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  • New Listing
    Stock photo**
    $29,990
    great price
    $4,586 below market
    • 32,334 miles
    • No accidents, 2 owners, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Auto Gallery Chicago (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • Upgraded Stereo
    Close

    Located in Addison, IL / 24 miles away from Oswego, 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

  • $30,000
    fair price
    $1,004 below market
    • 19,282 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Napleton's Valley Hyundai (8 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Aurora, IL / 8 miles away from Oswego, IL

    One Owner, Clean Car Fax, 2022 Jeep Gladiator Sport in Limited Edition Gobi Clearcoat, 110 MPH Vehicle Max Speed Calibration, 3.73 Rear Axle Ratio, 4-...

    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: 1C6HJTAG4NL167326
    Stock: P17505
    Certified Pre-Owned: No
    Listed since: 05-20-2025

  • Price Drop
    $28,849
    good price
    $3,221 below market
    • 41,316 miles
    • No accidents, 1 owner, personal use
    • 5'0” bed, 3.6l, 6cyl
    • Audi Westmont (21 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Westmont, IL / 21 miles away from Oswego, IL

    Popular Equipment PackageTransmission: 8-Speed Automatic (850Re)8.4" Radio & Premium Audio GroupBlack; Leather Trimmed Bucket SeatsAlpine Premium ...

    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: 1C6HJTFG7LL195806
    Stock: LL195806
    Certified Pre-Owned: No
    Listed since: 03-22-2025

  • Selling or trading in?

    Know what your car is worth while you shop for your next vehicle.

    See my car’s value
  • $39,919
    good price
    $2,792 below market
    • 9,989 miles
    • No accidents, 1 owner, personal use
    • 5'0” bed, 3.6l, 6cyl
    • Simotes Motor Sales & Service (14 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Minooka, IL / 14 miles away from Oswego, IL

    *Please call or text to confirm availability or if you have any questions! - 815 353 4890** **Honest Pricing** We have NO HIDDEN FEES! Many dealers ad...

    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: 1C6HJTFG2PL562973
    Stock: PL562973
    Certified Pre-Owned: No
    Listed since: 03-08-2025

  • New Listing
    $28,998
    fair price
    $573 below market
    • 51,894 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • CarMax Naperville (11 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Naperville, IL / 11 miles away from Oswego, 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: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTAG5PL535208
    Stock: 27435528
    Certified Pre-Owned: No

  • $38,950
    good price
    $1,576 below market
    • 7,455 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Napleton's Aston Martin of Chicago (20 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Downers Grove, IL / 20 miles away from Oswego, IL

    CARFAX One-Owner. Bright White Clearcoat 2022 Jeep Gladiator 4D Crew Cab High Altitude 3.6L V6 24V VVT 4WD Odometer is 26937 miles below market averag...

    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

  • $31,495
    fair price
    $423 above market
    • 34,048 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Conway Imports (24 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Streamwood, IL / 24 miles away from Oswego, IL

    Visit Conway Imports to shop our great deals. You can call 630-830-3600 to schedule your test drive today.

    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: 1C6HJTAG8ML584897
    Stock: 11985
    Certified Pre-Owned: No

  • $31,880
    fair price
    $1,740 below market
    • 62,538 miles
    • 2 accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Hawk Ford of St Charles (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Blind Spot Monitorin...
    Close

    Located in Saint Charles, IL / 18 miles away from Oswego, IL

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    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: 1C6JJTBG1LL125936
    Stock: F240545A
    Certified Pre-Owned: No
    Listed since: 04-11-2025

  • $30,890
    fair price
    $1,090 above market
    • 42,806 miles
    • No accidents, 1 owner, rental vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Elgin Chrysler Dodge Jeep RAM (24 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Streamwood, IL / 24 miles away from Oswego, 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

  • $32,999
    fair price
    $1,022 above market
    • 30,961 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Countryside Nissan (25 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Countryside, IL / 25 miles away from Oswego, IL

    2023 Jeep Gladiator Overland Silver Zynith ClearcoatOdometer is 18483 miles below market average!Countryside Nissan 5750 La Grange Rd Countryside,...

    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: 1C6HJTFG5PL564085
    Stock: X5479
    Certified Pre-Owned: No
    Listed since: 06-02-2025

  • Price Drop
    $30,491
    fair price
    $707 above market
    • 59,840 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Dempsey Dodge Chrysler Jeep Ram (12 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Plano, IL / 12 miles away from Oswego, 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

  • Price Drop
    $36,241
    fair price
    $1,043 above market
    • 40,063 miles
    • No accidents, 1 owner, rental vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Dempsey Dodge Chrysler Jeep Ram (12 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Plano, IL / 12 miles away from Oswego, 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

    • 73,769 miles
    • No accidents, 2 owners, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Conway Imports (24 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Streamwood, IL / 24 miles away from Oswego, IL

    Visit Conway Imports to shop our great deals. You can call 630-830-3600 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: 1C6JJTBG4LL161975
    Stock: 11909
    Certified Pre-Owned: No

    • 4,231 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Dempsey Dodge Chrysler Jeep Ram (12 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Plano, IL / 12 miles away from Oswego, IL

    Recent Arrival! REMAINING FULL FACTORY WARRANTY, LEATHER, 4 WHEEL DRIVE, BLACK WIDOW PACKAGE !!!, VERY RARE!!!, ONE OF KIND FIND!!!!!, LIFTED !!!! CUS...

    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: 1C6HJTFG6ML582090
    Stock: 20533A
    Certified Pre-Owned: No
    Listed since: 05-28-2025

  • New Listing
    • 44,927 miles
    • No accidents, 1 owner, personal use
    • 5'0” bed, 3l, 6cyl
    • Elgin Chrysler Dodge Jeep RAM (24 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Streamwood, IL / 24 miles away from Oswego, IL

    Black Clearcoat 2021 Jeep Gladiator Sport 4WD 8-Speed Automatic 3.0L V6 Turbodiesel 240 Amp Alternator, 7.0" Touch Screen Display, Air Conditioning w/...

    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

  • Price Drop
    • 34,200 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3l, 6cyl
    • Auto Gallery Chicago (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Addison, IL / 24 miles away from Oswego, 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:

    Listing Information:

    VIN: 1C6JJTBM6NL112060
    Stock: 7110
    Certified Pre-Owned: No
    Listed since: 06-11-2025

  • Price Drop
    $37,910
    great price
    $10,395 below market
    • 15,914 miles
    • No accidents, 1 owner, personal use
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Coon Rapids, MN / 348 miles away from Oswego, IL

    CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Ke...

    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: 1C6JJTBG0NL155853
    Stock: PNL155853
    Certified Pre-Owned: Yes

  • $41,982
    good price
    $5,085 below market
    • 7,180 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Grants Pass, OR / 1,783 miles away from Oswego, IL

    CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Ke...

    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: 1C6JJTEG4ML617860
    Stock: ML617860G
    Certified Pre-Owned: No

    • 15,845 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Houston, TX / 907 miles away from Oswego, IL

    Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Leather Seats,Navigation System,Premium Sound,Satellite Radio,T...

    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: 1C6JJTEG5PL510336
    Stock: PL510336A
    Certified Pre-Owned: No

  • $38,325
    great price
    $4,346 below market
    • 11,097 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Yuba City, CA / 1,750 miles away from Oswego, IL

    CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Rare Find,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Leather Seats,Navigation System,...

    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: 1C6JJTEG3PL557607
    Stock: PL557607T
    Certified Pre-Owned: Yes

  • $30,490
    great price
    $4,640 below market
    • 30,144 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Springfield, VA / 620 miles away from Oswego, IL

    CarFax 1-Owner,Rare Find,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Remote Start,Satellite Radio,4-Wheel D...

    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: 1C6HJTFG2ML520217
    Stock: SM105163A
    Certified Pre-Owned: No

Showing 1 - 21 out of 415 listings
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