NEW HARLEY-DAVIDSON® MOTORCYCLE INVENTORY


Explore new 2025 & 2026 Harley-Davidson® models for sale at Windy City Harley-Davidson® in Libertyville, IL

Find your next new motorcycle when you work with the experts at Windy City Harley-Davidson®! We offer a huge selection of hundreds of new bikes for sale, so we're sure to have something in stock to fit your riding needs!

Why Buy From Us?

Anyone can sell you a motorcycle. What sets us apart is what happens after. We believe in treating people like family, not numbers, and making sure every rider feels supported long after they leave the showroom. From service and parts to events and community, we’re here for the long haul — because your experience shouldn’t end when the sale does.

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Showing 337 - 348 of 467 results
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Showing 337 - 348 of 467 results
  • FLHTCUTG 2013 Tri Glide™ Ultra Classic® $32,549.00 $23,999.00

    855096
    Pre-owned
    2013
    13296 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1MAM12DB855096
    MIDNIGHT/SLVER

    The Tri Glide™ Ultra Classic® is a full-feature, factory motorcycle built to confidently chase the horizon with long-haul comfort and freedom on three wheels. The Harley-Davidson® Trike platform brings original-equipment design, quality and service to the three-wheel motorcycle segment. Trike …

  • FLHTCU 2013 Ultra Classic® Electra Glide® $23,039.00 $10,999.00

    638911
    Pre-owned
    2013
    41911 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1FCM17DB638911
    BLACK W/ PINSTRIPE

    The Ultra Classic® Electra Glide® sets the standard for long-haul touring comfort and convenience. Though many imitators sought to duplicate it, the Ultra Classic Electra Glide stands tall as a benchmark for touring enthusiasts. A fourspeaker, 80-watt Harmon/Kardon® Advanced Audio System, one-piece,…

  • FLHR 2013 Road King® Classic $18,849.00 $10,999.00

    610336
    Pre-owned
    2013
    11208 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1FRM19DB610336
    BLACK W/ PINSTRIPE

    The Road King® Classic model takes the nostalgic look and feel of the Road King a little further with extra details for this road-worthy touring bike, like leather-wrapped saddlebags, nostalgic chrome fuel tank console, tooled metal detailing on the fender, tank, seat and bags, and chrome laced …

  • FLHR 2013 Road King® Classic $20,849.00 $10,499.00

    600360
    Pre-owned
    2013
    83756 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1FRM10DB600360
    WHITE HOT PEARL W/

    The Road King® Classic model takes the nostalgic look and feel of the Road King a little further with extra details for this road-worthy touring bike, like leather-wrapped saddlebags, nostalgic chrome fuel tank console, tooled metal detailing on the fender, tank, seat and bags, and chrome laced …

  • FLHR 2013 Road King® $17,699.00 $10,995.00

    669275
    Pre-owned
    2013
    19188 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1FBM13DB669275
    MIDNIGHT PEARL W/ PINSTRIPE

    When the original Harley-Davidson® Road King® motorcycle was introduced in 1994, it didn't take long for it to obtain iconic status with heritage going back to the original 1965 Electra Glide® model. It may look like a timeless boulevard cruiser, but it is also a fully equipped, long-distance …

  • FLHR 2013 Road King® $22,249.00 $11,499.00

    B653023
    Pre-owned
    2013
    23110 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1FBM16DB653023
    BLACK

    When the original Harley-Davidson® Road King® motorcycle was introduced in 1994, it didn't take long for it to obtain iconic status with heritage going back to the original 1965 Electra Glide® model. It may look like a timeless boulevard cruiser, but it is also a fully equipped, long-distance …

  • 2013 Harley-Davidson® Tri Glide™ Ultra Classic® White $28,699.00 $22,999.00

    854623
    Pre-owned
    2013
    5978 mi
    Harley-Davidson®
    Starved Rock Harley-Davidson
    1HD1MAM15DB854623
    White
  • 2013 Harley-Davidson® Street Bob® Midnight Blue $15,569.00 $8,999.00

    312616
    Pre-owned
    2013
    17482 mi
    Harley-Davidson®
    Starved Rock Harley-Davidson
    1HD1VAM16DC312616
    Midnight Blue
  • HD FLHTCU103 2012 BLACK $22,914.00 $9,499.00

    650828
    Pre-owned
    2012
    78456 mi
    HD
    Windy City Harley-Davidson®
    1HD1FCM15CB650828
    BLACK
  • HD FLHR103 2012 EMBR RED/MERLOT W/ PINSTRIP $12,999.00
    MSRP: $19,499.00

    663352
    Pre-owned
    2012
    49743 mi
    HD
    Woodstock Harley-Davidson®
    1HD1FBM10CB663352
    EMBR RED/MERLOT W/ PINSTRIP
  • Harley-Davidson® Super Glide® Custom 2012 FXDC BLACK W/ PINSTRIPE $13,384.00 $9,999.00

    338558
    Pre-owned
    2012
    27963 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1GV415CC338558
    BLACK W/ PINSTRIPE

    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 …

  • Harley-Davidson® Electra Glide® Ultra Limited 2012 FLHTK BLACK W/ PINSTRIPE $25,214.00 $8,899.00

    649485
    Pre-owned
    2012
    49054 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1KEM18CB649485
    BLACK W/ PINSTRIPE

    The Electra Glide® Ultra Limited provides the next step for those looking to stand out and upgrade their ride. Redefining "fully-loaded," the Electra Glide Ultra Limited boasts the large, 1690 cc Twin Cam 103™ engine, anti-lock brakes, electronic cruise control, Smart Security System, unique two-…