PRE-OWNED BLOWOUT SALE

Explore Quality Pre-Owned Motorcycles at Illinois Harley-Davidson® in Chicago, IL

Discover exceptional value with our selection of pre-owned Harley-Davidson® motorcycles at Illinois Harley-Davidson®. Each bike is meticulously inspected to ensure reliability and performance, offering you the confidence to ride with peace of mind. Whether you're seeking a powerful cruiser or a nimble street bike, our inventory features a variety of models to suit every rider's preferences. Browse through our collection below and find your perfect ride today. Don't miss out—these deals won't last long!

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Showing 1 - 12 of 84 results
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Showing 1 - 12 of 84 results
  • FXBB 2025 Street Bob™
    $17,399.00 $15,999.00

    010288
    Pre-owned
    2025
    1035 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1YJ912SB010288
    Billiard Gray w/Cast Wheels

    The Street Bob is a lean, mean bobber with mini-ape handlebars, mid-mounted foot controls, and a massive Milwaukee-Eight® 117 Classic V-twin, which makes the slim-but-tough Softail® quicker than ever.

  • FXBB 2025 Street Bob™
    $17,399.00 $16,999.00

    SB018364
    Pre-owned
    2025
    98 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1YJ91XSB018364
    Billiard Gray w/Cast Wheels

    The Street Bob is a lean, mean bobber with mini-ape handlebars, mid-mounted foot controls, and a massive Milwaukee-Eight® 117 Classic V-twin, which makes the slim-but-tough Softail® quicker than ever.

  • Harley-Davidson® Street Bob™ 2025 FXBB VIVID BLACK
    $17,399.00 $16,999.00

    042789
    Pre-owned
    2025
    45 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1YJ918SB042789
    Vivid Black w/Laced Wheels

    The Street Bob is a lean, mean bobber with mini-ape handlebars, mid-mounted foot controls, and a massive Milwaukee-Eight® 117 Classic V-twin, which makes the slim-but-tough Softail® quicker than ever.

  • FXBR 2025 Breakout™
    $23,299.00 $21,999.00

    022585
    Pre-owned
    2025
    9784 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1YE913SB022585
    Vivid Black

    With a wide rear tire, bobtail rear fender, long rake, straight handlebars, and a 21-inch front wheel, the Breakout marries classic chopper style with the performance of a Milwaukee-Eight® 117 Custom powertrain.

  • FLFB 2025 Fat Boy®
    $22,799.00 $21,999.00

    SB020001
    Pre-owned
    2025
    363 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1YF91XSB020001
    Whiskey Fire / Vivid Black

    Adored since day one, the singular Fat Boy stands out with bright chrome and bold finishes, and now it is better than ever with a big Milwaukee-Eight® 117 Custom V-twin engine.

  • Harley-Davidson® Breakout™ 2025 FXBR BILLIARD GRAY
    $23,099.00

    034026
    Pre-owned
    2025
    103 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1YE915SB034026
    Billiard Gray

    With a wide rear tire, bobtail rear fender, long rake, straight handlebars, and a 21-inch front wheel, the Breakout marries classic chopper style with the performance of a Milwaukee-Eight® 117 Custom powertrain.

  • FLHTCUTG 2025 Tri Glide® Ultra
    $38,199.00 $35,999.00

    854872
    Pre-owned
    2025
    3 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1MAF11SB854872
    Mystic Shift - Black Finish

    A full-dresser, long-haul trike with room for cargo, the Tri Glide Ultra is available in classic chrome or all-new dark finishes. Load up the trunk and King Tour-Pak® luggage carrier with amenities for days on the road and enjoy the comfort and confidence of three-wheels on your greatest adventures.

  • RH975 2024 Nightster™
    $12,199.00 $10,999.00

    302276
    Pre-owned
    2024
    5019 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1ZH114RB302276
    Billiard Gray

    Designed to inspire riders of all skill levels, the Harley-Davidson® Nightster introduces a new narrative in the Sportster® story.

  • FXBR 2024 Breakout™ 117
    $22,699.00 $19,999.00

    046864
    Pre-owned
    2024
    1967 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1YEZ13RB046864
    Vivid Black

    Dripping with chrome, the Harley-Davidson® Breakout 117 is a raked-out cruiser that packs Milwaukee-Eight® 117 V-Twin muscle.

  • FLHCS 2024 Heritage Classic 114
    $22,699.00 $21,999.00

    035170
    Pre-owned
    2024
    765 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1YBK12RB035170
    Alpine Green

    A quintessential American cruiser, the Harley-Davidson® Heritage Classic 114 has showstopping vintage details and pure rock ‘n’ roll style.

  • Harley-Davidson® Street Glide® 2024 FLHX ALPINE GREEN
    $25,999.00 $22,999.00

    641923
    Pre-owned
    2024
    27103 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1KB716RB641923
    Alpine Green

    The iconic batwing fairing takes on new life with a sculpted silhouette, fully integrated LED lighting, and a split-stream vent opening. Using computational fluid dynamics (CFD), the Street Glide fairing has been designed to optimize aerodynamic efficiency and enhance rider comfort.

  • Harley-Davidson® Street Glide® 2024 FLHX VIVID BLACK
    $25,999.00 $22,999.00

    615536
    Pre-owned
    2024
    25193 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1KB711RB615536
    Vivid Black

    The iconic batwing fairing takes on new life with a sculpted silhouette, fully integrated LED lighting, and a split-stream vent opening. Using computational fluid dynamics (CFD), the Street Glide fairing has been designed to optimize aerodynamic efficiency and enhance rider comfort.