Skip to main content
Best match Lowest price Highest price Lowest mileage Highest mileage Nearest location Best deal Newest year Oldest year Newest listed Oldest listed
Skip to Filters
  • Red Hot 2021 Chevrolet Silverado 1500 LT Trail BossRed Hot 2021 Chevrolet Silverado 1500 LT Trail BossRed Hot 2021 Chevrolet Silverado 1500 LT Trail BossRed Hot 2021 Chevrolet Silverado 1500 LT Trail BossRed Hot 2021 Chevrolet Silverado 1500 LT Trail BossRed Hot 2021 Chevrolet Silverado 1500 LT Trail Boss

    $36,728

    45,780 mi.
    Est. $664/mo

    Bomnin Chevrolet Manassas

    4.5
    Check Availability
    Manassas, VA (28 mi)

    Quick view
  • Sterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail Boss

    $47,990

    40,576 mi.
    Est. $867/mo

    Bomnin Chevrolet Manassas

    4.5
    Check Availability
    Manassas, VA (28 mi)

    Quick view
  • Sterling Gray Metallic 2023 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2023 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2023 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2023 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2023 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2023 Chevrolet Silverado 1500 LT Trail Boss

    $44,000

    $500
    47,889 mi.
    Est. $795/mo

    Koons of Tysons Chevrolet GMC

    4.5
    Check Availability
    Vienna, VA (10 mi)
    Quick view
  • Black 2025 Chevrolet Silverado 1500 LT Trail BossBlack 2025 Chevrolet Silverado 1500 LT Trail BossBlack 2025 Chevrolet Silverado 1500 LT Trail BossBlack 2025 Chevrolet Silverado 1500 LT Trail BossBlack 2025 Chevrolet Silverado 1500 LT Trail BossBlack 2025 Chevrolet Silverado 1500 LT Trail Boss

    $52,877

    8,872 mi.
    Est. $956/mo

    BMW of Alexandria

    4.3
    Check Availability
    Alexandria, VA (13 mi)
    Quick view
  • Radiant Red Tintcoat 2024 Chevrolet Silverado 1500 LT Trail BossRadiant Red Tintcoat 2024 Chevrolet Silverado 1500 LT Trail BossRadiant Red Tintcoat 2024 Chevrolet Silverado 1500 LT Trail BossRadiant Red Tintcoat 2024 Chevrolet Silverado 1500 LT Trail BossRadiant Red Tintcoat 2024 Chevrolet Silverado 1500 LT Trail BossRadiant Red Tintcoat 2024 Chevrolet Silverado 1500 LT Trail Boss

    $46,000

    $2K
    50,651 mi.
    Est. $831/mo

    Ourisman Chrysler Dodge Jeep Ram of Bowie - Curbside Pick Up and Home Delivery Available

    4.0
    Check Availability
    Bowie, MD (20 mi)
    Quick view
  • Red 2024 Chevrolet Silverado 1500 LT Trail BossRed 2024 Chevrolet Silverado 1500 LT Trail BossRed 2024 Chevrolet Silverado 1500 LT Trail BossRed 2024 Chevrolet Silverado 1500 LT Trail BossRed 2024 Chevrolet Silverado 1500 LT Trail BossRed 2024 Chevrolet Silverado 1500 LT Trail Boss

    $43,998

    25,594 mi.
    Est. $795/mo

    CarMax Ellicott City

    Check Availability
    Ellicott City, MD (26 mi)
    Quick view
  • Cajun Red Tintcoat 2020 Chevrolet Silverado 1500 LT Trail BossCajun Red Tintcoat 2020 Chevrolet Silverado 1500 LT Trail BossCajun Red Tintcoat 2020 Chevrolet Silverado 1500 LT Trail BossCajun Red Tintcoat 2020 Chevrolet Silverado 1500 LT Trail BossCajun Red Tintcoat 2020 Chevrolet Silverado 1500 LT Trail BossCajun Red Tintcoat 2020 Chevrolet Silverado 1500 LT Trail Boss

    $37,000

    $889
    37,802 mi.
    Est. $669/mo

    Waldorf Ford

    Check Availability
    Waldorf, MD (26 mi)
    Quick view
  • Sterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail Boss

    $48,497

    $500
    16,026 mi.
    Est. $876/mo

    J.B.A. Chevrolet

    4.6
    Check Availability
    Glen Burnie, MD (28 mi)
    Quick view
  • Black 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail Boss

    $49,695

    $304
    1,743 mi.
    Est. $898/mo

    i.g. Burton Buick GMC of Glen Burnie

    4.6
    Check Availability
    Glen Burnie, MD (29 mi)
    Quick view
  • Black 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail Boss

    $35,980

    $1.8K
    60,417 mi.
    Est. $650/mo

    Waldorf Chevrolet

    Check Availability
    Waldorf, MD (26 mi)
    Quick view
  • Slate Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail Boss

    $49,767

    $1K
    13,354 mi.
    Est. $899/mo

    Pohanka Chevrolet

    4.3
    Check Availability
    Chantilly, VA (20 mi)
    Quick view
  • Shadow Gray Metallic 2020 Chevrolet Silverado 1500 LT Trail BossShadow Gray Metallic 2020 Chevrolet Silverado 1500 LT Trail BossShadow Gray Metallic 2020 Chevrolet Silverado 1500 LT Trail BossShadow Gray Metallic 2020 Chevrolet Silverado 1500 LT Trail BossShadow Gray Metallic 2020 Chevrolet Silverado 1500 LT Trail BossShadow Gray Metallic 2020 Chevrolet Silverado 1500 LT Trail Boss

    $34,997

    78,569 mi.
    Est. $632/mo

    J.B.A. Chevrolet

    4.6
    Check Availability
    Glen Burnie, MD (28 mi)
    Quick view
  • Black 2024 Chevrolet Silverado 1500 LT Trail BossBlack 2024 Chevrolet Silverado 1500 LT Trail BossBlack 2024 Chevrolet Silverado 1500 LT Trail BossBlack 2024 Chevrolet Silverado 1500 LT Trail BossBlack 2024 Chevrolet Silverado 1500 LT Trail BossBlack 2024 Chevrolet Silverado 1500 LT Trail Boss

    $46,100

    $122
    65,655 mi.
    Est. $833/mo

    Antwerpen Volkswagen

    4.4
    Check Availability
    Pasadena, MD (29 mi)
    Quick view
  • White 2024 Chevrolet Silverado 1500 LT Trail BossWhite 2024 Chevrolet Silverado 1500 LT Trail BossWhite 2024 Chevrolet Silverado 1500 LT Trail BossWhite 2024 Chevrolet Silverado 1500 LT Trail BossWhite 2024 Chevrolet Silverado 1500 LT Trail BossWhite 2024 Chevrolet Silverado 1500 LT Trail Boss

    $42,993

    53,855 mi.
    Est. $777/mo

    Kargar Motors of Manassas

    1.9
    Check Availability
    Manassas, VA (26 mi)
    Quick view
  • Northsky Blue Metallic 2021 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2021 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2021 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2021 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2021 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2021 Chevrolet Silverado 1500 LT Trail Boss

    $34,997

    $500
    76,032 mi.
    Est. $632/mo

    J.B.A. Chevrolet

    4.6
    Check Availability
    Glen Burnie, MD (28 mi)
    Quick view
  • Red Hot 2024 Chevrolet Silverado 1500 LT Trail BossRed Hot 2024 Chevrolet Silverado 1500 LT Trail BossRed Hot 2024 Chevrolet Silverado 1500 LT Trail BossRed Hot 2024 Chevrolet Silverado 1500 LT Trail BossRed Hot 2024 Chevrolet Silverado 1500 LT Trail BossRed Hot 2024 Chevrolet Silverado 1500 LT Trail Boss

    $43,526

    $469
    9,510 mi.
    Est. $787/mo

    Ourisman Chevrolet of Bowie - Curbside Pick Up and Home Delivery Available

    3.4
    Check Availability
    Bowie, MD (20 mi)
    Quick view
  • Summit White 2021 Chevrolet Silverado 1500 LT Trail BossSummit White 2021 Chevrolet Silverado 1500 LT Trail BossSummit White 2021 Chevrolet Silverado 1500 LT Trail BossSummit White 2021 Chevrolet Silverado 1500 LT Trail BossSummit White 2021 Chevrolet Silverado 1500 LT Trail BossSummit White 2021 Chevrolet Silverado 1500 LT Trail Boss

    $33,997

    105,921 mi.
    Est. $614/mo

    J.B.A. Chevrolet

    4.6
    Check Availability
    Glen Burnie, MD (28 mi)
    Quick view
  • Cypress Gray 2026 Chevrolet Silverado 1500 LT Trail BossCypress Gray 2026 Chevrolet Silverado 1500 LT Trail BossCypress Gray 2026 Chevrolet Silverado 1500 LT Trail BossCypress Gray 2026 Chevrolet Silverado 1500 LT Trail BossCypress Gray 2026 Chevrolet Silverado 1500 LT Trail BossCypress Gray 2026 Chevrolet Silverado 1500 LT Trail Boss

    $59,500

    $500
    3,454 mi.
    Est. $1,075/mo

    Ourisman Chrysler Dodge Jeep Ram of Woodbridge

    4.5
    Check Availability
    Woodbridge, VA (26 mi)
    Quick view
  • Black 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail Boss

    $34,997

    $500
    78,080 mi.
    Est. $632/mo

    J.B.A. Chevrolet

    4.6
    Check Availability
    Glen Burnie, MD (28 mi)
    Quick view
  • Summit White 2019 Chevrolet Silverado 1500 LT Trail BossSummit White 2019 Chevrolet Silverado 1500 LT Trail BossSummit White 2019 Chevrolet Silverado 1500 LT Trail BossSummit White 2019 Chevrolet Silverado 1500 LT Trail BossSummit White 2019 Chevrolet Silverado 1500 LT Trail BossSummit White 2019 Chevrolet Silverado 1500 LT Trail Boss

    $33,351

    $350
    76,505 mi.
    Est. $603/mo

    Leesburg Buick GMC

    Check Availability
    Leesburg, VA (28 mi)
    Quick view
  • Radiant Red Tintcoat 2025 Chevrolet Silverado 1500 LT Trail BossRadiant Red Tintcoat 2025 Chevrolet Silverado 1500 LT Trail BossRadiant Red Tintcoat 2025 Chevrolet Silverado 1500 LT Trail BossRadiant Red Tintcoat 2025 Chevrolet Silverado 1500 LT Trail BossRadiant Red Tintcoat 2025 Chevrolet Silverado 1500 LT Trail BossRadiant Red Tintcoat 2025 Chevrolet Silverado 1500 LT Trail Boss

    $57,491

    $987
    13 mi.
    Est. $1,039/mo

    Ourisman Chevrolet of Bowie - Curbside Pick Up and Home Delivery Available

    3.4
    Check Availability
    Bowie, MD (20 mi)
    Quick view
  • $48,900

    48,799 mi.
    Est. $884/mo

    Pohanka Chevrolet

    4.3
    Check Availability
    Chantilly, VA (20 mi)
    Quick view
  • Silver 2021 Chevrolet Silverado 1500 LT Trail BossSilver 2021 Chevrolet Silverado 1500 LT Trail BossSilver 2021 Chevrolet Silverado 1500 LT Trail BossSilver 2021 Chevrolet Silverado 1500 LT Trail BossSilver 2021 Chevrolet Silverado 1500 LT Trail BossSilver 2021 Chevrolet Silverado 1500 LT Trail Boss

    $41,998

    $1K
    43,460 mi.
    Est. $759/mo

    CarMax Manchester

    Check Availability
    $149 delivery to Gaithersburg, MD (12 mi)
    Quick view
  • White 2023 Chevrolet Silverado 1500 LT Trail BossWhite 2023 Chevrolet Silverado 1500 LT Trail BossWhite 2023 Chevrolet Silverado 1500 LT Trail BossWhite 2023 Chevrolet Silverado 1500 LT Trail BossWhite 2023 Chevrolet Silverado 1500 LT Trail BossWhite 2023 Chevrolet Silverado 1500 LT Trail Boss

    $44,998

    $1K
    36,511 mi.
    Est. $813/mo

    CarMax Virginia Beach

    Check Availability
    $99 delivery to Gaithersburg, MD (12 mi)
    Quick view
  • Black 2022 Chevrolet Silverado 1500 LT Trail BossBlack 2022 Chevrolet Silverado 1500 LT Trail BossBlack 2022 Chevrolet Silverado 1500 LT Trail BossBlack 2022 Chevrolet Silverado 1500 LT Trail BossBlack 2022 Chevrolet Silverado 1500 LT Trail BossBlack 2022 Chevrolet Silverado 1500 LT Trail Boss

    $41,956

    51,054 mi.
    Est. $758/mo

    Anderson of Hunt Valley

    4.9
    Check Availability
    Cockeysville, MD (41 mi)
    Quick view
  • Summit White 2025 Chevrolet Silverado 1500 LT Trail BossSummit White 2025 Chevrolet Silverado 1500 LT Trail BossSummit White 2025 Chevrolet Silverado 1500 LT Trail BossSummit White 2025 Chevrolet Silverado 1500 LT Trail BossSummit White 2025 Chevrolet Silverado 1500 LT Trail BossSummit White 2025 Chevrolet Silverado 1500 LT Trail Boss

    $57,794

    10,791 mi.
    Est. $1,044/mo

    Fitzgerald Chevrolet Frederick

    4.5
    Check Availability
    Frederick, MD (36 mi)
    Quick view
  • Sterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail Boss

    $46,990

    80,890 mi.
    Est. $849/mo

    Country Diesels

    4.7
    Check Availability
    Warrenton, VA (43 mi)
    Quick view
  • Summit White 2022 Chevrolet Silverado 1500 LT Trail BossSummit White 2022 Chevrolet Silverado 1500 LT Trail BossSummit White 2022 Chevrolet Silverado 1500 LT Trail BossSummit White 2022 Chevrolet Silverado 1500 LT Trail BossSummit White 2022 Chevrolet Silverado 1500 LT Trail BossSummit White 2022 Chevrolet Silverado 1500 LT Trail Boss

    $33,999

    $989
    95,885 mi.
    Est. $614/mo

    Country Chevrolet

    4.9
    Check Availability
    Warrenton, VA (43 mi)
    Quick view
  • Riptide Blue Metallic 2026 Chevrolet Silverado 1500 LT Trail BossRiptide Blue Metallic 2026 Chevrolet Silverado 1500 LT Trail BossRiptide Blue Metallic 2026 Chevrolet Silverado 1500 LT Trail BossRiptide Blue Metallic 2026 Chevrolet Silverado 1500 LT Trail BossRiptide Blue Metallic 2026 Chevrolet Silverado 1500 LT Trail BossRiptide Blue Metallic 2026 Chevrolet Silverado 1500 LT Trail Boss

    $58,999

    $1.4K
    6,471 mi.
    Est. $1,066/mo

    Country Chevrolet

    4.9
    Check Availability
    Warrenton, VA (43 mi)
    Quick view
  • Silver Ice Metallic 2021 Chevrolet Silverado 1500 LT Trail BossSilver Ice Metallic 2021 Chevrolet Silverado 1500 LT Trail BossSilver Ice Metallic 2021 Chevrolet Silverado 1500 LT Trail BossSilver Ice Metallic 2021 Chevrolet Silverado 1500 LT Trail BossSilver Ice Metallic 2021 Chevrolet Silverado 1500 LT Trail BossSilver Ice Metallic 2021 Chevrolet Silverado 1500 LT Trail Boss

    $39,150

    $238
    31,529 mi.
    Est. $708/mo

    Heritage Honda of Westminster

    4.7
    Check Availability
    Westminster, MD (41 mi)
    Quick view
  • Gray 2021 Chevrolet Silverado 1500 LT Trail BossGray 2021 Chevrolet Silverado 1500 LT Trail BossGray 2021 Chevrolet Silverado 1500 LT Trail BossGray 2021 Chevrolet Silverado 1500 LT Trail BossGray 2021 Chevrolet Silverado 1500 LT Trail BossGray 2021 Chevrolet Silverado 1500 LT Trail Boss

    $33,950

    79,850 mi.
    Est. $614/mo

    Auto Leader

    4.0
    Check Availability
    Baltimore, MD (33 mi)
    Quick view
  • $43,500

    $811
    44,643 mi.
    Est. $786/mo

    Heritage Toyota Owings Mills

    4.9
    Check Availability
    Owings Mills, MD (34 mi)
    Quick view
  • Summit White 2020 Chevrolet Silverado 1500 LT Trail Boss

    $33,737

    76,929 mi.
    Est. $610/mo

    AutoNation Acura Hunt Valley

    4.4
    Check Availability
    Cockeysville, MD (42 mi)
    Quick view
Skip to Listings
Best match Lowest price Highest price Lowest mileage Highest mileage Nearest location Best deal Newest year Oldest year Newest listed Oldest listed

Chevrolet Silverado 1500 LT Trail Boss by city

Chevrolet Silverado 1500 LT Trail Boss by year

Chevrolet Silverado 1500 by trim