PRE-OWNED BLOWOUT SALE

Explore Quality Pre-Owned Motorcycles at Windy City Harley-Davidson® in Libertyville, IL

Discover exceptional value with our selection of pre-owned Harley-Davidson® motorcycles at Windy City 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 301 - 312 of 461 results
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Showing 301 - 312 of 461 results
  • FLHTCU 2015 Electra Glide® Ultra Classic™
    $23,249.00 $13,999.00

    684498
    Pre-owned
    2015
    35000 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1FCM19FB684498
    Brilliant Silver Pearl

    First introduced in 1965, this bike has become the standard that all other long haul tourers seek to aspire to. It’s the benchmark for any serious continent-crossing rider who wants the finest rider experience. And last year’s exhaustive, information-gathering Project Rushmore has played a large …

  • Harley-Davidson® Ultra Limited Low 2015 FLHTKL BLACK W/ PINSTRIPE
    $26,099.00 $14,499.00

    678852
    Pre-owned
    2015
    39141 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1KKL15FB678852
    Vivid Black

    So why shouldn’t someone of a shorter stature be able to enjoy the fully loaded benefits of our Electra Glide® Ultra Limited? No reason at all, not now.The Ultra Limited Low is all new for 2015 and another great asset to have come out of Project Rushmore. We’ve dropped the suspension, pulled back …

  • FLHX 2015 Street Glide®
    $20,599.00 $14,999.00

    679837
    Pre-owned
    2015
    12390 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1KBM15FB679837
    Superior Blue
  • Harley-Davidson® Street Glide® Special 2015 FLHXS AMBER WHISKEY W/ PINSTRIPE
    $23,599.00 $15,999.00

    614667
    Pre-owned
    2015
    16175 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1KRM1XFB614667
    Amber Whiskey

    This US bestseller has proven itself across everything the 50 states have thrown at it, and now it’s ready to take on the rest of the world. This is a machine that’s every bit as comfortable with a trip to the office as it is with a grand tour.Last year’s Project Rushmore gave it its high output …

  • FLTRXS 2015 Road Glide® Special
    $16,999.00

    658355A
    Pre-owned
    2015
    29472 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1KTM16FB658355
    Superior Blue

    Known in the USA as the ‘road warrior's‘ bike of choice’ welcome the Road Glide® Special, on sale in this region for the very first time.This American icon has benefited from a succession of enhancements over the years, none more so than those made in 2015 thanks to Project Rushmore. The fairing …

  • Harley-Davidson® Freewheeler™ 2015 FLRT SUPERIOR BLUE
    $25,699.00 $16,999.00

    860454
    Pre-owned
    2015
    19937 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1MCM17FB860454
    Superior Blue

    Harley-Davidson puts hot-rod swagger on three wheels with the 2015 Freewheeler™ motorcycle, the all-new trike model that fuses pure custom style and easy-handling performance. From its ape-hanger handlebar to its bobtail fenders the Freewheeler is a page ripped straight from the bad- attitude …

  • 2015 Tri Glide Ultra Classic Two-Tone Mysterious Red Sunglo/Blackened Cayenne Sunglo
    $35,699.00 $26,999.00

    FB859084
    Pre-owned
    2015
    18973 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1MAL10FB859085
    Two-Tone Mysterious Red Sunglo/Blackened Cayenne Sunglo
  • HD Sportster 1200 Custom Hd1 Base 2014 BLACK
    $11,284.00 $6,999.00

    429236
    Pre-owned
    2014
    7007 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1CT315EC429236
    BLACK
  • FLD 2014 Switchback™
    $15,849.00 $8,499.00

    322252
    Pre-owned
    2014
    40283 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1GZM18EC322252
    BLACK

    The 2014 Switchback with detachable saddlebags and windshield is perfect for both cruising and touring. Powered by a Twin Cam 103™ engine with smooth shifting Six-Speed Cruise Drive transmission and with a light-weight chassis and cast aluminium wheels, the Switchback offers easy-handling. Its 2-…

  • FLSTC 2014 Heritage Softail® Classic
    $19,479.00 $10,999.00

    EB036949
    Pre-owned
    2014
    9626 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1BWV16EB036949
    BIG BLUE/V BLK W/ PINSTRIPE

    The 2014 Heritage Softail® Classic blends its retro looks with today's technology to offer modern touring capabilities. Powered by an air-cooled Twin Cam 103™ engine with Six-Speed Cruise Drive transmission, it provides more performance power for passing, hill-climbing, and riding with passenger …

  • Harley-Davidson® Breakout® 2014 FXSB HCCHROMEFLAKE
    $19,899.00 $10,999.00

    B028539
    Pre-owned
    2014
    28984 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1BFV12EB028539
    HCCHROMEFLAKE

    The 2014 Breakout® is a premium drag bike that mixes premium features, fit and finishes with a wide, muscular, stance and slammed, low-slung power profile inspired by classic Gasser dragsters of the 1950s and 1960s. It has a stretched, slammed custom style that's low, long and aggressive. Powered …

  • FLHR 2014 Road King®
    $28,499.00 $11,499.00

    694913
    Pre-owned
    2014
    24482 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1FBM10EB694913
    RED

    The 2014 Road King® Classic takes the idea of Classic to the most modern place it's ever been. As part of Project RUSHMORE, it has been redesigned for 2014 to make the ride better than it's ever been. The bike is powered with a new rubber-mounted high output Twin Cam 103™ engine that gives you more …