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Used Chevrolet Silverado 1500 Custom Trail Boss for Sale

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    Sponsored by Ron Westphal Chevrolet
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    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    54,592
    MSRP$56,680
    Dealer Fees Included
    Similar Match
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    Ron Westphal Chevrolet
    • (331) 300-0240
    46View Vehicles

    25 Matches

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    Certified 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 35K mi
    37,335
    Great Price
    Dealer Fees Included
    No Accidents
    Sponsored by Phillips Chevrolet
    • 25.3 mi. away
    • (815) 534-1356
    • Online Paperwork
    360°
    Certified 2023 Chevrolet Silverado 1500 Custom Trail Boss

    2023 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 52K mi
    35,073
    Great Price
    Dealer Fees Included
    No Accidents
    Sponsored by Phillips Chevrolet
    • 25.3 mi. away
    • (815) 534-1356
    • Online Paperwork
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 33K mi
    43,370
    Dealer Fees Included
    No Accidents
    Sponsored by Ray Chevrolet
    • 47.55 mi. away
    • Online Paperwork
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 12K mi
    42,213
    Great Price
    Dealer Fees Included
    No Accidents
    Zeigler Chevrolet Schaumburg
    • 25.65 mi. away
    • (224) 312-2182
    • Online Paperwork
    Certified 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 25K mi Mileage Value
    39,234
    Great Price
    Dealer Fees Included
    No Accidents
    ADVANTAGE BUICK GMC CADILLAC
    • 20.52 mi. away
    • (464) 224-0083
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 70K mi
    31,777
    Dealer Fees Included
    No Accidents
    FOX VALLEY GMC
    • 14.2 mi. away
    • (630) 480-4127
    • Online Paperwork
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    Consider Buying New

    2026 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 4 mi
    57,411
    Martin Chevrolet
    • 35.6 mi. away
    360°
    Certified 2023 Chevrolet Silverado 1500 Custom Trail Boss

    2023 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 52K mi
    35,073
    Great Price
    Dealer Fees Included
    No Accidents
    Phillips Chevrolet
    • 25.3 mi. away
    • (815) 534-1356
    • Online Paperwork
    360°
    Certified 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 35K mi
    37,335
    Great Price
    Dealer Fees Included
    No Accidents
    Phillips Chevrolet
    • 25.3 mi. away
    • (815) 534-1356
    • Online Paperwork
    Sponsored
    Item 1 of 4.
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 12K mi
    42,213
    Great Price
    Dealer Fees Included
    No Accidents
    Newly Listed
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2020 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 70K mi
    28,412
    Good Price
    Dealer Fees Included
    Ed Napleton Honda in Oak Lawn
    • 25.26 mi. away
    • (224) 561-3602
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2020 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 77K mi
    29,801
    Good Price
    Dealer Fees Included
    Kunes of Woodstock CDJR
    • 41.28 mi. away
    • (815) 669-5846
    • Online Paperwork
    Used 2026 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2026 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 8K mi
    43,404
    Great Price
    Dealer Fees Included
    No Accidents
    Kunes Lakes Chevrolet
    • 43.27 mi. away
    • (224) 544-9626
    Certified 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package

    2019 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 79K mi
    27,378
    Great Price
    Dealer Fees Included
    No Accidents
    Woody Buick GMC of Gurnee
    • 48.63 mi. away
    • (312) 767-0016
    • Online Paperwork
    360°
    Certified 2024 Chevrolet Silverado 1500 Custom Trail Boss

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 84K mi
    33,623
    Good Price
    Dealer Fees Included
    No Accidents
    Phillips Chevrolet of Lansing
    • 37.22 mi. away
    • (708) 251-4684
    • Online Paperwork
    360°
    Certified 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 92K mi
    36,413
    Dealer Fees Included
    No Accidents
    Phillips Chevrolet
    • 25.3 mi. away
    • (815) 534-1356
    • Online Paperwork
    Certified 2024 Chevrolet Silverado 1500 Custom Trail Boss

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 23K mi
    38,367
    Great Price
    Dealer Fees Included
    No Accidents
    Ray Chevrolet
    • 47.55 mi. away
    • (847) 973-6255
    • Online Paperwork
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 103K mi
    29,357
    Dealer Fees Included
    Glenview Luxury Imports
    • 33.55 mi. away
    • (630) 708-2749
    • Online Paperwork
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2022 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 99K mi
    25,305
    Great Price
    Dealer Fees Included
    No Accidents
    Napletons Arlington Heights Chrysler Dodge Jeep RAM
    • 32.21 mi. away
    • (224) 210-5474
    Certified 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ Safety Confidence Package

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 79K mi
    34,950
    Dealer Fees Included
    No Accidents
    Rizza Buick Cadillac GMC.
    • 23.53 mi. away
    • (708) 894-3221
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 33K mi
    43,370
    Dealer Fees Included
    No Accidents
    Ray Chevrolet
    • 47.55 mi. away
    • Online Paperwork
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package

    2020 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 116K mi
    24,478
    No Accidents
    Dwight Ford
    • 43.76 mi. away
    • (224) 331-2934
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 32K mi
    35,496
    Dealer Fees Included
    Elmhurst Ford
    • 21.68 mi. away
    • (331) 209-4484
    • Online Paperwork
    Certified 2024 Chevrolet Silverado 1500 Custom Trail Boss

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 23K mi
    38,367
    Great Price
    Dealer Fees Included
    No Accidents
    Sponsored by Ray Chevrolet
    • 47.55 mi. away
    • (847) 973-6255
    • Online Paperwork
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 51K mi
    33,000
    No Accidents
    Dralle Chevrolet Buick of Peotone
    • 35.81 mi. away
    • (464) 223-2069
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2019 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 73K mi
    27,990
    No Accidents
    Country Chevrolet Inc
    • 46.11 mi. away
    • (815) 421-9003
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ Midnight Edition
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 84K mi
    25,744
    Dealer Fees Included
    No Accidents
    Car Wise Gurnee
    • 48.9 mi. away
    • (847) 505-0509
    Newly Listed
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 100K mi
    27,995
    No Accidents
    Dealer
    • 3.25 mi. away
    • Online Paperwork
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2022 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 82K mi
    29,500
    Great Price
    No Additional Dealer Fees
    No Accidents
    Dealer
    • 30.28 mi. away
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 123K mi
    24,187
    No Accidents
    Patrick Cadillac
    • 25.12 mi. away
    • (630) 467-6257
    Newly Listed
    No Image Available

    2022 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 54K mi
    35,255
    No Accidents
    Dealer
    • 48.5 mi. away
    • (219) 769-6381
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