1,454 New Jeep Gladiator for Sale Near Winnetka, IL
Save search
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 mi.
47 days on market
1C6PJTAG1TL185243
$54,088
Fair Deal
Wickstrom Chrysler Jeep Dodge
Barrington, IL
4.7
2026 Jeep Gladiator Rubicon Auto
11 mi.
47 days on market
1C6RJTBG6TL184077
$60,584
Fair Deal
Griffins Hub Cdjr
Milwaukee, WI
4.2
2026 Jeep Gladiator Rubicon X Auto
11 mi.
47 days on market
1C6RJTBG6TL186380
$52,877
Great Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Sahara Auto
10 mi.
48 days on market
1C6PJTAG6TL185500
$53,879
Fair Deal
Kunes Chrysler Dodge Jeep Ram Woodstock
Woodstock, IL
3.4
2026 Jeep Gladiator Texas Trail Auto
3 mi.
48 days on market
1C6PJTAG5TL180286
$50,375
Fair Deal
Jack Phelan Chrysler Dodge Jeep Ram
Countryside, IL
4.5
2026 Jeep Gladiator Sahara Auto
13 mi.
48 days on market
1C6PJTAG0TL185508
$54,660
Fair Deal
Shottenkirk Chrysler Dodge Jeep Ram Of West Burlington
West Burlington, IA
3.9
2026 Jeep Gladiator Willys Auto
48 days on market
1C6PJTAG7TL186459
$45,869
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Rubicon X Auto
12 mi.
48 days on market
1C6RJTBGXTL186379
$53,334
Great Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Willys Auto
49 days on market
1C6PJTAG3TL186460
$45,351
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Sport S Auto
11 mi.
49 days on market
1C6PJTAGXTL185791
$44,040
Good Deal
Wetzel Cdjr
Richmond, IN
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
49 days on market
1C6PJTAGXTL184981
$44,112
Great Deal
Dupage Chrysler Dodge Jeep Ram
Glendale Heights, IL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
49 days on market
1C6PJTAG2TL185199
$47,743
Good Deal
Yark Chrysler Jeep Dodge Ram
Toledo, OH
4.7
2026 Jeep Gladiator Sahara Auto
49 days on market
1C6PJTAG6TL185495
$48,266
Tom Ahl Chrysler
Lima, OH
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
49 days on market
1C6PJTAG9TL184678
$51,731
Fair Deal
Baker Chrysler Dodge Jeep Ram Big Rapids
Big Rapids, MI
4.3
2026 Jeep Gladiator Sport S Auto
4 mi.
49 days on market
1C6PJTAG0TL184195
$47,058
Fair Deal
Richardson Cdjr
Standish, MI
4.2
2026 Jeep Gladiator Shadow OPS Auto
28 mi.
50 days on market
1C6RJTBG6TL180014
$63,150
Fair Deal
Sam Leman Cdjr Bloomington
Bloomington, IL
4.7
2026 Jeep Gladiator Shadow OPS Auto
11 mi.
50 days on market
1C6RJTBG1TL180583
$56,776
Great Deal
Gurnee Chrysler Jeep Dodge Ram
Gurnee, IL
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
50 days on market
1C6PJTAG7TL185053
$49,198
Good Deal
Wetzel Cdjr
Richmond, IN
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
50 days on market
1C6PJTAGXTL185161
$49,015
Landmark Chrysler Jeep Fiat
Springfield, IL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
14 mi.
50 days on market
1C6PJTAG2TL185168
$46,477
Great Deal
Key Chrysler Dodge Jeep Ram
Moline, IL
4.0
2026 Jeep Gladiator 85th Anniversary Edition Auto
2 mi.
50 days on market
1C6PJTAG1TL184917
$46,740
Great Deal
Sandman Bros
Shelbyville, IN
4.4
2025 Jeep Gladiator Sport S Auto
3,619 mi.
50 days on market
1C6RJTAG7SL527415
$66,537
Kunes Cdjr Of Woodstock
Woodstock, IL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
50 days on market
1C6PJTAG7TL184954
$48,991
Tom Ahl Chrysler
Lima, OH
4.7
2026 Jeep Gladiator Shadow OPS Auto
5 mi.
50 days on market
1C6RJTBGXTL179786
Contact Dealer
Terry Henricks Chrysler Dodge Jeep Ram
Archbold, OH
4.7
2026 Jeep Gladiator Willys Auto
50 days on market
1C6PJTAG3TL186457
$45,869
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator 85th Anniversary Edition Auto
131 mi.
50 days on market
1C6PJTAG0TL185346
$49,290
Good Deal
Warsaw Chrysler Dodge Jeep Ram
Warsaw, IN
4.1
2026 Jeep Gladiator Sport S Auto
10 mi.
50 days on market
1C6PJTAG5TL159230
$47,334
Fair Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 mi.
50 days on market
1C6PJTAG7TL185019
$48,811
Good Deal
Watsons Manistee Chrysler Inc
Manistee, MI
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 mi.
47 days on market
1C6PJTAG1TL185243
$54,088
Fair Deal
Wickstrom Chrysler Jeep Dodge
Barrington, IL
4.7
2026 Jeep Gladiator Rubicon Auto
11 mi.
47 days on market
1C6RJTBG6TL184077
$60,584
Fair Deal
Griffins Hub Cdjr
Milwaukee, WI
4.2
2026 Jeep Gladiator Rubicon X Auto
11 mi.
47 days on market
1C6RJTBG6TL186380
$52,877
Great Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Sahara Auto
10 mi.
48 days on market
1C6PJTAG6TL185500
$53,879
Fair Deal
Kunes Chrysler Dodge Jeep Ram Woodstock
Woodstock, IL
3.4
2026 Jeep Gladiator Texas Trail Auto
3 mi.
48 days on market
1C6PJTAG5TL180286
$50,375
Fair Deal
Jack Phelan Chrysler Dodge Jeep Ram
Countryside, IL
4.5
2026 Jeep Gladiator Sahara Auto
13 mi.
48 days on market
1C6PJTAG0TL185508
$54,660
Fair Deal
Shottenkirk Chrysler Dodge Jeep Ram Of West Burlington
West Burlington, IA
3.9
2026 Jeep Gladiator Willys Auto
48 days on market
1C6PJTAG7TL186459
$45,869
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Rubicon X Auto
12 mi.
48 days on market
1C6RJTBGXTL186379
$53,334
Great Deal
Liberty Chrysler Dodge Jeep Ram
Libertyville, IL
4.4
2026 Jeep Gladiator Willys Auto
49 days on market
1C6PJTAG3TL186460
$45,351
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator Sport S Auto
11 mi.
49 days on market
1C6PJTAGXTL185791
$44,040
Good Deal
Wetzel Cdjr
Richmond, IN
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
49 days on market
1C6PJTAGXTL184981
$44,112
Great Deal
Dupage Chrysler Dodge Jeep Ram
Glendale Heights, IL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
49 days on market
1C6PJTAG2TL185199
$47,743
Good Deal
Yark Chrysler Jeep Dodge Ram
Toledo, OH
4.7
2026 Jeep Gladiator Sahara Auto
49 days on market
1C6PJTAG6TL185495
$48,266
Tom Ahl Chrysler
Lima, OH
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
49 days on market
1C6PJTAG9TL184678
$51,731
Fair Deal
Baker Chrysler Dodge Jeep Ram Big Rapids
Big Rapids, MI
4.3
2026 Jeep Gladiator Sport S Auto
4 mi.
49 days on market
1C6PJTAG0TL184195
$47,058
Fair Deal
Richardson Cdjr
Standish, MI
4.2
2026 Jeep Gladiator Shadow OPS Auto
28 mi.
50 days on market
1C6RJTBG6TL180014
$63,150
Fair Deal
Sam Leman Cdjr Bloomington
Bloomington, IL
4.7
2026 Jeep Gladiator Shadow OPS Auto
11 mi.
50 days on market
1C6RJTBG1TL180583
$56,776
Great Deal
Gurnee Chrysler Jeep Dodge Ram
Gurnee, IL
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
50 days on market
1C6PJTAG7TL185053
$49,198
Good Deal
Wetzel Cdjr
Richmond, IN
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
50 days on market
1C6PJTAGXTL185161
$49,015
Landmark Chrysler Jeep Fiat
Springfield, IL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
14 mi.
50 days on market
1C6PJTAG2TL185168
$46,477
Great Deal
Key Chrysler Dodge Jeep Ram
Moline, IL
4.0
2026 Jeep Gladiator 85th Anniversary Edition Auto
2 mi.
50 days on market
1C6PJTAG1TL184917
$46,740
Great Deal
Sandman Bros
Shelbyville, IN
4.4
2025 Jeep Gladiator Sport S Auto
3,619 mi.
50 days on market
1C6RJTAG7SL527415
$66,537
Kunes Cdjr Of Woodstock
Woodstock, IL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
50 days on market
1C6PJTAG7TL184954
$48,991
Tom Ahl Chrysler
Lima, OH
4.7
2026 Jeep Gladiator Shadow OPS Auto
5 mi.
50 days on market
1C6RJTBGXTL179786
Contact Dealer
Terry Henricks Chrysler Dodge Jeep Ram
Archbold, OH
4.7
2026 Jeep Gladiator Willys Auto
50 days on market
1C6PJTAG3TL186457
$45,869
Bettenhausen Cdjr
Tinley Park, IL
2026 Jeep Gladiator 85th Anniversary Edition Auto
131 mi.
50 days on market
1C6PJTAG0TL185346
$49,290
Good Deal
Warsaw Chrysler Dodge Jeep Ram
Warsaw, IN
4.1
2026 Jeep Gladiator Sport S Auto
10 mi.
50 days on market
1C6PJTAG5TL159230
$47,334
Fair Deal
Erwin Chrysler Dodge Jeep Ram
Troy, OH
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 mi.
50 days on market
1C6PJTAG7TL185019
$48,811
Good Deal
Watsons Manistee Chrysler Inc
Manistee, MI
4.5
Find New Jeep Gladiator in Winnetka, IL
The Jeep Gladiator is offered in the U.S. lineup in the Pickup configuration. Differences mainly come down to trim, features, and drivetrain.