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440 listings
  • Price Drop
    $37,299
    great price
    $5,258 below market
    • 12,973 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Honda on Grand (20 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Elmhurst, IL / 20 miles away from Naperville, 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 (17 City/22 Highway)

    Listing Information:

    VIN: 1C6HJTFG4PL577085
    Stock: 51610A
    Certified Pre-Owned: No
    Listed since: 06-26-2025

  • $33,645
    great price
    $5,015 below market
    • 56,686 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Friendly Ford (20 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Roselle, IL / 20 miles away from Naperville, 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: Yes

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6JJTEG0LL203571
    Stock: TL1216A
    Certified Pre-Owned: No
    Listed since: 05-01-2025

  • Price Drop
    $29,874
    great price
    $4,251 below market
    • 42,203 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Schaumburg Toyota (24 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Blind Spot Monitorin...
    Close

    Located in Schaumburg, IL / 24 miles away from Naperville, 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: 1C6HJTFG5LL144840
    Stock: P7684
    Certified Pre-Owned: No
    Listed since: 04-17-2025

  • Stock photo**
    $29,990
    great price
    $4,850 below market
    • 32,334 miles
    • No accidents, 2 owners, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Auto Gallery Chicago (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • Upgraded Stereo
    Close

    Located in Addison, IL / 18 miles away from Naperville, 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
    $1,936 below market
    • 19,282 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Napleton's Valley Hyundai (3 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Aurora, IL / 3 miles away from Naperville, 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

  • $39,919
    good price
    $2,471 below market
    • 9,989 miles
    • No accidents, 1 owner, personal use
    • 5'0” bed, 3.6l, 6cyl
    • Simotes Motor Sales & Service (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Minooka, IL / 18 miles away from Naperville, 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

  • Price Drop
    $29,990
    fair price
    $152 below market
    • 42,806 miles
    • No accidents, 1 owner, rental vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Elgin Chrysler Dodge Jeep RAM (19 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Streamwood, IL / 19 miles away from Naperville, 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
    $38,500
    good price
    $1,764 below market
    • 7,455 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Napleton's Aston Martin of Chicago (13 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Downers Grove, IL / 13 miles away from Naperville, IL

    CARFAX One-Owner. Bright White Clearcoat 2022 Jeep Gladiator 4D Crew Cab High Altitude 3.6L V6 24V VVT 4WD Odometer is 24017 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

  • $26,960
    good price
    $2,154 below market
    • 55,809 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Simotes Motor Sales & Service (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Minooka, IL / 18 miles away from Naperville, 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: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTAG8PL528737
    Stock: PL528737
    Certified Pre-Owned: No
    Listed since: 06-24-2025

  • $29,295
    good price
    $1,948 below market
    • 52,500 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5'0” bed, 3.6l, 6cyl
    • The Autobarn Volvo Cars Oak Park (23 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Oak Park, IL / 23 miles away from Naperville, IL

    2022 Jeep Gladiator Willys Black ClearcoatCARFAX One-Owner. Clean CARFAX.2-Door Passive Entry, Front Door Locks, Air Conditioning w/Auto Temperatu...

    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: 1C6HJTAG9NL132250
    Stock: VP3991
    Certified Pre-Owned: No
    Listed since: 02-25-2025

  • $31,495
    fair price
    $201 above market
    • 34,048 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Conway Imports (20 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Streamwood, IL / 20 miles away from Naperville, 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

  • New Listing
    $33,998
    fair price
    $1,234 above market
    • 36,129 miles
    • No accidents, 2 owners, personal use
    • 5'0” bed, 3.6l, 6cyl
    • CarMax Tinley Park (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Tinley Park, IL / 24 miles away from Naperville, 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 (17 City/22 Highway)

    Listing Information:

    VIN: 1C6HJTAG3ML513476
    Stock: 26715400
    Certified Pre-Owned: No

  • Price Drop
    $32,699
    fair price
    $201 above market
    • 30,961 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Countryside Nissan (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Countryside, IL / 18 miles away from Naperville, IL

    2023 Jeep Gladiator Overland Silver Zynith ClearcoatOdometer is 18797 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

  • New Listing
    • 4,506 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • CarMax Hillside (Eisenhower Expy) (19 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Hillside, IL / 19 miles away from Naperville, 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:

    18 Combined MPG (16 City/21 Highway)

    Listing Information:

    VIN: 1C6JJTEG0RL100627
    Stock: 26863695
    Certified Pre-Owned: No

  • $31,440
    good price
    $2,383 below market
    • 62,538 miles
    • 2 accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Hawk Ford of St Charles (15 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Blind Spot Monitorin...
    Close

    Located in Saint Charles, IL / 15 miles away from Naperville, 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

    • 4,231 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Dempsey Dodge Chrysler Jeep Ram (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Plano, IL / 18 miles away from Naperville, IL

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

    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

  • $39,450
    fair price
    $241 above market
    • 20,953 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Rizza Buick GMC (21 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Tinley Park, IL / 21 miles away from Naperville, IL

    CARFAX One-Owner. Clean CARFAX.Odometer is 10115 miles below market average!We price all of our vehicles at or below fair market value making them som...

    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: 1C6JJTBG1NL110372
    Stock: 23855T
    Certified Pre-Owned: No
    Listed since: 06-09-2025

  • Price Drop
    $34,990
    fair price
    $536 above market
    • 44,927 miles
    • No accidents, 1 owner, personal use
    • 5'0” bed, 3l, 6cyl
    • Elgin Chrysler Dodge Jeep RAM (19 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Streamwood, IL / 19 miles away from Naperville, 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

  • $35,680
    fair price
    $362 above market
    • 40,068 miles
    • No accidents, 1 owner, rental vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Dempsey Dodge Chrysler Jeep Ram (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Plano, IL / 18 miles away from Naperville, 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

  • $30,491
    fair price
    $468 above market
    • 59,840 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Dempsey Dodge Chrysler Jeep Ram (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Plano, IL / 18 miles away from Naperville, 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

    • 34,200 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3l, 6cyl
    • Auto Gallery Chicago (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Addison, IL / 18 miles away from Naperville, 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

Showing 1 - 21 out of 440 listings

Buying a Jeep Gladiator in Naperville Illinois

The Jeep Gladiator stands out as a unique option for those in Naperville, IL, especially for outdoor enthusiasts who frequent nearby parks or the picturesque Fox River. Its rugged design and exceptional off-road capability make it an ideal companion for adventurous excursions in the nearby forest preserves and trails. As the only convertible truck on the market, it offers a fun and refreshing open-air driving experience that can enhance weekend road trips or leisurely summer drives around the city. Additionally, the spacious rear seating sets it apart from many other midsize pickups, accommodating family and friends comfortably for outings.

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