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  • Silver Ice Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSilver Ice Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSilver Ice Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSilver Ice Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSilver Ice Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSilver Ice Metallic 2021 Chevrolet Silverado 1500 Custom Trail Boss

    $22,707

    $705
    150,130 mi.
    Est. $421/mo

    McGrath Honda of St. Charles

    4.7
    St. Charles, IL (9 mi)
    Check Availability

  • Shadow Gray Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossShadow Gray Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossShadow Gray Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossShadow Gray Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossShadow Gray Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossShadow Gray Metallic 2021 Chevrolet Silverado 1500 Custom Trail Boss

    $30,949

    83,575 mi.
    Est. $574/mo

    Napleton's Schaumburg Mazda

    4.4
    Schaumburg, IL (12 mi)
    Check Availability

  • Summit White 2019 Chevrolet Silverado 1500 Custom Trail BossSummit White 2019 Chevrolet Silverado 1500 Custom Trail BossSummit White 2019 Chevrolet Silverado 1500 Custom Trail BossSummit White 2019 Chevrolet Silverado 1500 Custom Trail BossSummit White 2019 Chevrolet Silverado 1500 Custom Trail BossSummit White 2019 Chevrolet Silverado 1500 Custom Trail Boss

    $29,277

    $1K
    75,377 mi.
    Est. $543/mo

    Wickstrom Auto Group

    5.0
    Barrington, IL (12 mi)
    Check Availability
  • Black 2019 Chevrolet Silverado 1500 Custom Trail BossBlack 2019 Chevrolet Silverado 1500 Custom Trail BossBlack 2019 Chevrolet Silverado 1500 Custom Trail BossBlack 2019 Chevrolet Silverado 1500 Custom Trail BossBlack 2019 Chevrolet Silverado 1500 Custom Trail BossBlack 2019 Chevrolet Silverado 1500 Custom Trail Boss

    $27,845

    67,164 mi.
    Est. $516/mo

    Napleton Chevrolet St. Charles

    4.6
    St. Charles, IL (9 mi)
    Check Availability
  • Black 2021 Chevrolet Silverado 1500 Custom Trail BossBlack 2021 Chevrolet Silverado 1500 Custom Trail BossBlack 2021 Chevrolet Silverado 1500 Custom Trail BossBlack 2021 Chevrolet Silverado 1500 Custom Trail BossBlack 2021 Chevrolet Silverado 1500 Custom Trail BossBlack 2021 Chevrolet Silverado 1500 Custom Trail Boss

    $28,373

    100,525 mi.
    Est. $526/mo

    Motor Cars Mitsubishi

    4.2
    Aurora, IL (21 mi)
    Check Availability
  • Ash 2024 Chevrolet Silverado 1500 Custom Trail BossAsh 2024 Chevrolet Silverado 1500 Custom Trail BossAsh 2024 Chevrolet Silverado 1500 Custom Trail BossAsh 2024 Chevrolet Silverado 1500 Custom Trail BossAsh 2024 Chevrolet Silverado 1500 Custom Trail BossAsh 2024 Chevrolet Silverado 1500 Custom Trail Boss

    $38,588

    $400
    23,189 mi.
    Est. $715/mo

    Chevrolet of Naperville

    4.8
    Naperville, IL (20 mi)
    Check Availability
  • Black 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail Boss

    $29,403

    104,356 mi.
    Est. $545/mo

    Castle Chevrolet GMC

    4.4
    McHenry, IL (19 mi)
    Check Availability
  • Dark Ash Metallic 2022 Chevrolet Silverado 1500 Custom Trail BossDark Ash Metallic 2022 Chevrolet Silverado 1500 Custom Trail BossDark Ash Metallic 2022 Chevrolet Silverado 1500 Custom Trail BossDark Ash Metallic 2022 Chevrolet Silverado 1500 Custom Trail BossDark Ash Metallic 2022 Chevrolet Silverado 1500 Custom Trail BossDark Ash Metallic 2022 Chevrolet Silverado 1500 Custom Trail Boss

    $24,795

    $510
    99,334 mi.
    Est. $460/mo

    Napleton's Arlington Heights Chrysler Dodge Jeep RAM

    4.1
    Arlington Heights, IL (18 mi)
    Check Availability
  • Black 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail Boss

    $38,367

    $1.6K
    23,806 mi.
    Est. $711/mo

    Ray Chevrolet

    4.6
    Fox Lake, IL (26 mi)
    Check Availability
  • Glacier Blue Metallic 2023 Chevrolet Silverado 1500 Custom Trail BossGlacier Blue Metallic 2023 Chevrolet Silverado 1500 Custom Trail BossGlacier Blue Metallic 2023 Chevrolet Silverado 1500 Custom Trail BossGlacier Blue Metallic 2023 Chevrolet Silverado 1500 Custom Trail BossGlacier Blue Metallic 2023 Chevrolet Silverado 1500 Custom Trail BossGlacier Blue Metallic 2023 Chevrolet Silverado 1500 Custom Trail Boss

    $34,367

    90,294 mi.
    Est. $637/mo

    Ray Chevrolet

    4.6
    Fox Lake, IL (26 mi)
    Check Availability
  • Silver Ice Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSilver Ice Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSilver Ice Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSilver Ice Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSilver Ice Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSilver Ice Metallic 2021 Chevrolet Silverado 1500 Custom Trail Boss

    $22,707

    $705
    150,130 mi.
    Est. $421/mo

    McGrath Honda of St. Charles

    4.7
    St. Charles, IL (9 mi)
    Check Availability
  • Shadow Gray Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossShadow Gray Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossShadow Gray Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossShadow Gray Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossShadow Gray Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossShadow Gray Metallic 2021 Chevrolet Silverado 1500 Custom Trail Boss

    $20,362

    170,710 mi.
    Est. $378/mo

    Revved Motors

    4.2
    Addison, IL (19 mi)
    Check Availability
  • Summit White 2024 Chevrolet Silverado 1500 Custom Trail BossSummit White 2024 Chevrolet Silverado 1500 Custom Trail BossSummit White 2024 Chevrolet Silverado 1500 Custom Trail BossSummit White 2024 Chevrolet Silverado 1500 Custom Trail BossSummit White 2024 Chevrolet Silverado 1500 Custom Trail BossSummit White 2024 Chevrolet Silverado 1500 Custom Trail Boss

    $39,367

    $4K
    33,231 mi.
    Est. $730/mo

    Ray Chevrolet

    4.6
    Fox Lake, IL (26 mi)
    Check Availability
  • Summit White 2023 Chevrolet Silverado 1500 Custom Trail BossSummit White 2023 Chevrolet Silverado 1500 Custom Trail BossSummit White 2023 Chevrolet Silverado 1500 Custom Trail BossSummit White 2023 Chevrolet Silverado 1500 Custom Trail BossSummit White 2023 Chevrolet Silverado 1500 Custom Trail BossSummit White 2023 Chevrolet Silverado 1500 Custom Trail Boss

    $36,389

    $345
    37,420 mi.
    Est. $675/mo

    Napleton Chevrolet St. Charles

    4.6
    St. Charles, IL (9 mi)
    Check Availability
  • Black 2019 Chevrolet Silverado 1500 Custom Trail BossBlack 2019 Chevrolet Silverado 1500 Custom Trail BossBlack 2019 Chevrolet Silverado 1500 Custom Trail BossBlack 2019 Chevrolet Silverado 1500 Custom Trail BossBlack 2019 Chevrolet Silverado 1500 Custom Trail BossBlack 2019 Chevrolet Silverado 1500 Custom Trail Boss

    $25,363

    $970
    81,763 mi.
    Est. $470/mo

    Al Piemonte Chevrolet

    3.2
    East Dundee, IL (5 mi)
    Check Availability
  • Summit White 2023 Chevrolet Silverado 1500 Custom Trail BossSummit White 2023 Chevrolet Silverado 1500 Custom Trail BossSummit White 2023 Chevrolet Silverado 1500 Custom Trail BossSummit White 2023 Chevrolet Silverado 1500 Custom Trail BossSummit White 2023 Chevrolet Silverado 1500 Custom Trail BossSummit White 2023 Chevrolet Silverado 1500 Custom Trail Boss

    $38,638

    45,678 mi.
    Est. $716/mo

    Al Piemonte Chevrolet

    3.2
    East Dundee, IL (5 mi)
    Check Availability
  • Summit White 2019 Chevrolet Silverado 1500 Custom Trail BossSummit White 2019 Chevrolet Silverado 1500 Custom Trail Boss

    $24,411

    90,326 mi.
    Est. $453/mo

    DuPage CDJR

    4.0
    Glendale Heights, IL (16 mi)
    Check Availability
  • Northsky Blue Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossNorthsky Blue Metallic 2021 Chevrolet Silverado 1500 Custom Trail Boss

    $30,895

    60,382 mi.
    Est. $573/mo

    Ron Westphal Chevrolet

    4.6
    Aurora, IL (23 mi)
  • Gray 2020 Chevrolet Silverado 1500 Custom Trail BossGray 2020 Chevrolet Silverado 1500 Custom Trail BossGray 2020 Chevrolet Silverado 1500 Custom Trail BossGray 2020 Chevrolet Silverado 1500 Custom Trail BossGray 2020 Chevrolet Silverado 1500 Custom Trail BossGray 2020 Chevrolet Silverado 1500 Custom Trail Boss

    $31,998

    73,652 mi.
    Est. $593/mo

    CarMax Des Moines

    4.1
    $149 delivery to Algonquin, IL (9 mi)
    Check Availability
  • Black 2021 Chevrolet Silverado 1500 Custom Trail BossBlack 2021 Chevrolet Silverado 1500 Custom Trail BossBlack 2021 Chevrolet Silverado 1500 Custom Trail BossBlack 2021 Chevrolet Silverado 1500 Custom Trail BossBlack 2021 Chevrolet Silverado 1500 Custom Trail BossBlack 2021 Chevrolet Silverado 1500 Custom Trail Boss

    $31,344

    65,825 mi.
    Est. $581/mo

    Genesis of Minneapolis

    4.1
    $651 delivery from Golden Valley, MN (326 mi)
    Check Availability
  • Black 2021 Chevrolet Silverado 1500 Custom Trail BossBlack 2021 Chevrolet Silverado 1500 Custom Trail BossBlack 2021 Chevrolet Silverado 1500 Custom Trail BossBlack 2021 Chevrolet Silverado 1500 Custom Trail BossBlack 2021 Chevrolet Silverado 1500 Custom Trail BossBlack 2021 Chevrolet Silverado 1500 Custom Trail Boss

    $24,676

    $700
    84,249 mi.
    Est. $458/mo

    CarWise Gurnee

    4.1
    Gurnee, IL (30 mi)
    Check Availability
  • Black 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail Boss

    $38,608

    63,304 mi.
    Est. $716/mo

    Webb Chevy Plainfield

    4.8
    Plainfield, IL (32 mi)
    Check Availability
  • Dark Ash Metallic 2022 Chevrolet Silverado 1500 Custom Trail BossDark Ash Metallic 2022 Chevrolet Silverado 1500 Custom Trail BossDark Ash Metallic 2022 Chevrolet Silverado 1500 Custom Trail BossDark Ash Metallic 2022 Chevrolet Silverado 1500 Custom Trail BossDark Ash Metallic 2022 Chevrolet Silverado 1500 Custom Trail BossDark Ash Metallic 2022 Chevrolet Silverado 1500 Custom Trail Boss

    $33,976

    70,277 mi.
    Est. $630/mo

    Phillips Chevrolet

    5.0
    Frankfort, IL (44 mi)
    Check Availability
  • Northsky Blue Metallic 2020 Chevrolet Silverado 1500 Custom Trail BossNorthsky Blue Metallic 2020 Chevrolet Silverado 1500 Custom Trail BossNorthsky Blue Metallic 2020 Chevrolet Silverado 1500 Custom Trail BossNorthsky Blue Metallic 2020 Chevrolet Silverado 1500 Custom Trail BossNorthsky Blue Metallic 2020 Chevrolet Silverado 1500 Custom Trail BossNorthsky Blue Metallic 2020 Chevrolet Silverado 1500 Custom Trail Boss

    $28,412

    70,549 mi.
    Est. $527/mo

    Ed Napleton Honda

    4.9
    Oak Lawn, IL (36 mi)
    Check Availability
  • Black 2019 Chevrolet Silverado 1500 Custom Trail BossBlack 2019 Chevrolet Silverado 1500 Custom Trail BossBlack 2019 Chevrolet Silverado 1500 Custom Trail BossBlack 2019 Chevrolet Silverado 1500 Custom Trail BossBlack 2019 Chevrolet Silverado 1500 Custom Trail BossBlack 2019 Chevrolet Silverado 1500 Custom Trail Boss

    $29,878

    71,484 mi.
    Est. $554/mo

    Bettenhausen Chrysler Dodge Jeep Ram of Lockport

    4.6
    Lockport, IL (35 mi)
    Check Availability
  • Satin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSatin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSatin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSatin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSatin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSatin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail Boss

    $28,411

    89,944 mi.
    Est. $527/mo

    Webb Chevy

    4.7
    Oak Lawn, IL (37 mi)
    Check Availability
  • Black 2019 Chevrolet Silverado 1500 Custom Trail BossBlack 2019 Chevrolet Silverado 1500 Custom Trail BossBlack 2019 Chevrolet Silverado 1500 Custom Trail BossBlack 2019 Chevrolet Silverado 1500 Custom Trail BossBlack 2019 Chevrolet Silverado 1500 Custom Trail BossBlack 2019 Chevrolet Silverado 1500 Custom Trail Boss

    $28,276

    75,018 mi.
    Est. $524/mo

    CarWise Gurnee

    4.1
    Gurnee, IL (30 mi)
    Check Availability
  • Dark Ash Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossDark Ash Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossDark Ash Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossDark Ash Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossDark Ash Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossDark Ash Metallic 2024 Chevrolet Silverado 1500 Custom Trail Boss

    $36,376

    $2.3K
    35,517 mi.
    Est. $674/mo

    Phillips Chevrolet

    5.0
    Frankfort, IL (44 mi)
    Check Availability
  • Black 2021 Chevrolet Silverado 1500 Custom Trail BossBlack 2021 Chevrolet Silverado 1500 Custom Trail BossBlack 2021 Chevrolet Silverado 1500 Custom Trail BossBlack 2021 Chevrolet Silverado 1500 Custom Trail BossBlack 2021 Chevrolet Silverado 1500 Custom Trail BossBlack 2021 Chevrolet Silverado 1500 Custom Trail Boss

    $34,950

    79,235 mi.
    Est. $648/mo

    Rizza Cadillac Buick GMC

    4.3
    Tinley Park, IL (40 mi)
    Check Availability
  • Black 2023 Chevrolet Silverado 1500 Custom Trail BossBlack 2023 Chevrolet Silverado 1500 Custom Trail BossBlack 2023 Chevrolet Silverado 1500 Custom Trail BossBlack 2023 Chevrolet Silverado 1500 Custom Trail BossBlack 2023 Chevrolet Silverado 1500 Custom Trail BossBlack 2023 Chevrolet Silverado 1500 Custom Trail Boss

    $36,811

    $1.2K
    28,417 mi.
    Est. $683/mo

    Webb Chevy

    4.7
    Oak Lawn, IL (37 mi)
    Check Availability
  • Glacier Blue Metallic 2023 Chevrolet Silverado 1500 Custom Trail BossGlacier Blue Metallic 2023 Chevrolet Silverado 1500 Custom Trail BossGlacier Blue Metallic 2023 Chevrolet Silverado 1500 Custom Trail BossGlacier Blue Metallic 2023 Chevrolet Silverado 1500 Custom Trail BossGlacier Blue Metallic 2023 Chevrolet Silverado 1500 Custom Trail BossGlacier Blue Metallic 2023 Chevrolet Silverado 1500 Custom Trail Boss

    $34,172

    $865
    52,070 mi.
    Est. $634/mo

    Phillips Chevrolet

    5.0
    Frankfort, IL (44 mi)
    Check Availability
  • Slate Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail Boss

    $34,366

    $1.2K
    92,712 mi.
    Est. $637/mo

    Phillips Chevrolet

    5.0
    Frankfort, IL (44 mi)
    Check Availability

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