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Used Chevrolet Silverado 1500 Custom Trail Boss for Sale in Des Plaines, IL

60016
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Items 1 to 2 of 10.
    Sponsored by Castle Chevrolet
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    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    48,633
    MSRP$56,760
    Similar Match
    Castle Chevrolet
    (331) 826-0352
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    64View Vehicles

    13 Matches

    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2022 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 59K mi
    31,544
    See payment
    Great Price
    No Accidents
    Sponsored by Ray Chevrolet
    • 28.75 mi. away
    • Online Paperwork
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    Newly Listed
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2020 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 60K mi
    32,902
    See payment
    Good Price
    No Accidents
    Sponsored by Ray Chevrolet
    • 28.75 mi. away
    • Online Paperwork
    Call
    Newly Listed
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2019 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 125K mi
    24,500
    See payment
    No Accidents
    Private Seller Exchange
    • 7.16 mi. away
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    Based on 4.5% APR for mos.Update Settings
    Newly Listed
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2020 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 60K mi
    32,902
    See payment
    Good Price
    No Accidents
    Ray Chevrolet
    • 28.75 mi. away
    • Online Paperwork
    Call
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2022 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 59K mi
    31,544
    See payment
    Great Price
    No Accidents
    Ray Chevrolet
    • 28.75 mi. away
    • Online Paperwork
    Call
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    Consider New, Similar Payment

    2026 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 10 mi
    47,820
    City Chevrolet of Grayslake
    • 21.32 mi. away
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    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2022 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 41K mi
    33,877
    See payment
    Great Price
    No Accidents
    Castle Chrysler Dodge Jeep Ram of Naperville
    • 24.66 mi. away
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    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2022 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 81K mi
    35,213
    See payment
    No Accidents
    Castle Chevrolet North
    • 5.3 mi. away
    • Online Paperwork
    • Delivery
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    Price Drop
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2020 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 52K mi
    35,400
    See payment
    No Accidents
    Main Street Motors - IN
    • 48.54 mi. away
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    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 16K mi
    45,812
    See payment
    No Accidents
    Packey Webb Ford
    • 18.11 mi. away
    • Delivery
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    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2019 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 88K mi
    27,927
    See payment
    Great Price
    No Accidents
    GRAFF FORD OF CHESTERTON
    • 50.17 mi. away
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    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2025 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 10K mi
    36,200
    See payment
    AutoSavvy of Merrillville
    • 47.15 mi. away
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    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 128K mi
    25,377
    See payment
    No Accidents
    Your Choice Auto Sales
    • 38.21 mi. away
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    Newly Listed
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ Safety Confidence Package
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 51K mi
    36,982
    See payment
    Great Price
    No Accidents
    GRAFF FORD OF CHESTERTON
    • 50.17 mi. away
    Call
    Newly Listed
    Certified 2024 Chevrolet Silverado 1500 Custom Trail Boss
     CarBravo Certified

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 14K mi
    41,919
    See payment
    Good Price
    Dealer
    • 24.5 mi. away
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    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ Safety Confidence Package
    Ford Blue Certified

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 104K mi
    27,877
    See payment
    No Accidents
    Dealer
    • 35.05 mi. away
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