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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Harley-Davidson® Road Glide® 2018 FLTRX BLACK
$21,999.00 $14,495.00

674261

Pre-owned

2018

84467 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1KHC11JB674261

Black Denim

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® motorcycle wouldn’t ride anything else. You’ve got the mountain-conquering power of the Milwaukee-Eight® 107 engine at the command …

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Harley-Davidson® Ultra Limited 2018 FLHTK GRAY/BLACK DENIM
$14,499.00

664923

Pre-owned

2018

19696 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1KED18JB664923

Industrial Gray Denim/Black Denim

If you’re the kind who wants it all, the Ultra Limited model gives it to you. From the powerful Twin-Cooled™ Milwaukee-Eight®107 engine right down to the heated hand grips. The unmistakable Batwing fairing and splitstream air vent mean optimal air flow and reduced head buffeting. Premium BOOM!™ Box …

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2018 Harley-Davidson® Road Glide® Ultra VIVID BLACK
$27,699.00 $14,999.00

675890

Pre-owned

2018

69414 mi

Harley-Davidson®

Starved Rock Harley-Davidson

1HD1KGD13JB675890

VIVID BLACK

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FLHTCU 2018 Electra Glide® Ultra Classic®
$24,669.00 $15,999.00

684303

Pre-owned

2018

20300 mi

Harley-Davidson®

Starved Rock Harley-Davidson

1HD1FCC19JB684303

Vivid Black

Since 1965, the Electra Glide® name has been the choice of riders who want the essential touring machine. One ride on the Electra Glide® Ultra Classic® motorcycle and you’ll know why. You get the passing power of the new Milwaukee-Eight® 107 engine, responsive front and rear suspension, powerful …

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Harley-Davidson® Ultra Limited 2018 FLHTK BLU/BLK
$28,199.00 $16,499.00

617522

Pre-owned

2018

33711 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1KWD10JB617522

BLU/BLK

If you’re the kind who wants it all, the Ultra Limited model gives it to you. From the powerful Twin-Cooled™ Milwaukee-Eight®107 engine right down to the heated hand grips. The unmistakable Batwing fairing and splitstream air vent mean optimal air flow and reduced head buffeting. Premium BOOM!™ Box …

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Harley-Davidson® Street Glide® Special 2018 FLHXS LEGEND BLUE DNM
$26,699.00 $16,999.00

625936

Pre-owned

2018

52060 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1KYC15JB625936

Legend Blue Denim

When it comes to hot rod baggers, the Street Glide® Special is way out front. You get the tire-smoking power of its blacked-out Milwaukee-Eight® 107 engine sitting at the heart of dark finishes that stretch from headlight to exhaust. A new 19-inch Talon front wheel and 18-inch rear wheel. Stretched …

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Harley-Davidson® Street Glide® 2018 FLHX BLACK
$21,699.00 $16,999.00

624219

Pre-owned

2018

19653 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1KBC19JB624219

Vivid Black

There’s a pride that comes from riding the original, and when it comes to the stripped-down hot-rod look, that would be the Harley-Davidson® Street Glide® motorcycle. Its style is often copied but has never been equaled. The Milwaukee-Eight® 107 engine backs up the look with massive torque. The …

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Harley-Davidson® Road Glide® Ultra 2018 FLTRU SILVER/BLACK
$27,699.00 $16,999.00

JB674857

Pre-owned

2018

41146 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1KGD10JB674857

Silver Fortune/Black Tempest

Times have never been better for the riders who put on the most miles. Get behind the frame-mounted shark-nose fairing, 13.5-inch windscreen and dual Daymaker™ Reflector LED headlamps on the Road Glide® Ultra model, and you’ll know why. You’ve got a Twin-Cooled™ Milwaukee-Eight® 107 (1750cc) engine,…

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Harley-Davidson® Road Glide® 2018 FLTRX HC SHATTEREDFLK
$22,489.00 $17,999.00

634900

Pre-owned

2018

6746 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1KHC17JB634900

HC SHATTEREDFLK

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® motorcycle wouldn’t ride anything else. You’ve got the mountain-conquering power of the Milwaukee-Eight® 107 engine at the command …

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Harley-Davidson® Road Glide® Ultra 2018 FLTRU SLVFRTN/BLKTPST W/PINSTRIPE
$27,699.00 $17,999.00

JB682837

Pre-owned

2018

19159 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1KGD11JB682837

SLVFRTN/BLKTPST W/PINSTRIPE

Times have never been better for the riders who put on the most miles. Get behind the frame-mounted shark-nose fairing, 13.5-inch windscreen and dual Daymaker™ Reflector LED headlamps on the Road Glide® Ultra model, and you’ll know why. You’ve got a Twin-Cooled™ Milwaukee-Eight® 107 (1750cc) engine,…

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2018 Harley-Davidson® Street Glide® Special Hard Candy Hot Rod Red Flake
$28,499.00 $19,499.00

675904

Pre-owned

2018

77235 mi

Harley-Davidson®

Starved Rock Harley-Davidson

1HD1KRC13JB675904

Hard Candy Hot Rod Red Flake

When it comes to hot rod baggers, the Street Glide® Special is way out front. You get the tire-smoking power of its blacked-out Milwaukee-Eight® 107 engine sitting at the heart of dark finishes that stretch from headlight to exhaust. A new 19-inch Talon front wheel and 18-inch rear wheel. Stretched …

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FLHXS 2018 Street Glide® Special
$25,999.00 $19,999.00

657245

Pre-owned

2018

11752 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1KRC19JB657245

Vivid Black

When it comes to hot rod baggers, the Street Glide® Special is way out front. You get the tire-smoking power of its blacked-out Milwaukee-Eight® 107 engine sitting at the heart of dark finishes that stretch from headlight to exhaust. A new 19-inch Talon front wheel and 18-inch rear wheel. Stretched …

Find out more CHECK AVAILABILITY