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Showing 289 - 300 of 467 results
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Showing 289 - 300 of 467 results
  • FLSTF 2007 Fat Boy®
    $17,095.00 $7,999.00

    035936
    Pre-owned
    2007
    24130 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1BX5167Y035936
    RED PEARL
  • FLSTF 2001 Fat Boy®
    $15,495.00 $6,995.00

    039930
    Pre-owned
    2001
    12349 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1BMY111Y039930
    Morocco Gold
  • FLSTC 2016 Heritage Softail® Classic
    $17,349.00 $12,495.00

    041206
    Pre-owned
    2016
    22293 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1BWV31GB041206
    Superior Blue

    The Heritage Softail® Classic drips with the nostalgia of days gone by, but that’s only half of the equation for the rider of today. The hidden suspension gives you the authentic look without the bone-shaking ride of an old Hardtail. You get the comfort of cruise control for those long stretches of …

  • 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 …

  • FLSTC 2013 Heritage Softail® Classic
    Call for price

    026937
    Pre-owned
    2013
    30083 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1BWV16DB026937
    BLACK W/ PINSTRIPE

    With its smooth performance, comfortable riding position, low seat height, ample luggage space, wind protection and passenger accommodations, the Heritage Softail® Classic is a true custom-touring bike. The quick-release Lexan® windshield allows for quick conversion to custom cruising. Few …

  • FLSTC 2009 Heritage Softail® Classic
    $17,999.00 $8,999.00

    047066
    Pre-owned
    2009
    38493 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1BW51X9Y047066
    BLACK W/PINSTRIPE

    Rolling on new signature wide whitewall tyres, the Heritage Softail Classic receives a number of other more-subtle styling changes and new components that shift this popular model in a new, even more retro direction for 2009. The beefy FL front end features a front fender and chrome headlight …

  • FLSTC 2009 Heritage Softail® Classic
    $18,854.00 $9,499.00

    Y052293
    Pre-owned
    2009
    32821 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1BW5129Y052293
    BLACK W/PINSTRIPE

    Rolling on new signature wide whitewall tyres, the Heritage Softail Classic receives a number of other more-subtle styling changes and new components that shift this popular model in a new, even more retro direction for 2009. The beefy FL front end features a front fender and chrome headlight …

  • FLSTC 2008 Heritage Softail® Classic
    $18,600.00 $7,999.00

    039045
    Pre-owned
    2008
    18381 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1BW5458Y039045
    CPR/BLK
  • FLSL 2021 Softail Slim®
    $16,749.00 $14,499.00

    015252
    Pre-owned
    2021
    820 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1YDJ16MB015252
    River Rock Gray Denim/Black Denim

    A stripped-down, souped-up, bobber with a post WWII era look. You get the power and soul-satisfying  sound of the Milwaukee-Eight® 107 V-Twin to take you into the future. Fast.

  • FLSL 2019 Softail Slim®
    $16,349.00 $13,499.00

    063477
    Pre-owned
    2019
    5223 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1YDJ29KB063477
    Bonneville Salt Denim

    The stripped-down, souped-up, post WWII era look of the bobber is running stronger than ever in the Softail Slim® model. You get the classic look of spoked wheels, chopped mudguards and footboards. And a ride straight out of right now. It’s 16 kilograms lighter, with greater lean angle, than Slim …

  • FLSB 2021 Sport Glide®
    $19,249.00 $13,999.00

    063309
    Pre-owned
    2021
    5617 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1YMJ17MB063309
    Stone Washed White Pearl

    Devour endless miles of highway. Lean hard through twisting roads. Hit the night spots. Adventure is yours for the taking on the Sport Glide™.

  • FLSB 2018 Sport Glide™
    $18,799.00 $12,999.00

    035204
    Pre-owned
    2018
    24531 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1YMJ29JC035204
    Vivid Black

    Devour endless miles with some room for gear. Or strip it down and carve city streets. The all-new Sport Glide™ is locked and loaded for whatever, whenever. You’ll be riding on the most advanced frame we’ve ever offered — the completely redesigned Softail® Inverted front forks and a fully …