1,449 New Jeep Gladiator for Sale Near Winnetka, IL
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2026 Jeep Gladiator Rubicon X Auto
10 mi.
24 days on market
1C6RJTBG0TL187735
$56,983
Fair Deal
Tom Obrien Chrysler Jeep Dodge Ram
Indianapolis, IN
4.4
Photos coming soon
2026 Jeep Gladiator Sahara Auto
23 mi.
24 days on market
1C6PJTAG4TL183549
$45,330
Great Deal
Palmen Auto Stores
Kenosha, WI
4.3
2026 Jeep Gladiator Mojave X Auto
24 days on market
1C6RJTEG3TL187384
$53,872
Champion Chrysler Jeep Dodge Ram Of Brighton
Brighton, MI
4.4
2026 Jeep Gladiator Sahara Auto
15 mi.
24 days on market
1C6PJTAG9TL187127
$46,385
Good Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator Sport S Auto
5 mi.
24 days on market
1C6PJTAG2TL167592
$47,030
Fair Deal
Griffin Wisconsin Auto Group
Waukesha, WI
4.5
2026 Jeep Gladiator Sahara Auto
24 days on market
1C6PJTAG5TL188730
$53,773
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator Sahara Auto
24 days on market
1C6PJTAG0TL188733
$53,773
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator Sahara Auto
24 days on market
1C6PJTAG2TL188734
$54,043
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator Sahara Auto
3 mi.
24 days on market
1C6PJTAG9TL188827
$48,123
Fair Deal
Ray Chrysler Dodge Jeep Ram
Fox Lake, IL
4.7
2026 Jeep Gladiator Sport S Auto
12 mi.
24 days on market
1C6PJTAGXTL188643
$46,544
Fair Deal
Odaniel Motors
Fort Wayne, IN
4.1
2026 Jeep Gladiator Willys 41 Auto
14 mi.
25 days on market
1C6PJTAG2TL187891
$52,090
Fair Deal
Pischke Motors Of West Salem
West Salem, WI
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
25 days on market
1C6PJTAG7TL185330
$46,988
Great Deal
Kunes Chrysler Jeep Dodge Ram Of Sycamore
Sycamore, IL
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
25 days on market
1C6PJTAGXTL186231
$50,498
Fair Deal
Wetzel Cdjr
Richmond, IN
4.5
2026 Jeep Gladiator Mojave Auto
22 mi.
25 days on market
1C6RJTEGXTL187124
$55,929
Fair Deal
S L Motors
Pulaski, WI
4.5
2026 Jeep Gladiator Rubicon X Auto
25 days on market
1C6RJTBG2TL189129
$64,950
Monroe Dodge Chrysler Jeep Ram Superstore
Monroe, MI
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
25 days on market
1C6PJTAG7TL185781
$48,501
Good Deal
Suburban Chrysler Dodge Jeep Ram Of Farmington Hills
Farmington Hills, MI
4.4
2026 Jeep Gladiator Rubicon X Auto
25 days on market
1C6RJTBG9TL188429
$66,040
Shottenkirk Chrysler Dodge Jeep Ram Of West Burlington
West Burlington, IA
3.9
2026 Jeep Gladiator Sahara Auto
11 mi.
25 days on market
1C6PJTAG6TL188686
$46,664
Good Deal
Michiana Chrysler Dodge Jeep Ram
Mishawaka, IN
3.7
2026 Jeep Gladiator Mojave Auto
15 mi.
25 days on market
1C6RJTEG0TL188072
$51,974
Good Deal
Fox Chrysler Dodge Jeep Ram
Grand Rapids, MI
4.5
2026 Jeep Gladiator Rubicon X Auto
10 mi.
25 days on market
1C6RJTBG5TL188542
$57,108
Fair Deal
York Automotive
Greencastle, IN
4.5
2026 Jeep Gladiator Sahara Auto
17 mi.
25 days on market
1C6PJTAG0TL187629
$50,292
Fair Deal
David Taylor Michigan City Cdjr
Michigan City, IN
4.7
2026 Jeep Gladiator Sahara Auto
11 mi.
25 days on market
1C6PJTAG0TL184052
$50,705
Fair Deal
Lpk Chrysler Dodge Jeep Ram Of Defiance
Defiance, OH
4.6
2026 Jeep Gladiator Rubicon Auto
25 days on market
1C6RJTBG0TL188559
$62,030
Wetzel Group
Richmond, IN
4.5
2026 Jeep Gladiator Rubicon X Auto
10 mi.
26 days on market
1C6RJTBG3TL188541
$54,162
Good Deal
York Chrysler Dodge Jeep Ram Of Plainfield
Plainfield, IN
4.2
2026 Jeep Gladiator Willys Auto
13 mi.
27 days on market
1C6PJTAG7TL186168
$50,525
Fair Deal
Randy Wise Chrysler Dodge Jeep Ram
Clio, MI
4.6
2026 Jeep Gladiator Mojave X Auto
15 mi.
27 days on market
1C6RJTEG6TL186049
$55,519
Good Deal
City Chrysler Dodge Jeep Ram
Brookfield, WI
4.3
2026 Jeep Gladiator Rubicon Auto
15 mi.
27 days on market
1C6RJTBG6TL189540
$55,523
Fair Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
27 days on market
1C6RJTBG9TL180041
$57,342
Great Deal
Kunes Chrysler Dodge Jeep Ram Belvidere
Belvidere, IL
4.6
2026 Jeep Gladiator Rubicon X Auto
10 mi.
24 days on market
1C6RJTBG0TL187735
$56,983
Fair Deal
Tom Obrien Chrysler Jeep Dodge Ram
Indianapolis, IN
4.4
Photos coming soon
2026 Jeep Gladiator Sahara Auto
23 mi.
24 days on market
1C6PJTAG4TL183549
$45,330
Great Deal
Palmen Auto Stores
Kenosha, WI
4.3
2026 Jeep Gladiator Mojave X Auto
24 days on market
1C6RJTEG3TL187384
$53,872
Champion Chrysler Jeep Dodge Ram Of Brighton
Brighton, MI
4.4
2026 Jeep Gladiator Sahara Auto
15 mi.
24 days on market
1C6PJTAG9TL187127
$46,385
Good Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator Sport S Auto
5 mi.
24 days on market
1C6PJTAG2TL167592
$47,030
Fair Deal
Griffin Wisconsin Auto Group
Waukesha, WI
4.5
2026 Jeep Gladiator Sahara Auto
24 days on market
1C6PJTAG5TL188730
$53,773
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator Sahara Auto
24 days on market
1C6PJTAG0TL188733
$53,773
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator Sahara Auto
24 days on market
1C6PJTAG2TL188734
$54,043
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator Sahara Auto
3 mi.
24 days on market
1C6PJTAG9TL188827
$48,123
Fair Deal
Ray Chrysler Dodge Jeep Ram
Fox Lake, IL
4.7
2026 Jeep Gladiator Sport S Auto
12 mi.
24 days on market
1C6PJTAGXTL188643
$46,544
Fair Deal
Odaniel Motors
Fort Wayne, IN
4.1
2026 Jeep Gladiator Willys 41 Auto
14 mi.
25 days on market
1C6PJTAG2TL187891
$52,090
Fair Deal
Pischke Motors Of West Salem
West Salem, WI
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
25 days on market
1C6PJTAG7TL185330
$46,988
Great Deal
Kunes Chrysler Jeep Dodge Ram Of Sycamore
Sycamore, IL
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
25 days on market
1C6PJTAGXTL186231
$50,498
Fair Deal
Wetzel Cdjr
Richmond, IN
4.5
2026 Jeep Gladiator Mojave Auto
22 mi.
25 days on market
1C6RJTEGXTL187124
$55,929
Fair Deal
S L Motors
Pulaski, WI
4.5
2026 Jeep Gladiator Rubicon X Auto
25 days on market
1C6RJTBG2TL189129
$64,950
Monroe Dodge Chrysler Jeep Ram Superstore
Monroe, MI
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
25 days on market
1C6PJTAG7TL185781
$48,501
Good Deal
Suburban Chrysler Dodge Jeep Ram Of Farmington Hills
Farmington Hills, MI
4.4
2026 Jeep Gladiator Rubicon X Auto
25 days on market
1C6RJTBG9TL188429
$66,040
Shottenkirk Chrysler Dodge Jeep Ram Of West Burlington
West Burlington, IA
3.9
2026 Jeep Gladiator Sahara Auto
11 mi.
25 days on market
1C6PJTAG6TL188686
$46,664
Good Deal
Michiana Chrysler Dodge Jeep Ram
Mishawaka, IN
3.7
2026 Jeep Gladiator Mojave Auto
15 mi.
25 days on market
1C6RJTEG0TL188072
$51,974
Good Deal
Fox Chrysler Dodge Jeep Ram
Grand Rapids, MI
4.5
2026 Jeep Gladiator Rubicon X Auto
10 mi.
25 days on market
1C6RJTBG5TL188542
$57,108
Fair Deal
York Automotive
Greencastle, IN
4.5
2026 Jeep Gladiator Sahara Auto
17 mi.
25 days on market
1C6PJTAG0TL187629
$50,292
Fair Deal
David Taylor Michigan City Cdjr
Michigan City, IN
4.7
2026 Jeep Gladiator Sahara Auto
11 mi.
25 days on market
1C6PJTAG0TL184052
$50,705
Fair Deal
Lpk Chrysler Dodge Jeep Ram Of Defiance
Defiance, OH
4.6
2026 Jeep Gladiator Rubicon Auto
25 days on market
1C6RJTBG0TL188559
$62,030
Wetzel Group
Richmond, IN
4.5
2026 Jeep Gladiator Rubicon X Auto
10 mi.
26 days on market
1C6RJTBG3TL188541
$54,162
Good Deal
York Chrysler Dodge Jeep Ram Of Plainfield
Plainfield, IN
4.2
2026 Jeep Gladiator Willys Auto
13 mi.
27 days on market
1C6PJTAG7TL186168
$50,525
Fair Deal
Randy Wise Chrysler Dodge Jeep Ram
Clio, MI
4.6
2026 Jeep Gladiator Mojave X Auto
15 mi.
27 days on market
1C6RJTEG6TL186049
$55,519
Good Deal
City Chrysler Dodge Jeep Ram
Brookfield, WI
4.3
2026 Jeep Gladiator Rubicon Auto
15 mi.
27 days on market
1C6RJTBG6TL189540
$55,523
Fair Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
27 days on market
1C6RJTBG9TL180041
$57,342
Great Deal
Kunes Chrysler Dodge Jeep Ram Belvidere
Belvidere, IL
4.6
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.