1,620 New Jeep Gladiator for Sale Near Chicago, IL

Save search
jeep
Model: gladiator
search within 250 miles
2026 Jeep Gladiator Rubicon Auto's photo

2026 Jeep Gladiator Rubicon Auto

34 days on market

1C6RJTBG0TL188237

$61,420
Sterling Heights Dodge Chrysler Jeep Ram
Sterling Heights, MI
4.4
2026 Jeep Gladiator Sahara Auto's photo

2026 Jeep Gladiator Sahara Auto

3 mi.

34 days on market

1C6PJTAG3TL187947

$46,542
Great Deal
Ray Chrysler Dodge Jeep Ram
Fox Lake, IL
4.7
2026 Jeep Gladiator Willys Auto's photo

2026 Jeep Gladiator Willys Auto

2 mi.

35 days on market

1C6PJTAG8TL187569

$48,365
Fair Deal
Parkway Dodge Chrysler Jeep
Clinton Township, MI
4.2
2026 Jeep Gladiator Sahara Auto's photo

2026 Jeep Gladiator Sahara Auto

2 mi.

35 days on market

1C6PJTAG7TL186137

$46,432
Great Deal
Washington Chrysler Center
Washington, IN
4.8
2026 Jeep Gladiator Mojave Auto's photo

2026 Jeep Gladiator Mojave Auto

15 mi.

35 days on market

1C6RJTEG0TL187441

$58,745
Fair Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator Sahara Auto's photo

2026 Jeep Gladiator Sahara Auto

17 mi.

35 days on market

1C6PJTAGXTL186987

$47,182
Good Deal
Cr Chrysler Dodge Jeep Ram
Adrian, MI
4.8
2026 Jeep Gladiator Rubicon X Auto's photo

2026 Jeep Gladiator Rubicon X Auto

11 mi.

35 days on market

1C6RJTBG4TL187382

$57,861
Fair Deal
Yark Chrysler Jeep Dodge Ram
Toledo, OH
4.7
2026 Jeep Gladiator Willys Auto's photo

2026 Jeep Gladiator Willys Auto

50 mi.

35 days on market

1C6PJTAG8TL185756

$48,194
Fair Deal
Riverside Auto Sales Of Marinette And Menominee Inc
Marinette, WI
4.1
2026 Jeep Gladiator Rubicon X Auto's photo

2026 Jeep Gladiator Rubicon X Auto

13 mi.

35 days on market

1C6RJTBG4TL186815

$55,802
Good Deal
Sam Leman Chrysler Jeep Dodge Of Peoria
Peoria, IL
4.6
2026 Jeep Gladiator Mojave Auto's photo

2026 Jeep Gladiator Mojave Auto

7 mi.

35 days on market

1C6RJTEG7TL187405

$54,610
Fair Deal
Baker Chrysler Dodge Jeep Ram Coopersville
Coopersville, MI
4.4
2026 Jeep Gladiator Sahara Auto's photo

2026 Jeep Gladiator Sahara Auto

35 days on market

1C6PJTAG4TL186144

$52,975
Steve Faulkner Chrysler
Mount Carmel, IL
2026 Jeep Gladiator Sahara Auto's photo

2026 Jeep Gladiator Sahara Auto

15 mi.

35 days on market

1C6PJTAG0TL186299

$49,875
Fair Deal
Winamac Chrysler Dodge Jeep Ram
Winamac, IN
4.7
2026 Jeep Gladiator Mojave X Auto's photo

2026 Jeep Gladiator Mojave X Auto

10 mi.

35 days on market

1C6RJTEG9TL182996

$54,600
Good Deal
Berman Chrysler Dodge Jeep Ram
Oak Lawn, IL
4.3
2026 Jeep Gladiator Shadow OPS Auto's photo

2026 Jeep Gladiator Shadow OPS Auto

5 mi.

35 days on market

1C6RJTBG6TL180546

$61,490
Good Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Willys Auto's photo

2026 Jeep Gladiator Willys Auto

9 mi.

35 days on market

1C6PJTAGXTL187346

Contact Dealer
Bachrodt Baraboo Motors
Baraboo, WI
4.4
2026 Jeep Gladiator Sahara Auto's photo

2026 Jeep Gladiator Sahara Auto

10 mi.

35 days on market

1C6PJTAGXTL185628

$45,898
Good Deal
Monroe Dodge Chrysler Jeep Ram Superstore
Monroe, MI
4.4
2026 Jeep Gladiator Sahara Auto's photo

2026 Jeep Gladiator Sahara Auto

30 mi.

35 days on market

1C6PJTAG1TL186568

$46,710
Good Deal
Mcginley Inc
Highland, IL
4.3
2026 Jeep Gladiator Sahara Auto's photo

2026 Jeep Gladiator Sahara Auto

10 mi.

35 days on market

1C6PJTAG8TL188687

$45,719
Good Deal
Michiana Chrysler Dodge Jeep Ram
Mishawaka, IN
3.7
2026 Jeep Gladiator 85th Anniversary Edition Auto's photo

2026 Jeep Gladiator 85th Anniversary Edition Auto

10 mi.

35 days on market

1C6PJTAG3TL188063

$47,066
Good Deal
Elgin Chrysler Dodge Jeep Ram
Streamwood, IL
4.2
2026 Jeep Gladiator Sahara Auto's photo

2026 Jeep Gladiator Sahara Auto

11 mi.

35 days on market

1C6PJTAG8TL186986

$46,912
Good Deal
Cr Chrysler Dodge Jeep Ram
Adrian, MI
4.8
2026 Jeep Gladiator Willys 41 Auto's photo

2026 Jeep Gladiator Willys 41 Auto

5 mi.

36 days on market

1C6PJTAG7TL186803

$49,614
Great Deal
Andy Mohr Chrysler Dodge Jeep Ram
Indianapolis, IN
4.3
2026 Jeep Gladiator Willys 41 Auto's photo

2026 Jeep Gladiator Willys 41 Auto

8 mi.

36 days on market

1C6PJTAG2TL187535

$53,910
Fair Deal
Charlies Dodge Chrysler Jeep Ram
Maumee, OH
4.4
2026 Jeep Gladiator Rubicon Auto's photo

2026 Jeep Gladiator Rubicon Auto

10 mi.

36 days on market

1C6RJTBGXTL187516

$55,922
Fair Deal
Grogans Towne Chrysler Jeep Dodge Ram
Toledo, OH
3.8
2026 Jeep Gladiator Willys Auto's photo

2026 Jeep Gladiator Willys Auto

48 mi.

36 days on market

1C6PJTAG4TL186810

$51,090
Fair Deal
Schmit Bros Chrysler Dodge Jeep Ram
Port Washington, WI
4.5
2026 Jeep Gladiator Willys 41 Auto's photo

2026 Jeep Gladiator Willys 41 Auto

8 mi.

36 days on market

1C6PJTAG3TL187432

$52,215
Fair Deal
Warsaw Chrysler Dodge Jeep Ram
Warsaw, IN
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto's photo

2026 Jeep Gladiator 85th Anniversary Edition Auto

4 mi.

36 days on market

1C6PJTAG7TL185392

$51,940
Fair Deal
Serra Chrysler Dodge Jeep Ram Traverse City
Traverse City, MI
4.6
2026 Jeep Gladiator Willys Auto's photo

2026 Jeep Gladiator Willys Auto

12 mi.

36 days on market

1C6PJTAG8TL188155

$47,970
Good Deal
Performance Chrysler Jeep Dodge Ram Centerville
Centerville, OH
4.2
2026 Jeep Gladiator Mojave Auto's photo

2026 Jeep Gladiator Mojave Auto

12 mi.

36 days on market

1C6RJTEG5TL187547

$59,296
Fair Deal
Twin City Dodge Chrysler Jeep Ram
Lafayette, IN
4.1

Showing 365 - 392 from 1,620 results

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.