1,449 New Jeep Gladiator for Sale Near Winnetka, IL
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2026 Jeep Gladiator Shadow OPS Auto
8 mi.
35 days on market
1C6RJTBG5TL178870
$66,419
Fair Deal
Heiser Cdjr Sturgeon Bay
Sturgeon Bay, WI
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
6 mi.
35 days on market
1C6PJTAG5TL187559
$50,443
Fair Deal
Twin City Dodge Chrysler Jeep Ram
Lafayette, IN
4.1
2026 Jeep Gladiator Rubicon Auto
9 mi.
35 days on market
1C6RJTBG7TL186629
$63,675
Fair Deal
Szott I 96 Chrysler Dodge Jeep Ram
New Hudson, MI
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
13 mi.
35 days on market
1C6PJTAG2TL184974
$50,444
Fair Deal
Kolosso Chrysler Dodge Jeep Ram
Appleton, WI
4.5
2026 Jeep Gladiator Rubicon Auto
18 mi.
35 days on market
1C6RJTBG9TL187152
$47,444
Great Deal
Indy Cdjr
Brownsburg, IN
4.3
2026 Jeep Gladiator Rubicon X Auto
11 mi.
35 days on market
1C6RJTBG6TL186377
$52,877
Great Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Shadow OPS Auto
13 mi.
35 days on market
1C6RJTBG0TL178839
$65,410
Fair Deal
Glenbrook Dodge Chrysler Jeep Ram And Fiat
Fort Wayne, IN
2026 Jeep Gladiator Mojave X Auto
10 mi.
35 days on market
1C6RJTEG4TL183179
$56,709
Good Deal
York Chrysler Dodge Jeep Ram Of Plainfield
Plainfield, IN
4.2
2026 Jeep Gladiator Willys Auto
1 mi.
35 days on market
1C6PJTAG8TL185868
$48,670
Fair Deal
Feldman Chrysler Dodge Jeep Ram Woodhaven
Woodhaven, MI
4.4
2026 Jeep Gladiator Rubicon Auto
501 mi.
35 days on market
1C6RJTBGXTL186592
$63,475
Szott I 96 Chrysler Dodge Jeep Ram
New Hudson, MI
4.7
2026 Jeep Gladiator Mojave Auto
8 mi.
36 days on market
1C6RJTEG0TL187150
$47,533
Great Deal
Indy Cdjr
Brownsburg, IN
4.3
2026 Jeep Gladiator Rubicon X Auto
12 mi.
36 days on market
1C6RJTBG0TL187153
$53,669
Great Deal
Indy Cdjr
Brownsburg, IN
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
14 mi.
36 days on market
1C6PJTAG5TL185245
$47,999
Good Deal
Russ Darrow Cdjr Of West Bend
West Bend, WI
4.3
2026 Jeep Gladiator Sport S Auto
36 days on market
1C6PJTAG4TL189366
Contact Dealer
Tom Obrien Cjdr Greenwood
Greenwood, IN
4.6
2026 Jeep Gladiator Sport S Auto
36 days on market
1C6PJTAGXTL187069
$42,407
Victory Chrysler Dodge Jeep Ram Merrillville
Merrillville, IN
4.5
2026 Jeep Gladiator Shadow OPS Auto
50 mi.
36 days on market
1C6RJTBG0TL180378
$60,973
Good Deal
Fairway Cdjr
Fostoria, OH
5.0
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
36 days on market
1C6PJTAG1TL185131
$53,694
Fair Deal
Lafontaine Chrysler Dodge Jeep Ram Of Walled Lake
Walled Lake, MI
4.2
2026 Jeep Gladiator Mojave Auto
36 days on market
1C6RJTEG7TL184147
$51,383
York Chrysler Dodge Jeep Ram Brazil
Brazil, IN
4.8
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
36 days on market
1C6PJTAG1TL184979
$44,647
Great Deal
Dupage Chrysler Dodge Jeep Ram
Glendale Heights, IL
4.5
2026 Jeep Gladiator Sahara Auto
15 mi.
36 days on market
1C6PJTAG5TL186055
$47,536
Good Deal
City Chrysler Dodge Jeep Ram
Brookfield, WI
4.3
2026 Jeep Gladiator Willys 41 Auto
36 days on market
1C6PJTAG4TL186841
$50,561
Victory Chrysler Dodge Jeep Ram Merrillville
Merrillville, IN
4.5
2026 Jeep Gladiator Mojave Auto
35 mi.
36 days on market
1C6RJTEG7TL186965
$52,520
Fair Deal
David Taylor Michigan City Cdjr
Michigan City, IN
4.7
2026 Jeep Gladiator Sport S Auto
1 mi.
36 days on market
1C6PJTAG5TL186279
$45,102
Great Deal
Thelen Chrysler Dodge Jeep Ram
Bay City, MI
4.5
2026 Jeep Gladiator Sport S Auto
1 mi.
36 days on market
1C6PJTAG1TL186280
$46,352
Fair Deal
Thelen Chrysler Dodge Jeep Ram
Bay City, MI
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
13 mi.
36 days on market
1C6PJTAG1TL185355
$51,442
Fair Deal
Uptown Chrysler Jeep Dodge Ram
Slinger, WI
4.8
2026 Jeep Gladiator 85th Anniversary Edition Auto
37 days on market
1C6PJTAG5TL184953
$48,330
Tom Ahl Chrysler
Lima, OH
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
8 mi.
37 days on market
1C6PJTAG3TL184787
$53,149
Fair Deal
Cole Chry Jeep Dodge Llc
Marshall, MI
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
37 days on market
1C6PJTAG8TL184977
$43,647
Great Deal
Dupage Chrysler Dodge Jeep Ram
Glendale Heights, IL
4.5
2026 Jeep Gladiator Shadow OPS Auto
8 mi.
35 days on market
1C6RJTBG5TL178870
$66,419
Fair Deal
Heiser Cdjr Sturgeon Bay
Sturgeon Bay, WI
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
6 mi.
35 days on market
1C6PJTAG5TL187559
$50,443
Fair Deal
Twin City Dodge Chrysler Jeep Ram
Lafayette, IN
4.1
2026 Jeep Gladiator Rubicon Auto
9 mi.
35 days on market
1C6RJTBG7TL186629
$63,675
Fair Deal
Szott I 96 Chrysler Dodge Jeep Ram
New Hudson, MI
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
13 mi.
35 days on market
1C6PJTAG2TL184974
$50,444
Fair Deal
Kolosso Chrysler Dodge Jeep Ram
Appleton, WI
4.5
2026 Jeep Gladiator Rubicon Auto
18 mi.
35 days on market
1C6RJTBG9TL187152
$47,444
Great Deal
Indy Cdjr
Brownsburg, IN
4.3
2026 Jeep Gladiator Rubicon X Auto
11 mi.
35 days on market
1C6RJTBG6TL186377
$52,877
Great Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Shadow OPS Auto
13 mi.
35 days on market
1C6RJTBG0TL178839
$65,410
Fair Deal
Glenbrook Dodge Chrysler Jeep Ram And Fiat
Fort Wayne, IN
2026 Jeep Gladiator Mojave X Auto
10 mi.
35 days on market
1C6RJTEG4TL183179
$56,709
Good Deal
York Chrysler Dodge Jeep Ram Of Plainfield
Plainfield, IN
4.2
2026 Jeep Gladiator Willys Auto
1 mi.
35 days on market
1C6PJTAG8TL185868
$48,670
Fair Deal
Feldman Chrysler Dodge Jeep Ram Woodhaven
Woodhaven, MI
4.4
2026 Jeep Gladiator Rubicon Auto
501 mi.
35 days on market
1C6RJTBGXTL186592
$63,475
Szott I 96 Chrysler Dodge Jeep Ram
New Hudson, MI
4.7
2026 Jeep Gladiator Mojave Auto
8 mi.
36 days on market
1C6RJTEG0TL187150
$47,533
Great Deal
Indy Cdjr
Brownsburg, IN
4.3
2026 Jeep Gladiator Rubicon X Auto
12 mi.
36 days on market
1C6RJTBG0TL187153
$53,669
Great Deal
Indy Cdjr
Brownsburg, IN
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
14 mi.
36 days on market
1C6PJTAG5TL185245
$47,999
Good Deal
Russ Darrow Cdjr Of West Bend
West Bend, WI
4.3
2026 Jeep Gladiator Sport S Auto
36 days on market
1C6PJTAG4TL189366
Contact Dealer
Tom Obrien Cjdr Greenwood
Greenwood, IN
4.6
2026 Jeep Gladiator Sport S Auto
36 days on market
1C6PJTAGXTL187069
$42,407
Victory Chrysler Dodge Jeep Ram Merrillville
Merrillville, IN
4.5
2026 Jeep Gladiator Shadow OPS Auto
50 mi.
36 days on market
1C6RJTBG0TL180378
$60,973
Good Deal
Fairway Cdjr
Fostoria, OH
5.0
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
36 days on market
1C6PJTAG1TL185131
$53,694
Fair Deal
Lafontaine Chrysler Dodge Jeep Ram Of Walled Lake
Walled Lake, MI
4.2
2026 Jeep Gladiator Mojave Auto
36 days on market
1C6RJTEG7TL184147
$51,383
York Chrysler Dodge Jeep Ram Brazil
Brazil, IN
4.8
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
36 days on market
1C6PJTAG1TL184979
$44,647
Great Deal
Dupage Chrysler Dodge Jeep Ram
Glendale Heights, IL
4.5
2026 Jeep Gladiator Sahara Auto
15 mi.
36 days on market
1C6PJTAG5TL186055
$47,536
Good Deal
City Chrysler Dodge Jeep Ram
Brookfield, WI
4.3
2026 Jeep Gladiator Willys 41 Auto
36 days on market
1C6PJTAG4TL186841
$50,561
Victory Chrysler Dodge Jeep Ram Merrillville
Merrillville, IN
4.5
2026 Jeep Gladiator Mojave Auto
35 mi.
36 days on market
1C6RJTEG7TL186965
$52,520
Fair Deal
David Taylor Michigan City Cdjr
Michigan City, IN
4.7
2026 Jeep Gladiator Sport S Auto
1 mi.
36 days on market
1C6PJTAG5TL186279
$45,102
Great Deal
Thelen Chrysler Dodge Jeep Ram
Bay City, MI
4.5
2026 Jeep Gladiator Sport S Auto
1 mi.
36 days on market
1C6PJTAG1TL186280
$46,352
Fair Deal
Thelen Chrysler Dodge Jeep Ram
Bay City, MI
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
13 mi.
36 days on market
1C6PJTAG1TL185355
$51,442
Fair Deal
Uptown Chrysler Jeep Dodge Ram
Slinger, WI
4.8
2026 Jeep Gladiator 85th Anniversary Edition Auto
37 days on market
1C6PJTAG5TL184953
$48,330
Tom Ahl Chrysler
Lima, OH
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
8 mi.
37 days on market
1C6PJTAG3TL184787
$53,149
Fair Deal
Cole Chry Jeep Dodge Llc
Marshall, MI
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
37 days on market
1C6PJTAG8TL184977
$43,647
Great Deal
Dupage Chrysler Dodge Jeep Ram
Glendale Heights, IL
4.5
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.