Used Chevrolet Silverado 1500 LT Trail Boss for Sale

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    Sponsored by Holz Chevrolet Buick GMC
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    New 2026 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    56,275
    MSRP$67,885
    Dealer Fees Included
    Similar Match
    Holz Chevrolet Buick GMC
    • (920) 545-1805
    • Check Availability
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    34 Matches

    Used 2020 Chevrolet Silverado 1500 LT Trail Boss w/ LPO, Dark Essentials Package
    Used

    2020 Chevrolet Silverado 1500

    • LT Trail Boss
    • 93K mi
    31,489
    Good Price
    Dealer Fees Included
    No Accidents
    Sponsored by Lynch Chevrolet of Mukwonago
    • 49.48 mi. away
    • (262) 368-1042
    • Online Paperwork
    Price Drop
    Used 2019 Chevrolet Silverado 1500 LT Trail Boss
    Used

    2019 Chevrolet Silverado 1500

    • LT Trail Boss
    • 95K mi
    28,989
    Great Price
    Dealer Fees Included
    No Accidents
    Sponsored by Lynch Chevrolet of Mukwonago
    • 49.48 mi. away
    • (262) 368-1042
    • Online Paperwork
    360°
    Used 2020 Chevrolet Silverado 1500 LT Trail Boss
    Used

    2020 Chevrolet Silverado 1500

    • LT Trail Boss
    • 69K mi
    35,978
    Great Price
    Dealer Fees Included
    No Accidents
    Sponsored by Summit Chrysler Dodge Jeep Ram
    • 27.46 mi. away
    • (920) 933-1326
    • Delivery
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    Used 2020 Chevrolet Silverado 1500 LT Trail Boss
    Used

    2020 Chevrolet Silverado 1500

    • LT Trail Boss
    • 69K mi
    35,978
    Great Price
    Dealer Fees Included
    No Accidents
    Summit Chrysler Dodge Jeep Ram
    • 27.46 mi. away
    • (920) 933-1326
    • Delivery
    Price Drop
    Used 2021 Chevrolet Silverado 1500 LT Trail Boss w/ Bed Protection Package
    Used

    2021 Chevrolet Silverado 1500

    • LT Trail Boss
    • 44K mi
    39,367
    Good Price
    Dealer Fees Included
    No Accidents
    West Side GM
    • 35.51 mi. away
    • (920) 789-2024
    • Online Paperwork
    Used 2024 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used

    2024 Chevrolet Silverado 1500

    • LT Trail Boss
    • 4K mi
    51,398
    Great Price
    Dealer Fees Included
    No Accidents
    Meyer Motors Buick GMC
    • 48.38 mi. away
    • (920) 449-4485
    • Online Paperwork
    New 2026 Chevrolet Silverado 1500 LT Trail Boss w/ Safety Package
    Consider Buying New

    2026 Chevrolet Silverado 1500

    • LT Trail Boss
    • 5 mi
    59,398
    Eric von Schledorn Chevrolet
    • 46.07 mi. away
    • (262) 536-1165
    • Online Paperwork
    Price Drop
    Used 2019 Chevrolet Silverado 1500 LT Trail Boss
    Used

    2019 Chevrolet Silverado 1500

    • LT Trail Boss
    • 95K mi
    28,989
    Great Price
    Dealer Fees Included
    No Accidents
    Lynch Chevrolet of Mukwonago
    • 49.48 mi. away
    • (262) 368-1042
    • Online Paperwork
    360°
    Used 2023 Chevrolet Silverado 1500 LT Trail Boss w/ LT Trail Boss Premium Package
    Used

    2023 Chevrolet Silverado 1500

    • LT Trail Boss
    • 19K mi
    50,382
    Dealer Fees Included
    No Accidents
    West Side GM
    • 35.51 mi. away
    • (920) 789-2024
    • Online Paperwork
    Sponsored
    360°
    Item 1 of 4.
    Used 2023 Chevrolet Silverado 1500 LT Trail Boss w/ LT Trail Boss Premium Package
    Used

    2023 Chevrolet Silverado 1500

    • LT Trail Boss
    • 19K mi
    50,382
    Dealer Fees Included
    No Accidents
    Newly Listed
    Used 2022 Chevrolet Silverado 1500 LT Trail Boss w/ LT Trail Boss Premium Package
    Used

    2022 Chevrolet Silverado 1500

    • LT Trail Boss
    • 33K mi
    45,464
    Dealer Fees Included
    Van Horn Chevrolet of Plymouth
    • 48.89 mi. away
    • (920) 449-4478
    • Online Paperwork
    • Delivery
    Used 2021 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used

    2021 Chevrolet Silverado 1500

    • LT Trail Boss
    • 33K mi
    40,426
    Great Price
    Dealer Fees Included
    No Accidents
    Wilde Chrysler Jeep Dodge RAM
    • 44 mi. away
    • (262) 333-3017
    • Delivery
    Used 2024 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used

    2024 Chevrolet Silverado 1500

    • LT Trail Boss
    • 81K mi
    42,384
    Dealer Fees Included
    No Accidents
    Napleton Chevrolet Buick GMC Beaver Dam
    • 2.62 mi. away
    • (920) 557-3083
    360°
    Used 2024 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used

    2024 Chevrolet Silverado 1500

    • LT Trail Boss
    • 34K mi
    49,376
    Good Price
    Dealer Fees Included
    No Accidents
    West Side GM
    • 35.51 mi. away
    • (920) 789-2024
    • Online Paperwork
    Price Drop
    Certified 2024 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II

    2024 Chevrolet Silverado 1500

    • LT Trail Boss
    • 54K mi
    44,027
    Great Price
    Dealer Fees Included
    No Accidents
    Ewald Chevrolet of Oconomowoc, LLC
    • 30.61 mi. away
    • (262) 269-1580
    Price Drop
    Certified 2024 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II

    2024 Chevrolet Silverado 1500

    • LT Trail Boss
    • 37K mi
    48,264
    Great Price
    Dealer Fees Included
    No Accidents
    Ewald Chevrolet of Oconomowoc, LLC
    • 30.61 mi. away
    • (262) 269-1580
    Used 2024 Chevrolet Silverado 1500 LT Trail Boss w/ LT Trail Boss Premium Package
    Used

    2024 Chevrolet Silverado 1500

    • LT Trail Boss
    • 44K mi
    46,468
    Great Price
    Dealer Fees Included
    No Accidents
    JON GREEN FAMILY AUTO LLC
    • 47.94 mi. away
    • (608) 580-9253
    • Online Paperwork
    360°
    Used 2019 Chevrolet Silverado 1500 LT Trail Boss
    Used

    2019 Chevrolet Silverado 1500

    • LT Trail Boss
    • 129K mi
    26,327
    Dealer Fees Included
    West Side GM
    • 35.51 mi. away
    • (920) 789-2024
    • Online Paperwork
    360°
    Certified 2023 Chevrolet Silverado 1500 LT Trail Boss w/ Protection Package

    2023 Chevrolet Silverado 1500

    • LT Trail Boss
    • 60K mi
    38,999
    Great Price
    Dealer Fees Included
    No Accidents
    Burtness Chevrolet Buick GMC
    • 43.54 mi. away
    • (262) 458-9645
    Certified 2023 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II

    2023 Chevrolet Silverado 1500

    • LT Trail Boss
    • 64K mi
    43,387
    Dealer Fees Included
    Holiday Automotive
    • 28.5 mi. away
    • (920) 266-9048
    • Online Paperwork
    • Delivery
    Used 2025 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used

    2025 Chevrolet Silverado 1500

    • LT Trail Boss
    • 6K mi
    51,845
    Dealer Fees Included
    No Accidents
    Meyer Motors Buick GMC
    • 48.38 mi. away
    • (920) 449-4485
    • Online Paperwork
    Used 2019 Chevrolet Silverado 1500 LT Trail Boss
    Used

    2019 Chevrolet Silverado 1500

    • LT Trail Boss
    • 110K mi
    28,549
    Good Price
    Dealer Fees Included
    No Accidents
    Lynch Chevrolet of Mukwonago
    • 49.48 mi. away
    • (262) 368-1042
    • Online Paperwork
    Used 2020 Chevrolet Silverado 1500 LT Trail Boss w/ LPO, Dark Essentials Package
    Used

    2020 Chevrolet Silverado 1500

    • LT Trail Boss
    • 93K mi
    31,489
    Good Price
    Dealer Fees Included
    No Accidents
    Lynch Chevrolet of Mukwonago
    • 49.48 mi. away
    • (262) 368-1042
    • Online Paperwork
    Price Drop
    Certified 2024 Chevrolet Silverado 1500 LT Trail Boss w/ LT Trail Boss Premium Package

    2024 Chevrolet Silverado 1500

    • LT Trail Boss
    • 34K mi
    49,750
    Great Price
    Dealer Fees Included
    No Accidents
    Don Larson Chevrolet Buick GMC
    • 47.31 mi. away
    • (608) 448-3317
    Used 2026 Chevrolet Silverado 1500 LT Trail Boss w/ LT Trail Boss Premium Package
    Used

    2026 Chevrolet Silverado 1500

    • LT Trail Boss
    • 4 mi
    59,364
    Dealer Fees Included
    No Accidents
    Newman Chevrolet
    • 42.93 mi. away
    • (262) 546-8701
    Price Drop
    Used 2022 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II

    2022 Chevrolet Silverado 1500

    • LT Trail Boss
    • 102K mi
    32,499
    Great Price
    Dealer Fees Included
    No Accidents
    Kayser Chrysler Center-Sauk Prairie
    • 47.09 mi. away
    • (608) 460-1387
    Price Drop
    Used 2021 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used

    2021 Chevrolet Silverado 1500

    • LT Trail Boss
    • 159K mi
    25,494
    Dealer Fees Included
    No Accidents
    NISSAN LAKE COUNTRY
    • 32.7 mi. away
    • (262) 404-7037
    Used 2024 Chevrolet Silverado 1500 LT Trail Boss w/ LT Trail Boss Premium Package
    Used

    2024 Chevrolet Silverado 1500

    • LT Trail Boss
    • 31K mi
    46,297
    Dealer Fees Included
    No Accidents
    Meyer Motors Buick GMC
    • 48.38 mi. away
    • (920) 449-4485
    • Online Paperwork
    Used 2025 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used

    2025 Chevrolet Silverado 1500

    • LT Trail Boss
    • 21K mi
    49,135
    Dealer Fees Included
    Van Horn Chevrolet of Plymouth
    • 48.89 mi. away
    • (920) 449-4478
    • Online Paperwork
    • Delivery
    Used 2021 Chevrolet Silverado 1500 LT Trail Boss
    Used

    2021 Chevrolet Silverado 1500

    • LT Trail Boss
    • 88K mi
    33,609
    No Accidents
    Zimbrick Chevrolet Sun Prairie
    • 28.37 mi. away
    • (608) 509-7789

    Chevrolet Silverado 1500 LT Trail Boss for Sale by Year

    Used Chevrolet Silverado 1500 for Sale by Trim

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