greenwood, IN
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
15 mi.
21 days on market
1C6PJTAG7TL185165
$50,289
Fair Deal
S L Motors
Pulaski, WI
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
27 mi.
21 days on market
1C6PJTAG9TL185166
$49,694
Fair Deal
S L Motors
Pulaski, WI
4.5
2026 Jeep Gladiator Mojave Auto
19 mi.
21 days on market
1C6RJTEG8TL187123
$55,929
Fair Deal
S L Motors
Pulaski, WI
4.5
2026 Jeep Gladiator Rubicon Auto
21 days on market
1C6RJTBG8TL189541
$65,533
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Willys Auto
8 mi.
21 days on market
1C6PJTAGXTL189470
$51,142
Fair Deal
Charlies Dodge Chrysler Jeep Ram
Maumee, OH
4.4
2026 Jeep Gladiator Mojave X Auto
21 days on market
1C6RJTEG9TL189608
$54,904
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Willys Auto
21 days on market
1C6PJTAG2TL189611
$55,200
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Sport S Auto
6 mi.
21 days on market
1C6PJTAG3TL188418
$48,390
Fair Deal
Kimberly Car City Cdjr
Davenport, IA
4.6
2026 Jeep Gladiator Rubicon Auto
21 days on market
1C6RJTBG3TL189530
$58,424
Lochmandy Motor Sales Inc Cdjr
Elkhart, IN
3.9
2026 Jeep Gladiator Sahara Auto
4 mi.
21 days on market
1C6PJTAG8TL189645
$48,632
Fair Deal
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
21 days on market
1C6PJTAG3TL189648
$51,720
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
21 days on market
1C6PJTAG0TL189655
$51,720
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
4 mi.
21 days on market
1C6PJTAG1TL189650
$50,068
Fair Deal
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Shadow OPS Auto
21 days on market
1C6RJTBG9TL178869
$68,950
Fox Chrysler Dodge Jeep Ram
Grand Rapids, MI
4.5
2026 Jeep Gladiator Mojave X Auto
21 days on market
1C6RJTEGXTL189469
$58,930
Charlies Dodge Chrysler Jeep Ram
Maumee, OH
4.4
2026 Jeep Gladiator Mojave X Auto
7 mi.
21 days on market
1C6RJTEG8TL189468
$57,968
Fair Deal
Charlies Dodge Chrysler Jeep Ram
Maumee, OH
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
7 mi.
21 days on market
1C6PJTAG3TL188709
$47,434
Good Deal
Warsaw Chrysler Dodge Jeep Ram
Warsaw, IN
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
21 days on market
1C6PJTAG1TL185727
$48,809
Good Deal
Ed Morse Chrysler Dodge Jeep Ram
Muscatine, IA
4.1
2026 Jeep Gladiator Shadow OPS Auto
21 days on market
1C6RJTBG6TL180370
$65,400
Community Cars Auto Group
Bloomington, IN
4.2
2026 Jeep Gladiator Willys Auto
20 days on market
1C6PJTAG4TL189612
$48,700
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Rubicon Auto
20 days on market
1C6RJTBG0TL189565
$58,929
Russ Hubler Chrysler Dodge Jeep Ram
North Vernon, IN
4.6
2026 Jeep Gladiator Sport S Auto
10 mi.
20 days on market
1C6PJTAG6TL189613
$48,927
Fair Deal
Kunes Chrysler Dodge Jeep Ram Woodstock
Woodstock, IL
3.4
2026 Jeep Gladiator Sahara Auto
20 days on market
1C6PJTAG4TL189609
$47,994
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Willys Auto
20 days on market
1C6PJTAG0TL189610
$48,700
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Willys Auto
20 days on market
1C6PJTAG9TL189475
$51,030
Alma Chrysler Jeep Dodge Ram
St. Louis, MI
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
2 mi.
20 days on market
1C6PJTAG3TL187558
$54,271
Fair Deal
Twin City Dodge Chrysler Jeep Ram
Lafayette, IN
4.1
2026 Jeep Gladiator Mojave Auto
21 days on market
1C6RJTEG4TL189564
$60,305
Warsaw Chrysler Dodge Jeep Ram
Warsaw, IN
4.1
2026 Jeep Gladiator Mojave Auto
21 days on market
1C6RJTEG1TL190090
$67,780
Tom Obrien Cjdr Greenwood
Greenwood, IN
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
15 mi.
21 days on market
1C6PJTAG7TL185165
$50,289
Fair Deal
S L Motors
Pulaski, WI
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
27 mi.
21 days on market
1C6PJTAG9TL185166
$49,694
Fair Deal
S L Motors
Pulaski, WI
4.5
2026 Jeep Gladiator Mojave Auto
19 mi.
21 days on market
1C6RJTEG8TL187123
$55,929
Fair Deal
S L Motors
Pulaski, WI
4.5
2026 Jeep Gladiator Rubicon Auto
21 days on market
1C6RJTBG8TL189541
$65,533
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Willys Auto
8 mi.
21 days on market
1C6PJTAGXTL189470
$51,142
Fair Deal
Charlies Dodge Chrysler Jeep Ram
Maumee, OH
4.4
2026 Jeep Gladiator Mojave X Auto
21 days on market
1C6RJTEG9TL189608
$54,904
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Willys Auto
21 days on market
1C6PJTAG2TL189611
$55,200
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Sport S Auto
6 mi.
21 days on market
1C6PJTAG3TL188418
$48,390
Fair Deal
Kimberly Car City Cdjr
Davenport, IA
4.6
2026 Jeep Gladiator Rubicon Auto
21 days on market
1C6RJTBG3TL189530
$58,424
Lochmandy Motor Sales Inc Cdjr
Elkhart, IN
3.9
2026 Jeep Gladiator Sahara Auto
4 mi.
21 days on market
1C6PJTAG8TL189645
$48,632
Fair Deal
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
21 days on market
1C6PJTAG3TL189648
$51,720
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
21 days on market
1C6PJTAG0TL189655
$51,720
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Sahara Auto
4 mi.
21 days on market
1C6PJTAG1TL189650
$50,068
Fair Deal
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Shadow OPS Auto
21 days on market
1C6RJTBG9TL178869
$68,950
Fox Chrysler Dodge Jeep Ram
Grand Rapids, MI
4.5
2026 Jeep Gladiator Mojave X Auto
21 days on market
1C6RJTEGXTL189469
$58,930
Charlies Dodge Chrysler Jeep Ram
Maumee, OH
4.4
2026 Jeep Gladiator Mojave X Auto
7 mi.
21 days on market
1C6RJTEG8TL189468
$57,968
Fair Deal
Charlies Dodge Chrysler Jeep Ram
Maumee, OH
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
7 mi.
21 days on market
1C6PJTAG3TL188709
$47,434
Good Deal
Warsaw Chrysler Dodge Jeep Ram
Warsaw, IN
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
21 days on market
1C6PJTAG1TL185727
$48,809
Good Deal
Ed Morse Chrysler Dodge Jeep Ram
Muscatine, IA
4.1
2026 Jeep Gladiator Shadow OPS Auto
21 days on market
1C6RJTBG6TL180370
$65,400
Community Cars Auto Group
Bloomington, IN
4.2
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.