1,449 New Jeep Gladiator for Sale Near Winnetka, IL
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2026 Jeep Gladiator Sport S Auto
22 days on market
1C6PJTAG3TL189004
$52,235
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Sahara Auto
22 days on market
1C6PJTAG0TL188568
$50,177
Rouen Chrysler Dodge Jeep Ram
Woodville, OH
4.7
2026 Jeep Gladiator Sport S Auto
18 mi.
22 days on market
1C6PJTAG4TL165973
$47,861
Fair Deal
Golling Chrysler Dodge Jeep Ram Of Roseville
Roseville, MI
4.6
2026 Jeep Gladiator Sahara Auto
22 days on market
1C6PJTAG6TL189093
$52,650
Chrysler Winona
Winona, MN
4.7
2026 Jeep Gladiator Sahara Auto
4 mi.
22 days on market
1C6PJTAG6TL189644
$48,632
Fair Deal
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Mojave X Auto
22 days on market
1C6RJTEG3TL188924
$56,076
Champion Chrysler Jeep Dodge
Lansing, MI
4.3
2026 Jeep Gladiator Willys Auto
10 mi.
22 days on market
1C6PJTAG8TL175762
$45,931
Good Deal
Coppus Motors
Tiffin, OH
4.4
2026 Jeep Gladiator Sahara Auto
1 mi.
22 days on market
1C6PJTAG3TL169058
$43,696
Great Deal
Deery Brothers Cdjr
Iowa City, IA
4.4
2026 Jeep Gladiator Rubicon X Auto
12 mi.
22 days on market
1C6RJTBG5TL187455
$56,024
Good Deal
Decorah Chrysler Dodge Jeep Ram
Decorah, IA
4.4
2026 Jeep Gladiator Sport Auto
22 days on market
1C6RJTAG8TL188973
$52,038
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Mojave Auto
20 mi.
22 days on market
1C6RJTEG2TL183360
$65,124
Fair Deal
5 Corners Dodge Chrysler Jeep Ram
Cedarburg, WI
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
13 mi.
22 days on market
1C6PJTAG1TL185078
$49,650
Fair Deal
Baumann Chrysler Jeep Dodge Ram Fremont
Fremont, OH
4.3
2026 Jeep Gladiator Willys Auto
15 mi.
22 days on market
1C6PJTAGXTL187413
$47,999
Good Deal
Gandrud Dodge Chrysler Jeep
Green Bay, WI
4.6
2026 Jeep Gladiator Sahara Auto
11 mi.
22 days on market
1C6PJTAG1TL188210
$46,218
Good Deal
Michiana Chrysler Dodge Jeep Ram
Mishawaka, IN
3.7
2026 Jeep Gladiator Sport S Auto
22 days on market
1C6PJTAG5TL188260
$54,860
Twin City Dodge Chrysler Jeep Ram
Lafayette, IN
4.1
2026 Jeep Gladiator Sport S Auto
22 days on market
1C6PJTAGXTL188870
$53,485
Eastgate Chrysler Jeep Dodge
Indianapolis, IN
4.2
2026 Jeep Gladiator Sahara Auto
13 mi.
22 days on market
1C6PJTAG1TL188725
$48,244
Fair Deal
Odaniel Motors
Fort Wayne, IN
4.1
2026 Jeep Gladiator Willys Auto
10 mi.
23 days on market
1C6PJTAG7TL189426
$51,911
Fair Deal
Kunes Chrysler Dodge Jeep Ram Woodstock
Woodstock, IL
3.4
2026 Jeep Gladiator Mojave X Auto
23 days on market
1C6RJTEG5TL189427
$64,958
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Rubicon X Auto
23 days on market
1C6RJTBG3TL189429
$54,006
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Sahara Auto
23 days on market
1C6PJTAG6TL188929
$45,085
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Sahara Auto
23 days on market
1C6PJTAG4TL188928
$45,602
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Willys Auto
12 mi.
23 days on market
1C6PJTAG7TL189135
$47,812
Good Deal
Frank Boucher Chrysler Dodge Jeep Ram Of Janesville
Janesville, WI
4.5
2026 Jeep Gladiator Sahara Auto
8 mi.
23 days on market
1C6PJTAGXTL188013
$48,796
Fair Deal
Martins Garage Cdjr
Union Grove, WI
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
15 mi.
23 days on market
1C6PJTAGXTL185208
$53,309
Fair Deal
Gross Chrysler Dodge Jeep Ram Of Neillsville
Neillsville, WI
5.0
2026 Jeep Gladiator Rubicon Auto
7 mi.
23 days on market
1C6RJTBGXTL188567
$52,164
Good Deal
Team Hodges Inc
West Branch, MI
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
15 mi.
23 days on market
1C6PJTAG1TL187624
$50,134
Fair Deal
David Taylor Michigan City Cdjr
Michigan City, IN
4.7
2026 Jeep Gladiator Sahara Auto
3 mi.
23 days on market
1C6PJTAG0TL188330
$48,241
Fair Deal
Ray Chrysler Dodge Jeep Ram
Fox Lake, IL
4.7
2026 Jeep Gladiator Sport S Auto
22 days on market
1C6PJTAG3TL189004
$52,235
Jim Riehls Friendly Chrysler Jeep
Warren, MI
4.5
2026 Jeep Gladiator Sahara Auto
22 days on market
1C6PJTAG0TL188568
$50,177
Rouen Chrysler Dodge Jeep Ram
Woodville, OH
4.7
2026 Jeep Gladiator Sport S Auto
18 mi.
22 days on market
1C6PJTAG4TL165973
$47,861
Fair Deal
Golling Chrysler Dodge Jeep Ram Of Roseville
Roseville, MI
4.6
2026 Jeep Gladiator Sahara Auto
22 days on market
1C6PJTAG6TL189093
$52,650
Chrysler Winona
Winona, MN
4.7
2026 Jeep Gladiator Sahara Auto
4 mi.
22 days on market
1C6PJTAG6TL189644
$48,632
Fair Deal
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Mojave X Auto
22 days on market
1C6RJTEG3TL188924
$56,076
Champion Chrysler Jeep Dodge
Lansing, MI
4.3
2026 Jeep Gladiator Willys Auto
10 mi.
22 days on market
1C6PJTAG8TL175762
$45,931
Good Deal
Coppus Motors
Tiffin, OH
4.4
2026 Jeep Gladiator Sahara Auto
1 mi.
22 days on market
1C6PJTAG3TL169058
$43,696
Great Deal
Deery Brothers Cdjr
Iowa City, IA
4.4
2026 Jeep Gladiator Rubicon X Auto
12 mi.
22 days on market
1C6RJTBG5TL187455
$56,024
Good Deal
Decorah Chrysler Dodge Jeep Ram
Decorah, IA
4.4
2026 Jeep Gladiator Sport Auto
22 days on market
1C6RJTAG8TL188973
$52,038
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Mojave Auto
20 mi.
22 days on market
1C6RJTEG2TL183360
$65,124
Fair Deal
5 Corners Dodge Chrysler Jeep Ram
Cedarburg, WI
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
13 mi.
22 days on market
1C6PJTAG1TL185078
$49,650
Fair Deal
Baumann Chrysler Jeep Dodge Ram Fremont
Fremont, OH
4.3
2026 Jeep Gladiator Willys Auto
15 mi.
22 days on market
1C6PJTAGXTL187413
$47,999
Good Deal
Gandrud Dodge Chrysler Jeep
Green Bay, WI
4.6
2026 Jeep Gladiator Sahara Auto
11 mi.
22 days on market
1C6PJTAG1TL188210
$46,218
Good Deal
Michiana Chrysler Dodge Jeep Ram
Mishawaka, IN
3.7
2026 Jeep Gladiator Sport S Auto
22 days on market
1C6PJTAG5TL188260
$54,860
Twin City Dodge Chrysler Jeep Ram
Lafayette, IN
4.1
2026 Jeep Gladiator Sport S Auto
22 days on market
1C6PJTAGXTL188870
$53,485
Eastgate Chrysler Jeep Dodge
Indianapolis, IN
4.2
2026 Jeep Gladiator Sahara Auto
13 mi.
22 days on market
1C6PJTAG1TL188725
$48,244
Fair Deal
Odaniel Motors
Fort Wayne, IN
4.1
2026 Jeep Gladiator Willys Auto
10 mi.
23 days on market
1C6PJTAG7TL189426
$51,911
Fair Deal
Kunes Chrysler Dodge Jeep Ram Woodstock
Woodstock, IL
3.4
2026 Jeep Gladiator Mojave X Auto
23 days on market
1C6RJTEG5TL189427
$64,958
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Rubicon X Auto
23 days on market
1C6RJTBG3TL189429
$54,006
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Sahara Auto
23 days on market
1C6PJTAG6TL188929
$45,085
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Sahara Auto
23 days on market
1C6PJTAG4TL188928
$45,602
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Willys Auto
12 mi.
23 days on market
1C6PJTAG7TL189135
$47,812
Good Deal
Frank Boucher Chrysler Dodge Jeep Ram Of Janesville
Janesville, WI
4.5
2026 Jeep Gladiator Sahara Auto
8 mi.
23 days on market
1C6PJTAGXTL188013
$48,796
Fair Deal
Martins Garage Cdjr
Union Grove, WI
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
15 mi.
23 days on market
1C6PJTAGXTL185208
$53,309
Fair Deal
Gross Chrysler Dodge Jeep Ram Of Neillsville
Neillsville, WI
5.0
2026 Jeep Gladiator Rubicon Auto
7 mi.
23 days on market
1C6RJTBGXTL188567
$52,164
Good Deal
Team Hodges Inc
West Branch, MI
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
15 mi.
23 days on market
1C6PJTAG1TL187624
$50,134
Fair Deal
David Taylor Michigan City Cdjr
Michigan City, IN
4.7
2026 Jeep Gladiator Sahara Auto
3 mi.
23 days on market
1C6PJTAG0TL188330
$48,241
Fair Deal
Ray Chrysler Dodge Jeep Ram
Fox Lake, IL
4.7
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.