1,629 New Jeep Gladiator for Sale Near Chicago, IL
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2026 Jeep Gladiator Sahara Auto
4 mi.
11 days on market
1C6PJTAG1TL189860
$47,530
Good Deal
Vicksburg Chrysler Dodge Jeep Ram
Vicksburg, MI
4.6
2026 Jeep Gladiator Sahara Auto
3 mi.
11 days on market
1C6PJTAG3TL189861
$48,125
Fair Deal
Vicksburg Chrysler Dodge Jeep Ram
Vicksburg, MI
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 days on market
1C6PJTAG2TL188927
$48,406
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Sport S Auto
5 mi.
12 days on market
1C6PJTAG4TL189478
$44,778
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Sport S Auto
5 mi.
12 days on market
1C6PJTAG6TL189479
$44,778
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 days on market
1C6PJTAG1TL188692
$55,702
Bachrodt Baraboo Motors
Baraboo, WI
4.4
2026 Jeep Gladiator Shadow OPS Auto
12 days on market
1C6RJTBG7TL191345
$61,750
Lou Fusz Chrysler Jeep Dodge Ram Vincennes
Vincennes, IN
4.6
2026 Jeep Gladiator Shadow OPS Auto
12 days on market
1C6RJTBG0TL191462
$67,430
Suburban Chrysler Dodge Jeep Ram Of Ann Arbor
Ann Arbor, MI
4.3
2026 Jeep Gladiator Sahara Auto
12 days on market
1C6PJTAG7TL189653
$50,375
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Willys Auto
10 mi.
12 days on market
1C6PJTAG7TL189426
$51,160
Fair Deal
Kunes Auto Group
Delavan, WI
4.5
2026 Jeep Gladiator Shadow OPS Auto
12 days on market
1C6RJTBG7TL191460
Contact Dealer
Kahlo Chrysler Jeep Dodge Inc
Noblesville, IN
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 days on market
1C6PJTAG5TL188596
$54,670
Wetzel Group
Richmond, IN
4.5
2026 Jeep Gladiator Shadow OPS Auto
12 days on market
1C6RJTBG6TL191384
$66,495
Wetzel Group
Richmond, IN
4.5
2026 Jeep Gladiator Sport Auto
5 mi.
12 days on market
1C6PJTAG6TL189482
$38,940
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Sport S Auto
5 mi.
12 days on market
1C6PJTAG4TL189481
$44,778
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Sport S Auto
5 mi.
12 days on market
1C6PJTAG2TL189480
$44,242
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Shadow OPS Auto
12 days on market
1C6RJTBG8TL191404
$57,997
Community Cars Auto Group
Bloomington, IN
4.2
2026 Jeep Gladiator Shadow OPS Auto
12 days on market
1C6RJTBG6TL191403
$63,010
Community Cars Auto Group
Bloomington, IN
4.2
2026 Jeep Gladiator Mojave Auto
12 days on market
1C6RJTEG1TL190820
$60,475
Cr Chrysler Dodge Jeep Ram
Adrian, MI
4.8
2026 Jeep Gladiator Sport S Auto
1 mi.
12 days on market
1C6PJTAG8TL188270
$48,835
Fair Deal
Hobson Chrysler Dodge Jeep Ram Of Martinsville
Martinsville, IN
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 days on market
1C6PJTAG1TL188417
$50,445
Kimberly Car City Cdjr
Davenport, IA
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 days on market
1C6PJTAGXTL188061
$54,525
Eastgate Chrysler Jeep Dodge
Indianapolis, IN
4.2
2026 Jeep Gladiator Mojave Auto
13 days on market
1C6RJTEGXTL190024
$61,735
Auto Park Chrysler Dodge Jeep Ram
Plymouth, IN
4.5
2026 Jeep Gladiator Willys Auto
5 mi.
13 days on market
1C6PJTAGXTL190022
$47,524
Great Deal
Auto Park Chrysler Dodge Jeep Ram
Plymouth, IN
4.5
2026 Jeep Gladiator Shadow OPS Auto
13 days on market
1C6RJTBG0TL191364
$64,148
New Carlisle Chrysler Jeep Dodge Ram
New Carlisle, OH
4.5
2026 Jeep Gladiator Rubicon X Auto
13 days on market
1C6RJTBG7TL187389
$64,805
Jeff Wyler Chrysler Dodge Jeep Ram Of Springfield
Springfield, OH
4.6
2026 Jeep Gladiator Sport S Auto
13 days on market
1C6PJTAG7TL190057
$52,435
Berman Chrysler Dodge Jeep Ram
Oak Lawn, IL
4.3
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2026 Jeep Gladiator 85th Anniversary Edition Auto
13 days on market
1C6PJTAG9TL188987
$52,475
Jim Baier Inc
Fort Madison, IA
4.6
2026 Jeep Gladiator Sahara Auto
4 mi.
11 days on market
1C6PJTAG1TL189860
$47,530
Good Deal
Vicksburg Chrysler Dodge Jeep Ram
Vicksburg, MI
4.6
2026 Jeep Gladiator Sahara Auto
3 mi.
11 days on market
1C6PJTAG3TL189861
$48,125
Fair Deal
Vicksburg Chrysler Dodge Jeep Ram
Vicksburg, MI
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 days on market
1C6PJTAG2TL188927
$48,406
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Sport S Auto
5 mi.
12 days on market
1C6PJTAG4TL189478
$44,778
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Sport S Auto
5 mi.
12 days on market
1C6PJTAG6TL189479
$44,778
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 days on market
1C6PJTAG1TL188692
$55,702
Bachrodt Baraboo Motors
Baraboo, WI
4.4
2026 Jeep Gladiator Shadow OPS Auto
12 days on market
1C6RJTBG7TL191345
$61,750
Lou Fusz Chrysler Jeep Dodge Ram Vincennes
Vincennes, IN
4.6
2026 Jeep Gladiator Shadow OPS Auto
12 days on market
1C6RJTBG0TL191462
$67,430
Suburban Chrysler Dodge Jeep Ram Of Ann Arbor
Ann Arbor, MI
4.3
2026 Jeep Gladiator Sahara Auto
12 days on market
1C6PJTAG7TL189653
$50,375
Suburban Chrysler Dodge Jeep Ram Of Troy
Troy, MI
4.4
2026 Jeep Gladiator Willys Auto
10 mi.
12 days on market
1C6PJTAG7TL189426
$51,160
Fair Deal
Kunes Auto Group
Delavan, WI
4.5
2026 Jeep Gladiator Shadow OPS Auto
12 days on market
1C6RJTBG7TL191460
Contact Dealer
Kahlo Chrysler Jeep Dodge Inc
Noblesville, IN
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 days on market
1C6PJTAG5TL188596
$54,670
Wetzel Group
Richmond, IN
4.5
2026 Jeep Gladiator Shadow OPS Auto
12 days on market
1C6RJTBG6TL191384
$66,495
Wetzel Group
Richmond, IN
4.5
2026 Jeep Gladiator Sport Auto
5 mi.
12 days on market
1C6PJTAG6TL189482
$38,940
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Sport S Auto
5 mi.
12 days on market
1C6PJTAG4TL189481
$44,778
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Sport S Auto
5 mi.
12 days on market
1C6PJTAG2TL189480
$44,242
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Shadow OPS Auto
12 days on market
1C6RJTBG8TL191404
$57,997
Community Cars Auto Group
Bloomington, IN
4.2
2026 Jeep Gladiator Shadow OPS Auto
12 days on market
1C6RJTBG6TL191403
$63,010
Community Cars Auto Group
Bloomington, IN
4.2
2026 Jeep Gladiator Mojave Auto
12 days on market
1C6RJTEG1TL190820
$60,475
Cr Chrysler Dodge Jeep Ram
Adrian, MI
4.8
2026 Jeep Gladiator Sport S Auto
1 mi.
12 days on market
1C6PJTAG8TL188270
$48,835
Fair Deal
Hobson Chrysler Dodge Jeep Ram Of Martinsville
Martinsville, IN
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 days on market
1C6PJTAG1TL188417
$50,445
Kimberly Car City Cdjr
Davenport, IA
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 days on market
1C6PJTAGXTL188061
$54,525
Eastgate Chrysler Jeep Dodge
Indianapolis, IN
4.2
2026 Jeep Gladiator Mojave Auto
13 days on market
1C6RJTEGXTL190024
$61,735
Auto Park Chrysler Dodge Jeep Ram
Plymouth, IN
4.5
2026 Jeep Gladiator Willys Auto
5 mi.
13 days on market
1C6PJTAGXTL190022
$47,524
Great Deal
Auto Park Chrysler Dodge Jeep Ram
Plymouth, IN
4.5
2026 Jeep Gladiator Shadow OPS Auto
13 days on market
1C6RJTBG0TL191364
$64,148
New Carlisle Chrysler Jeep Dodge Ram
New Carlisle, OH
4.5
2026 Jeep Gladiator Rubicon X Auto
13 days on market
1C6RJTBG7TL187389
$64,805
Jeff Wyler Chrysler Dodge Jeep Ram Of Springfield
Springfield, OH
4.6
2026 Jeep Gladiator Sport S Auto
13 days on market
1C6PJTAG7TL190057
$52,435
Berman Chrysler Dodge Jeep Ram
Oak Lawn, IL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
13 days on market
1C6PJTAG9TL188987
$52,475
Jim Baier Inc
Fort Madison, IA
4.6
Find New Jeep Gladiator in Chicago, IL
The Jeep Gladiator is offered in the U.S. lineup in the Pickup configuration. Differences mainly come down to trim, features, and drivetrain.