Inventory

page_info Filter by
Price
Year
Mileage
Length
CLEAR ALL CLEAR FILTERS
Showing 193 - 204 of 441 results
page_infoFilters
Showing 193 - 204 of 441 results
  • FXBB 2020 Street Bob®

    $16,144.00
    $12,999.00
    075281
    Pre-owned
    2020
    19702 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1YJJ19LB075281
    River Rock Gray

    The Street Bob® model gives you the two-fists-in-the wind riding experience stripped down to the bare essence. Blacked out surfaces, spoked wheels, hidden digital instrumentation, forward controls, and chopped mudguards. The 107-cubic inch (1745cc) Milwaukee-Eight® engine gives you all the power …

  • FXBB 2020 Street Bob®

    $14,599.00
    $12,999.00
    066784
    Pre-owned
    2020
    3983 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1YJJ11LB066784
    BRACUDA SLV DNM W/PINSTRIPE

    The Street Bob® model gives you the two-fists-in-the wind riding experience stripped down to the bare essence. Blacked out surfaces, spoked wheels, hidden digital instrumentation, forward controls, and chopped mudguards. The 107-cubic inch (1745cc) Milwaukee-Eight® engine gives you all the power …

  • FXBB 2020 Street Bob®

    $15,549.00
    $12,999.00
    LB031329
    Pre-owned
    2020
    14923 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1YJJ10LB031329
    BRACUDA SLV DNM W/PINSTRIPE

    The Street Bob® model gives you the two-fists-in-the wind riding experience stripped down to the bare essence. Blacked out surfaces, spoked wheels, hidden digital instrumentation, forward controls, and chopped mudguards. The 107-cubic inch (1745cc) Milwaukee-Eight® engine gives you all the power …

  • FXBB 2019 Street Bob®

    $14,549.00
    $11,495.00
    066746
    Pre-owned
    2019
    2458 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1YJJ25KB066746
    Vivid Black

    The Street Bob® model gives you the two-fists-in-the wind riding experience stripped down to the bare essence. Blacked out surfaces, spoked wheels, hidden digital instrumentation, forward controls, and chopped mudguards. The 107-cubic inch (1745cc) Milwaukee-Eight® engine gives you all the power …

  • FLTRXSTSE 2025 CVO™ Road Glide™ ST

    $44,999.00
    957431
    Pre-owned
    2025
    4785 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1TL81XSB957431
    Mercury Silver

    Inspired by our MotoAmerica® King of the Baggers™ race bikes, the CVO Road Glide ST features lightweight carbon-fiber parts, competition-inspired electronic assists, and the Milwaukee-Eight® 121 High Output V-twin engine, bringing track-ready performance and engineering to the streets.

  • FLTRXSE 2025 CVO™ Road Glide™

    $50,999.00
    $39,999.00
    959201
    Pre-owned
    2025
    567 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1TC61XSB959201
    Blue Streak

    The CVO Road Glide not only has an iconic Sharknose fixed fairing, but also the best of absolutely everything installed from the factory, including the Milwaukee-Eight® VVT 121 V-twin engine and next-level custom trim and finishes uniquely designed to match each world-class paint scheme.

  • FLTRXS 2021 Road Glide® Special

    $32,495.00
    $26,999.00
    675972
    Pre-owned
    2021
    1729 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    IHD1KTP14MB675972
    Vivid Black - Black Finish

    Blacked-out and loaded with premium features. Fire up the thrill-inducing Milwaukee-Eight® 114 V-Twin engine and you’re in for one hell of a ride.

  • FLTRXS 2017 Road Glide® Special

    $23,999.00
    $18,499.00
    652670
    Pre-owned
    2017
    11570 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1KTC10HB652670
    Velocity Red Sunglo

    Those who appreciate the aggressive look and wind-cutting power of the frame-mounted shark nose fairing and dual Daymaker™ Reflector LED headlamps on the Road Glide® Special model wouldn’t ride anything else. And now the ride gets even more aggressive thanks to the all-new Milwaukee-Eight™ 107 …

  • FLTRX 2025 Road Glide™

    $30,199.00
    $25,999.00
    622109
    Pre-owned
    2025
    1037 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1KH715SB622109
    Purple Abyss Denim - Black Finish

    The Road Glide has an aerodynamic Sharknose fairing and a liquid-cooled Milwaukee-Eight® 117 engine that produces 130 ft-lb of torque, while reduced weight makes handling more responsive. With customizable ride modes, Bluetooth connectivity, and a 12.3-inch touchscreen display, the Road Glide …

  • FLTRX 2019 Road Glide®

    $21,589.00
    $16,999.00
    668087
    Pre-owned
    2019
    6359 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1KHC11KB668087
    Vivid Black

    The menacing dual Daymaker™ Reflector LED headlamps in the Road Glide® motorcycle’s shark-nose fairing are a familiar sight on the highway. It’s the machine of choice for hard-charging riders. You get Milwaukee-Eight® 107 (1745cc) power, easily adjustable emulsion rear suspesion and responsive …

  • FLTRX 2013 Road Glide® Custom

    $19,799.00
    $12,495.00
    685440
    Pre-owned
    2013
    19133 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1KHM18DB685440
    BLUE

    The Road Glide® Custom is a tough, low version of the shark-nose Harley-Davidson classic, with a big 18-inch front wheel, a 2-into-1 exhaust, and a smooth tail light assembly. This bagger rolls with swagger. The innovative Harley-Davidson® Touring chassis is based on a single-spar, rigid backbone …

  • FLTRU 2019 Road Glide® Ultra

    $30,089.00
    $22,999.00
    628704
    Pre-owned
    2019
    28000 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1KGF10KB628704
    Twisted Cherry

    The Road Glide® Ultra is the choice of the highest-mileage riders in the Harley-Davidson family. For good reason. You get a frame-mounted shark-nose fairing, 13.5-inch windscreen and dual Daymaker™ Reflector LED headlamp. And the power of a Twin-Cooled™ Milwaukee-Eight® 114 (1868cc) V-Twin engine. …