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Showing 1 - 12 of 467 results
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Showing 1 - 12 of 467 results
  • 2006 Harley-Davidson® Heritage Softail® Classic Vivid Black $16,999.00 $7,999.00

    083888
    Pre-owned
    2006
    43987 mi
    Harley-Davidson®
    Starved Rock Harley-Davidson
    1HD1BWB116Y083888
    Vivid Black
  • 2021 Harley-Davidson® Road Glide® Special Vivid Black - Black Finish $27,999.00 $20,999.00

    Pre-owned
    2021
    56359 mi
    Harley-Davidson®
    Starved Rock Harley-Davidson
    1HD1KTP12MB651184
    Vivid Black - Black Finish
  • FLHX 2010 Street Glide® $18,999.00 $9,999.00

    659622
    Pre-owned
    2010
    50158 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1KB414AB659622
    BLACK

    The redesigned Street Glide® is a bagger with hot-rod soul, with minimal trim and chrome, lowered suspension, and black slotted aluminum wheels. Inspired by the street, but still ready for the long road.The innovative Harley-Davidson® Touring chassis is based on a single-spar, rigid backbone frame …

  • 2018 Harley-Davidson® Ultra Limited Vivid Black $26,999.00 $19,999.00

    660129
    Pre-owned
    2018
    Harley-Davidson®
    Starved Rock Harley-Davidson
    1HD1KED11JB660129
    Vivid Black
  • FXLRS 2023 Low Rider® S $18,399.00 $14,999.00

    048662
    Pre-owned
    2023
    1456 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1YWZ18PB048662
    Vivid Black

    Low Rider™ S 117 model is an aggressive performance kingpin designed for the rider seeking unapologetic power, the rider willing to push their bike to the limit. The Milwaukee-Eight™ 117 powertrain gives the Low Rider™ S 117 motorcycle owner instant bragging rights. Premium suspension enhances the …

  • FXDC 2013 Super Glide® Custom $14,129.00 $8,999.00

    331641
    Pre-owned
    2013
    12000 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1GV41XDC331641
    CHRM YELLOW PRL W/ PINSTRIP

    For riders who want a head start on building their dream custom motorcycle or for those who just want a little more straight from the showroom floor, the Dyna® Super Glide® Custom model may be the perfect bike. This stylish performer’s long, low profile is enhanced by a low-slung, two-up ribbed …

  • 2024 FXLRST $24,949.00 $20,499.00

    056161
    Pre-owned
    2024
    5234 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1YXZ14RB056161
    Vivid Black
  • FLHXSE 2020 CVO™ Street Glide® $40,539.00 $29,999.00

    954796
    Pre-owned
    2020
    5760 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1PXL17LB954796
    SMKYGRY/BLKHOLE W/PINSTRIPE
  • FLHTK 2017 Ultra Limited $23,299.00 $16,999.00

    655382
    Pre-owned
    2017
    34793 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1KED17HB655382
    Two-Tone Black Hills Gold/Black Quartz

    If you’re the kind who wants it all, the Ultra Limited gives it to you. From the powerful all-new Twin-Cooled™ Milwaukee-Eight™ 107 engine, right down to the heated handgrips. The unmistakable Batwing fairing and Splitstream air vent mean optimal air flow and reduced head buffeting. Premium BOOM!™ …

  • FLHX 2024 Street Glide® $31,849.00 $26,499.00

    650908
    Pre-owned
    2024
    2729 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1KB710RB650908
    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.

  • FLHTCUTG 2025 Tri Glide® Ultra $39,899.00 $36,999.00

    854444
    Pre-owned
    2025
    5252 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1MAF12SB854444
    Billiard Gray

    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.

  • FLHTC 2011 Electra Glide® Classic $5,500.00

    655598
    Pre-owned
    2011
    50698 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1FF416BB655598
    SILVER

    With features like a spacious Tour-Pak® carrier, a Harmon/Kardon® Advanced Audio System and fine Harley-Davidson styling detail, the Electra Glide® Classic model brings a level of luxury to touring adventures. The innovative Harley-Davidson® Touring chassis is based on a single-spar, rigid backbone …

PRE-OWNED INVENTORY


Explore affordable pre-owned Harley-Davidson® models at Windy City Harley-Davidson® in Libertyville, IL

Shop our entire selection of used Harley-Davidson® motorcycles for sale at Windy City Harley-Davidson®!