Inventory

page_info Filter by
Price
Year
Mileage
Length
CLEAR ALL CLEAR FILTERS
Showing 301 - 312 of 461 results
page_infoFilters
Showing 301 - 312 of 461 results
  • 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 2000 Heritage Softail® Classic
    $159,995.00 $7,999.00

    039654
    Pre-owned
    2000
    29652 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1BJY12YY039654
    LUXURY RICH RED/BLACK W/STR
  • FLSB 2021 Sport Glide®
    $19,249.00 $13,999.00

    063309
    Pre-owned
    2021
    5612 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
    24527 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 …

  • FLS 2018 Softail Slim®
    $16,299.00 $13,999.00

    C079175
    Pre-owned
    2018
    6026 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1YDJ17JC079175
    Black Denim

    The idea behind bobbers has always been to strip down and soup up the bike for a more exciting ride. The all-new Softail Slim® takes that idea to the edge. It’s 35 pounds lighter than last year’s model. It’s got more power, more lean angle, and a redesigned front and rear suspension. So you can put …

  • FLS 2018 Softail Slim®
    $16,299.00 $11,999.00

    069597
    Pre-owned
    2018
    14728 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1YDJ15JC069597
    BLUE

    The idea behind bobbers has always been to strip down and soup up the bike for a more exciting ride. The all-new Softail Slim® takes that idea to the edge. It’s 35 pounds lighter than last year’s model. It’s got more power, more lean angle, and a redesigned front and rear suspension. So you can put …

  • FLS 2016 Softail Slim®
    $15,349.00 $12,499.00

    043264
    Pre-owned
    2016
    13820 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1JRV1XGB043264
    Velocity Red Sunglo

    The Softail Slim® is study in contrasts. The Hollywood bars, slim rear wheel, cat eye console and floor boards recall the early days of custom motorcycle enthusiasm. Yet you also get thoroughly modern features like a High Output Twin Cam 103™ engine, hidden suspension and great brakes to bring it …

  • FLHXST 2023 Street Glide® ST
    $29,999.00 $23,995.00

    628316
    Pre-owned
    2023
    3179 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1ABL10PB628316
    Vivid Black

    Elevated pro-touring bagger performance and style for the rider who just can’t ever get enough. The Street Glide™ ST model pairs the muscular Milwaukee-Eight® 117 powertrain with tough West Coast styling influences and new dark-and-bronze finishes. Undiminished rider comfort and the iconic batwing …

  • FLHXSE 2023 CVO™ Street Glide®
    $42,999.00 $31,999.00

    951781
    Pre-owned
    2023
    10878 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1PX61XPB951781
    Dark Platinum w/Pinstripe
  • FLHXSE 2022 CVO™ Street Glide®
    $44,899.00 $33,995.00

    953594
    Pre-owned
    2022
    15484 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1PXL18NB953594
    Envious Green Fade

    A super-premium hot rod bagger for the rider who rolls loud and proud. The classic silhouette of the batwing fairing topped with jaw-dropping paint and finish details, premium audio and the pavement-peeling power of the Milwaukee-Eight™ 117 engine make this one outrageous bike, one that could only …

  • FLHXSE 2017 CVO™ Street Glide®
    $37,799.00 $22,995.00

    954910
    Pre-owned
    2017
    37171 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1PXF18HB954910
    Starfire Black/Atomic Red with Contrast Chrome Aggressor Wheels

    The CVO Street Glide® is decked out fender to fender with custom details and our most powerful engine and sound system. The all-new black granite Milwaukee-Eight™ 114 engine is at the heart and when you unleash it at the light, hold on. The 6.5” BOOM!™ Stage II speakers are powered by two 300-watt …

  • FLHXSE 2017 CVO™ Street Glide®
    $34,949.00 $22,999.00

    960361
    Pre-owned
    2017
    32484 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1PXF19HB960361
    Starfire Black/Atomic Red with Contrast Chrome Aggressor Wheels

    The CVO Street Glide® is decked out fender to fender with custom details and our most powerful engine and sound system. The all-new black granite Milwaukee-Eight™ 114 engine is at the heart and when you unleash it at the light, hold on. The 6.5” BOOM!™ Stage II speakers are powered by two 300-watt …