PRE-OWNED HARLEY-DAVIDSON® MOTORCYCLES


Explore affordable pre-owned Harley-Davidson® models at Woodstock Harley-Davidson® in Woodstock, IL

Looking for the perfect used powersports vehicle to get out on the trails? Or need a pre-owned motorcycle for commuting? Shop our entire selection of used powersports vehicles and motorcycles for sale at Woodstock Harley-Davidson!

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Showing 289 - 300 of 688 results
  • FLTRXL 2026 Road Glide Limited
    Call for price

    TB624219
    New
    2026
    10 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1ALN18TB624219
    OLIV STL MTL/BLK W/ PINSTRI

    The 2026 Road Glide Limited sets the new standard for long-haul touring built for two. The Milwaukee-Eight® VVT 117 motor delivers unstoppable power, while heated seats, an all-new Grand Tour-Pak® with flush lighting, and a four-speaker, 200-watt audio system turn every mile into a story you and …

  • FLTRXL 2026 Road Glide Limited
    Call for price

    TB623750
    New
    2026
    10 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1ALN16TB623750
    Olive Steel Metallic / Vivid Black Black Trim

    The 2026 Road Glide Limited sets the new standard for long-haul touring built for two. The Milwaukee-Eight® VVT 117 motor delivers unstoppable power, while heated seats, an all-new Grand Tour-Pak® with flush lighting, and a four-speaker, 200-watt audio system turn every mile into a story you and …

  • FLTRXL 2026 Road Glide Limited
    Call for price

    TB622316
    New
    2026
    2 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1ALN17TB622316
    DRK BILIARD GRY

    The 2026 Road Glide Limited sets the new standard for long-haul touring built for two. The Milwaukee-Eight® VVT 117 motor delivers unstoppable power, while heated seats, an all-new Grand Tour-Pak® with flush lighting, and a four-speaker, 200-watt audio system turn every mile into a story you and …

  • FLTRXS 2016 Road Glide® Special
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    691111
    Pre-owned
    2016
    36351 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1KTM19GB691111
    BLACK QUARTZ

    Like the rock that diverts the mainstream, our frame-mounted Road Glide® Special motorcycle fairing splits the wind and conventional opinion alike. This is an exercise in how far you can take a motorcycle in terms of miles, attitude and function. You’ve got all the Project RUSHMORE …

  • FLTRXS 2017 Road Glide® Special $23,999.00 $18,999.00

    652670
    Pre-owned
    2017
    11548 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 …

  • FLTRXS 2019 Road Glide® Special $29,589.00 $21,499.00

    623939
    Pre-owned
    2019
    5757 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1KTP13KB623939
    UNKNOWN

    The Road Glide® Special model gets a blacked-out Milwaukee-Eight® 114 (1868cc) engine standard this year. Which means our darkest, most road-devouring road machine goes to an even darker, more road-hungry place. You get the all-new big screen BOOM! ™ GTS infotainment system, premium Talon wheels, …

  • FLTRXSE 2025 CVO™ Road Glide™ $50,999.00 $41,999.00

    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.

  • FLTRXSTSE 2024 CVO™ Road Glide® ST $42,999.00 $40,999.00

    8RB961214
    Pre-owned
    2024
    5590 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1TL818RB961214
    Raven Metallic
  • FLTRXSTSE 2026 CVO Road Glide ST
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    TB956488
    New
    2026
    6 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1TL81XTB956488
    Inferno Gray

    The 2026 CVO Road Glide ST is Harley-Davidson’s race-inspired bagger at its most ruthless. Its Milwaukee-Eight® 121 High Output motor delivers unbelievable power and performance, fed by a Heavy Breather intake and finished with titanium-capped mufflers. Forged carbon fibre details, tall risers with …

  • FLTRXSTSE 2026 CVO Road Glide ST
    Call for price

    TB955463
    New
    2026
    10 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1TL810TB955463
    Electric Coast

    The 2026 CVO Road Glide ST is Harley-Davidson’s race-inspired bagger at its most ruthless. Its Milwaukee-Eight® 121 High Output motor delivers unbelievable power and performance, fed by a Heavy Breather intake and finished with titanium-capped mufflers. Forged carbon fibre details, tall risers with …

  • FLTRXSTSE 2026 CVO Road Glide ST
    Call for price

    TB955545
    New
    2026
    4 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1TL812TB955545
    Citrus Heat Re-Entry

    The 2026 CVO Road Glide ST is Harley-Davidson’s race-inspired bagger at its most ruthless. Its Milwaukee-Eight® 121 High Output motor delivers unbelievable power and performance, fed by a Heavy Breather intake and finished with titanium-capped mufflers. Forged carbon fibre details, tall risers with …

  • 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 …