244 Cars for sale near
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244 Cars for sale near Pleasant Prairie +50 miles
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Standard Sellers

2026 Jeep Grand Cherokee Altitude
Description: Diamond Black 2026 Jeep Grand Cherokee Altitude 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSHuge Discounts! Make us an offer! 21/26 City/Highway MPG Price includes $1000 - 2026 National Bonus Cash . Exp. 06/30/2026 $1500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026 $2000 - 2026 Natl Make This The Summer Event Retail Bonus Cash . Exp...Features:- - Quick Order Package 2BB Laredo Altitude
- - Cloth Seats
- - Laredo Altitude Appearance Package
0- Sale Price: $39,525
- MSRP $48,525
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 168 Days on site

2026 Jeep Grand Cherokee Laredo X
Description: Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee Laredo X 4WD 8-Speed Automatic 3.6L V6 24V VVTHuge Discounts! Make us an offer! 19/26 City/Highway MPG Price includes $2000 - 2026 Natl Make This The Summer Event Retail Bonus Cash . Exp. 06/30/2026 $2500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026Features:- - Quick Order Package 22J Laredo X
- - Cloth Seats
- - Auxiliary Battery
0- Sale Price: $36,500
- MSRP $45,500
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 83 Days on site

2026 Jeep Grand Cherokee Laredo X
Description: Velvet 2026 Jeep Grand Cherokee Laredo X 4WD 8-Speed Automatic 3.6L V6 24V VVTHuge Discounts! Make us an offer! 19/26 City/Highway MPG Price includes $2000 - 2026 Natl Make This The Summer Event Retail Bonus Cash . Exp. 06/30/2026 $2500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026Features:- - Quick Order Package 22J Laredo X
- - Cloth Seats
- - Auxiliary Battery
0- Sale Price: $35,905
- MSRP $44,905
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- -
- 6 Cyl.
- 123 Days on site

2026 Jeep Grand Cherokee Laredo Altitude
Description: Silver Zynith 2026 Jeep Grand Cherokee Laredo Altitude 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSHuge Discounts! Make us an offer! 21/26 City/Highway MPG Price includes $1000 - 2026 National Bonus Cash . Exp. 06/30/2026 $1500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026 $2000 - 2026 Natl Make This The Summer Event Retail Bonus Cas...Features:- - Quick Order Package 2BB Laredo Altitude
- - Cloth Seats
- - Laredo Altitude Appearance Package
0- Sale Price: $40,450
- MSRP $49,450
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Silver
- 4 Cyl.
- 73 Days on site

2026 Jeep Grand Cherokee Altitude
Description: Velvet Red Pearlcoat 2026 Jeep Grand Cherokee Altitude 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSHuge Discounts! Make us an offer! 21/26 City/Highway MPG Price includes $1000 - 2026 National Bonus Cash . Exp. 06/30/2026 $1500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026 $2000 - 2026 Natl Make This The Summer Event Retail Bonus Cas...Features:- - Quick Order Package 2BB Laredo Altitude
- - Cloth Seats
- - Laredo Altitude Appearance Package
0- Sale Price: $38,930
- MSRP $47,930
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Red
- 4 Cyl.
- 164 Days on site

2023 Jeep Grand Cherokee Overland
Description: * CERTIFIED!! 7 YEAR - 100,000 MILE WARRANTY!!* No Accidents or Damage Reported to CARFAX* CARFAX 1-Owner Vehicle* Night Vision w/ Pedestrian and Animal Detection * Nappa Leather Seat* SelecTerrain System* RemoteStart System* HandsFree Power Liftgate* BlindSpot and CrossPath Detection* TrailerTow Package* Uconnect 5 Nav with 10.1Inch Touch Screen D...Features:- - Navigation System
- - ADV Protech Group III
- - Luxury Tech Group IV
0- Sale Price: $32,794
- Used
- 71,939 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 16 Days on site

2026 Jeep Grand Cherokee Limited Reserve
Description: Bright White Clearcoat 2026 Jeep Grand Cherokee Limited Reserve 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSHuge Discounts! Make us an offer! Recent Arrival! 21/26 City/Highway MPG Price includes $1000 - 2026 National Bonus Cash . Exp. 06/30/2026 $1500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026 $2000 - 2026 Natl Make This The Summ...Features:- - Quick Order Package 2CR Limited Reserve
- - Limited Reserve
- - Blackout Model
0- Sale Price: $45,905
- MSRP $54,905
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 11 Days on site

2026 Jeep Grand Cherokee Summit
Description: Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee Summit 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSHuge Discounts! Make us an offer! 21/26 City/Highway MPG Price includes $1000 - 2026 National Bonus Cash . Exp. 06/30/2026 $1500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026 $2000 - 2026 Natl Make This The Summer Event Retail ...Features:- - Quick Order Package 2CU
- - Obsidian Package
- - Auxiliary Battery
0- Sale Price: $56,190
- MSRP $65,190
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 32 Days on site

2025 Jeep Grand Cherokee Overland
Description: * No Accidents or Damage Reported to CARFAX* CARFAX 1-Owner Vehicle* Bumper to bumper warranty* Powertrain warranty* Nappa Leather Seats * Wireless ChargingPad * HeadUp Display * SurroundView Camera System * HandsFree Power Liftgate* RemoteStart System* Uconnect 5 Nav with 10.1Inch Touch Screen Display* Ventilated Front Seats* 9 Amplified Speakers ...Features:- - Navigation System
- - ADV Protech Group III
- - Luxury Tech Group IV
0- Sale Price: $47,494
- Used
- 15,517 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 19 Days on site

2021 Jeep Grand Cherokee Limited
Description: * CERTIFIED!! 7 YEAR - 100,000 MILE WARRANTY!!* No Accidents or Damage Reported to CARFAX* CARFAX 1-Owner Vehicle* Power Sunroof* SelecTerrain System* RemoteStart System* Power Liftgate* Uconnect 4C NAV with 8.4Inch Display* Heated Front Seats* Heated Steering Wheel* Apple CarPlayGoogle Android AutoChrysler, Jeep, Dodge, Ram & Fiat05 Model Years w/...Features:- - GPS Navigation
- - Navigation System
- - Quick Order Package 22H
0- Sale Price: $29,294
- Used
- 28,428 Mi.
- Automatic
- 4WD-AWD
- White
- 8 Cyl.
- 42 Days on site

2026 Jeep Grand Cherokee Limited Reserve
Description: Baltic Gray Metallic Clearcoat 2026 Jeep Grand Cherokee Limited Reserve 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSHuge Discounts! Make us an offer! Recent Arrival! 21/26 City/Highway MPG Price includes $1000 - 2026 National Bonus Cash . Exp. 06/30/2026 $1500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026 $2000 - 2026 Natl Make This ...Features:- - Quick Order Package 2CR Limited Reserve
- - Limited Reserve
- - Blackout Model
0- Sale Price: $46,500
- MSRP $55,500
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Gray
- 4 Cyl.
- 11 Days on site

2026 Jeep Grand Cherokee Summit
Description: Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee Summit 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSHuge Discounts! Make us an offer! 21/26 City/Highway MPG Price includes $1000 - 2026 National Bonus Cash . Exp. 06/30/2026 $1500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026 $2000 - 2026 Natl Make This The Summer Event Retail ...Features:- - Quick Order Package 2CU
- - Obsidian Package
- - Auxiliary Battery
0- Sale Price: $56,190
- MSRP $65,190
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 32 Days on site

2026 Jeep Grand Cherokee Limited
Description: Bright White Clearcoat 2026 Jeep Grand Cherokee Limited 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSHuge Discounts! Make us an offer! 21/26 City/Highway MPG Price includes $1000 - 2026 National Bonus Cash . Exp. 06/30/2026 $1500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026 $2000 - 2026 Natl Make This The Summer Event Retail Bonus Ca...Features:- - Quick Order Package 2CE Limited
- - Limited Altitude Package
- - Capri Leatherette Seats
0- Sale Price: $40,985
- MSRP $49,985
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 175 Days on site

2026 Jeep Grand Cherokee Limited
Description: Bright White Clearcoat 2026 Jeep Grand Cherokee Limited 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSHuge Discounts! Make us an offer! 21/26 City/Highway MPGFeatures:- - Limited Altitude Package
- - Capri Leatherette Seats
- - Auxiliary Battery
0- Sale Price: $45,485
- MSRP $49,985
- New
- 15 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 131 Days on site

2026 Jeep Grand Cherokee Laredo Altitude
Description: Velvet Red Pearlcoat 2026 Jeep Grand Cherokee Laredo Altitude 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSHuge Discounts! Make us an offer! 21/26 City/Highway MPG Price includes $1000 - 2026 National Bonus Cash . Exp. 06/30/2026 $1500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026 $2000 - 2026 Natl Make This The Summer Event Retail Bo...Features:- - Quick Order Package 2BB Laredo Altitude
- - Cloth Seats
- - Laredo Altitude Appearance Package
0- Sale Price: $39,855
- MSRP $48,855
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Red
- 4 Cyl.
- 73 Days on site

2026 Jeep Grand Cherokee Altitude
Description: Gray Metallic 2026 Jeep Grand Cherokee Altitude 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSHuge Discounts! Make us an offer! 21/26 City/Highway MPG Price includes $1000 - 2026 National Bonus Cash . Exp. 06/30/2026 $1500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026 $2000 - 2026 Natl Make This The Summer Event Retail Bonus Cash . Exp...Features:- - Quick Order Package 2BB Laredo Altitude
- - Cloth Seats
- - Laredo Altitude Appearance Package
0- Sale Price: $39,525
- MSRP $48,525
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Gray
- 4 Cyl.
- 168 Days on site

2026 Jeep Grand Cherokee Altitude
Description: Diamond Black 2026 Jeep Grand Cherokee Altitude 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSHuge Discounts! Make us an offer! 21/26 City/Highway MPG Price includes $1000 - 2026 National Bonus Cash . Exp. 06/30/2026 $1500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026 $2000 - 2026 Natl Make This The Summer Event Retail Bonus Cash . Exp...Features:- - Quick Order Package 2BB Laredo Altitude
- - Cloth Seats
- - Laredo Altitude Appearance Package
0- Sale Price: $40,450
- MSRP $49,450
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 68 Days on site

2026 Jeep Grand Cherokee Altitude
Description: Silver 2026 Jeep Grand Cherokee Altitude 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSHuge Discounts! Make us an offer! 21/26 City/Highway MPG Price includes $1000 - 2026 National Bonus Cash . Exp. 06/30/2026 $1500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026 $2000 - 2026 Natl Make This The Summer Event Retail Bonus Cash . Exp. 06/30...Features:- - Quick Order Package 2BB Laredo Altitude
- - Cloth Seats
- - Laredo Altitude Appearance Package
0- Sale Price: $39,525
- MSRP $48,525
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Silver
- 4 Cyl.
- 167 Days on site

2026 Jeep Grand Cherokee Laredo Altitude
Description: Bright White Clearcoat 2026 Jeep Grand Cherokee Laredo Altitude 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSHuge Discounts! Make us an offer! 21/26 City/Highway MPG Price includes $1000 - 2026 National Bonus Cash . Exp. 06/30/2026 $1500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026 $2000 - 2026 Natl Make This The Summer Event Retail ...Features:- - Quick Order Package 2BB Laredo Altitude
- - Cloth Seats
- - Laredo Altitude Appearance Package
0- Sale Price: $39,855
- MSRP $48,855
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 70 Days on site

2026 Jeep Grand Cherokee Altitude
Description: Gray Metallic 2026 Jeep Grand Cherokee Altitude 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSHuge Discounts! Make us an offer! 21/26 City/Highway MPG Price includes $1000 - 2026 National Bonus Cash . Exp. 06/30/2026 $1500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026 $2000 - 2026 Natl Make This The Summer Event Retail Bonus Cash . Exp...Features:- - Quick Order Package 2BB Laredo Altitude
- - Cloth Seats
- - Laredo Altitude Appearance Package
0- Sale Price: $39,525
- MSRP $48,525
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Gray
- 4 Cyl.
- 164 Days on site

2026 Jeep Grand Cherokee Laredo
Description: Bright White Clearcoat 2026 Jeep Grand Cherokee Laredo 4WD 8-Speed Automatic 3.6L V6 24V VVTHuge Discounts! Make us an offer! 19/26 City/Highway MPG Price includes $2000 - 2026 Natl Make This The Summer Event Retail Bonus Cash . Exp. 06/30/2026 $2500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026Features:- - Quick Order Package 22D Laredo
- - Cloth Seats
- - Auxiliary Battery
0- Sale Price: $33,410
- MSRP $42,410
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 79 Days on site

2026 Jeep Grand Cherokee Altitude
Description: Gray Metallic 2026 Jeep Grand Cherokee Altitude 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSHuge Discounts! Make us an offer! 21/26 City/Highway MPG Price includes $1000 - 2026 National Bonus Cash . Exp. 06/30/2026 $1500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026 $2000 - 2026 Natl Make This The Summer Event Retail Bonus Cash . Exp...Features:- - Quick Order Package 2BB Laredo Altitude
- - Cloth Seats
- - Laredo Altitude Appearance Package
0- Sale Price: $39,525
- MSRP $48,525
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Gray
- 4 Cyl.
- 168 Days on site

2026 Jeep Grand Cherokee Altitude
Description: Bright White Clearcoat 2026 Jeep Grand Cherokee Altitude 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSHuge Discounts! Make us an offer! 21/26 City/Highway MPG Price includes $1000 - 2026 National Bonus Cash . Exp. 06/30/2026 $1500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026 $2000 - 2026 Natl Make This The Summer Event Retail Bonus C...Features:- - Quick Order Package 2BB Laredo Altitude
- - Cloth Seats
- - Laredo Altitude Appearance Package
0- Sale Price: $38,930
- MSRP $47,930
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 175 Days on site

2026 Jeep Grand Cherokee Limited
Description: Baltic Gray Metallic Clearcoat 2026 Jeep Grand Cherokee Limited 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSHuge Discounts! Make us an offer! Recent Arrival! 21/26 City/Highway MPG Price includes $1000 - 2026 National Bonus Cash . Exp. 06/30/2026 $1500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026 $2000 - 2026 Natl Make This The Summ...Features:- - Quick Order Package 2BE Limited
- - Limited Altitude Package
- - Capri Leatherette Seats
0- Sale Price: $42,000
- MSRP $51,000
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Gray
- 4 Cyl.
- 14 Days on site

2026 Jeep Grand Cherokee Altitude
Description: Diamond Black 2026 Jeep Grand Cherokee Altitude 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSHuge Discounts! Make us an offer! 21/26 City/Highway MPG Price includes $1000 - 2026 National Bonus Cash . Exp. 06/30/2026 $1500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026 $2000 - 2026 Natl Make This The Summer Event Retail Bonus Cash . Exp...Features:- - Quick Order Package 2BB Laredo Altitude
- - Cloth Seats
- - Laredo Altitude Appearance Package
0- Sale Price: $39,525
- MSRP $48,525
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 167 Days on site

2026 Jeep Grand Cherokee Laredo X
Description: Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee Laredo X 4WD 8-Speed Automatic 3.6L V6 24V VVTHuge Discounts! Make us an offer! 19/26 City/Highway MPG Price includes $2000 - 2026 Natl Make This The Summer Event Retail Bonus Cash . Exp. 06/30/2026 $2500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026Features:- - Quick Order Package 22J Laredo X
- - Cloth Seats
- - Auxiliary Battery
0- Sale Price: $36,500
- MSRP $45,500
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 90 Days on site

2026 Jeep Grand Cherokee Summit
Description: Bright White Clearcoat 2026 Jeep Grand Cherokee Summit 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSHuge Discounts! Make us an offer! 21/26 City/Highway MPG Price includes $1000 - 2026 National Bonus Cash . Exp. 06/30/2026 $1500 - 2026 National Retail Bonus Cash . Exp. 06/30/2026 $2000 - 2026 Natl Make This The Summer Event Retail Bonus Cas...Features:- - Quick Order Package 2CU
- - ADV Protech Group IV
- - Auxiliary Battery
0- Sale Price: $54,590
- MSRP $63,590
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 46 Days on site

2023 Jeep Grand Cherokee Laredo
Description: * CERTIFIED!! 7 YEAR - 100,000 MILE WARRANTY!!* Luxury Tech Group I* No Accidents or Damage Reported to CARFAX* Powertrain warranty* RemoteStart System * Power Liftgate * Power Sunroof * 18Inch x 8.0Inch FullyPainted Aluminum Wheels* Adaptive Cruise Control with Stop and Go* BlindSpot and CrossPath Detection* Uconnect 5 with 8.4Inch Touch Screen Di...Features:- - Luxury Tech Group I
- - Quick Order Package 22A Laredo
- - Quick Order Package 23A Laredo
0- Sale Price: $31,994
- Used
- 23,737 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 12 Days on site
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