1,449 New Jeep Gladiator for Sale Near Winnetka, IL
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2026 Jeep Gladiator 85th Anniversary Edition Auto
23 days on market
1C6PJTAG1TL184738
$46,997
Kunes Chrysler Jeep Dodge Ram Of Elkhorn
Elkhorn, WI
4.2
2026 Jeep Gladiator Mojave Auto
8 mi.
23 days on market
1C6RJTEG5TL188133
$58,489
Fair Deal
Cole Chry Jeep Dodge Llc
Marshall, MI
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
23 days on market
1C6PJTAG0TL185783
$49,037
Good Deal
Suburban Chrysler Dodge Jeep Ram Of Farmington Hills
Farmington Hills, MI
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
23 days on market
1C6PJTAG9TL185782
$48,501
Good Deal
Suburban Chrysler Dodge Jeep Ram Of Farmington Hills
Farmington Hills, MI
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
2 mi.
23 days on market
1C6PJTAG9TL188990
$51,954
Fair Deal
Academy Chrysler Dodge Jeep Ram
Tipton, IN
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
23 days on market
1C6PJTAG1TL185730
$44,988
Great Deal
Seelye Of Paw Paw
Paw Paw, MI
4.7
2026 Jeep Gladiator Mojave Auto
23 days on market
1C6RJTEG1TL187383
$49,021
Champion Chrysler Jeep Dodge Ram Of Brighton
Brighton, MI
4.4
2026 Jeep Gladiator Sport S Auto
4 mi.
23 days on market
1C6PJTAG1TL189003
$47,156
Fair Deal
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Mojave Auto
5 mi.
23 days on market
1C6RJTEG2TL188462
$50,753
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Sahara Auto
5 mi.
23 days on market
1C6PJTAG4TL184118
$51,430
Fair Deal
Jack Phelan Chrysler Dodge Jeep Ram
Countryside, IL
4.5
2026 Jeep Gladiator Sahara Auto
23 days on market
1C6PJTAG7TL188731
$53,773
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator Sahara Auto
23 days on market
1C6PJTAG9TL188732
$53,070
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator Sahara Auto
3 mi.
23 days on market
1C6PJTAG9TL188326
$47,071
Great Deal
Ray Chrysler Dodge Jeep Ram
Fox Lake, IL
4.7
2026 Jeep Gladiator Sahara Auto
3 mi.
24 days on market
1C6PJTAG7TL187126
$47,807
Good Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator Sahara Auto
12 mi.
24 days on market
1C6PJTAGXTL186052
$47,000
Good Deal
City Chrysler Dodge Jeep Ram
Brookfield, WI
4.3
2026 Jeep Gladiator Willys 41 Auto
5 mi.
24 days on market
1C6PJTAG0TL188926
$53,220
Fair Deal
Ed Morse Chrysler Dodge Jeep Ram
Kewanee, IL
4.2
2026 Jeep Gladiator 85th Anniversary Edition Auto
6 mi.
24 days on market
1C6PJTAG1TL185212
$47,163
Good Deal
Sierra Motors Inc
Ottawa, IL
4.2
2026 Jeep Gladiator Sahara Auto
5 mi.
24 days on market
1C6PJTAG9TL185636
$49,745
Fair Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Mojave Auto
13 mi.
24 days on market
1C6RJTEG9TL185820
$52,616
Fair Deal
Griffins Hub Cdjr
Milwaukee, WI
4.2
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
24 days on market
1C6PJTAG2TL185784
$49,037
Good Deal
Suburban Chrysler Dodge Jeep Ram Of Farmington Hills
Farmington Hills, MI
4.4
2026 Jeep Gladiator Mojave X Auto
24 days on market
1C6RJTEG6TL188724
$60,520
Kahlo Chrysler Jeep Dodge Inc
Noblesville, IN
4.5
2026 Jeep Gladiator Sport Auto
13 mi.
24 days on market
1C6PJTAG2TL189169
$39,744
Good Deal
Odaniel Motors
Fort Wayne, IN
4.1
2026 Jeep Gladiator Sahara Auto
3 mi.
24 days on market
1C6PJTAG1TL187946
$46,810
Great Deal
Ray Chrysler Dodge Jeep Ram
Fox Lake, IL
4.7
2026 Jeep Gladiator Rubicon X Auto
24 days on market
1C6RJTBG4TL188502
$64,100
Freedom Chrysler Dodge Jeep
Virden, IL
4.9
2026 Jeep Gladiator Sahara Auto
11 mi.
24 days on market
1C6PJTAG4TL188685
$45,933
Good Deal
Michiana Chrysler Dodge Jeep Ram
Mishawaka, IN
3.7
2026 Jeep Gladiator Rubicon Auto
24 days on market
1C6RJTBG0TL188934
$48,989
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Rubicon Auto
24 days on market
1C6RJTBG9TL188933
$49,271
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Rubicon Auto
24 days on market
1C6RJTBG2TL188935
$49,473
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator 85th Anniversary Edition Auto
23 days on market
1C6PJTAG1TL184738
$46,997
Kunes Chrysler Jeep Dodge Ram Of Elkhorn
Elkhorn, WI
4.2
2026 Jeep Gladiator Mojave Auto
8 mi.
23 days on market
1C6RJTEG5TL188133
$58,489
Fair Deal
Cole Chry Jeep Dodge Llc
Marshall, MI
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
23 days on market
1C6PJTAG0TL185783
$49,037
Good Deal
Suburban Chrysler Dodge Jeep Ram Of Farmington Hills
Farmington Hills, MI
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
23 days on market
1C6PJTAG9TL185782
$48,501
Good Deal
Suburban Chrysler Dodge Jeep Ram Of Farmington Hills
Farmington Hills, MI
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
2 mi.
23 days on market
1C6PJTAG9TL188990
$51,954
Fair Deal
Academy Chrysler Dodge Jeep Ram
Tipton, IN
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
23 days on market
1C6PJTAG1TL185730
$44,988
Great Deal
Seelye Of Paw Paw
Paw Paw, MI
4.7
2026 Jeep Gladiator Mojave Auto
23 days on market
1C6RJTEG1TL187383
$49,021
Champion Chrysler Jeep Dodge Ram Of Brighton
Brighton, MI
4.4
2026 Jeep Gladiator Sport S Auto
4 mi.
23 days on market
1C6PJTAG1TL189003
$47,156
Fair Deal
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Mojave Auto
5 mi.
23 days on market
1C6RJTEG2TL188462
$50,753
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Sahara Auto
5 mi.
23 days on market
1C6PJTAG4TL184118
$51,430
Fair Deal
Jack Phelan Chrysler Dodge Jeep Ram
Countryside, IL
4.5
2026 Jeep Gladiator Sahara Auto
23 days on market
1C6PJTAG7TL188731
$53,773
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator Sahara Auto
23 days on market
1C6PJTAG9TL188732
$53,070
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator Sahara Auto
3 mi.
23 days on market
1C6PJTAG9TL188326
$47,071
Great Deal
Ray Chrysler Dodge Jeep Ram
Fox Lake, IL
4.7
2026 Jeep Gladiator Sahara Auto
3 mi.
24 days on market
1C6PJTAG7TL187126
$47,807
Good Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator Sahara Auto
12 mi.
24 days on market
1C6PJTAGXTL186052
$47,000
Good Deal
City Chrysler Dodge Jeep Ram
Brookfield, WI
4.3
2026 Jeep Gladiator Willys 41 Auto
5 mi.
24 days on market
1C6PJTAG0TL188926
$53,220
Fair Deal
Ed Morse Chrysler Dodge Jeep Ram
Kewanee, IL
4.2
2026 Jeep Gladiator 85th Anniversary Edition Auto
6 mi.
24 days on market
1C6PJTAG1TL185212
$47,163
Good Deal
Sierra Motors Inc
Ottawa, IL
4.2
2026 Jeep Gladiator Sahara Auto
5 mi.
24 days on market
1C6PJTAG9TL185636
$49,745
Fair Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Mojave Auto
13 mi.
24 days on market
1C6RJTEG9TL185820
$52,616
Fair Deal
Griffins Hub Cdjr
Milwaukee, WI
4.2
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
24 days on market
1C6PJTAG2TL185784
$49,037
Good Deal
Suburban Chrysler Dodge Jeep Ram Of Farmington Hills
Farmington Hills, MI
4.4
2026 Jeep Gladiator Mojave X Auto
24 days on market
1C6RJTEG6TL188724
$60,520
Kahlo Chrysler Jeep Dodge Inc
Noblesville, IN
4.5
2026 Jeep Gladiator Sport Auto
13 mi.
24 days on market
1C6PJTAG2TL189169
$39,744
Good Deal
Odaniel Motors
Fort Wayne, IN
4.1
2026 Jeep Gladiator Sahara Auto
3 mi.
24 days on market
1C6PJTAG1TL187946
$46,810
Great Deal
Ray Chrysler Dodge Jeep Ram
Fox Lake, IL
4.7
2026 Jeep Gladiator Rubicon X Auto
24 days on market
1C6RJTBG4TL188502
$64,100
Freedom Chrysler Dodge Jeep
Virden, IL
4.9
2026 Jeep Gladiator Sahara Auto
11 mi.
24 days on market
1C6PJTAG4TL188685
$45,933
Good Deal
Michiana Chrysler Dodge Jeep Ram
Mishawaka, IN
3.7
2026 Jeep Gladiator Rubicon Auto
24 days on market
1C6RJTBG0TL188934
$48,989
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Rubicon Auto
24 days on market
1C6RJTBG9TL188933
$49,271
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Rubicon Auto
24 days on market
1C6RJTBG2TL188935
$49,473
Bettenhausen Cdjr
Tinley Park, IL
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.