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  • $29,990
    great price
    $4,492 below market
    • 32,334 miles
    • No accidents, 2 owners, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Auto Gallery Chicago (88 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • Upgraded Stereo
    Close

    Located in Addison, IL / 88 miles away from Freeport, IL

    Visit Auto Gallery of Chicago to shop our great deals. You can call 630-628-1400 to schedule your test drive today.

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTAG3ML549457
    Stock: 7114
    Certified Pre-Owned: No
    Listed since: 06-17-2025

  • $37,000
    great price
    $4,155 below market
    • 7,455 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Napleton's Aston Martin of Chicago (91 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Downers Grove, IL / 91 miles away from Freeport, IL

    CARFAX One-Owner. Priced below KBB Fair Purchase Price! Bright White Clearcoat 2022 Jeep Gladiator 4D Crew Cab High Altitude 3.6L V6 24V VVT 4WD Odome...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 1C6HJTFG4NL151751
    Stock: AMH2444A
    Certified Pre-Owned: No
    Listed since: 05-03-2025

  • Price Drop
    $32,590
    great price
    $4,305 below market
    • 24,493 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Zeigler Toyota of Racine (91 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Mount Pleasant, WI / 91 miles away from Freeport, IL

    One Owner - Clean History Report Showing No Accidents ++, Apple CarPlay + Android CarPlay ++, #1 Seat Foam Cushion, 240 Amp Alternator, Black 3-Piece ...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTFG7NL101328
    Stock: NL101328
    Certified Pre-Owned: No
    Listed since: 06-07-2025

  • New Listing
    Stock photo**
    $29,990
    great price
    $5,163 below market
    • 101,560 miles
    • No accidents, 2 owners, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Elgin Chrysler Dodge Jeep RAM (79 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Streamwood, IL / 79 miles away from Freeport, IL

    1. Overview & Key PointsDiscover the ultimate blend of rugged capability, premium comfort, and offroad performance with this 2021 Jeep Gladiator Mojav...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6JJTEGXML568700
    Stock: F13324A
    Certified Pre-Owned: No
    Listed since: 07-30-2025

  • $38,822
    fair price
    $942 below market
    • 2,513 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Don Miller Chrysler Jeep Dodge Ram (52 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Madison, WI / 52 miles away from Freeport, IL

    Odometer is 18645 miles below market average! ^^^PREVIOUS COURTESY CAR^^^, ***Blind Spot Monitoring***, ***Apple Car Play/Google Android Auto***, 125 ...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTAG7PL574754
    Stock: 9171P
    Certified Pre-Owned: Yes
    Listed since: 06-28-2025

  • Price Drop
    $27,995
    good price
    $1,482 below market
    • 46,963 miles
    • No accidents, 1 owner, personal use
    • 5'0” bed, 3.6l, 6cyl
    • Napleton's Arlington Heights Chrysler Jeep Dodge Ram (85 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Arlington Heights, IL / 85 miles away from Freeport, IL

    2021 Jeep Gladiator Willys V6 Bright White Clearcoat 4WD * ONE OWNER CLEAN CARFAX *** Anti-Spin Differential Rear Axle, Convenience Group, Technology ...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTAG2ML572101
    Stock: PM7392
    Certified Pre-Owned: No
    Listed since: 06-25-2025

  • $26,829
    good price
    $2,804 below market
    • 59,840 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Dempsey Dodge Chrysler Jeep Ram (71 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Plano, IL / 71 miles away from Freeport, IL

    Recent Arrival! Gladiator Overland, Quick Order Package 24G.Dempsey's has the Lowest Tax Rate in the State!

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTFGXNL164455
    Stock: P7083
    Certified Pre-Owned: No
    Listed since: 04-02-2025

  • New Listing
    $23,500
    good price
    $2,100 below market
    • 81,090 miles
    • No accidents, 2 owners, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Zimbrick Buick GMC Eastside (61 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Madison, WI / 61 miles away from Freeport, IL

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTAG2LL150652
    Stock: UN13937
    Certified Pre-Owned: No
    Listed since: 04-26-2025

  • $31,590
    good price
    $2,101 below market
    • 44,930 miles
    • No accidents, 1 owner, personal use
    • 5'0” bed, 3l, 6cyl
    • Elgin Chrysler Dodge Jeep RAM (79 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Streamwood, IL / 79 miles away from Freeport, IL

    2021 Jeep Gladiator Sport 4WD 3.0L V6 EcoDieselMileage: 44,930 milesExterior Color: Black ClearcoatInterior: Black ClothDrivetrain: 4WDTransmission: 8...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 1C6JJTAM7ML600143
    Stock: F13249A
    Certified Pre-Owned: No
    Listed since: 09-28-2024

  • $28,900
    good price
    $1,541 below market
    • 42,385 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Majeski Motors of Sterling (35 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Sterling, IL / 35 miles away from Freeport, IL

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6JJTAG5LL212871
    Stock: 11736
    Certified Pre-Owned: No
    Listed since: 05-18-2023

  • $31,595
    good price
    $1,437 below market
    • 31,172 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Napleton Chevrolet St. Charles (74 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Saint Charles, IL / 74 miles away from Freeport, IL

    The Napleton Auto Group promotes a no pressure buying experience that puts the customer in charge of the buying process, and for over 80 years, the Na...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTAG7NL130075
    Stock: 25438A
    Certified Pre-Owned: No
    Listed since: 07-05-2025

  • $39,990
    fair price
    $574 below market
    • 22,550 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Carvana - Chicago (66 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Chicago, IL / 66 miles away from Freeport, IL

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6JJTBG4NL166323
    Stock: 2003920650
    Certified Pre-Owned: No
    Listed since: 07-25-2025

  • Price Drop
    $33,998
    fair price
    $1,284 below market
    • 32,041 miles
    • No accidents, 1 owner, personal use
    • 5'0” bed, 3.6l, 6cyl
    • CarMax Kenosha (87 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Kenosha, WI / 87 miles away from Freeport, IL

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: Yes

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTAG7NL150343
    Stock: 27589071
    Certified Pre-Owned: No

  • Price Drop
    $32,990
    fair price
    $50 below market
    • 31,774 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Carvana - Chicago (66 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Chicago, IL / 66 miles away from Freeport, IL

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6JJTAG9ML568323
    Stock: 2003925108
    Certified Pre-Owned: No
    Listed since: 07-25-2025

  • $28,990
    fair price
    $55 below market
    • 42,806 miles
    • No accidents, 1 owner, rental vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Elgin Chrysler Dodge Jeep RAM (79 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Streamwood, IL / 79 miles away from Freeport, IL

    Granite Crystal Metallic Clearcoat 2023 Jeep Gladiator Overland 4WD 8-Speed Automatic 3.6L V6 24V VVT Navigation System, Quick Order Package 24G Overl...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 1C6HJTFGXPL523340
    Stock: XB3587
    Certified Pre-Owned: No
    Listed since: 05-30-2025

  • Price Drop
    $54,998
    fair price
    $1,191 above market
    • 2,037 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • CarMax Hillside (Eisenhower Expy) (94 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Hillside, IL / 94 miles away from Freeport, IL

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: Yes

    Features and Specs:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 1C6RJTEG9SL511081
    Stock: 27550282
    Certified Pre-Owned: No

  • New Listing
    $30,998
    fair price
    $110 below market
    • 39,600 miles
    • No accidents, 1 owner, personal use
    • 5'0” bed, 3.6l, 6cyl
    • CarMax Milwaukee (99 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Milwaukee, WI / 99 miles away from Freeport, IL

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: Yes

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTAG9NL174630
    Stock: 27678010
    Certified Pre-Owned: No

  • Price Drop
    $30,990
    fair price
    $17 below market
    • 54,861 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Carvana - Chicago (66 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Chicago, IL / 66 miles away from Freeport, IL

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTAG1NL170264
    Stock: 2003889905
    Certified Pre-Owned: No
    Listed since: 07-25-2025

  • $35,680
    fair price
    $54 below market
    • 40,068 miles
    • No accidents, 1 owner, rental vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Dempsey Dodge Chrysler Jeep Ram (71 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Plano, IL / 71 miles away from Freeport, IL

    Recent Arrival! TOUCHSCREEN AUDIO DISPLAY, 4 WHEEL DRIVE, Gladiator High Altitude, 3.6L V6 24V VVT, 4WD, ABS 4-Wheel HD Disc Brakes w/CI Knuckle, Blin...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 1C6HJTFGXPL550358
    Stock: P7120
    Certified Pre-Owned: No
    Listed since: 06-04-2025

  • New Listing
    $33,990
    fair price
    $1,563 below market
    • 37,845 miles
    • No accidents, 1 owner, personal use
    • 5'0” bed, 3.6l, 6cyl
    • Fields Chrysler Jeep Dodge Ram (94 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Glenview, IL / 94 miles away from Freeport, IL

    Fields Chrysler Jeep Dodge Ram and SRT of Glenview carries a wide array of used cars, as well as certified pre-owned Chrysler, Jeep and Dodge vehicles...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTFG2ML584144
    Stock: P7731
    Certified Pre-Owned: No
    Listed since: 07-31-2025

  • Price Drop
    $35,895
    fair price
    $496 above market
    • 22,488 miles
    • No accidents, 1 owner, personal use
    • 5'0” bed, 3.6l, 6cyl
    • Jack Phelan Chrysler Dodge Jeep Ram (98 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Blind Spot Monitorin...
    • Tire Pressure Warnin...
    Close

    Located in Countryside, IL / 98 miles away from Freeport, IL

    ** Alloy Wheels / Premium Wheels, ** Apple CarPlay/Android Auto, ** Automatic Emergency Braking, ** Backup Camera, ** Blind Spot Monitor, ** Bluetooth...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: Yes

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTAGXML550959
    Stock: P4240
    Certified Pre-Owned: Yes
    Listed since: 07-27-2025

Showing 1 - 21 out of 427 listings
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