PRE-OWNED BLOWOUT SALE

Explore Quality Pre-Owned Motorcycles at Windy City Harley-Davidson® in Libertyville, IL

Discover exceptional value with our selection of pre-owned Harley-Davidson® motorcycles at Windy City Harley-Davidson®. Each bike is meticulously inspected to ensure reliability and performance, offering you the confidence to ride with peace of mind. Whether you're seeking a powerful cruiser or a nimble street bike, our inventory features a variety of models to suit every rider's preferences. Browse through our collection below and find your perfect ride today. Don't miss out—these deals won't last long!

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Chicago Harley-Davidson®

Illinois Harley-Davidson®

Starved Rock Harley-Davidson

Windy City Harley-Davidson®

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FLHX 2019 Street Glide®
$21,289.00 $16,499.00

629118

Pre-owned

2019

4545 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1KBC14KB629118

Kinetic Green

The mould for the factory hot rod bagger was cut the day the Street Glide® motorcycle rolled off the line. It’s spawned imitators, but none measure up. The look is backed up by the refined power of a Milwaukee-Eight® 107 (1747cc) engine. It combines with a fully adjustable rear suspension, …

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Harley-Davidson® Road King® Special 2019 FLHRXS BLACK
$25,289.00 $16,995.00

602309

Pre-owned

2019

19952 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1KVP13KB602309

Vivid Black

If you want to know what ruling the road truly feels like, reach for the mini-apehanger bars on the Road King® Special and send some fuel to its new Milwaukee-Eight® 114 engine. This is top-of-the-line power and a look that will stop traffic. Blacked out, stripped down, rolling on turbine wheels. …

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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 …

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Harley-Davidson® Ultra Limited 2019 FLHTK INDGRYDNM/BLKDN W/PINSTRIPE
$30,489.00 $16,999.00

676824

Pre-owned

2019

44253 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1KEF12KB676824

INDGRYDNM/BLKDN W/PINSTRIPE

From its new Twin-Cooled™ Milwaukee-Eight® 114 (1868cc) V-Twin engine right down to its heated hand grips, the Ultra Limited has it all. Batwing fairing and splitstream air vent for optimal air flow and reduced head buffeting. All new BOOM!™ GTS infotainment system. Electronic cruise control, …

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2019 Harley-Davidson® Road Glide® Twisted Cherry
$24,999.00 $17,469.00

669010

Pre-owned

2019

19080 mi

Harley-Davidson®

Starved Rock Harley-Davidson

1HD1KHC14KB669010

Twisted Cherry

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Harley-Davidson® Road King® Special 2019 FLHRXS BNVL SALT DENIM
$23,539.00 $17,499.00

645198

Pre-owned

2019

14152 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1KVP14KB645198

Bonneville Salt Denim

If you want to know what ruling the road truly feels like, reach for the mini-apehanger bars on the Road King® Special and send some fuel to its new Milwaukee-Eight® 114 engine. This is top-of-the-line power and a look that will stop traffic. Blacked out, stripped down, rolling on turbine wheels. …

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FLHTK 2019 Ultra Limited
$29,139.00 $17,999.00

613088

Pre-owned

2019

8933 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1KEF10KB613088

UNKNOWN

From its new Twin-Cooled™ Milwaukee-Eight® 114 (1868cc) V-Twin engine right down to its heated hand grips, the Ultra Limited has it all. Batwing fairing and splitstream air vent for optimal air flow and reduced head buffeting. All new BOOM!™ GTS infotainment system. Electronic cruise control, …

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FLHRXS 2019 Road King® Special
$17,999.00

622983

Pre-owned

2019

30759 mi

Harley-Davidson®

Starved Rock Harley-Davidson

1HD1KVP17KB622983

Midnight Blue

If you want to know what ruling the road truly feels like, reach for the mini-apehanger bars on the Road King® Special and send some fuel to its new Milwaukee-Eight® 114 engine. This is top-of-the-line power and a look that will stop traffic. Blacked out, stripped down, rolling on turbine wheels. …

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Harley-Davidson® Ultra Limited 2019 FLHTK GRAY
$18,999.00

619496

Pre-owned

2019

59405 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1KEF11KB619496

Industrial Gray Denim/Black Denim

From its new Twin-Cooled™ Milwaukee-Eight® 114 (1868cc) V-Twin engine right down to its heated hand grips, the Ultra Limited has it all. Batwing fairing and splitstream air vent for optimal air flow and reduced head buffeting. All new BOOM!™ GTS infotainment system. Electronic cruise control, …

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FLHXS 2019 Street Glide® Special
$27,589.00 $20,499.00

617894

Pre-owned

2019

23384 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1KRP16KB617894

Vivid Black

The Street Glide® Special model kicks the hot rod bagger style into a higher gear. It starts with the Milwaukee-Eight® 114 (1868cc) engine that comes standard this year. When you twist the throttle, hold on tight. You also get the all-new, big screen BOOM! ™ GTS infotainment system. Then there’s …

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Harley-Davidson® CVO™ Limited 2019 FLHTKSE AUBURN / BLACK
$44,089.00 $20,999.00

951539

Pre-owned

2019

44034 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1TEH16KB951539

Auburn Sunglo & Black Hole with Rich Bourbon

The CVO™ Limited model brings an unparalleled level of class to the Grand American Touring class. It starts with the massive power of the Twin-Cooled™ Milwaukee-Eight®117 (1923cc) V-Twin engine and just keeps rolling from there. The paint is show stopping. You get 19” front and 18” rear Tomahawk …

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2019 Harley-Davidson® CVO™ Road Glide® Red Pepper & Magnetic Gray with Black Hole
$42,999.00 $27,430.00

952416

Pre-owned

2019

60280 mi

Harley-Davidson®

Starved Rock Harley-Davidson

1HD1TCL11KB952416

Red Pepper & Magnetic Gray with Black Hole

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