Explore 9,042 New Jeep Cherokee Listings Under $41,400

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jeep
Model: cherokee
under 41,400$
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

12 mi.

119 days on market

3C4PJMB29TT210900

$37,408
Great Deal
Tyson Motor Chrysler Jeep Dodge Ram
Shorewood, IL
3.9
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

9 mi.

35 days on market

3C4PJMB20TT248600

$35,000
Great Deal
Chrysler Dodge Jeep Ram Of Chicago
Chicago, IL
4.5
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

0 mi.

16 days on market

3C4PJMB27TT249761

$39,903
Tyson Motor Chrysler Jeep Dodge Ram
Shorewood, IL
3.9
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

0 mi.

15 days on market

3C4PJMB23TT205174

$38,995
Chrysler Dodge Jeep Ram Of Chicago
Chicago, IL
4.5
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

14 mi.

44 days on market

3C4PJMB26TT257284

$38,318
Good Deal
River Front Cdjr
North Aurora, IL
4.5
New listing
2026 Jeep Cherokee's photo

2026 Jeep Cherokee

0 mi.

1 day on market

3C4PJMB25TT263691

$39,995
River Front Cdjr
North Aurora, IL
4.5
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

15 mi.

103 days on market

3C4PJMB2XTT205110

$38,383
Good Deal
River Front Cdjr
North Aurora, IL
4.5
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

20 mi.

44 days on market

3C4PJMB29TT251463

$37,769
Great Deal
River Front Cdjr
North Aurora, IL
4.5
2026 Jeep Cherokee Cherokee HEV 4X4's photo

2026 Jeep Cherokee Cherokee HEV 4X4

0 mi.

184 days on market

3C4PJMA21TT204364

$34,391
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

12 mi.

143 days on market

3C4PJMB27TT227582

$36,398
Great Deal
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

10 mi.

157 days on market

3C4PJMB25TT219738

$34,490
Great Deal
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

2 mi.

184 days on market

3C4PJMB25TT204365

$35,085
Great Deal
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

9 mi.

181 days on market

3C4PJMB24TT206284

$35,831
Great Deal
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

1,000 mi.

143 days on market

3C4PJMB29TT227583

$36,398
Good Deal
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

9 mi.

177 days on market

3C4PJMB29TT210377

$36,398
Great Deal
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

11 mi.

69 days on market

3C4PJMB21TT227593

$37,004
Great Deal
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

12 mi.

181 days on market

3C4PJMB22TT206283

$36,398
Great Deal
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

4 mi.

26 days on market

3C4PJMB26TT227590

$37,571
Great Deal
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

907 mi.

120 days on market

3C4PJMB29TT227096

$36,831
Good Deal
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

950 mi.

181 days on market

3C4PJMB29TT206281

$34,490
Good Deal
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

9 mi.

181 days on market

3C4PJMB27TT206280

$35,831
Great Deal
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

13 mi.

71 days on market

3C4PJMB28TT227591

$36,831
Great Deal
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

2 mi.

180 days on market

3C4PJMB20TT206282

$35,085
Great Deal
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Overland HEV 4X4's photo

2026 Jeep Cherokee Overland HEV 4X4

800 mi.

143 days on market

3C4PJMC26TT227586

$40,085
Good Deal
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Overland HEV 4X4's photo

2026 Jeep Cherokee Overland HEV 4X4

13 mi.

143 days on market

3C4PJMC21TT227589

$40,731
Great Deal
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Overland HEV 4X4's photo

2026 Jeep Cherokee Overland HEV 4X4

680 mi.

143 days on market

3C4PJMC29TT227114

$39,590
Good Deal
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Cherokee HEV 4X4's photo

2026 Jeep Cherokee Cherokee HEV 4X4

0 mi.

205 days on market

3C4PJMA26TT197301

$34,958
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

14 mi.

32 days on market

3C4PJMB27TT227095

$37,571
Great Deal
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

13 mi.

139 days on market

3C4PJMB27TT219708

$37,398
Great Deal
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3
2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

13 mi.

74 days on market

3C4PJMB24TT227099

$37,571
Great Deal
Castle Chrysler Dodge Jeep Ram Of Naperville
Naperville, IL
4.3

Showing 1 - 28 from 9,042 results

Find New Jeep Cherokee in Oswego, IL

The Jeep Cherokee is offered in the U.S. lineup in the SUV configuration. Differences mainly come down to trim, features, and drivetrain.