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

Used Chevrolet Silverado 1500 LT Trail Boss for Sale in Milwaukee, WI

53203
Filters (4)
Items 1 to 2 of 11.
    Sponsored by Kunes Hope Chevrolet
    360°
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    33,499
    Great Price
    Similar Match
    Dealer Logo
    33View Vehicles

    34 Matches

    Sponsored
    Certified 2023 Chevrolet Silverado 1500 LT Trail Boss w/ Protection Package
     CarBravo Certified
    • LT Trail Boss
    • 47K mi
    42,559
    See payment
    Great Price
    SponsoredPrice Drop
    Used 2022 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used
    • LT Trail Boss
    • 85K mi
    37,146
    See payment
    Good Price
    Sponsored
    Used 2024 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used
    • LT Trail Boss
    • 34K mi
    47,995
    See payment
    Great Price
    My Wallet
    Find it Fast.
    Keep it Affordable.
    Get My Kelley Blue Book® Car Value
    $
    Based on 4.5% APR for mos.Update Settings
    Price Drop
    Certified 2023 Chevrolet Silverado 1500 LT Trail Boss w/ LT Trail Boss Premium Package
     CarBravo Certified
    • LT Trail Boss
    • 46K mi
    45,489
    See payment
    Great Price
    360°
    Used 2019 Chevrolet Silverado 1500 LT Trail Boss
    Used
    • LT Trail Boss
    • 48K mi
    33,799
    See payment
    Great Price
    High Demand
    New 2026 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Consider New, Similar Payment
    Advertisement
    360°
    Used 2021 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used
    • LT Trail Boss
    • 86K mi
    31,590
    See payment
    Great Price
    Used 2024 Chevrolet Silverado 1500 LT Trail Boss w/ LT Trail Boss Premium Package
    Used
    • LT Trail Boss
    • 8K mi
    51,999
    See payment
    Great Price
    Used 2024 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used
    • LT Trail Boss
    • 4K mi
    52,289
    See payment
    Great Price
    Used 2021 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used
    • LT Trail Boss
    • 73K mi
    33,999
    See payment
    Great Price
    High Demand
    Used 2022 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used
    • LT Trail Boss
    • 27K mi
    41,970
    See payment
    Good Price
    Advertisement
    Price Drop
    Used 2022 Chevrolet Silverado 1500 LT Trail Boss w/ Bed Protection Package
    Used
    • LT Trail Boss
    • 72K mi
    35,490
    See payment
    Good Price
    Used 2021 Chevrolet Silverado 1500 LT Trail Boss w/ Bed Protection Package
    Ford Blue Certified
    • LT Trail Boss
    • 72K mi
    35,660
    See payment
    Good Price
    Certified 2023 Chevrolet Silverado 1500 LT Trail Boss w/ Protection Package
     CarBravo Certified
    • LT Trail Boss
    • 47K mi
    42,559
    See payment
    Great Price
    Used 2021 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used
    • LT Trail Boss
    • 43K mi
    35,569
    See payment
    Advertisement
    Used 2022 Chevrolet Silverado 1500 LT Trail Boss w/ LT Trail Boss Premium Package
    Used
    • LT Trail Boss
    • 25K mi
    38,569
    See payment
    Used 2022 Chevrolet Silverado 1500 LT Trail Boss w/ LT Trail Boss Premium Package
    Used
    • LT Trail Boss
    • 18K mi
    43,865
    See payment
    Used 2024 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used
    • LT Trail Boss
    • 19K mi
    47,340
    See payment
    Price Drop
    Used 2022 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used
    • LT Trail Boss
    • 85K mi
    37,146
    See payment
    Good Price
    Used 2022 Chevrolet Silverado 1500 LT Trail Boss w/ Safety Package
    Used
    • LT Trail Boss
    • 79K mi
    34,500
    See payment
    Good Price
    Used 2024 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used
    • LT Trail Boss
    • 34K mi
    47,995
    See payment
    Great Price
    Sponsored
    Used 2025 Chevrolet Silverado 1500 LT Trail Boss w/ LPO, Dark Essentials Package
    Used
    • LT Trail Boss
    • 11K mi
    47,777
    See payment
    Used 2024 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used
    • LT Trail Boss
    • 36K mi
    46,777
    See payment
    Good Price
    Used 2025 Chevrolet Silverado 1500 LT Trail Boss w/ LPO, Dark Essentials Package
    Used
    • LT Trail Boss
    • 11K mi
    47,777
    See payment
    Used 2021 Chevrolet Silverado 1500 LT Trail Boss w/ Bed Protection Package
    Used
    • LT Trail Boss
    • 56K mi
    31,999
    See payment
    Used 2025 Chevrolet Silverado 1500 LT Trail Boss w/ LT Trail Boss Premium Package
    Used
    • LT Trail Boss
    • 59K mi
    48,500
    See payment
    Used 2019 Chevrolet Silverado 1500 LT Trail Boss
    Used
    • LT Trail Boss
    • 125K mi
    28,117
    See payment
    Used 2024 Chevrolet Silverado 1500 LT Trail Boss w/ LT Trail Boss Premium Package
    Used
    • LT Trail Boss
    • 31K mi
    47,358
    See payment
    Advertisement
    <!--{"relevance":[false,{"relevanceVersion":"default"}]}-->