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Used Jeep Trucks for Sale in Chicago, IL

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Items 1 to 2 of 14.

    92 Matches

    Certified 2020 Jeep Gladiator Overland

    2020 Jeep Gladiator

    • Overland
    • 60K mi
    27,581
    No Accidents
    Sponsored by South Oak Dodge Ram Chrysler Jeep
    • 25.84 mi. away
    Call
    Price Drop
    Used 2023 Jeep Gladiator Overland
    Used

    2023 Jeep Gladiator

    • Overland
    • 67K mi
    29,500
    Good Price
    Dealer Fees Included
    No Accidents
    Sponsored by Team Chrysler Dodge Jeep Ram
    • 31.08 mi. away
    Call
    Used 2025 Jeep Gladiator Sport
    Used

    2025 Jeep Gladiator

    • Sport
    • 4K mi
    35,250
    No Accidents
    Sponsored by Dial Chrysler Dodge Jeep RAM
    • 8.27 mi. away
    • Online Paperwork
    Call
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    $

    Based on 4.5% APR for mos.
    Used 2022 Jeep Gladiator Rubicon w/ LED Lighting Group
    Used

    2022 Jeep Gladiator

    • Rubicon
    • 52K mi
    34,888
    Great Price
    Dealer Fees Included
    Marino Chrysler Jeep Dodge RAM
    • 8.18 mi. away
    Call
    Used 2022 Jeep Gladiator Sport
    Used

    2022 Jeep Gladiator

    • Sport
    • 33K mi
    30,675
    Good Price
    Dealer Fees Included
    The Autobarn Mazda of Evanston
    • 11.4 mi. away
    • Online Paperwork
    Call
    New 2026 Jeep Gladiator Sport
    Consider New, Similar Payment

    2026 Jeep Gladiator

    • Sport
    • 0 mi
    47,213
    Castle Chrysler Dodge Jeep RAM of Chesterton
    • 35.85 mi. away
    • Online Paperwork
    Call
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    Used 2022 Jeep Gladiator Mojave w/ Cold Weather Group
    Used

    2022 Jeep Gladiator

    • Mojave
    • 24K mi
    37,598
    Great Price
    Dealer Fees Included
    No Accidents
    Palmen Buick GMC Cadillac of Kenosha
    • 49.65 mi. away
    • Online Paperwork
    Call
    Used 2021 Jeep Gladiator Overland
    Used

    2021 Jeep Gladiator

    • Overland
    • 38K mi
    32,798
    Great Price
    Dealer Fees Included
    No Accidents
    Toyota of Fox Lake
    • 45.34 mi. away
    • Online Paperwork
    Call
    Newly Listed
    Used 2025 Jeep Gladiator Sport
    Used

    2025 Jeep Gladiator

    • Sport
    • 14K mi
    38,367
    Good Price
    Dealer Fees Included
    No Accidents
    FOX VALLEY GMC
    • 34.08 mi. away
    • Online Paperwork
    Call
    Used 2022 Jeep Gladiator Sport
    Used

    2022 Jeep Gladiator

    • Sport
    • 27K mi
    31,753
    Dealer Fees Included
    No Accidents
    Elmhurst Chrysler Dodge Jeep Ram
    • 16.3 mi. away
    • Online Paperwork
    Call
    Used 2021 Jeep Gladiator Overland w/ Popular Equipment Package
    Used

    2021 Jeep Gladiator

    • Overland
    • 68K mi
    26,301
    Great Price
    Dealer Fees Included
    No Accidents
    Ron Westphal Chevrolet
    • 35.34 mi. away
    • Online Paperwork
    Call
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    Used 2022 Jeep Gladiator Sport
    Used

    2022 Jeep Gladiator

    • Sport
    • 59K mi
    29,113
    Great Price
    Dealer Fees Included
    No Accidents
    Zeigler Chrysler Dodge Jeep RAM of Schaumburg
    • 26.01 mi. away
    • Online Paperwork
    Call
    Used 2020 Jeep Gladiator Rubicon
    Used

    2020 Jeep Gladiator

    • Rubicon
    • 33K mi
    35,800
    No Accidents
    Private Seller Exchange
    • 43.38 mi. away
    • Buy Online. Clean title. No Hassle
    Used 2023 Jeep Gladiator Sport
    Used

    2023 Jeep Gladiator

    • Sport
    • 35K mi
    31,717
    Great Price
    Dealer Fees Included
    No Accidents
    Fox Valley Volkswagen
    • 32.03 mi. away
    • Online Paperwork
    Call
    Used 2023 Jeep Gladiator Overland
    Used

    2023 Jeep Gladiator

    • Overland
    • 44K mi
    33,694
    Dealer Fees Included
    Elmhurst Chrysler Dodge Jeep Ram
    • 16.3 mi. away
    • Online Paperwork
    Call
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    Used 2023 Jeep Gladiator Mojave w/ Trailer Tow Package
    Used

    2023 Jeep Gladiator

    • Mojave
    • 40K mi
    34,903
    Great Price
    Dealer Fees Included
    No Accidents
    Elgin Toyota
    • 31.43 mi. away
    Call
    Used 2022 Jeep Gladiator Mojave w/ LED Lighting Group
    Used

    2022 Jeep Gladiator

    • Mojave
    • 18K mi
    37,607
    Great Price
    Dealer Fees Included
    No Accidents
    Napletons Arlington Heights Chrysler Dodge Jeep RAM
    • 25.99 mi. away
    Call
    Used 2020 Jeep Gladiator Overland
    Used

    2020 Jeep Gladiator

    • Overland
    • 32K mi
    29,654
    Great Price
    Dealer Fees Included
    No Accidents
    Buss Ford Lincoln
    • 45.27 mi. away
    Call
    Used 2020 Jeep Gladiator Sport w/ Quick Order Package 24S
    Used

    2020 Jeep Gladiator

    • Sport
    • 58K mi
    25,995
    Berman Star Nissan
    • 11.7 mi. away
    Call
    Used 2021 Jeep Gladiator Overland w/ Popular Equipment Package
    Used

    2021 Jeep Gladiator

    • Overland
    • 48K mi
    29,995
    No Accidents
    Berman Star Nissan
    • 11.7 mi. away
    Call
    Used 2020 Jeep Gladiator Overland
    Used

    2020 Jeep Gladiator

    • Overland
    • 69K mi
    26,964
    Great Price
    Dealer Fees Included
    No Accidents
    Castle Chrysler Dodge Jeep RAM
    • 35.85 mi. away
    • Online Paperwork
    Call
    Newly Listed
    Used 2021 Jeep Gladiator Rubicon
    Used

    2021 Jeep Gladiator

    • Rubicon
    • 70K mi
    37,853
    Dealer Fees Included
    No Accidents
    Arlington Heights Buick GMC
    • 25.76 mi. away
    Call
    Used 2025 Jeep Gladiator Sport
    Used

    2025 Jeep Gladiator

    • Sport
    • 6K mi
    42,404
    Good Price
    Dealer Fees Included
    No Accidents
    Martin Chevrolet Inc.
    • 41.88 mi. away
    Call
    Used 2022 Jeep Gladiator Sport
    Used

    2022 Jeep Gladiator

    • Sport
    • 68K mi
    28,256
    Dealer Fees Included
    No Accidents
    Elmhurst Chrysler Dodge Jeep Ram
    • 16.3 mi. away
    • Online Paperwork
    Call
    Used 2022 Jeep Gladiator Mojave w/ Trailer Tow Package
    Used

    2022 Jeep Gladiator

    • Mojave
    • 38K mi
    40,299
    Dealer Fees Included
    No Accidents
    Terry's Ford
    • 38.34 mi. away
    • Online Paperwork
    Call
    Used 2023 Jeep Gladiator Rubicon
    Used

    2023 Jeep Gladiator

    • Rubicon
    • 45K mi
    32,310
    No Accidents
    Berman Chrysler Dodge Jeep RAM
    • 11.79 mi. away
    • Online Paperwork
    Call
    Used 2025 Jeep Gladiator Sport
    Used

    2025 Jeep Gladiator

    • Sport
    • 4K mi
    35,250
    No Accidents
    Dial Chrysler Dodge Jeep RAM
    • 8.27 mi. away
    • Online Paperwork
    Call
    Price Drop
    Used 2023 Jeep Gladiator Overland
    Used

    2023 Jeep Gladiator

    • Overland
    • 67K mi
    29,500
    Good Price
    Dealer Fees Included
    No Accidents
    Team Chrysler Dodge Jeep Ram
    • 31.08 mi. away
    Call
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