1,449 New Jeep Gladiator for Sale Near Winnetka, IL
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2026 Jeep Gladiator Sahara Auto
16 mi.
27 days on market
1C6PJTAG0TL187128
$46,916
Good Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator Shadow OPS Auto
28 days on market
1C6RJTBG8TL178653
$69,050
Landmark Chrysler Jeep Fiat
Springfield, IL
4.5
2026 Jeep Gladiator Rubicon Auto
28 days on market
1C6RJTBGXTL188729
$61,690
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator Sahara Auto
11 mi.
28 days on market
1C6PJTAG7TL187336
$45,933
Good Deal
Michiana Chrysler Dodge Jeep Ram
Mishawaka, IN
3.7
2026 Jeep Gladiator Rubicon Auto
501 mi.
28 days on market
1C6RJTBG8TL186591
$63,475
Szott I 96 Chrysler Dodge Jeep Ram
New Hudson, MI
4.7
2026 Jeep Gladiator Rubicon X Auto
10 mi.
28 days on market
1C6RJTBG2TL187381
$59,147
Fair Deal
Yark Chrysler Jeep Dodge Ram
Toledo, OH
4.7
2026 Jeep Gladiator Mojave Auto
7 mi.
28 days on market
1C6RJTEG7TL187405
$59,860
Fair Deal
Baker Chrysler Dodge Jeep Ram
Lowell, MI
4.4
2026 Jeep Gladiator Mojave X Auto
10 mi.
28 days on market
1C6RJTEG6TL187458
$57,167
Good Deal
Tom Obrien Cjdr Greenwood
Greenwood, IN
4.6
2026 Jeep Gladiator Sport S Auto
28 days on market
1C6PJTAG8TL187796
$47,065
Village Jeep
Royal Oak, MI
4.1
2026 Jeep Gladiator Sahara Auto
17 mi.
28 days on market
1C6PJTAG7TL187630
$50,292
Fair Deal
David Taylor Michigan City Cdjr
Michigan City, IN
4.7
2026 Jeep Gladiator Sport S Auto
15 mi.
28 days on market
1C6PJTAG2TL187129
$45,660
Good Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator Rubicon Auto
28 days on market
1C6RJTBG0TL188237
$61,420
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator Sahara Auto
3 mi.
28 days on market
1C6PJTAG3TL187947
$47,292
Great Deal
Ray Chrysler Dodge Jeep Ram
Fox Lake, IL
4.7
2026 Jeep Gladiator Mojave Auto
15 mi.
29 days on market
1C6RJTEG0TL187441
$59,495
Fair Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator Sahara Auto
2 mi.
29 days on market
1C6PJTAG7TL186137
$47,182
Great Deal
Washington Chrysler Center
Washington, IN
4.8
2026 Jeep Gladiator Sahara Auto
17 mi.
29 days on market
1C6PJTAGXTL186987
$46,682
Good Deal
Cr Chrysler Dodge Jeep Ram
Adrian, MI
4.8
2026 Jeep Gladiator Rubicon Auto
501 mi.
29 days on market
1C6RJTBGXTL186589
$64,070
Szott I 96 Chrysler Dodge Jeep Ram
New Hudson, MI
4.7
2026 Jeep Gladiator Mojave X Auto
10 mi.
29 days on market
1C6RJTEG9TL182996
$55,350
Good Deal
Berman Chrysler Dodge Jeep Ram
Oak Lawn, IL
4.3
2026 Jeep Gladiator Rubicon X Auto
11 mi.
29 days on market
1C6RJTBG4TL187382
$58,611
Fair Deal
Yark Chrysler Jeep Dodge Ram
Toledo, OH
4.7
2026 Jeep Gladiator Rubicon X Auto
13 mi.
29 days on market
1C6RJTBG4TL186815
$59,302
Fair Deal
Sam Leman Chrysler Jeep Dodge Of Peoria
Peoria, IL
4.6
2026 Jeep Gladiator Willys Auto
50 mi.
29 days on market
1C6PJTAG8TL185756
$48,444
Good Deal
Riverside Auto Sales Of Marinette And Menominee Inc
Marinette, WI
4.1
2026 Jeep Gladiator Sahara Auto
11 mi.
29 days on market
1C6PJTAG8TL186986
$47,662
Good Deal
Cr Chrysler Dodge Jeep Ram
Adrian, MI
4.8
2026 Jeep Gladiator Shadow OPS Auto
5 mi.
29 days on market
1C6RJTBG6TL180546
$61,490
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Sahara Auto
10 mi.
29 days on market
1C6PJTAGXTL185628
$50,705
Fair Deal
Monroe Dodge Chrysler Jeep Ram Superstore
Monroe, MI
4.4
2026 Jeep Gladiator Willys Auto
9 mi.
29 days on market
1C6PJTAGXTL187346
Contact Dealer
Bachrodt Baraboo Motors
Baraboo, WI
4.4
2026 Jeep Gladiator Sahara Auto
15 mi.
29 days on market
1C6PJTAG0TL186299
$50,625
Fair Deal
Winamac Chrysler Dodge Jeep Ram
Winamac, IN
4.7
2026 Jeep Gladiator Sahara Auto
10 mi.
29 days on market
1C6PJTAG8TL188687
$46,469
Good Deal
Michiana Chrysler Dodge Jeep Ram
Mishawaka, IN
3.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
29 days on market
1C6PJTAG3TL188063
$47,816
Good Deal
Elgin Chrysler Dodge Jeep Ram
Streamwood, IL
4.2
2026 Jeep Gladiator Sahara Auto
16 mi.
27 days on market
1C6PJTAG0TL187128
$46,916
Good Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator Shadow OPS Auto
28 days on market
1C6RJTBG8TL178653
$69,050
Landmark Chrysler Jeep Fiat
Springfield, IL
4.5
2026 Jeep Gladiator Rubicon Auto
28 days on market
1C6RJTBGXTL188729
$61,690
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator Sahara Auto
11 mi.
28 days on market
1C6PJTAG7TL187336
$45,933
Good Deal
Michiana Chrysler Dodge Jeep Ram
Mishawaka, IN
3.7
2026 Jeep Gladiator Rubicon Auto
501 mi.
28 days on market
1C6RJTBG8TL186591
$63,475
Szott I 96 Chrysler Dodge Jeep Ram
New Hudson, MI
4.7
2026 Jeep Gladiator Rubicon X Auto
10 mi.
28 days on market
1C6RJTBG2TL187381
$59,147
Fair Deal
Yark Chrysler Jeep Dodge Ram
Toledo, OH
4.7
2026 Jeep Gladiator Mojave Auto
7 mi.
28 days on market
1C6RJTEG7TL187405
$59,860
Fair Deal
Baker Chrysler Dodge Jeep Ram
Lowell, MI
4.4
2026 Jeep Gladiator Mojave X Auto
10 mi.
28 days on market
1C6RJTEG6TL187458
$57,167
Good Deal
Tom Obrien Cjdr Greenwood
Greenwood, IN
4.6
2026 Jeep Gladiator Sport S Auto
28 days on market
1C6PJTAG8TL187796
$47,065
Village Jeep
Royal Oak, MI
4.1
2026 Jeep Gladiator Sahara Auto
17 mi.
28 days on market
1C6PJTAG7TL187630
$50,292
Fair Deal
David Taylor Michigan City Cdjr
Michigan City, IN
4.7
2026 Jeep Gladiator Sport S Auto
15 mi.
28 days on market
1C6PJTAG2TL187129
$45,660
Good Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator Rubicon Auto
28 days on market
1C6RJTBG0TL188237
$61,420
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator Sahara Auto
3 mi.
28 days on market
1C6PJTAG3TL187947
$47,292
Great Deal
Ray Chrysler Dodge Jeep Ram
Fox Lake, IL
4.7
2026 Jeep Gladiator Mojave Auto
15 mi.
29 days on market
1C6RJTEG0TL187441
$59,495
Fair Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator Sahara Auto
2 mi.
29 days on market
1C6PJTAG7TL186137
$47,182
Great Deal
Washington Chrysler Center
Washington, IN
4.8
2026 Jeep Gladiator Sahara Auto
17 mi.
29 days on market
1C6PJTAGXTL186987
$46,682
Good Deal
Cr Chrysler Dodge Jeep Ram
Adrian, MI
4.8
2026 Jeep Gladiator Rubicon Auto
501 mi.
29 days on market
1C6RJTBGXTL186589
$64,070
Szott I 96 Chrysler Dodge Jeep Ram
New Hudson, MI
4.7
2026 Jeep Gladiator Mojave X Auto
10 mi.
29 days on market
1C6RJTEG9TL182996
$55,350
Good Deal
Berman Chrysler Dodge Jeep Ram
Oak Lawn, IL
4.3
2026 Jeep Gladiator Rubicon X Auto
11 mi.
29 days on market
1C6RJTBG4TL187382
$58,611
Fair Deal
Yark Chrysler Jeep Dodge Ram
Toledo, OH
4.7
2026 Jeep Gladiator Rubicon X Auto
13 mi.
29 days on market
1C6RJTBG4TL186815
$59,302
Fair Deal
Sam Leman Chrysler Jeep Dodge Of Peoria
Peoria, IL
4.6
2026 Jeep Gladiator Willys Auto
50 mi.
29 days on market
1C6PJTAG8TL185756
$48,444
Good Deal
Riverside Auto Sales Of Marinette And Menominee Inc
Marinette, WI
4.1
2026 Jeep Gladiator Sahara Auto
11 mi.
29 days on market
1C6PJTAG8TL186986
$47,662
Good Deal
Cr Chrysler Dodge Jeep Ram
Adrian, MI
4.8
2026 Jeep Gladiator Shadow OPS Auto
5 mi.
29 days on market
1C6RJTBG6TL180546
$61,490
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Sahara Auto
10 mi.
29 days on market
1C6PJTAGXTL185628
$50,705
Fair Deal
Monroe Dodge Chrysler Jeep Ram Superstore
Monroe, MI
4.4
2026 Jeep Gladiator Willys Auto
9 mi.
29 days on market
1C6PJTAGXTL187346
Contact Dealer
Bachrodt Baraboo Motors
Baraboo, WI
4.4
2026 Jeep Gladiator Sahara Auto
15 mi.
29 days on market
1C6PJTAG0TL186299
$50,625
Fair Deal
Winamac Chrysler Dodge Jeep Ram
Winamac, IN
4.7
2026 Jeep Gladiator Sahara Auto
10 mi.
29 days on market
1C6PJTAG8TL188687
$46,469
Good Deal
Michiana Chrysler Dodge Jeep Ram
Mishawaka, IN
3.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
29 days on market
1C6PJTAG3TL188063
$47,816
Good Deal
Elgin Chrysler Dodge Jeep Ram
Streamwood, IL
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.