1,449 New Jeep Gladiator for Sale Near Winnetka, IL
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2026 Jeep Gladiator Willys 41 Auto
8 mi.
30 days on market
1C6PJTAG3TL187432
$52,965
Fair Deal
Warsaw Chrysler Dodge Jeep Ram
Warsaw, IN
4.1
2026 Jeep Gladiator Rubicon Auto
10 mi.
30 days on market
1C6RJTBGXTL187516
$56,672
Fair Deal
Grogans Towne Chrysler Jeep Dodge Ram
Toledo, OH
3.8
2026 Jeep Gladiator Willys 41 Auto
5 mi.
30 days on market
1C6PJTAG7TL186803
$52,235
Fair Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Willys Auto
48 mi.
30 days on market
1C6PJTAG4TL186810
$51,090
Fair Deal
Schmit Bros Chrysler Dodge Jeep Ram
Port Washington, WI
4.5
2026 Jeep Gladiator Willys 41 Auto
8 mi.
30 days on market
1C6PJTAG2TL187535
$54,660
Fair Deal
Charlies Dodge Chrysler Jeep Ram
Maumee, OH
4.4
2026 Jeep Gladiator Sahara Auto
11 mi.
30 days on market
1C6PJTAG4TL186984
$47,662
Good Deal
Cr Chrysler Dodge Jeep Ram
Adrian, MI
4.8
2026 Jeep Gladiator Sahara Auto
11 mi.
30 days on market
1C6PJTAG1TL187199
$47,126
Good Deal
Cr Chrysler Dodge Jeep Ram
Adrian, MI
4.8
2026 Jeep Gladiator Mojave Auto
12 mi.
30 days on market
1C6RJTEG5TL187225
$51,025
Good Deal
Odaniel Motors
Fort Wayne, IN
4.1
2026 Jeep Gladiator Rubicon Auto
16 mi.
30 days on market
1C6RJTBG6TL187223
$51,283
Good Deal
Odaniel Motors
Fort Wayne, IN
4.1
2026 Jeep Gladiator Sahara Auto
13 mi.
30 days on market
1C6PJTAG1TL185629
$47,244
Good Deal
Odaniel Motors
Fort Wayne, IN
4.1
2026 Jeep Gladiator Mojave Auto
12 mi.
30 days on market
1C6RJTEG5TL187547
$60,046
Fair Deal
Twin City Dodge Chrysler Jeep Ram
Lafayette, IN
4.1
2026 Jeep Gladiator Shadow OPS Auto
13 mi.
30 days on market
1C6RJTBGXTL189458
$69,880
Fair Deal
Szott I 96 Chrysler Dodge Jeep Ram
New Hudson, MI
4.7
2026 Jeep Gladiator Rubicon Auto
3 mi.
30 days on market
1C6RJTBG7TL187666
$54,118
Fair Deal
Tyler Cdjr
Niles, MI
5.0
2026 Jeep Gladiator Sport S Auto
14 mi.
30 days on market
1C6PJTAGXTL186861
$45,277
Good Deal
Key Chrysler Dodge Jeep Ram
Moline, IL
4.0
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
30 days on market
1C6PJTAG6TL184900
$49,543
Good Deal
Pischke Motors Of La Crosse
La Crosse, WI
4.5
2026 Jeep Gladiator Sahara Auto
30 days on market
1C6PJTAG4TL186175
$58,035
Kunes Of Morrison Cdjr
Morrison, IL
2026 Jeep Gladiator Willys 41 Auto
5 mi.
30 days on market
1C6PJTAG5TL186802
$52,235
Fair Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Rubicon X Auto
12 mi.
30 days on market
1C6RJTBGXTL187371
$53,984
Great Deal
Gurnee Chrysler Jeep Dodge Ram
Gurnee, IL
4.4
2026 Jeep Gladiator Rubicon X Auto
30 days on market
1C6RJTBG8TL187370
$64,732
Gurnee Chrysler Jeep Dodge Ram
Gurnee, IL
4.4
2026 Jeep Gladiator Sport S Auto
3 mi.
30 days on market
1C6PJTAG7TL187904
$45,852
Fair Deal
Ray Chrysler Dodge Jeep Ram
Fox Lake, IL
4.7
2026 Jeep Gladiator Sahara Auto
12 mi.
30 days on market
1C6PJTAG8TL185630
$46,244
Good Deal
Odaniel Motors
Fort Wayne, IN
4.1
2026 Jeep Gladiator Mojave Auto
8 mi.
31 days on market
1C6RJTEG2TL187151
$50,194
Good Deal
Indy Cdjr
Brownsburg, IN
4.3
2026 Jeep Gladiator Mojave Auto
10 mi.
31 days on market
1C6RJTEG3TL187515
$54,184
Fair Deal
Grogans Towne Chrysler Jeep Dodge Ram
Toledo, OH
3.8
2026 Jeep Gladiator 85th Anniversary Edition Auto
31 days on market
1C6PJTAG4TL185124
$47,228
Feldman Chrysler Dodge Jeep Ram Woodhaven
Woodhaven, MI
4.4
2026 Jeep Gladiator Rubicon X Auto
1 mi.
31 days on market
1C6RJTBG4TL187656
$55,464
Great Deal
Hobson Cdjr
Bedford, IN
4.7
2026 Jeep Gladiator Mojave Auto
13 mi.
31 days on market
1C6RJTEG7TL187548
$58,010
Fair Deal
Twin City Dodge Chrysler Jeep Ram
Lafayette, IN
4.1
2026 Jeep Gladiator Sahara Auto
11 mi.
31 days on market
1C6PJTAG3TL187334
$46,469
Good Deal
Michiana Chrysler Dodge Jeep Ram
Mishawaka, IN
3.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
16 mi.
31 days on market
1C6PJTAG0TL184973
$50,980
Fair Deal
Kolosso Chrysler Dodge Jeep Ram
Appleton, WI
4.5
2026 Jeep Gladiator Willys 41 Auto
8 mi.
30 days on market
1C6PJTAG3TL187432
$52,965
Fair Deal
Warsaw Chrysler Dodge Jeep Ram
Warsaw, IN
4.1
2026 Jeep Gladiator Rubicon Auto
10 mi.
30 days on market
1C6RJTBGXTL187516
$56,672
Fair Deal
Grogans Towne Chrysler Jeep Dodge Ram
Toledo, OH
3.8
2026 Jeep Gladiator Willys 41 Auto
5 mi.
30 days on market
1C6PJTAG7TL186803
$52,235
Fair Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Willys Auto
48 mi.
30 days on market
1C6PJTAG4TL186810
$51,090
Fair Deal
Schmit Bros Chrysler Dodge Jeep Ram
Port Washington, WI
4.5
2026 Jeep Gladiator Willys 41 Auto
8 mi.
30 days on market
1C6PJTAG2TL187535
$54,660
Fair Deal
Charlies Dodge Chrysler Jeep Ram
Maumee, OH
4.4
2026 Jeep Gladiator Sahara Auto
11 mi.
30 days on market
1C6PJTAG4TL186984
$47,662
Good Deal
Cr Chrysler Dodge Jeep Ram
Adrian, MI
4.8
2026 Jeep Gladiator Sahara Auto
11 mi.
30 days on market
1C6PJTAG1TL187199
$47,126
Good Deal
Cr Chrysler Dodge Jeep Ram
Adrian, MI
4.8
2026 Jeep Gladiator Mojave Auto
12 mi.
30 days on market
1C6RJTEG5TL187225
$51,025
Good Deal
Odaniel Motors
Fort Wayne, IN
4.1
2026 Jeep Gladiator Rubicon Auto
16 mi.
30 days on market
1C6RJTBG6TL187223
$51,283
Good Deal
Odaniel Motors
Fort Wayne, IN
4.1
2026 Jeep Gladiator Sahara Auto
13 mi.
30 days on market
1C6PJTAG1TL185629
$47,244
Good Deal
Odaniel Motors
Fort Wayne, IN
4.1
2026 Jeep Gladiator Mojave Auto
12 mi.
30 days on market
1C6RJTEG5TL187547
$60,046
Fair Deal
Twin City Dodge Chrysler Jeep Ram
Lafayette, IN
4.1
2026 Jeep Gladiator Shadow OPS Auto
13 mi.
30 days on market
1C6RJTBGXTL189458
$69,880
Fair Deal
Szott I 96 Chrysler Dodge Jeep Ram
New Hudson, MI
4.7
2026 Jeep Gladiator Rubicon Auto
3 mi.
30 days on market
1C6RJTBG7TL187666
$54,118
Fair Deal
Tyler Cdjr
Niles, MI
5.0
2026 Jeep Gladiator Sport S Auto
14 mi.
30 days on market
1C6PJTAGXTL186861
$45,277
Good Deal
Key Chrysler Dodge Jeep Ram
Moline, IL
4.0
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
30 days on market
1C6PJTAG6TL184900
$49,543
Good Deal
Pischke Motors Of La Crosse
La Crosse, WI
4.5
2026 Jeep Gladiator Sahara Auto
30 days on market
1C6PJTAG4TL186175
$58,035
Kunes Of Morrison Cdjr
Morrison, IL
2026 Jeep Gladiator Willys 41 Auto
5 mi.
30 days on market
1C6PJTAG5TL186802
$52,235
Fair Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Rubicon X Auto
12 mi.
30 days on market
1C6RJTBGXTL187371
$53,984
Great Deal
Gurnee Chrysler Jeep Dodge Ram
Gurnee, IL
4.4
2026 Jeep Gladiator Rubicon X Auto
30 days on market
1C6RJTBG8TL187370
$64,732
Gurnee Chrysler Jeep Dodge Ram
Gurnee, IL
4.4
2026 Jeep Gladiator Sport S Auto
3 mi.
30 days on market
1C6PJTAG7TL187904
$45,852
Fair Deal
Ray Chrysler Dodge Jeep Ram
Fox Lake, IL
4.7
2026 Jeep Gladiator Sahara Auto
12 mi.
30 days on market
1C6PJTAG8TL185630
$46,244
Good Deal
Odaniel Motors
Fort Wayne, IN
4.1
2026 Jeep Gladiator Mojave Auto
8 mi.
31 days on market
1C6RJTEG2TL187151
$50,194
Good Deal
Indy Cdjr
Brownsburg, IN
4.3
2026 Jeep Gladiator Mojave Auto
10 mi.
31 days on market
1C6RJTEG3TL187515
$54,184
Fair Deal
Grogans Towne Chrysler Jeep Dodge Ram
Toledo, OH
3.8
2026 Jeep Gladiator 85th Anniversary Edition Auto
31 days on market
1C6PJTAG4TL185124
$47,228
Feldman Chrysler Dodge Jeep Ram Woodhaven
Woodhaven, MI
4.4
2026 Jeep Gladiator Rubicon X Auto
1 mi.
31 days on market
1C6RJTBG4TL187656
$55,464
Great Deal
Hobson Cdjr
Bedford, IN
4.7
2026 Jeep Gladiator Mojave Auto
13 mi.
31 days on market
1C6RJTEG7TL187548
$58,010
Fair Deal
Twin City Dodge Chrysler Jeep Ram
Lafayette, IN
4.1
2026 Jeep Gladiator Sahara Auto
11 mi.
31 days on market
1C6PJTAG3TL187334
$46,469
Good Deal
Michiana Chrysler Dodge Jeep Ram
Mishawaka, IN
3.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
16 mi.
31 days on market
1C6PJTAG0TL184973
$50,980
Fair Deal
Kolosso Chrysler Dodge Jeep Ram
Appleton, WI
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.