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!

page_info Filter by
Price
Year
Mileage
Length
CLEAR ALL CLEAR FILTERS
Showing 181 - 192 of 688 results
page_infoFilters
Showing 181 - 192 of 688 results
  • FLHX 2025 Street Glide™ $30,649.00 $27,999.00

    615831
    Pre-owned
    2025
    1198 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1KB716SB615831
    Purple Abyss Denim - Black Finish

    After nearly two decades spent on the open road, the Street Glide® redefines touring with a liquid-cooled Milwaukee-Eight® 117 V-twin engine that puts out 126 ft-lb of torque, hand-adjustable rear shocks that smooth out the ride, and an easy-to-use touchscreen infotainment system that puts total …

  • FLHX 2026 Street Glide®
    Call for price

    TB628892
    New
    2026
    10 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1KB711TB628892
    DRK BILIARD GRY

    For those who’d rather roam than simply arrive, the 2026 Street Glide delivers the edge of the map on a silver platter. With striking new colorways, a liquid-cooled Milwaukee-Eight® 117 motor, ride-tuned rear suspension optimized for long haul comfort, and the 12.3” Skyline™ OS (312 mm) display …

  • FLHX 2026 Street Glide®
    Call for price

    TB605979
    New
    2026
    2 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1KB718TB605979
    VIVID BLACK

    For those who’d rather roam than simply arrive, the 2026 Street Glide delivers the edge of the map on a silver platter. With striking new colorways, a liquid-cooled Milwaukee-Eight® 117 motor, ride-tuned rear suspension optimized for long haul comfort, and the 12.3” Skyline™ …

  • FLHX 2026 Street Glide®
    Call for price

    TB627653
    New
    2026
    10 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1KB710TB627653
    DRK BILIARD GRY

    For those who’d rather roam than simply arrive, the 2026 Street Glide delivers the edge of the map on a silver platter. With striking new colorways, a liquid-cooled Milwaukee-Eight® 117 motor, ride-tuned rear suspension optimized for long haul comfort, and the 12.3” Skyline™ OS (312 mm) display …

  • FLHX 2026 Street Glide®
    Call for price

    TB625103
    New
    2026
    2 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1KB71XTB625103
    DRK BILIARD GRY

    For those who’d rather roam than simply arrive, the 2026 Street Glide delivers the edge of the map on a silver platter. With striking new colorways, a liquid-cooled Milwaukee-Eight® 117 motor, ride-tuned rear suspension optimized for long haul comfort, and the 12.3” Skyline™ OS (312 mm) display …

  • FLHX 2026 Street Glide®
    Call for price

    TB621315
    New
    2026
    5 mi
    Harley-Davidson®
    Starved Rock Harley-Davidson
    1HD1KB715TB621315
    DRK BILIARD GRY

    For those who’d rather roam than simply arrive, the 2026 Street Glide delivers the edge of the map on a silver platter. With striking new colorways, a liquid-cooled Milwaukee-Eight® 117 motor, ride-tuned rear suspension optimized for long haul comfort, and the 12.3” Skyline™ OS (312 mm) display …

  • FLHX 2026 Street Glide®
    Call for price

    TB618549
    New
    2026
    5 mi
    Harley-Davidson®
    Starved Rock Harley-Davidson
    1HD1KB714TB618549
    DRK BILIARD GRY

    For those who’d rather roam than simply arrive, the 2026 Street Glide delivers the edge of the map on a silver platter. With striking new colorways, a liquid-cooled Milwaukee-Eight® 117 motor, ride-tuned rear suspension optimized for long haul comfort, and the 12.3” Skyline™ OS (312 mm) display …

  • FLHXL 2026 Street Glide Limited
    Call for price

    TB623228
    New
    2026
    5 mi
    Harley-Davidson®
    Starved Rock Harley-Davidson
    1HD1AHN18TB623228
    Purple Abyss / Vivid Black Chrome Trim

    Every line, feature, and finish on the 2026 Street Glide Limited is built to make every mile feel easier than the one before it. From the Milwaukee-Eight® VVT 117 motor to the all-new Grand Tour-Pak®, heated seat and grips, and premium Rockford Fosgate® audio, it’s a touring experience built to …

  • FLHXLSE 2026 CVO Street Glide Limited
    Call for price

    TB955806
    New
    2026
    2 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1TM613TB955806
    Electric Coast CVO Two-Tone

    Nothing on the new 2026 CVO Street Glide Limited is left to chance. This is the ultimate luxury touring machine, from the split seven-spoke custom wheels and Citrus Heat tri-tone paint to the new Grand Tour-Pak® with flush LED lighting. Every line, every contour, and every nut and bolt on this …

  • FLHXS 2014 Street Glide® Special $22,499.00 $12,999.00

    677780
    Pre-owned
    2014
    18995 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1KRM14EB677780
    BLACK W/ PINSTRIPE

    Enhanced by Project RUSHMORE, the new- for-2014 Street Glide® Special takes the hot-rod bagger formula a little further, adding a Gloss Black inner fairing, Reflex™ Linked Brakes with ABS, the Boom!™ Box 6.5 GT infotainment system and CVO™-style hand-adjustable lowered rear suspension as standard …

  • FLHXS 2014 Street Glide® Special $22,499.00 $13,999.00

    691225
    Pre-owned
    2014
    8070 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1KRM12EB691225
    MYSTERIOUS RED W/ PINSTRIPE

    Enhanced by Project RUSHMORE, the new- for-2014 Street Glide® Special takes the hot-rod bagger formula a little further, adding a Gloss Black inner fairing, Reflex™ Linked Brakes with ABS, the Boom!™ Box 6.5 GT infotainment system and CVO™-style hand-adjustable lowered rear suspension as standard …

  • FLHXS 2014 Street Glide® Special $23,209.00 $17,999.00

    668090
    Pre-owned
    2014
    17457 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1KRM10EB668090
    BLACKND CAYENNE W/ PINSTRIP

    Enhanced by Project RUSHMORE, the new- for-2014 Street Glide® Special takes the hot-rod bagger formula a little further, adding a Gloss Black inner fairing, Reflex™ Linked Brakes with ABS, the Boom!™ Box 6.5 GT infotainment system and CVO™-style hand-adjustable lowered rear suspension as standard …