Used Jeep Grand Cherokee for Sale Under $40,000 NearWinter, WI

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Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Diamond Black Crystal Pearlcoat
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
12
Stock #:
D1696
VIN:
1C4RJHAR9TC207280
Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic

 

2026 Jeep Grand Cherokee

Altitude 4WD

Eagle River, WI
80 mi away

New car

MSRP $49,020

$39,017

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
324 hp 2L I4
Exterior color:
Bright White Clearcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
35
Stock #:
31587T
VIN:
1C4RJHBR9TC192603
Bright White Clearcoat 2026 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Grand Cherokee

Limited 4WD

Home delivery from Piqua, OH
Price includes $772 shipping

New car

MSRP $50,210

$39,772

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Baltic Gray Metallic Clearcoat
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
11
Stock #:
D1688
VIN:
1C4RJHAR5TC201430
Baltic Gray Metallic Clearcoat 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic
Price drop

 

2026 Jeep Grand Cherokee

Altitude 4WD

Eagle River, WI
80 mi away

New car

MSRP $49,020

$40,617

$39,017

Year:
2020
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Red
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
88,367
Stock #:
A886
VIN:
1C4RJFBG4LC242519
Red 2020 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
Price drop

-$500

 

2020 Jeep Grand Cherokee

Limited X 4WD

88,367 mi

Pine City, MN
100 mi away
Great Deal

$19,839

$19,339

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Baltic Gray Metallic Clearcoat
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
100
Stock #:
603233
VIN:
1C4RJHAR0TC274785
Baltic Gray Metallic Clearcoat 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic

 

2026 Jeep Grand Cherokee

Altitude 4WD

Pine City, MN
100 mi away

New car

MSRP $49,175

$36,921

Year:
2023
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Mileage:
27,278
Stock #:
109942
VIN:
1C4RJHAG0P8109942
Black 2023 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive
Price drop

-$2,495

 

2023 Jeep Grand Cherokee

Laredo 4WD

27,278 mi

Duluth, MN
91 mi away
Fair Deal

$30,145

$27,650

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
324 hp 2L I4
Exterior color:
Velvet Red Pearlcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
5,631
Stock #:
N260144
VIN:
1C4RJHBR1TC195155
Velvet Red Pearlcoat 2026 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Grand Cherokee

Limited 4WD

Home delivery from Downers Grove, IL
Price includes $622 shipping

New car

MSRP $49,985

$38,181

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Bright White Clearcoat
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
41
Stock #:
TC208522
VIN:
1C4RJHAR1TC208522
Bright White Clearcoat 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic

 

2026 Jeep Grand Cherokee

Altitude 4WD

Home delivery from Chantilly, VA
Price includes $834 shipping

New car

MSRP $47,655

$37,772

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Silver Zynith
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
19
Stock #:
JM26127
VIN:
1C4RJHAR0TC237848
Silver Zynith 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic

 

2026 Jeep Grand Cherokee

Altitude 4WD

Home delivery from Tulsa, OK
Price includes $2,520 shipping

New car

MSRP $49,675

$37,448

Year:
2025
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
4,385
Stock #:
N250130
VIN:
1C4RJHBG5S8681306
Bright White Clearcoat 2025 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2025 Jeep Grand Cherokee

Limited 4WD

Home delivery from Downers Grove, IL
Price includes $622 shipping

New car

MSRP $49,415

$39,421

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Diamond Black Crystal Pearlcoat
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
3,017
Stock #:
N260157
VIN:
1C4RJHAR6TC200660
Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic
Price drop

 

2026 Jeep Grand Cherokee

Altitude 4WD

Home delivery from Downers Grove, IL
Price includes $622 shipping

New car

MSRP $49,520

$40,165

$39,189

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Baltic Gray Metallic Clearcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
921
Stock #:
602443
VIN:
1C4RJHAG5TC274859
Baltic Gray Metallic Clearcoat 2026 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Grand Cherokee

Laredo X 4WD

Home delivery from Waite Park, MN
Price includes $326 shipping

New car

MSRP $46,230

$35,508

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Velvet Red Pearlcoat
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
13
Stock #:
H3632
VIN:
1C4RJHAR5TC200648
Velvet Red Pearlcoat 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic
Price drop

-$1,288

 

2026 Jeep Grand Cherokee

Altitude 4WD

Home delivery from Faribault, MN
Price includes $157 shipping

New car

MSRP $48,425

$39,204

$38,266

Year:
2020
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
White
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Mileage:
77,541
Stock #:
26-538A
VIN:
1C4RJFAG5LC209515
White 2020 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive

 

2020 Jeep Grand Cherokee

Altitude 4WD

77,541 mi

New Richmond, WI
92 mi away
Fair Deal

$22,798

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Diamond Black Crystal Pearlcoat
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
12
Stock #:
D1696
VIN:
1C4RJHAR9TC207280
Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic

 

2026 Jeep Grand Cherokee

Altitude 4WD

Eagle River, WI
80 mi away

New car

MSRP $49,020

$39,017

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
324 hp 2L I4
Exterior color:
Bright White Clearcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
35
Stock #:
31587T
VIN:
1C4RJHBR9TC192603
Bright White Clearcoat 2026 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Grand Cherokee

Limited 4WD

Home delivery from Piqua, OH
Price includes $772 shipping

New car

MSRP $50,210

$39,772

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Baltic Gray Metallic Clearcoat
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
11
Stock #:
D1688
VIN:
1C4RJHAR5TC201430
Baltic Gray Metallic Clearcoat 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic
Price drop

 

2026 Jeep Grand Cherokee

Altitude 4WD

Eagle River, WI
80 mi away

New car

MSRP $49,020

$40,617

$39,017

Year:
2020
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Red
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
88,367
Stock #:
A886
VIN:
1C4RJFBG4LC242519
Red 2020 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
Price drop

-$500

 

2020 Jeep Grand Cherokee

Limited X 4WD

88,367 mi

Pine City, MN
100 mi away
Great Deal

$19,839

$19,339

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Baltic Gray Metallic Clearcoat
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
100
Stock #:
603233
VIN:
1C4RJHAR0TC274785
Baltic Gray Metallic Clearcoat 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic

 

2026 Jeep Grand Cherokee

Altitude 4WD

Pine City, MN
100 mi away

New car

MSRP $49,175

$36,921

Year:
2023
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Mileage:
27,278
Stock #:
109942
VIN:
1C4RJHAG0P8109942
Black 2023 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive
Price drop

-$2,495

 

2023 Jeep Grand Cherokee

Laredo 4WD

27,278 mi

Duluth, MN
91 mi away
Fair Deal

$30,145

$27,650

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
324 hp 2L I4
Exterior color:
Velvet Red Pearlcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
5,631
Stock #:
N260144
VIN:
1C4RJHBR1TC195155
Velvet Red Pearlcoat 2026 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Grand Cherokee

Limited 4WD

Home delivery from Downers Grove, IL
Price includes $622 shipping

New car

MSRP $49,985

$38,181

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Bright White Clearcoat
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
41
Stock #:
TC208522
VIN:
1C4RJHAR1TC208522
Bright White Clearcoat 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic

 

2026 Jeep Grand Cherokee

Altitude 4WD

Home delivery from Chantilly, VA
Price includes $834 shipping

New car

MSRP $47,655

$37,772

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Silver Zynith
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
19
Stock #:
JM26127
VIN:
1C4RJHAR0TC237848
Silver Zynith 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic

 

2026 Jeep Grand Cherokee

Altitude 4WD

Home delivery from Tulsa, OK
Price includes $2,520 shipping

New car

MSRP $49,675

$37,448

Year:
2025
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
4,385
Stock #:
N250130
VIN:
1C4RJHBG5S8681306
Bright White Clearcoat 2025 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2025 Jeep Grand Cherokee

Limited 4WD

Home delivery from Downers Grove, IL
Price includes $622 shipping

New car

MSRP $49,415

$39,421

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Diamond Black Crystal Pearlcoat
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
3,017
Stock #:
N260157
VIN:
1C4RJHAR6TC200660
Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic
Price drop

 

2026 Jeep Grand Cherokee

Altitude 4WD

Home delivery from Downers Grove, IL
Price includes $622 shipping

New car

MSRP $49,520

$40,165

$39,189

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Baltic Gray Metallic Clearcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
921
Stock #:
602443
VIN:
1C4RJHAG5TC274859
Baltic Gray Metallic Clearcoat 2026 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Grand Cherokee

Laredo X 4WD

Home delivery from Waite Park, MN
Price includes $326 shipping

New car

MSRP $46,230

$35,508

Year:
2026
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Velvet Red Pearlcoat
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
13
Stock #:
H3632
VIN:
1C4RJHAR5TC200648
Velvet Red Pearlcoat 2026 Jeep Grand Cherokee SUV / Crossover  8-Speed Automatic
Price drop

-$1,288

 

2026 Jeep Grand Cherokee

Altitude 4WD

Home delivery from Faribault, MN
Price includes $157 shipping

New car

MSRP $48,425

$39,204

$38,266

Year:
2020
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
White
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Mileage:
77,541
Stock #:
26-538A
VIN:
1C4RJFAG5LC209515
White 2020 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive

 

2020 Jeep Grand Cherokee

Altitude 4WD

77,541 mi

New Richmond, WI
92 mi away
Fair Deal

$22,798

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