1,620 New Jeep Gladiator for Sale Near Chicago, IL
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2026 Jeep Gladiator Willys Auto
1 mi.
38 days on market
1C6PJTAG4TL185866
$52,354
Fair Deal
Feldman Chrysler Dodge Jeep Ram Woodhaven
Woodhaven, MI
4.4
2026 Jeep Gladiator Rubicon Auto
38 days on market
1C6RJTBG0TL187492
$60,884
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator Mojave X Auto
9 mi.
39 days on market
1C6RJTEG4TL186700
$56,924
Fair Deal
Berman Chrysler Dodge Jeep Ram
Oak Lawn, IL
4.3
2026 Jeep Gladiator Mojave X Auto
11 mi.
39 days on market
1C6RJTEGXTL182943
$58,743
Fair Deal
Ewald Chrysler Jeep Dodge Ram
Franklin, WI
4.2
2026 Jeep Gladiator Rubicon Auto
12 mi.
39 days on market
1C6RJTBG8TL187224
$50,994
Good Deal
Odaniel Motors
Fort Wayne, IN
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 mi.
39 days on market
1C6PJTAG3TL184904
$49,793
Fair Deal
Pischke Motors Of West Salem
West Salem, WI
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 mi.
39 days on market
1C6PJTAGXTL184902
$49,257
Fair Deal
Pischke Motors Of West Salem
West Salem, WI
4.5
2026 Jeep Gladiator Sport S Auto
2 mi.
39 days on market
1C6PJTAG9TL183062
$47,322
Fair Deal
Kunes Chrysler Jeep Dodge Ram Of Sterling
Sterling, IL
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
40 days on market
1C6PJTAG5TL184967
$48,724
Good Deal
Bryden Motors
Beloit, WI
4.5
2026 Jeep Gladiator Mojave X Auto
10 mi.
40 days on market
1C6RJTEG0TL183180
$55,423
Good Deal
York Chrysler Dodge Jeep Ram Of Plainfield
Plainfield, IN
4.2
2026 Jeep Gladiator Sahara Auto
18 mi.
40 days on market
1C6PJTAG6TL186050
$45,854
Good Deal
City Chrysler Dodge Jeep Ram
Brookfield, WI
4.3
2026 Jeep Gladiator Rubicon X Auto
14 mi.
40 days on market
1C6RJTBG2TL186814
$55,502
Good Deal
Sam Leman Chrysler Jeep Dodge Of Peoria
Peoria, IL
4.6
2026 Jeep Gladiator Mojave Auto
15 mi.
40 days on market
1C6RJTEG2TL184153
$51,573
Good Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator Mojave Auto
15 mi.
40 days on market
1C6RJTEG0TL184152
$51,305
Good Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator Mojave X Auto
10 mi.
40 days on market
1C6RJTEG2TL183178
$55,959
Good Deal
York Chrysler Dodge Jeep Ram Of Plainfield
Plainfield, IN
4.2
2026 Jeep Gladiator Sahara Auto
12 mi.
40 days on market
1C6PJTAG2TL184151
$47,995
Fair Deal
Siemans Chrysler
Bridgman, MI
3.9
2026 Jeep Gladiator Willys Auto
10 mi.
40 days on market
1C6PJTAG7TL187000
$44,842
Great Deal
Sam Leman Chrysler Jeep Dodge Of Peoria
Peoria, IL
4.6
2026 Jeep Gladiator Sahara Auto
12 mi.
40 days on market
1C6PJTAG5TL185407
$51,727
Fair Deal
Schmit Bros Chrysler Dodge Jeep Ram
Port Washington, WI
4.5
2026 Jeep Gladiator Mojave X Auto
10 mi.
40 days on market
1C6RJTEG6TL186701
$56,388
Good Deal
Berman Chrysler Dodge Jeep Ram
Oak Lawn, IL
4.3
2026 Jeep Gladiator Rubicon Auto
10 mi.
40 days on market
1C6RJTBG6TL186704
$52,871
Fair Deal
Berman Chrysler Dodge Jeep Ram
Oak Lawn, IL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
542 mi.
40 days on market
1C6PJTAG1TL185016
$46,328
Good Deal
Monroe Dodge Chrysler Jeep Ram Superstore
Monroe, MI
4.4
2026 Jeep Gladiator Rubicon X Auto
12 mi.
41 days on market
1C6RJTBG8TL186378
$52,127
Great Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Rubicon X Auto
11 mi.
41 days on market
1C6RJTBG0TL186374
$50,128
Great Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Rubicon X Auto
15 mi.
41 days on market
1C6RJTBG2TL186375
$52,627
Great Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Mojave X Auto
13 mi.
41 days on market
1C6RJTEG6TL182146
$57,675
Fair Deal
Dupage Chrysler Dodge Jeep Ram
Glendale Heights, IL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
1 mi.
41 days on market
1C6PJTAG8TL184901
$48,757
Good Deal
Pischke Motors Of La Crosse
La Crosse, WI
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
41 days on market
1C6PJTAG6TL185271
$45,589
York Chrysler Dodge Jeep Ram Brazil
Brazil, IN
4.8
2026 Jeep Gladiator Mojave X Auto
20 mi.
41 days on market
1C6RJTEG8TL182097
$55,996
Good Deal
Glenbrook Dodge Chrysler Jeep Ram
Fort Wayne, IN
4.4
2026 Jeep Gladiator Willys Auto
1 mi.
38 days on market
1C6PJTAG4TL185866
$52,354
Fair Deal
Feldman Chrysler Dodge Jeep Ram Woodhaven
Woodhaven, MI
4.4
2026 Jeep Gladiator Rubicon Auto
38 days on market
1C6RJTBG0TL187492
$60,884
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator Mojave X Auto
9 mi.
39 days on market
1C6RJTEG4TL186700
$56,924
Fair Deal
Berman Chrysler Dodge Jeep Ram
Oak Lawn, IL
4.3
2026 Jeep Gladiator Mojave X Auto
11 mi.
39 days on market
1C6RJTEGXTL182943
$58,743
Fair Deal
Ewald Chrysler Jeep Dodge Ram
Franklin, WI
4.2
2026 Jeep Gladiator Rubicon Auto
12 mi.
39 days on market
1C6RJTBG8TL187224
$50,994
Good Deal
Odaniel Motors
Fort Wayne, IN
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 mi.
39 days on market
1C6PJTAG3TL184904
$49,793
Fair Deal
Pischke Motors Of West Salem
West Salem, WI
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 mi.
39 days on market
1C6PJTAGXTL184902
$49,257
Fair Deal
Pischke Motors Of West Salem
West Salem, WI
4.5
2026 Jeep Gladiator Sport S Auto
2 mi.
39 days on market
1C6PJTAG9TL183062
$47,322
Fair Deal
Kunes Chrysler Jeep Dodge Ram Of Sterling
Sterling, IL
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
40 days on market
1C6PJTAG5TL184967
$48,724
Good Deal
Bryden Motors
Beloit, WI
4.5
2026 Jeep Gladiator Mojave X Auto
10 mi.
40 days on market
1C6RJTEG0TL183180
$55,423
Good Deal
York Chrysler Dodge Jeep Ram Of Plainfield
Plainfield, IN
4.2
2026 Jeep Gladiator Sahara Auto
18 mi.
40 days on market
1C6PJTAG6TL186050
$45,854
Good Deal
City Chrysler Dodge Jeep Ram
Brookfield, WI
4.3
2026 Jeep Gladiator Rubicon X Auto
14 mi.
40 days on market
1C6RJTBG2TL186814
$55,502
Good Deal
Sam Leman Chrysler Jeep Dodge Of Peoria
Peoria, IL
4.6
2026 Jeep Gladiator Mojave Auto
15 mi.
40 days on market
1C6RJTEG2TL184153
$51,573
Good Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator Mojave Auto
15 mi.
40 days on market
1C6RJTEG0TL184152
$51,305
Good Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator Mojave X Auto
10 mi.
40 days on market
1C6RJTEG2TL183178
$55,959
Good Deal
York Chrysler Dodge Jeep Ram Of Plainfield
Plainfield, IN
4.2
2026 Jeep Gladiator Sahara Auto
12 mi.
40 days on market
1C6PJTAG2TL184151
$47,995
Fair Deal
Siemans Chrysler
Bridgman, MI
3.9
2026 Jeep Gladiator Willys Auto
10 mi.
40 days on market
1C6PJTAG7TL187000
$44,842
Great Deal
Sam Leman Chrysler Jeep Dodge Of Peoria
Peoria, IL
4.6
2026 Jeep Gladiator Sahara Auto
12 mi.
40 days on market
1C6PJTAG5TL185407
$51,727
Fair Deal
Schmit Bros Chrysler Dodge Jeep Ram
Port Washington, WI
4.5
2026 Jeep Gladiator Mojave X Auto
10 mi.
40 days on market
1C6RJTEG6TL186701
$56,388
Good Deal
Berman Chrysler Dodge Jeep Ram
Oak Lawn, IL
4.3
2026 Jeep Gladiator Rubicon Auto
10 mi.
40 days on market
1C6RJTBG6TL186704
$52,871
Fair Deal
Berman Chrysler Dodge Jeep Ram
Oak Lawn, IL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
542 mi.
40 days on market
1C6PJTAG1TL185016
$46,328
Good Deal
Monroe Dodge Chrysler Jeep Ram Superstore
Monroe, MI
4.4
2026 Jeep Gladiator Rubicon X Auto
12 mi.
41 days on market
1C6RJTBG8TL186378
$52,127
Great Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Rubicon X Auto
11 mi.
41 days on market
1C6RJTBG0TL186374
$50,128
Great Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Rubicon X Auto
15 mi.
41 days on market
1C6RJTBG2TL186375
$52,627
Great Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Mojave X Auto
13 mi.
41 days on market
1C6RJTEG6TL182146
$57,675
Fair Deal
Dupage Chrysler Dodge Jeep Ram
Glendale Heights, IL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
1 mi.
41 days on market
1C6PJTAG8TL184901
$48,757
Good Deal
Pischke Motors Of La Crosse
La Crosse, WI
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
41 days on market
1C6PJTAG6TL185271
$45,589
York Chrysler Dodge Jeep Ram Brazil
Brazil, IN
4.8
2026 Jeep Gladiator Mojave X Auto
20 mi.
41 days on market
1C6RJTEG8TL182097
$55,996
Good Deal
Glenbrook Dodge Chrysler Jeep Ram
Fort Wayne, 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.