1,454 New Jeep Pickups for Sale Near Winnetka, IL
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Sponsored
2026 Jeep Cherokee Laredo HEV 4X4
12 mi.
44 days on market
3C4PJMB29TT256338
$38,819
Fair Deal
Tyson Motor Chrysler Jeep Dodge Ram
Shorewood, IL
Sponsored
2026 Jeep Compass Altitude 4X4
11 mi.
90 days on market
3C4NJDBN0TT241762
$28,250
Great Deal
Chrysler Dodge Jeep Ram Of Chicago
Chicago, IL
Sponsored
2025 Jeep Gladiator Sport S Auto
17 mi.
345 days on market
1C6PJTAG2SL526910
$48,235
Fair Deal
Stallings Motors
Cairo, GA
2026 Jeep Gladiator Rubicon Auto
12 mi.
50 days on market
1C6RJTBG7TL185593
$57,019
Fair Deal
Tyson Motor Chrysler Jeep Dodge Ram
Shorewood, IL
3.9
2026 Jeep Gladiator Sahara Auto
12 mi.
103 days on market
1C6PJTAG0TL173276
$49,011
Fair Deal
Tyson Motor Chrysler Jeep Dodge Ram
Shorewood, IL
3.9
New listing
2026 Jeep Gladiator Rubicon X Auto
1 day on market
1C6RJTBG7TL191202
Contact Dealer
Pilson Chrysler Dodge Jeep Ram Fiat
Mattoon, IL
4.7
New listing
2026 Jeep Gladiator Sahara Auto
11 mi.
1 day on market
1C6PJTAG9TL183076
$49,860
Fair Deal
Svg Chrysler Dodge Jeep Ram
Eaton, OH
4.7
New listing
2026 Jeep Gladiator Sport S Auto
1 day on market
1C6PJTAG6TL190955
$53,540
Button Chrysler Jeep Dodge Ram
Kokomo, IN
4.0
New listing
2025 Jeep Gladiator Rubicon Auto
10 mi.
1 day on market
1C6RJTBG7SL547792
$58,215
Fair Deal
Szott I 96 Chrysler Dodge Jeep Ram
New Hudson, MI
4.7
New listing
2026 Jeep Gladiator Mojave Auto
12 mi.
1 day on market
1C6RJTEG5TL157898
$54,720
Fair Deal
Lou Fusz Chrysler Jeep Dodge Ram Vincennes
Vincennes, IN
4.6
New listing
2026 Jeep Gladiator Sport S Auto
15 mi.
1 day on market
1C6PJTAG6TL173198
$48,045
Fair Deal
Feldman Chrysler Jeep Of Livonia
Livonia, MI
4.3
New listing
2026 Jeep Gladiator Sport S Auto
18 mi.
1 day on market
1C6PJTAGXTL170918
$46,795
Fair Deal
Feldman Chrysler Jeep Of Livonia
Livonia, MI
4.3
New listing
2026 Jeep Gladiator Sahara Auto
1 mi.
1 day on market
1C6PJTAG3TL184112
$52,879
Fair Deal
Ewald Automotive Group
Oconomowoc, WI
4.6
New listing
2025 Jeep Gladiator Sport S Auto
1 day on market
1C6PJTAG8SL529746
$44,882
Szott I 96 Chrysler Dodge Jeep Ram
New Hudson, MI
4.7
2026 Jeep Gladiator Mojave Auto
20 mi.
2 days on market
1C6RJTEG9TL158844
$56,115
Fair Deal
Reineke Chrysler Dodge Jeep Ram
North Baltimore, OH
4.3
2026 Jeep Gladiator Rubicon Auto
2 days on market
1C6RJTBG5TL188122
$60,845
Chrysler Dodge Jeep Ram Of Columbus
Columbus, IN
4.4
2026 Jeep Gladiator Willys Auto
2 days on market
1C6PJTAG6TL190714
$51,678
Rouen Chrysler Dodge Jeep Ram
Woodville, OH
4.7
2026 Jeep Gladiator Rubicon X Auto
2 days on market
1C6RJTBG5TL190324
$66,322
Dupage Chrysler Dodge Jeep Ram
Glendale Heights, IL
4.5
2026 Jeep Gladiator Mojave Auto
2 days on market
1C6RJTEG1TL188484
$55,738
Petersen Chrysler Dodge Jeep Ram
Waupaca, WI
4.4
2026 Jeep Gladiator Rubicon X Auto
2 days on market
1C6RJTBG1TL190675
$67,337
Thomas Dodge Chrysler Jeep Of Highland Inc
Highland, IN
4.5
2026 Jeep Gladiator Rubicon X Auto
2 days on market
1C6RJTBG3TL190614
$66,179
York Chrysler Dodge Jeep Ram Of Plainfield
Plainfield, IN
4.2
2026 Jeep Gladiator Sport S Auto
10 mi.
2 days on market
1C6PJTAG5TL188050
$46,238
Fair Deal
Feldman Chrysler Jeep Of Livonia
Livonia, MI
4.3
2026 Jeep Gladiator Sport S Auto
2 days on market
1C6PJTAGXTL190506
$47,765
Champion Chrysler Jeep Dodge Ram Of Brighton
Brighton, MI
4.4
2026 Jeep Gladiator Sahara Auto
2 days on market
1C6PJTAG5TL189859
$51,870
Vicksburg Chrysler Dodge Jeep Ram
Vicksburg, MI
4.6
2026 Jeep Gladiator Sport S Auto
3 days on market
1C6PJTAG5TL190610
$54,299
York Chrysler Dodge Jeep Ram Fiat
Crawfordsville, IN
4.7
2026 Jeep Gladiator Rubicon X Auto
3 days on market
1C6RJTBG9TL191203
$66,745
Pilson Chrysler Dodge Jeep Ram Fiat
Mattoon, IL
4.7
2026 Jeep Gladiator Sahara Auto
3 days on market
1C6PJTAG4TL191201
$51,595
Pilson Chrysler Dodge Jeep Ram Fiat
Mattoon, IL
4.7
2026 Jeep Gladiator Sahara Auto
3 days on market
1C6PJTAGXTL191199
$51,295
Pilson Chrysler Dodge Jeep Ram Fiat
Mattoon, IL
4.7
2026 Jeep Gladiator Willys Auto
3 days on market
1C6PJTAG6TL188719
$52,525
Fedderly Chrysler Dodge Jeep
Reedsburg, WI
4.6
2026 Jeep Gladiator Sahara Auto
3 days on market
1C6PJTAG1TL190989
$51,760
Napletons Arlington Heights Cdjr
Arlington Heights, IL
4.5
2026 Jeep Gladiator Sport S Auto
3 days on market
1C6PJTAG3TL191206
$51,280
Fox Chrysler Dodge Jeep Ram
Grand Rapids, MI
4.5
2026 Jeep Gladiator Willys Auto
3 days on market
1C6PJTAG2TL190502
$57,245
Eastgate Chrysler Jeep Dodge
Indianapolis, IN
4.2
Sponsored
2026 Jeep Cherokee Laredo HEV 4X4
12 mi.
44 days on market
3C4PJMB29TT256338
$38,819
Fair Deal
Tyson Motor Chrysler Jeep Dodge Ram
Shorewood, IL
2026 Jeep Gladiator Rubicon Auto
12 mi.
50 days on market
1C6RJTBG7TL185593
$57,019
Fair Deal
Tyson Motor Chrysler Jeep Dodge Ram
Shorewood, IL
3.9
2026 Jeep Gladiator Sahara Auto
12 mi.
103 days on market
1C6PJTAG0TL173276
$49,011
Fair Deal
Tyson Motor Chrysler Jeep Dodge Ram
Shorewood, IL
3.9
New listing
2026 Jeep Gladiator Rubicon X Auto
1 day on market
1C6RJTBG7TL191202
Contact Dealer
Pilson Chrysler Dodge Jeep Ram Fiat
Mattoon, IL
4.7
New listing
2026 Jeep Gladiator Sahara Auto
11 mi.
1 day on market
1C6PJTAG9TL183076
$49,860
Fair Deal
Svg Chrysler Dodge Jeep Ram
Eaton, OH
4.7
New listing
2026 Jeep Gladiator Sport S Auto
1 day on market
1C6PJTAG6TL190955
$53,540
Button Chrysler Jeep Dodge Ram
Kokomo, IN
4.0
New listing
2025 Jeep Gladiator Rubicon Auto
10 mi.
1 day on market
1C6RJTBG7SL547792
$58,215
Fair Deal
Szott I 96 Chrysler Dodge Jeep Ram
New Hudson, MI
4.7
New listing
2026 Jeep Gladiator Mojave Auto
12 mi.
1 day on market
1C6RJTEG5TL157898
$54,720
Fair Deal
Lou Fusz Chrysler Jeep Dodge Ram Vincennes
Vincennes, IN
4.6
New listing
2026 Jeep Gladiator Sport S Auto
15 mi.
1 day on market
1C6PJTAG6TL173198
$48,045
Fair Deal
Feldman Chrysler Jeep Of Livonia
Livonia, MI
4.3
New listing
2026 Jeep Gladiator Sport S Auto
18 mi.
1 day on market
1C6PJTAGXTL170918
$46,795
Fair Deal
Feldman Chrysler Jeep Of Livonia
Livonia, MI
4.3
New listing
2026 Jeep Gladiator Sahara Auto
1 mi.
1 day on market
1C6PJTAG3TL184112
$52,879
Fair Deal
Ewald Automotive Group
Oconomowoc, WI
4.6
New listing
2025 Jeep Gladiator Sport S Auto
1 day on market
1C6PJTAG8SL529746
$44,882
Szott I 96 Chrysler Dodge Jeep Ram
New Hudson, MI
4.7
2026 Jeep Gladiator Mojave Auto
20 mi.
2 days on market
1C6RJTEG9TL158844
$56,115
Fair Deal
Reineke Chrysler Dodge Jeep Ram
North Baltimore, OH
4.3
2026 Jeep Gladiator Rubicon Auto
2 days on market
1C6RJTBG5TL188122
$60,845
Chrysler Dodge Jeep Ram Of Columbus
Columbus, IN
4.4
2026 Jeep Gladiator Willys Auto
2 days on market
1C6PJTAG6TL190714
$51,678
Rouen Chrysler Dodge Jeep Ram
Woodville, OH
4.7
2026 Jeep Gladiator Rubicon X Auto
2 days on market
1C6RJTBG5TL190324
$66,322
Dupage Chrysler Dodge Jeep Ram
Glendale Heights, IL
4.5
2026 Jeep Gladiator Mojave Auto
2 days on market
1C6RJTEG1TL188484
$55,738
Petersen Chrysler Dodge Jeep Ram
Waupaca, WI
4.4
2026 Jeep Gladiator Rubicon X Auto
2 days on market
1C6RJTBG1TL190675
$67,337
Thomas Dodge Chrysler Jeep Of Highland Inc
Highland, IN
4.5
2026 Jeep Gladiator Rubicon X Auto
2 days on market
1C6RJTBG3TL190614
$66,179
York Chrysler Dodge Jeep Ram Of Plainfield
Plainfield, IN
4.2
2026 Jeep Gladiator Sport S Auto
10 mi.
2 days on market
1C6PJTAG5TL188050
$46,238
Fair Deal
Feldman Chrysler Jeep Of Livonia
Livonia, MI
4.3
2026 Jeep Gladiator Sport S Auto
2 days on market
1C6PJTAGXTL190506
$47,765
Champion Chrysler Jeep Dodge Ram Of Brighton
Brighton, MI
4.4
2026 Jeep Gladiator Sahara Auto
2 days on market
1C6PJTAG5TL189859
$51,870
Vicksburg Chrysler Dodge Jeep Ram
Vicksburg, MI
4.6
2026 Jeep Gladiator Sport S Auto
3 days on market
1C6PJTAG5TL190610
$54,299
York Chrysler Dodge Jeep Ram Fiat
Crawfordsville, IN
4.7
2026 Jeep Gladiator Rubicon X Auto
3 days on market
1C6RJTBG9TL191203
$66,745
Pilson Chrysler Dodge Jeep Ram Fiat
Mattoon, IL
4.7
2026 Jeep Gladiator Sahara Auto
3 days on market
1C6PJTAG4TL191201
$51,595
Pilson Chrysler Dodge Jeep Ram Fiat
Mattoon, IL
4.7
2026 Jeep Gladiator Sahara Auto
3 days on market
1C6PJTAGXTL191199
$51,295
Pilson Chrysler Dodge Jeep Ram Fiat
Mattoon, IL
4.7
2026 Jeep Gladiator Willys Auto
3 days on market
1C6PJTAG6TL188719
$52,525
Fedderly Chrysler Dodge Jeep
Reedsburg, WI
4.6
2026 Jeep Gladiator Sahara Auto
3 days on market
1C6PJTAG1TL190989
$51,760
Napletons Arlington Heights Cdjr
Arlington Heights, IL
4.5
2026 Jeep Gladiator Sport S Auto
3 days on market
1C6PJTAG3TL191206
$51,280
Fox Chrysler Dodge Jeep Ram
Grand Rapids, MI
4.5
2026 Jeep Gladiator Willys Auto
3 days on market
1C6PJTAG2TL190502
$57,245
Eastgate Chrysler Jeep Dodge
Indianapolis, IN
4.2