383 Used cars for sale near
Invalid ZIP
- Selection of the controls below will refresh the page with new results
- 25 miles
- 50 miles
- 75 miles
- 100 miles
- 150 miles
- 200 miles
- 250 miles
- 500 miles
- unlimited
383 Used cars for sale near Winthrop Harbor +50 miles
SortFilter
- Used
- Jeep
- Selection of the controls below will refresh the page with new results
- Most Relevant
- Price High to Low
- Price Low to High
- Distance Near to Far
- Distance Far to Near
- Newest
- Year Newest
- Year Oldest
- Miles Low to High
- Miles High to Low
Standard Sellers
2024 Jeep Wrangler Sport S
Description: Certified. Corning Gorilla Glass, Full Speed Forward Collision Warning Plus, Power Heated Mirrors, Radio Uconnect 5 w/12.3 Display. CARFAX One-Owner. 2024 Jeep Wrangler Sport S 4WD High Velocity ClearcoatFCA US LLC Certified Pre-Owned Details * Roadside Assistance * Warranty Deductible $100 * 125 Point Inspection * Limited Warranty 3 Month/3,00...Features:- - Quick Order Package 24S Sport S
- - Technology Group
- - 8 Speakers
0- Sale Price: $29,988
- Used
- 34,889 Mi.
- Automatic
- 4WD-AWD
- -
- 6 Cyl.
- 12 Days on site
2025 Jeep Compass Trailhawk
Description: Recent Arrival! POWER WINDOWS AND LOCKS*, CARPLAY/ ANDROID AUTO*, BLUETOOTH*, PRE-CERTIFIED**, NON-SMOKER*, 4X4*, ONE OWNER*, CLEAN CARFAX*, PANORAMIC SUNROOF*, BACKUP CAMERA*, ADAPTIVE CRUISE CONTROL*, REAR PARKING SENSORS*, BLINDSPOT*, FORWARD COLLISION WARNING*, 10.1 NAVIGATION DISPLAY*, FOG LIGHTS*, HEATED SEATS*, HEATED STEERING WHEEL*, ALPINE...Features:- - GPS Navigation
- - Driver Assist Group I
- - Quick Order Package 29E
0- Sale Price: $26,000
- Used
- 20,490 Mi.
- Automatic
- 4WD-AWD
- Blue
- 4 Cyl.
- 40 Days on site
2025 Jeep Grand Cherokee L Overland
Description: Certified. CARPLAY/ ANDROID AUTO*, BLUETOOTH*, PRE-CERTIFIED**, NON-SMOKER*, 4X4*, ONE OWNER*, CLEAN CARFAX*, PANORAMIC SUNROOF*, BACKUP CAMERA*, REAR PARKING SENSORS*, BLINDSPOT*, FORWARD COLLISION WARNING*, 10.1 NAVIGATION DISPLAY*, HARD TO FIND ONE OF THESE AROUND*, LOW MILES*, FOG LIGHTS*, HID HEADLIGHTS*, HEATED SEATS*, HEATED STEERING WHEEL*,...Features:- - Navigation System
- - Luxury Tech Group IV
- - Quick Order Package 23N
0- Sale Price: $46,895
- Used
- 14,217 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 84 Days on site
2025 Jeep Compass Latitude
Description: Certified. Recent Arrival! POWER WINDOWS AND LOCKS*, CARPLAY/ ANDROID AUTO*, BLUETOOTH*, PRE-CERTIFIED**, NON-SMOKER*, 4X4*, ONE OWNER*, CLEAN CARFAX*, BACKUP CAMERA*, ADAPTIVE CRUISE CONTROL*, BLINDSPOT*, FORWARD COLLISION WARNING*, 8.4 DISPLAY*, LOW MILES*, FOG LIGHTS*, HEATED SEATS*, HEATED STEERING WHEEL*, REMOTE START*, BLACKHAWKS LEASE RETURN...Features:- - Altitude Special Edition
- - Quick Order Package 29J
- - 6 Speakers
0- Sale Price: $23,895
- Used
- 5,111 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 40 Days on site
2025 Jeep Wrangler Rubicon
Description: Recent Arrival! POWER WINDOWS AND LOCKS*, CARPLAY/ ANDROID AUTO*, BLUETOOTH*, PRE-CERTIFIED**, NON-SMOKER*, 4X4*, ONE OWNER*, CLEAN CARFAX*, BACKUP CAMERA*, ADAPTIVE CRUISE CONTROL*, FORWARD COLLISION WARNING*, HARD TO FIND ONE OF THESE AROUND*, FOG LIGHTS*, PREMIUM LIGHTING*, PREMIUM SOUND*, 4-Wheel Disc Brakes, 4.10 Rear Axle Ratio, Air Condition...Features:- - Quick Order Package 22R Rubicon
- - 8 Speakers
- - AM/FM radio SiriusXM
0- Sale Price: $41,250
- Used
- 20,390 Mi.
- Automatic
- 4WD-AWD
- Blue
- 4 Cyl.
- 47 Days on site
2022 Jeep Gladiator Willys
Description: Recent Arrival! WILLYS*, POWER WINDOWS AND LOCKS*, CARPLAY/ ANDROID AUTO*, BLUETOOTH*, PRE-CERTIFIED**, NON-SMOKER*, 4X4*, ONE OWNER*, CLEAN CARFAX*, BACKUP CAMERA*, 8.4 NAVIGATION*, FOG LIGHTS*, BLACK PAINTED WHEELS*, ALPINE PREMIUM AUDIO*, TRAILER TOW PACKAGE*, REMOTE START*, 1-Year SiriusXM Guardian Trial, 115V Auxiliary Power Outlet, 2-Door Pas...Features:- - GPS Navigation
- - 8.4 IN Radio & Premium Audio Group
- - Convenience Group
0- Sale Price: $29,300
- Used
- 59,290 Mi.
- Automatic
- 4WD-AWD
- Blue
- 6 Cyl.
- 40 Days on site
2023 Jeep Wrangler Sahara 4xe
Description: Recent Arrival! POWER WINDOWS AND LOCKS*, CARPLAY/ ANDROID AUTO*, BLUETOOTH*, PRE-CERTIFIED**, NON-SMOKER*, 4X4*, ONE OWNER*, CLEAN CARFAX*, BACKUP CAMERA*, HARD TO FIND ONE OF THESE AROUND*, LOW MILES*, SIDE STEPS*, HEATED SEATS*, HEATED STEERING WHEEL*, TRAILER TOW PACKAGE*, REMOTE START*, 2.0L I4 DOHC, 4-Wheel Disc Brakes, 7 & 4 Pin Wiring Harne...Features:- - Navigation System
- - Cold Weather Group
- - Quick Order Package 29P Sahara
0- Sale Price: $31,500
- Used
- 19,938 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 40 Days on site
2025 Jeep Grand Cherokee Limited
Description: Certified. Recent Arrival! POWER WINDOWS AND LOCKS*, CARPLAY/ ANDROID AUTO*, BLUETOOTH*, PRE-CERTIFIED**, NON-SMOKER*, 4X4*, ONE OWNER*, CLEAN CARFAX*, PANORAMIC SUNROOF*, BACKUP CAMERA*, ADAPTIVE CRUISE CONTROL*, REAR PARKING SENSORS*, BLINDSPOT*, FORWARD COLLISION WARNING*, 10.1 NAVIGATION DISPLAY*, LOWEST MILES IN 500 MILES*, FOG LIGHTS*, BLACK ...Features:- - Navigation System
- - Black Appearance Package
- - Quick Order Package 22E
0- Sale Price: $39,700
- Used
- 2,425 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 40 Days on site
2024 Jeep Grand Cherokee L Summit
Description: This 2024 Jeep Grand Cherokee L Summit is a true standout in the luxury SUV segment. Boasting a commanding presence and a wealth of premium features, this Grand Cherokee L is the epitome of refined capability.- 10.1 NAVIGATION DISPLAY* - ADAPTIVE CRUISE CONTROL* - BACKUP CAMERA* - BLINDSPOT* - BLUETOOTH* - CARPLAY/ ANDROID AUTO* - FOG LIGHTS* - FOR...Features:- - Navigation System
- - Advanced Protech Group IV
- - High Altitude Package
0- Sale Price: $54,891
- Used
- 15,772 Mi.
- Automatic
- 4WD-AWD
- White
- 8 Cyl.
- 21 Days on site
2023 Jeep Compass Altitude
Description: Experience the perfect blend of style and capability with this 2023 Jeep Compass Altitude. Boasting a host of premium features, this SUV is ready to elevate your driving experience.- 4X4*- ALTITUDE PKG*- BACKUP CAMERA*- BLINDSPOT*- BLUETOOTH*- CARPLAY/ ANDROID AUTO*- CLEAN CARFAX*- FOG LIGHTS*- HEATED SEATS*- HEATED STEERING WHEEL*- LANE DEPARTURE ...Features:- - Convenience Group
- - Quick Order Package 29B Altitude
- - Black Roof
0- Sale Price: $24,391
- Used
- 19,313 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 19 Days on site
2024 Jeep Grand Cherokee L Altitude X
Description: Recent Arrival! POWER WINDOWS AND LOCKS*, CARPLAY/ ANDROID AUTO*, BLUETOOTH*, PRE-CERTIFIED**, NON-SMOKER*, 4X4*, ONE OWNER*, CLEAN CARFAX*, SUNROOF*, BACKUP CAMERA*, REAR PARKING SENSORS*, BLINDSPOT*, BLACK PAINTED WHEELS*, HEATED SEATS*, HEATED STEERING WHEEL*, TRAILER TOW PACKAGE*, REMOTE START*, POWER LIFTGATE*, PREMIUM LIGHTING*, PREMIUM SOUND...Features:- - Quick Order Package 22M Altitude X (DISC)
- - Trailer Tow Package
- - 6 Speakers
0- Sale Price: $32,591
- Used
- 59,544 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 7 Days on site
2023 Jeep Compass High Altitude
Description: Recent Arrival! CARPLAY/ ANDROID AUTO*, BLUETOOTH*, PRE-CERTIFIED**, NON-SMOKER*, 4X4*, ONE OWNER*, PANORAMIC SUNROOF*, BACKUP CAMERA*, BLINDSPOT*, FOG LIGHTS*, BLACK PAINTED WHEELS*, REMOTE START*, POWER LIFTGATE*, PREMIUM LIGHTING*, PREMIUM SOUND*, 4WD, 4-Wheel Disc Brakes, Air Conditioning, Apple CarPlay/Android Auto, Body Color Roof, Four wheel...Features:- - GPS Navigation
- - Elite Interior Group High Altitude
- - High Altitude Package
0- Sale Price: $26,200
- Used
- 30,347 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 51 Days on site
2022 Jeep Cherokee Limited
Description: Certified. Recent Arrival! CARPLAY/ ANDROID AUTO*, BLUETOOTH*, PRE-CERTIFIED**, 4X4*, ONE OWNER*, CLEAN CARFAX*, PANORAMIC SUNROOF*, BACKUP CAMERA*, REAR PARKING SENSORS*, BLINDSPOT*, FORWARD COLLISION WARNING*, 8.4 NAVIGATION*, HARD TO FIND ONE OF THESE AROUND*, FOG LIGHTS*, HEATED SEATS*, HEATED STEERING WHEEL*, REMOTE START*, POWER LIFTGATE*, PR...Features:- - GPS Navigation
- - Elite Package
- - Quick Order Package 26G
0- Sale Price: $23,500
- Used
- 46,771 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 53 Days on site
2024 Jeep Compass Limited
Description: Certified. 4WD, 10.1 Touchscreen Display, Heated front seats, Illuminated entry, Leatherette Seats. CARFAX One-Owner. 2024 Jeep Compass Limited 4WD Diamond Black Crystal PearlcoatFCA US LLC Certified Pre-Owned Details * 125 Point Inspection * Vehicles Up to 75,000 Miles and/or 5 Model Years. 24-Hour Towing & Roadside Assistance, Car Rental Allowa...Features:- - Quick Order Package 29G Limited
- - 6 Speakers
- - AM/FM radio SiriusXM
0- Sale Price: $22,967
- Used
- 25,908 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 12 Days on site
2024 Jeep Grand Cherokee Summit Reserve
Description: Experience the pinnacle of luxury and capability in this stunning 2024 Jeep Grand Cherokee Summit Reserve. Meticulously maintained and expertly certified, this remarkable SUV is ready to elevate your driving experience.- 4X4*- BACKUP CAMERA*- BLINDSPOT*- BLUETOOTH*- CARPLAY/ ANDROID AUTO*- CLEAN CARFAX*- FOG LIGHTS*- FORWARD COLLISION WARNING*- HEA...Features:- - Navigation System
- - Quick Order Package 23U Summit Reserve
- - 10 Speakers
0- Sale Price: $46,888
- Used
- 33,603 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 40 Days on site
2023 Jeep Grand Cherokee Limited
Description: * No Accidents or Damage Reported to CARFAX* CARFAX 1-Owner Vehicle* Powertrain warranty* Trailer Tow Prep Group* Ventilated Front Seats * Intersection CollisionAssist System * 20inch x 8.5Inch GlossBlack Painted Alum Wheels * 10.1Inch Rear Entertainment Screens * 9 Amplified Speakers with Subwoofer * DualPane Panoramic Sunroof * Power Liftgate* Re...Features:- - Navigation System
- - Black Appearance Package
- - Luxury Tech Group II
0- Sale Price: $31,494
- Used
- 51,081 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 2 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: $29,694
- Used
- 28,428 Mi.
- Automatic
- 4WD-AWD
- White
- 8 Cyl.
- 28 Days on site
2025 Jeep Wrangler Rubicon X 4xe
Description: * CARFAX 1-Owner vehicle* Bumper to bumper warranty* Powertrain warranty* BlindSpot and CrossPath Detection * RemoteStart System * Warn Winch* Performance Suspension* Regenerative AntiLock 4Wheel Disc Brakes* Uconnect 5 Nav with 12.3Inch Touch Screen Display * Heated Front Seats * Heated Steering Wheel * Acoustic Front SeatArea CarpetFeatures:- - GPS Navigation
- - Convenience Group
- - Quick Order Package 29Y Rubicon X 4xe
0- Sale Price: $42,994
- Used
- 20,814 Mi.
- Automatic
- 4WD-AWD
- Blue
- 4 Cyl.
- 47 Days on site
2026 Jeep Wrangler Sport
Description: * CERTIFIED!! 7 YEAR - 100,000 MILE WARRANTY!!* No Accidents or Damage Reported to CARFAX* CARFAX 1-Owner Vehicle* Bumper to bumper warranty* Powertrain warranty* Heated Front Seats * Heated Steering Wheel * RemoteStart System * Black 3Piece Hard Top* Uconnect 5 with 12.3Inch Touch Screen Display* Apple CarPlayGoogle Android Auto* 17Inch x 7.5Inch ...Features:- - Convenience Group
- - Quick Order Package 23W Willys
- - 8 Speakers
0- Sale Price: $37,594
- Used
- 10,010 Mi.
- Automatic
- 4WD-AWD
- -
- 4 Cyl.
- 33 Days on site
2022 Jeep Wrangler Unlimited Sahara 4xe
Description: * No Accidents or Damage Reported to CARFAX* CARFAX 1-Owner vehicle* Powertrain warranty* Cold Weather Group * Safety Group * Sky OneTouch PowerTop * Advanced Safety Group* 20Inch x 8.0Inch FullyPainted Aluminum Wheels* LED Lighting Group* Uconnect 4C NAV with 8.4Inch Display* 600Amp Maintenance Free Battery* Apple CarPlayGoogle Android AutoFeatures:- - Navigation System
- - Advanced Safety Group
- - Cold Weather Group
0- Sale Price: $28,794
- Used
- 54,006 Mi.
- Automatic
- 4WD-AWD
- Green
- 4 Cyl.
- 77 Days on site
2025 Jeep Grand Wagoneer L Series II Obsidian
Description: * JEEP CERTIFIED!! 7 YEAR - 100,000 MILE WARRANTY!!* No Accidents or Damage Reported to CARFAX* CARFAX 1-Owner vehicle* Bumper to bumper warranty* Powertrain warranty* QuadraLift Air Suspension* 360 SurroundView Camera* Uconnect 5 Nav with 12.0Inch Touch Screen Display* Ventilated Front Seats* Massaging Driver SeatMassaging Front Passenger Seat* Tr...Features:- - Navigation System
- - Quick Order Package 28T Obsidian
- - Two Tone Paint Group
0- Sale Price: $76,494
- Used
- 15,730 Mi.
- Automatic
- 4WD-AWD
- Silver
- 6 Cyl.
- 54 Days on site
2024 Jeep Wagoneer Series II Carbide
Description: * CERTIFIED!! 7 YEAR - 100,000 MILE WARRANTY!!* No Accidents Reported* 1-Owner Vehicle* Bumper to bumper warranty* Powertrain warranty* TriPane Panoramic Sunroof * RearSeat Entertainment Group * 20Inch GlossBlack Painted Aluminum Wheels * HandsFree Power Liftgate* Class IV ReceiverHitch* Body SideSteps* RemoteStart System* GPS Navigation* Ventilate...Features:- - Navigation System
- - Carbide Appearance Package
- - Flexible Seating Group
0- Sale Price: $52,994
- Used
- 34,998 Mi.
- Automatic
- 4WD-AWD
- -
- 6 Cyl.
- 137 Days on site
Customize your budget
Monthly budget search results are estimated, based on a -month loan term with $ down payment, $ trade-in value, and % APR. Inputs can be personalized using the calculator. Payment calculations are only an estimate and do not include tax, title, or other fees.