1,629 New Jeep Gladiator for Sale Near Chicago, IL
Save search
2026 Jeep Gladiator Sahara Auto
20 days on market
1C6PJTAG4TL189268
$45,725
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Rubicon Auto
22 mi.
21 days on market
1C6RJTBG7TL171290
$57,110
Fair Deal
John Jones Pursuit Vehicles
Salem, IN
4.4
2026 Jeep Gladiator Rubicon X Auto
17 mi.
21 days on market
1C6RJTBG5TL165942
$62,755
Fair Deal
John Jones Pursuit Vehicles
Salem, IN
4.4
2026 Jeep Gladiator Rubicon Auto
11 mi.
21 days on market
1C6RJTBG6TL188517
$54,400
Fair Deal
Don Miller Dodge Chrysler Jeep Ram Fiat
Madison, WI
4.4
2026 Jeep Gladiator Willys Auto
15 mi.
21 days on market
1C6PJTAG8TL187331
$51,998
Fair Deal
Gandrud Dodge Chrysler Jeep
Green Bay, WI
4.6
2026 Jeep Gladiator Sahara Auto
13 mi.
21 days on market
1C6PJTAG3TL188015
$47,755
Good Deal
Baumann Chrysler Jeep Dodge Ram Fremont
Fremont, OH
4.3
2026 Jeep Gladiator Mojave Auto
14 mi.
21 days on market
1C6RJTEG7TL170636
$48,827
Great Deal
Key Chrysler Dodge Jeep Ram
Moline, IL
4.0
2026 Jeep Gladiator 85th Anniversary Edition Auto
29 mi.
21 days on market
1C6PJTAG6TL184962
$43,707
Good Deal
Sam Leman Chrysler Dodge Jeep Ram Of Champaign
Champaign, IL
3.9
2026 Jeep Gladiator Willys Auto
1 mi.
22 days on market
1C6PJTAG3TL156942
$52,405
Fair Deal
Quality Chrysler Dodge Jeep Ram
Jerseyville, IL
4.5
2026 Jeep Gladiator Willys 41 Auto
11 mi.
22 days on market
1C6PJTAG4TL188881
$51,761
Fair Deal
Chrysler Dodge Jeep Ram Of Columbus
Columbus, IN
4.4
2026 Jeep Gladiator Willys 41 Auto
10 mi.
22 days on market
1C6PJTAG6TL176828
$49,534
Good Deal
Kunes Chrysler Jeep Dodge Ram Of Elkhorn
Elkhorn, WI
4.2
2025 Jeep Gladiator Rubicon X Auto
1,981 mi.
22 days on market
1C6RJTBG7SL537747
$56,573
Fair Deal
Crystal Lake Chrysler Dodge Jeep Ram
Crystal Lake, IL
4.5
2026 Jeep Gladiator Willys 41 Auto
16 mi.
22 days on market
1C6PJTAGXTL189131
$53,185
Fair Deal
Frank Boucher Chrysler Dodge Jeep Ram Of Janesville
Janesville, WI
4.5
2026 Jeep Gladiator Sahara Auto
14 mi.
23 days on market
1C6PJTAG5TL187884
$50,505
Fair Deal
Baumann Auto Center
Port Clinton, OH
4.5
2026 Jeep Gladiator Sport S Auto
13 mi.
23 days on market
1C6PJTAG4TL155458
$39,980
Great Deal
Murgado Automotive Group
Chicago, IL
4.3
2026 Jeep Gladiator Rubicon Auto
16 mi.
23 days on market
1C6RJTBG8TL189541
$56,929
Fair Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Mojave X Auto
5 mi.
23 days on market
1C6RJTEG9TL188894
$55,943
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Willys Auto
11 mi.
23 days on market
1C6PJTAG2TL189351
$51,969
Fair Deal
Homan Chrysler Dodge Jeep Ram
Waupun, WI
4.6
2026 Jeep Gladiator Mojave X Auto
16 mi.
23 days on market
1C6RJTEG4TL189130
$58,720
Fair Deal
Frank Boucher Chrysler Dodge Jeep Ram Of Janesville
Janesville, WI
4.5
2026 Jeep Gladiator Shadow OPS Auto
23 days on market
1C6RJTBG0TL191316
Contact Dealer
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Gladiator Willys Auto
10 mi.
23 days on market
1C6PJTAG4TL187746
$52,244
Fair Deal
Ewald Automotive Group
Oconomowoc, WI
4.6
2026 Jeep Gladiator Sahara Auto
5 mi.
23 days on market
1C6PJTAG3TL187883
$51,100
Fair Deal
Baumann Auto Center
Port Clinton, OH
4.5
2026 Jeep Gladiator Sahara Auto
5 mi.
23 days on market
1C6PJTAG1TL187882
$51,100
Fair Deal
Baumann Auto Center
Port Clinton, OH
4.5
2026 Jeep Gladiator Mojave Auto
10 mi.
23 days on market
1C6RJTEG9TL189284
$51,011
Good Deal
Bob Poynter Chrysler Dodge Jeep Ram Fiat Of Seymour
Seymour, IN
4.6
2026 Jeep Gladiator Sport S Auto
15 mi.
23 days on market
1C6PJTAG7TL188972
$51,113
Fair Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Sahara Auto
11 mi.
23 days on market
1C6PJTAG9TL187970
$46,809
Good Deal
Sheboygan Chrysler Center
Sheboygan, WI
4.7
2026 Jeep Gladiator Mojave X Auto
42 mi.
23 days on market
1C6RJTEG6TL187122
$59,219
Fair Deal
S L Motors
Pulaski, WI
4.5
2026 Jeep Gladiator Rubicon X Auto
10 mi.
24 days on market
1C6RJTBG4TL169674
$54,811
Good Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
4.6
2026 Jeep Gladiator Sahara Auto
20 days on market
1C6PJTAG4TL189268
$45,725
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Rubicon Auto
22 mi.
21 days on market
1C6RJTBG7TL171290
$57,110
Fair Deal
John Jones Pursuit Vehicles
Salem, IN
4.4
2026 Jeep Gladiator Rubicon X Auto
17 mi.
21 days on market
1C6RJTBG5TL165942
$62,755
Fair Deal
John Jones Pursuit Vehicles
Salem, IN
4.4
2026 Jeep Gladiator Rubicon Auto
11 mi.
21 days on market
1C6RJTBG6TL188517
$54,400
Fair Deal
Don Miller Dodge Chrysler Jeep Ram Fiat
Madison, WI
4.4
2026 Jeep Gladiator Willys Auto
15 mi.
21 days on market
1C6PJTAG8TL187331
$51,998
Fair Deal
Gandrud Dodge Chrysler Jeep
Green Bay, WI
4.6
2026 Jeep Gladiator Sahara Auto
13 mi.
21 days on market
1C6PJTAG3TL188015
$47,755
Good Deal
Baumann Chrysler Jeep Dodge Ram Fremont
Fremont, OH
4.3
2026 Jeep Gladiator Mojave Auto
14 mi.
21 days on market
1C6RJTEG7TL170636
$48,827
Great Deal
Key Chrysler Dodge Jeep Ram
Moline, IL
4.0
2026 Jeep Gladiator 85th Anniversary Edition Auto
29 mi.
21 days on market
1C6PJTAG6TL184962
$43,707
Good Deal
Sam Leman Chrysler Dodge Jeep Ram Of Champaign
Champaign, IL
3.9
2026 Jeep Gladiator Willys Auto
1 mi.
22 days on market
1C6PJTAG3TL156942
$52,405
Fair Deal
Quality Chrysler Dodge Jeep Ram
Jerseyville, IL
4.5
2026 Jeep Gladiator Willys 41 Auto
11 mi.
22 days on market
1C6PJTAG4TL188881
$51,761
Fair Deal
Chrysler Dodge Jeep Ram Of Columbus
Columbus, IN
4.4
2026 Jeep Gladiator Willys 41 Auto
10 mi.
22 days on market
1C6PJTAG6TL176828
$49,534
Good Deal
Kunes Chrysler Jeep Dodge Ram Of Elkhorn
Elkhorn, WI
4.2
2025 Jeep Gladiator Rubicon X Auto
1,981 mi.
22 days on market
1C6RJTBG7SL537747
$56,573
Fair Deal
Crystal Lake Chrysler Dodge Jeep Ram
Crystal Lake, IL
4.5
2026 Jeep Gladiator Willys 41 Auto
16 mi.
22 days on market
1C6PJTAGXTL189131
$53,185
Fair Deal
Frank Boucher Chrysler Dodge Jeep Ram Of Janesville
Janesville, WI
4.5
2026 Jeep Gladiator Sahara Auto
14 mi.
23 days on market
1C6PJTAG5TL187884
$50,505
Fair Deal
Baumann Auto Center
Port Clinton, OH
4.5
2026 Jeep Gladiator Sport S Auto
13 mi.
23 days on market
1C6PJTAG4TL155458
$39,980
Great Deal
Murgado Automotive Group
Chicago, IL
4.3
2026 Jeep Gladiator Rubicon Auto
16 mi.
23 days on market
1C6RJTBG8TL189541
$56,929
Fair Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Mojave X Auto
5 mi.
23 days on market
1C6RJTEG9TL188894
$55,943
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Willys Auto
11 mi.
23 days on market
1C6PJTAG2TL189351
$51,969
Fair Deal
Homan Chrysler Dodge Jeep Ram
Waupun, WI
4.6
2026 Jeep Gladiator Mojave X Auto
16 mi.
23 days on market
1C6RJTEG4TL189130
$58,720
Fair Deal
Frank Boucher Chrysler Dodge Jeep Ram Of Janesville
Janesville, WI
4.5
2026 Jeep Gladiator Shadow OPS Auto
23 days on market
1C6RJTBG0TL191316
Contact Dealer
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Gladiator Willys Auto
10 mi.
23 days on market
1C6PJTAG4TL187746
$52,244
Fair Deal
Ewald Automotive Group
Oconomowoc, WI
4.6
2026 Jeep Gladiator Sahara Auto
5 mi.
23 days on market
1C6PJTAG3TL187883
$51,100
Fair Deal
Baumann Auto Center
Port Clinton, OH
4.5
2026 Jeep Gladiator Sahara Auto
5 mi.
23 days on market
1C6PJTAG1TL187882
$51,100
Fair Deal
Baumann Auto Center
Port Clinton, OH
4.5
2026 Jeep Gladiator Mojave Auto
10 mi.
23 days on market
1C6RJTEG9TL189284
$51,011
Good Deal
Bob Poynter Chrysler Dodge Jeep Ram Fiat Of Seymour
Seymour, IN
4.6
2026 Jeep Gladiator Sport S Auto
15 mi.
23 days on market
1C6PJTAG7TL188972
$51,113
Fair Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Sahara Auto
11 mi.
23 days on market
1C6PJTAG9TL187970
$46,809
Good Deal
Sheboygan Chrysler Center
Sheboygan, WI
4.7
2026 Jeep Gladiator Mojave X Auto
42 mi.
23 days on market
1C6RJTEG6TL187122
$59,219
Fair Deal
S L Motors
Pulaski, WI
4.5
2026 Jeep Gladiator Rubicon X Auto
10 mi.
24 days on market
1C6RJTBG4TL169674
$54,811
Good Deal
Garber Chrysler Dodge Jeep Ram Valparaiso
Valparaiso, IN
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.