1,620 New Jeep Gladiator for Sale Near Chicago, IL
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2026 Jeep Gladiator Rubicon Auto
31 days on market
1C6RJTBG1TL188361
$63,755
Jeff Wyler Chrysler Dodge Jeep Ram Of Lawrenceburg
Greendale, IN
4.4
2026 Jeep Gladiator Willys 41 Auto
14 mi.
31 days on market
1C6PJTAG2TL187891
$51,840
Fair Deal
Pischke Motors Of West Salem
West Salem, WI
4.5
2026 Jeep Gladiator Sport S Auto
31 days on market
1C6PJTAG4TL187066
$51,015
Victory Automotive Group
Ann Arbor, MI
2026 Jeep Gladiator Sport S Auto
31 days on market
1C6PJTAG6TL187067
$50,020
Victory Automotive Group
Ann Arbor, MI
2026 Jeep Gladiator Rubicon X Auto
31 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.
31 days on market
1C6PJTAG6TL188686
$45,914
Good Deal
Michiana Chrysler Dodge Jeep Ram
Mishawaka, IN
3.7
2026 Jeep Gladiator Mojave Auto
15 mi.
31 days on market
1C6RJTEG0TL188072
$51,224
Good Deal
Fox Chrysler Dodge Jeep Ram
Grand Rapids, MI
4.5
2026 Jeep Gladiator Sahara Auto
17 mi.
31 days on market
1C6PJTAG0TL187629
$49,542
Fair Deal
David Taylor Michigan City Cdjr
Michigan City, IN
4.7
2026 Jeep Gladiator Sahara Auto
11 mi.
31 days on market
1C6PJTAG0TL184052
$50,705
Fair Deal
Lpk Chrysler Dodge Jeep Ram Of Defiance
Defiance, OH
4.6
2026 Jeep Gladiator Rubicon Auto
31 days on market
1C6RJTBG0TL188559
$62,030
Wetzel Group
Richmond, IN
4.5
2026 Jeep Gladiator Rubicon X Auto
10 mi.
32 days on market
1C6RJTBG3TL188541
$55,912
Good Deal
York Chrysler Dodge Jeep Ram Of Plainfield
Plainfield, IN
4.2
2026 Jeep Gladiator Willys Auto
2 mi.
32 days on market
1C6PJTAG6TL187568
$48,960
Fair Deal
Parkway Dodge Chrysler Jeep
Clinton Township, MI
4.2
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
32 days on market
1C6PJTAG5TL187545
$51,127
Fair Deal
Valley Chrysler Dodge Jeep Ram
Bryan, OH
4.2
2026 Jeep Gladiator Sport S Auto
4 mi.
32 days on market
1C6PJTAG0TL187131
$45,506
Fair Deal
Serra Chrysler Dodge Jeep Ram Traverse City
Traverse City, MI
4.6
2026 Jeep Gladiator Rubicon X Auto
11 mi.
33 days on market
1C6RJTBG4TL186376
$56,359
Fair Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Mojave X Auto
15 mi.
33 days on market
1C6RJTEG6TL186049
$54,769
Good Deal
City Chrysler Dodge Jeep Ram
Brookfield, WI
4.3
2026 Jeep Gladiator Willys Auto
13 mi.
33 days on market
1C6PJTAG7TL186168
$49,775
Fair Deal
Randy Wise Chrysler Dodge Jeep Ram
Clio, MI
4.6
2026 Jeep Gladiator Sahara Auto
16 mi.
33 days on market
1C6PJTAG0TL187128
$46,166
Good Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
33 days on market
1C6RJTBG9TL180041
$61,877
Good Deal
Kunes Chrysler Dodge Jeep Ram Belvidere
Belvidere, IL
4.6
2026 Jeep Gladiator Rubicon Auto
15 mi.
33 days on market
1C6RJTBG6TL189540
$54,773
Fair Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Sahara Auto
11 mi.
34 days on market
1C6PJTAG7TL187336
$45,183
Good Deal
Michiana Chrysler Dodge Jeep Ram
Mishawaka, IN
3.7
2026 Jeep Gladiator Rubicon Auto
34 days on market
1C6RJTBGXTL188729
$61,690
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator Sport S Auto
15 mi.
34 days on market
1C6PJTAG2TL187129
$44,910
Good Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator Rubicon X Auto
10 mi.
34 days on market
1C6RJTBG2TL187381
$58,397
Fair Deal
Yark Chrysler Jeep Dodge Ram
Toledo, OH
4.7
2026 Jeep Gladiator Sahara Auto
17 mi.
34 days on market
1C6PJTAG7TL187630
$49,542
Fair Deal
David Taylor Michigan City Cdjr
Michigan City, IN
4.7
2026 Jeep Gladiator Mojave X Auto
10 mi.
34 days on market
1C6RJTEG6TL187458
$56,417
Good Deal
Tom Obrien Cjdr Greenwood
Greenwood, IN
4.6
2026 Jeep Gladiator Sport S Auto
3 mi.
34 days on market
1C6PJTAG8TL187796
$42,889
Great Deal
Village Jeep
Royal Oak, MI
4.1
2026 Jeep Gladiator Sport Auto
34 days on market
1C6PJTAGXTL188092
$47,720
Jeff Wyler Chrysler Dodge Jeep Ram Of Lawrenceburg
Greendale, IN
4.4
2026 Jeep Gladiator Rubicon Auto
31 days on market
1C6RJTBG1TL188361
$63,755
Jeff Wyler Chrysler Dodge Jeep Ram Of Lawrenceburg
Greendale, IN
4.4
2026 Jeep Gladiator Willys 41 Auto
14 mi.
31 days on market
1C6PJTAG2TL187891
$51,840
Fair Deal
Pischke Motors Of West Salem
West Salem, WI
4.5
2026 Jeep Gladiator Sport S Auto
31 days on market
1C6PJTAG4TL187066
$51,015
Victory Automotive Group
Ann Arbor, MI
2026 Jeep Gladiator Sport S Auto
31 days on market
1C6PJTAG6TL187067
$50,020
Victory Automotive Group
Ann Arbor, MI
2026 Jeep Gladiator Rubicon X Auto
31 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.
31 days on market
1C6PJTAG6TL188686
$45,914
Good Deal
Michiana Chrysler Dodge Jeep Ram
Mishawaka, IN
3.7
2026 Jeep Gladiator Mojave Auto
15 mi.
31 days on market
1C6RJTEG0TL188072
$51,224
Good Deal
Fox Chrysler Dodge Jeep Ram
Grand Rapids, MI
4.5
2026 Jeep Gladiator Sahara Auto
17 mi.
31 days on market
1C6PJTAG0TL187629
$49,542
Fair Deal
David Taylor Michigan City Cdjr
Michigan City, IN
4.7
2026 Jeep Gladiator Sahara Auto
11 mi.
31 days on market
1C6PJTAG0TL184052
$50,705
Fair Deal
Lpk Chrysler Dodge Jeep Ram Of Defiance
Defiance, OH
4.6
2026 Jeep Gladiator Rubicon Auto
31 days on market
1C6RJTBG0TL188559
$62,030
Wetzel Group
Richmond, IN
4.5
2026 Jeep Gladiator Rubicon X Auto
10 mi.
32 days on market
1C6RJTBG3TL188541
$55,912
Good Deal
York Chrysler Dodge Jeep Ram Of Plainfield
Plainfield, IN
4.2
2026 Jeep Gladiator Willys Auto
2 mi.
32 days on market
1C6PJTAG6TL187568
$48,960
Fair Deal
Parkway Dodge Chrysler Jeep
Clinton Township, MI
4.2
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
32 days on market
1C6PJTAG5TL187545
$51,127
Fair Deal
Valley Chrysler Dodge Jeep Ram
Bryan, OH
4.2
2026 Jeep Gladiator Sport S Auto
4 mi.
32 days on market
1C6PJTAG0TL187131
$45,506
Fair Deal
Serra Chrysler Dodge Jeep Ram Traverse City
Traverse City, MI
4.6
2026 Jeep Gladiator Rubicon X Auto
11 mi.
33 days on market
1C6RJTBG4TL186376
$56,359
Fair Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Mojave X Auto
15 mi.
33 days on market
1C6RJTEG6TL186049
$54,769
Good Deal
City Chrysler Dodge Jeep Ram
Brookfield, WI
4.3
2026 Jeep Gladiator Willys Auto
13 mi.
33 days on market
1C6PJTAG7TL186168
$49,775
Fair Deal
Randy Wise Chrysler Dodge Jeep Ram
Clio, MI
4.6
2026 Jeep Gladiator Sahara Auto
16 mi.
33 days on market
1C6PJTAG0TL187128
$46,166
Good Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
33 days on market
1C6RJTBG9TL180041
$61,877
Good Deal
Kunes Chrysler Dodge Jeep Ram Belvidere
Belvidere, IL
4.6
2026 Jeep Gladiator Rubicon Auto
15 mi.
33 days on market
1C6RJTBG6TL189540
$54,773
Fair Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Sahara Auto
11 mi.
34 days on market
1C6PJTAG7TL187336
$45,183
Good Deal
Michiana Chrysler Dodge Jeep Ram
Mishawaka, IN
3.7
2026 Jeep Gladiator Rubicon Auto
34 days on market
1C6RJTBGXTL188729
$61,690
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator Sport S Auto
15 mi.
34 days on market
1C6PJTAG2TL187129
$44,910
Good Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator Rubicon X Auto
10 mi.
34 days on market
1C6RJTBG2TL187381
$58,397
Fair Deal
Yark Chrysler Jeep Dodge Ram
Toledo, OH
4.7
2026 Jeep Gladiator Sahara Auto
17 mi.
34 days on market
1C6PJTAG7TL187630
$49,542
Fair Deal
David Taylor Michigan City Cdjr
Michigan City, IN
4.7
2026 Jeep Gladiator Mojave X Auto
10 mi.
34 days on market
1C6RJTEG6TL187458
$56,417
Good Deal
Tom Obrien Cjdr Greenwood
Greenwood, IN
4.6
2026 Jeep Gladiator Sport S Auto
3 mi.
34 days on market
1C6PJTAG8TL187796
$42,889
Great Deal
Village Jeep
Royal Oak, MI
4.1
2026 Jeep Gladiator Sport Auto
34 days on market
1C6PJTAGXTL188092
$47,720
Jeff Wyler Chrysler Dodge Jeep Ram Of Lawrenceburg
Greendale, IN
4.4
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.