1,449 New Jeep Gladiator for Sale Near Winnetka, IL
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2026 Jeep Gladiator Sport S Auto
10 mi.
37 days on market
1C6PJTAG6TL186176
$50,854
Fair Deal
Kunes Chrysler Jeep Dodge Ram Of Belvidere
Belvidere, IL
4.6
2026 Jeep Gladiator Willys 41 Auto
10 mi.
37 days on market
1C6PJTAG9TL186611
$54,480
Fair Deal
Monroe Dodge Chrysler Jeep Ram Superstore
Monroe, MI
4.4
2026 Jeep Gladiator Shadow OPS Auto
3 mi.
37 days on market
1C6RJTBG3TL180441
$60,400
Great Deal
Sandman Bros
Shelbyville, IN
4.4
2026 Jeep Gladiator Sahara Auto
11 mi.
37 days on market
1C6PJTAG2TL183341
$55,665
Fair Deal
Shottenkirk Chrysler Dodge Jeep Ram Of West Burlington
West Burlington, IA
3.9
2026 Jeep Gladiator Shadow OPS Auto
13 mi.
37 days on market
1C6RJTBG3TL186627
$71,345
Fair Deal
Szott I 96 Chrysler Dodge Jeep Ram
New Hudson, MI
4.7
2026 Jeep Gladiator Rubicon Auto
10 mi.
37 days on market
1C6RJTBG7TL186842
$56,193
Fair Deal
Russ Darrow Chrysler Dodge Jeep Ram Of Madison
Madison, WI
4.6
2026 Jeep Gladiator Mojave X Auto
15 mi.
37 days on market
1C6RJTEG6TL181028
$58,424
Fair Deal
Yark Chrysler Jeep Dodge Ram
Toledo, OH
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
14 mi.
37 days on market
1C6PJTAGXTL184978
$44,647
Great Deal
Dupage Chrysler Dodge Jeep Ram
Glendale Heights, IL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
37 days on market
1C6PJTAG6TL184976
$44,647
Great Deal
Dupage Chrysler Dodge Jeep Ram
Glendale Heights, IL
4.5
2026 Jeep Gladiator Mojave Auto
15 mi.
37 days on market
1C6RJTEG4TL186048
$52,134
Good Deal
City Chrysler Dodge Jeep Ram
Brookfield, WI
4.3
2026 Jeep Gladiator Sport Auto
3,145 mi.
37 days on market
1C6PJTAG9TL167511
$38,648
Good Deal
Champion Chrysler Jeep Dodge Ram Of Brighton
Brighton, MI
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
37 days on market
1C6PJTAG2TL185123
$46,718
Feldman Chrysler Dodge Jeep Ram Woodhaven
Woodhaven, MI
4.4
2026 Jeep Gladiator Sport S Auto
9 mi.
37 days on market
1C6PJTAG0TL185587
$48,081
Fair Deal
Kunes Auto Group Of Morrison
Morrison, IL
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
37 days on market
1C6PJTAG3TL185244
$51,764
Fair Deal
Russ Darrow Chrysler Dodge Jeep Ram Of Milwaukee
Milwaukee, WI
4.3
2026 Jeep Gladiator Sport S Auto
10 mi.
37 days on market
1C6PJTAG2TL163350
$44,580
Good Deal
Thelen Chrysler Dodge Jeep Ram
Bay City, MI
4.5
2026 Jeep Gladiator Rubicon Auto
9 mi.
37 days on market
1C6RJTBG6TL186718
$63,675
Fair Deal
Szott I 96 Chrysler Dodge Jeep Ram
New Hudson, MI
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
38 days on market
1C6PJTAG6TL185223
$48,644
Nikles Of Petersburg
Petersburg, IL
4.3
2026 Jeep Gladiator Sahara Auto
3 mi.
38 days on market
1C6PJTAG7TL183559
$46,634
Great Deal
Taylor Chrysler Jeep Dodge
Bourbonnais, IL
4.6
2026 Jeep Gladiator Willys Auto
9 mi.
38 days on market
1C6PJTAG5TL185729
$51,487
Fair Deal
Tom Obrien Chrysler Jeep Dodge Ram
Indianapolis, IN
4.4
2026 Jeep Gladiator Rubicon Auto
38 days on market
1C6RJTBG2TL186828
$43,392
Little Jess Motor Company
Quincy, IL
2026 Jeep Gladiator 85th Anniversary Edition Auto
14 mi.
38 days on market
1C6PJTAG7TL185246
$50,240
Fair Deal
Anderson Chrysler Dodge Jeep Ram
Rockford, IL
4.2
2026 Jeep Gladiator Sport S Auto
38 days on market
1C6PJTAG7TL184274
$46,507
Kunes Chrysler Jeep Dodge Ram Of Elkhorn
Elkhorn, WI
4.2
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
38 days on market
1C6RJTBG3TL180648
$60,374
Good Deal
Lafontaine Chrysler Dodge Jeep Ram Of Walled Lake
Walled Lake, MI
4.2
2026 Jeep Gladiator Shadow OPS Auto
12 mi.
38 days on market
1C6RJTBG0TL180686
$59,419
Great Deal
Zeigler Chrysler Dodge Jeep Ram Of Plainwell
Plainwell, MI
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
38 days on market
1C6PJTAG3TL184739
$49,385
Landmark Chrysler Jeep Fiat
Springfield, IL
4.5
2026 Jeep Gladiator Willys Auto
38 days on market
1C6PJTAG5TL186461
$45,831
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Sahara Auto
9 mi.
38 days on market
1C6PJTAGXTL186830
$50,439
Fair Deal
Golling Chrysler Dodge Jeep Ram Of Grosse Pointe
Detroit, MI
4.3
2026 Jeep Gladiator Texas Trail Auto
23 mi.
38 days on market
1C6PJTAG8TL179522
$49,780
Fair Deal
Jack Phelan Chrysler Dodge Jeep Ram
Countryside, IL
4.5
2026 Jeep Gladiator Sport S Auto
10 mi.
37 days on market
1C6PJTAG6TL186176
$50,854
Fair Deal
Kunes Chrysler Jeep Dodge Ram Of Belvidere
Belvidere, IL
4.6
2026 Jeep Gladiator Willys 41 Auto
10 mi.
37 days on market
1C6PJTAG9TL186611
$54,480
Fair Deal
Monroe Dodge Chrysler Jeep Ram Superstore
Monroe, MI
4.4
2026 Jeep Gladiator Shadow OPS Auto
3 mi.
37 days on market
1C6RJTBG3TL180441
$60,400
Great Deal
Sandman Bros
Shelbyville, IN
4.4
2026 Jeep Gladiator Sahara Auto
11 mi.
37 days on market
1C6PJTAG2TL183341
$55,665
Fair Deal
Shottenkirk Chrysler Dodge Jeep Ram Of West Burlington
West Burlington, IA
3.9
2026 Jeep Gladiator Shadow OPS Auto
13 mi.
37 days on market
1C6RJTBG3TL186627
$71,345
Fair Deal
Szott I 96 Chrysler Dodge Jeep Ram
New Hudson, MI
4.7
2026 Jeep Gladiator Rubicon Auto
10 mi.
37 days on market
1C6RJTBG7TL186842
$56,193
Fair Deal
Russ Darrow Chrysler Dodge Jeep Ram Of Madison
Madison, WI
4.6
2026 Jeep Gladiator Mojave X Auto
15 mi.
37 days on market
1C6RJTEG6TL181028
$58,424
Fair Deal
Yark Chrysler Jeep Dodge Ram
Toledo, OH
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
14 mi.
37 days on market
1C6PJTAGXTL184978
$44,647
Great Deal
Dupage Chrysler Dodge Jeep Ram
Glendale Heights, IL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
37 days on market
1C6PJTAG6TL184976
$44,647
Great Deal
Dupage Chrysler Dodge Jeep Ram
Glendale Heights, IL
4.5
2026 Jeep Gladiator Mojave Auto
15 mi.
37 days on market
1C6RJTEG4TL186048
$52,134
Good Deal
City Chrysler Dodge Jeep Ram
Brookfield, WI
4.3
2026 Jeep Gladiator Sport Auto
3,145 mi.
37 days on market
1C6PJTAG9TL167511
$38,648
Good Deal
Champion Chrysler Jeep Dodge Ram Of Brighton
Brighton, MI
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
37 days on market
1C6PJTAG2TL185123
$46,718
Feldman Chrysler Dodge Jeep Ram Woodhaven
Woodhaven, MI
4.4
2026 Jeep Gladiator Sport S Auto
9 mi.
37 days on market
1C6PJTAG0TL185587
$48,081
Fair Deal
Kunes Auto Group Of Morrison
Morrison, IL
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
37 days on market
1C6PJTAG3TL185244
$51,764
Fair Deal
Russ Darrow Chrysler Dodge Jeep Ram Of Milwaukee
Milwaukee, WI
4.3
2026 Jeep Gladiator Sport S Auto
10 mi.
37 days on market
1C6PJTAG2TL163350
$44,580
Good Deal
Thelen Chrysler Dodge Jeep Ram
Bay City, MI
4.5
2026 Jeep Gladiator Rubicon Auto
9 mi.
37 days on market
1C6RJTBG6TL186718
$63,675
Fair Deal
Szott I 96 Chrysler Dodge Jeep Ram
New Hudson, MI
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
38 days on market
1C6PJTAG6TL185223
$48,644
Nikles Of Petersburg
Petersburg, IL
4.3
2026 Jeep Gladiator Sahara Auto
3 mi.
38 days on market
1C6PJTAG7TL183559
$46,634
Great Deal
Taylor Chrysler Jeep Dodge
Bourbonnais, IL
4.6
2026 Jeep Gladiator Willys Auto
9 mi.
38 days on market
1C6PJTAG5TL185729
$51,487
Fair Deal
Tom Obrien Chrysler Jeep Dodge Ram
Indianapolis, IN
4.4
2026 Jeep Gladiator Rubicon Auto
38 days on market
1C6RJTBG2TL186828
$43,392
Little Jess Motor Company
Quincy, IL
2026 Jeep Gladiator 85th Anniversary Edition Auto
14 mi.
38 days on market
1C6PJTAG7TL185246
$50,240
Fair Deal
Anderson Chrysler Dodge Jeep Ram
Rockford, IL
4.2
2026 Jeep Gladiator Sport S Auto
38 days on market
1C6PJTAG7TL184274
$46,507
Kunes Chrysler Jeep Dodge Ram Of Elkhorn
Elkhorn, WI
4.2
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
38 days on market
1C6RJTBG3TL180648
$60,374
Good Deal
Lafontaine Chrysler Dodge Jeep Ram Of Walled Lake
Walled Lake, MI
4.2
2026 Jeep Gladiator Shadow OPS Auto
12 mi.
38 days on market
1C6RJTBG0TL180686
$59,419
Great Deal
Zeigler Chrysler Dodge Jeep Ram Of Plainwell
Plainwell, MI
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
38 days on market
1C6PJTAG3TL184739
$49,385
Landmark Chrysler Jeep Fiat
Springfield, IL
4.5
2026 Jeep Gladiator Willys Auto
38 days on market
1C6PJTAG5TL186461
$45,831
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Sahara Auto
9 mi.
38 days on market
1C6PJTAGXTL186830
$50,439
Fair Deal
Golling Chrysler Dodge Jeep Ram Of Grosse Pointe
Detroit, MI
4.3
2026 Jeep Gladiator Texas Trail Auto
23 mi.
38 days on market
1C6PJTAG8TL179522
$49,780
Fair Deal
Jack Phelan Chrysler Dodge Jeep Ram
Countryside, 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.