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Used Chevrolet Silverado 1500 LT Trail Boss for Sale in Chicago, IL

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    Sponsored by Castle Chevrolet
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    Used 2019 Chevrolet Silverado 1500 LT w/ Texas Edition
    26,113
    Great Price
    Dealer Fees Included
    Similar Match
    Castle Chevrolet
    (331) 642-8628
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    Used 2021 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used

    2021 Chevrolet Silverado 1500

    • LT Trail Boss
    • 52K mi
    37,138
    Great Price
    Dealer Fees Included
    No Accidents
    Sponsored by GRAFF CHEVROLET OF CHESTERTON
    • 32.83 mi. away
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    Used 2024 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used

    2024 Chevrolet Silverado 1500

    • LT Trail Boss
    • 26K mi
    48,402
    Great Price
    Dealer Fees Included
    No Accidents
    Sponsored by Phillips Chevrolet of Lansing
    • 21.21 mi. away
    • Online Paperwork
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    Used 2024 Chevrolet Silverado 1500 LT Trail Boss w/ Protection Package
    Used

    2024 Chevrolet Silverado 1500

    • LT Trail Boss
    • 65K mi
    39,313
    Great Price
    Dealer Fees Included
    No Accidents
    Sponsored by Zeigler Chevrolet Schaumburg
    • 24.39 mi. away
    • Online Paperwork
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    Used

    2021 Chevrolet Silverado 1500

    • LT Trail Boss
    • 141K mi
    29,190
    Dealer Fees Included
    No Accidents
    Castle Chevrolet North
    • 20.89 mi. away
    • Online Paperwork
    • Delivery
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    Used 2021 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used

    2021 Chevrolet Silverado 1500

    • LT Trail Boss
    • 19K mi
    42,369
    Great Price
    Dealer Fees Included
    Ron Tirapelli Ford
    • 37.27 mi. away
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    New 2026 Chevrolet Silverado 1500 LT Trail Boss w/ LT Trail Boss Premium Package
    Consider Buying New

    2026 Chevrolet Silverado 1500

    • LT Trail Boss
    • 6 mi
    67,295
    Martin Chevrolet
    • 41.88 mi. away
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    Used 2021 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used

    2021 Chevrolet Silverado 1500

    • LT Trail Boss
    • 78K mi
    35,300
    Good Price
    Dealer Fees Included
    No Accidents
    McGrath Honda
    • 38.82 mi. away
    • Online Paperwork
    Call
    Used 2024 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used

    2024 Chevrolet Silverado 1500

    • LT Trail Boss
    • 50K mi
    45,366
    Good Price
    Dealer Fees Included
    No Accidents
    Chicago Auto Warehouse LLC
    • 7.1 mi. away
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    Sponsored
    Item 1 of 4.
    Used 2024 Chevrolet Silverado 1500 LT Trail Boss w/ LT Trail Boss Premium Package
    Used

    2024 Chevrolet Silverado 1500

    • LT Trail Boss
    • 31K mi
    47,313
    Great Price
    Dealer Fees Included
    Call
    Used 2024 Chevrolet Silverado 1500 LT Trail Boss w/ LT Trail Boss Premium Package
    Used

    2024 Chevrolet Silverado 1500

    • LT Trail Boss
    • 9K mi
    51,980
    No Accidents
    Ultimo Motors East
    • 18.22 mi. away
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    Used 2024 Chevrolet Silverado 1500 LT Trail Boss
    Used

    2024 Chevrolet Silverado 1500

    • LT Trail Boss
    • 6K mi
    49,700
    Dealer Fees Included
    No Accidents
    Kunes Lakes Chevrolet
    • 29.71 mi. away
    Call
    Newly Listed
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    Used

    2025 Chevrolet Silverado 1500

    • LT Trail Boss
    • 16K mi
    41,359
    Great Price
    Dealer Fees Included
    No Accidents
    Advantage Chevrolet of Bridgeview
    • 12.36 mi. away
    • Online Paperwork
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    Used 2023 Chevrolet Silverado 1500 LT Trail Boss w/ Protection Package
    Used

    2023 Chevrolet Silverado 1500

    • LT Trail Boss
    • 29K mi
    41,400
    Great Price
    Dealer Fees Included
    No Accidents
    Team Toyota
    • 26.23 mi. away
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    Newly Listed
    No Image Available
    Used

    2025 Chevrolet Silverado 1500

    • LT Trail Boss
    • 45K mi
    42,385
    Great Price
    Dealer Fees Included
    No Accidents
    Advantage Chevrolet of Bolingbrook
    • 25.96 mi. away
    • Online Paperwork
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    Used 2021 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used

    2021 Chevrolet Silverado 1500

    • LT Trail Boss
    • 98K mi
    32,776
    Dealer Fees Included
    No Accidents
    Your Choice Autos of Waukegan
    • 34.9 mi. away
    Call
    Used 2021 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used

    2021 Chevrolet Silverado 1500

    • LT Trail Boss
    • 114K mi
    30,754
    Dealer Fees Included
    No Accidents
    Buss Ford Lincoln
    • 45.27 mi. away
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    Used 2022 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used

    2022 Chevrolet Silverado 1500

    • LT Trail Boss
    • 64K mi
    40,000
    No Accidents
    Dralle Chevrolet Buick of Peotone
    • 38.13 mi. away
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    Used 2021 Chevrolet Silverado 1500 LT Trail Boss w/ Convenience Package II
    Used

    2021 Chevrolet Silverado 1500

    • LT Trail Boss
    • 107K mi
    27,912
    Great Price
    Dealer Fees Included
    Ultimate Motor Cars
    • 21.06 mi. away
    Call
    No Image Available
    Used

    2019 Chevrolet Silverado 1500

    • LT Trail Boss
    • 78K mi
    30,534
    Great Price
    Dealer Fees Included
    No Accidents
    Car Wise Gurnee
    • 39.11 mi. away
    Call
    No Image Available
    Used

    2021 Chevrolet Silverado 1500

    • LT Trail Boss
    • 99K mi
    31,177
    Dealer Fees Included
    No Accidents
    FOX VALLEY GMC
    • 34.08 mi. away
    • Online Paperwork
    Call
    No Image Available
    Used

    2022 Chevrolet Silverado 1500

    • LT Trail Boss
    • 52K mi
    36,790
    Great Price
    Dealer Fees Included
    No Accidents
    Hopkins Ford of Elgin
    • 33.34 mi. away
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    Certified 2026 Chevrolet Silverado 1500 LT Trail Boss w/ LPO, Dark Essentials Package

    2026 Chevrolet Silverado 1500

    • LT Trail Boss
    • 5 mi
    53,239
    Great Price
    Dealer Fees Included
    No Accidents
    Smith Chevrolet of Lowell
    • 41.67 mi. away
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    Certified 2022 Chevrolet Silverado 1500 LT Trail Boss w/ LT Trail Boss Premium Package

    2022 Chevrolet Silverado 1500

    • LT Trail Boss
    • 72K mi
    39,367
    Great Price
    Dealer Fees Included
    Sponsored by Ray Chevrolet
    • 45.83 mi. away
    • Online Paperwork
    Call
    Certified 2024 Chevrolet Silverado 1500 LT Trail Boss

    2024 Chevrolet Silverado 1500

    • LT Trail Boss
    • 38K mi
    47,064
    Great Price
    Dealer Fees Included
    No Accidents
    Sunrise Chevrolet-Glendale Heights
    • 22.38 mi. away
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    Certified 2026 Chevrolet Silverado 1500 LT Trail Boss w/ Safety Package

    2026 Chevrolet Silverado 1500

    • LT Trail Boss
    • 4 mi
    58,600
    No Accidents
    Smith Chevrolet
    • 20.81 mi. away
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    Certified 2026 Chevrolet Silverado 1500 LT Trail Boss w/ LT Trail Boss Premium Package

    2026 Chevrolet Silverado 1500

    • LT Trail Boss
    • 10 mi
    60,700
    No Accidents
    Smith Chevrolet
    • 20.81 mi. away
    Call
    Used 2022 Chevrolet Silverado 1500 LT Trail Boss w/ LT Trail Boss Premium Package

    2022 Chevrolet Silverado 1500

    • LT Trail Boss
    • 54K mi
    40,550
    Hawk Ford of St Charles
    • 33.44 mi. away
    Call
    Certified 2022 Chevrolet Silverado 1500 LT Trail Boss w/ Protection Package

    2022 Chevrolet Silverado 1500

    • LT Trail Boss
    • 52K mi
    39,999
    No Accidents
    Woodstock Chevrolet
    • 49.84 mi. away
    Call
    No Image Available
    Used

    2025 Chevrolet Silverado 1500

    • LT Trail Boss
    • 29K mi
    Contact Dealer For Price
    HIGHEND MOTORS
    • 31.47 mi. away
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