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®

Woodstock Harley-Davidson®

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New arrivals

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FLS 2016 Softail Slim®
$15,349.00 $12,499.00

043264

Pre-owned

2016

13820 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1JRV1XGB043264

Velocity Red Sunglo

The Softail Slim® is study in contrasts. The Hollywood bars, slim rear wheel, cat eye console and floor boards recall the early days of custom motorcycle enthusiasm. Yet you also get thoroughly modern features like a High Output Twin Cam 103™ engine, hidden suspension and great brakes to bring it …

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2016 Harley-Davidson® Electra Glide® Ultra Classic® Vivid Black
$25,049.00 $13,999.00

651976

Pre-owned

2016

45237 mi

Harley-Davidson®

Starved Rock Harley-Davidson

1HD1FCM16GB651976

Vivid Black

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FLHTK 2016 Ultra Limited
$26,999.00 $14,499.00

684281

Pre-owned

2016

39012 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1KEL13GB684281

2T RED

Here's what you get with The Project RUSHMORE Ultra touring experience: Every idea millions of miles of riding and hundreds of conversations with riders could dream up and build into a horizon hunting machine. Like saddlebags that open with one touch. A fairing that reduces head buffeting. More …

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2016 Harley-Davidson® Ultra Limited Two-Tone Mysterious Red Sunglo/Velocity Red Sunglo
$27,999.00 $14,999.00

685640

Pre-owned

2016

18815 mi

Harley-Davidson®

Starved Rock Harley-Davidson

1HD1KEL1XGB685640

Two-Tone Mysterious Red Sunglo/Velocity Red Sunglo

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FLTRX 2016 Road Glide®
$14,999.00

683022

Pre-owned

2016

47942 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1KHM17GB683022

Black Denim

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FLSTN 2016 Softail® Deluxe
$19,949.00 $14,999.00

GB041349

Pre-owned

2016

7338 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1JDV14GB041349

Two-Tone Mysterious Red Sunglo/Velocity Red Sunglo

There aren’t that many things left in this world that make a hard-working man or woman feel truly deluxe. This motorcycle is one of them. Roll into town and you can feel the eyes on the chrome and laced wheels, wrapped in whitewall tires. The full-skirted metal fenders. The big chromed headlamp and …

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FLHTCU 2016 Electra Glide® Ultra Classic™
$25,049.00 $14,999.00

631897

Pre-owned

2016

20384 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1FCM19GB631897

Vivid Black

From the day the first Electra Glide® motorcycle crossed America in 1965, it’s had a singular mission. Make the ride a cosmic leap beyond anything the rider has experienced in terms of function and comfort. So here we are countless miles later. And everything we’ve learned has been built into these …

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Harley-Davidson® Breakout® 2016 FXSB BILLET SILVER
$20,199.00 $14,999.00

036562

Pre-owned

2016

2670 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1BFV10GB036562

Billet Silver

Feast your eyes on the Breakout™ motorcycle’s glittering new High Output Twin Cam 103™ engine, waiting to send mountains of torque to that meaty 240mm rear tire. The profile is low, stretched out and undeniably aggressive. We top it with drag bars. This one lives to defy gravity and everything else.

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FLHXS 2016 Street Glide® Special
$23,199.00 $15,999.00

642377

Pre-owned

2016

28638 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1KRM17GB642377

Velocity Red Sunglo

You’re looking at the answer to the question, how do you fully load a touring bike with premium features and still roll with the stripped down bagger look? Check inside the sleek Project RUSHMORE batwing fairing and you’ll get an idea. Your looking at the top-of-the-line 6.5 inch touchscreen …

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FLHXS 2016 Street Glide® Special
$22,549.00 $16,499.00

610377

Pre-owned

2016

23517 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1KRM11GB610377

GRAY

You’re looking at the answer to the question, how do you fully load a touring bike with premium features and still roll with the stripped down bagger look? Check inside the sleek Project RUSHMORE batwing fairing and you’ll get an idea. Your looking at the top-of-the-line 6.5 inch touchscreen …

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FLTRXS 2016 Road Glide® Special
$23,499.00 $16,999.00

665140

Pre-owned

2016

30116 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1KTM35GB665140

Superior Blue

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 features from …

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FLHXS 2016 Street Glide® Special
$26,999.00 $16,999.00

646923

Pre-owned

2016

26100 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1KRM16GB646923

Velocity Red Sunglo

You’re looking at the answer to the question, how do you fully load a touring bike with premium features and still roll with the stripped down bagger look? Check inside the sleek Project RUSHMORE batwing fairing and you’ll get an idea. Your looking at the top-of-the-line 6.5 inch touchscreen …

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