Skip to vehicle Listings
Online car buying built around you. Shop Now

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

60016
Filters (4)
Items 1 to 2 of 10.
    Sponsored by Castle Chevrolet
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    48,633
    MSRP$56,760
    Similar Match
    Dealer Logo
    64View Vehicles

    13 Matches

    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 59K mi
    31,544
    See payment
    Great Price
    Newly Listed
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 60K mi
    32,902
    See payment
    Good Price
    Newly Listed
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 125K mi
    24,500
    See payment
    My Wallet
    Find it Fast.
    Keep it Affordable.
    Credit Score
    Verify My Credit
    Trade-In Value
    Get My Kelley Blue Book® CarValue
    Get My Payoff Quote
    Get My Kelley Blue Book® Car Value
    $
    Based on 4.5% APR for mos.Update Settings
    Newly Listed
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 60K mi
    32,902
    See payment
    Good Price
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 59K mi
    31,544
    See payment
    Great Price
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    Consider New, Similar Payment
    • Custom Trail Boss
    • 10 mi
    Advertisement
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 41K mi
    33,877
    See payment
    Great Price
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 81K mi
    35,213
    See payment
    Price Drop
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 52K mi
    35,400
    See payment
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 16K mi
    45,812
    See payment
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 88K mi
    27,927
    See payment
    Great Price
    Advertisement
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 10K mi
    36,200
    See payment
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used
    • Custom Trail Boss
    • 128K mi
    25,377
    See payment
    Newly Listed
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ Safety Confidence Package
    Used
    • Custom Trail Boss
    • 51K mi
    36,982
    See payment
    Great Price
    Newly Listed
    Certified 2024 Chevrolet Silverado 1500 Custom Trail Boss
     CarBravo Certified
    • Custom Trail Boss
    • 14K mi
    41,919
    See payment
    Good Price
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ Safety Confidence Package
    Ford Blue Certified
    • Custom Trail Boss
    • 104K mi
    27,877
    See payment
    Advertisement
    <!--{"relevance":[false,{"relevanceVersion":"default"}]}-->