NEW HARLEY-DAVIDSON® MOTORCYCLE INVENTORY

Explore new 2025 & 2026 Harley-Davidson® models for sale at Windy City Harley-Davidson® in Libertyville, IL

Find your next new motorcycle when you work with the experts at Windy City Harley-Davidson^®! We offer a huge selection of hundreds of new bikes for sale, so we're sure to have something in stock to fit your riding needs!

Why Buy From Us?

Anyone can sell you a motorcycle. What sets us apart is what happens after. We believe in treating people like family, not numbers, and making sure every rider feels supported long after they leave the showroom. From service and parts to events and community, we’re here for the long haul — because your experience shouldn’t end when the sale does.

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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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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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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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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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XL 883N 2015 Iron 883™ $9,899.00 $5,999.00

434368

Pre-owned

2015

12684 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD4LE219FC434368

Black Denim

The Iron 883™ motorcycle takes attitude to a dark place. Reflecting the style of riders who want a quality ride with no hassles, the blacked- out, back-alley bruiser is the “anti-chrome” Harley® model. The Iron 883 is for those who want their first taste of that ride-hard-and-put- up-wet lifestyle. …

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XL 1200X 2015 Forty-Eight® $12,299.00 $9,999.00

441966

Pre-owned

2015

2858 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1LC311FC441966

HCCANCUN BL FLK

An instant classic launched 5 years ago, the Forty-Eight® gets its name from the year its famous peanut tank was first introduced. A true urban warrior, its distinctive custom stance, (as well as its agile handling) come largely from its short chassis, lowered front suspension, low profile, solo …

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XG750 2015 Street™ 750 $7,499.00 $3,995.00

502997

Pre-owned

2015

349 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD4NBB17FC502997

Black Denim

When the street is where you live, it starts to live in you. True of a rider. True of a motorcycle. The look of the Harley-Davidson Street™ 750 motorcycle comes from the street. Born out of the custom tradition of tearing down a motorcycle to its raw, minimal essence and letting the pure rebellion …

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XG500 2015 Street™ 500 $7,194.00 $4,999.00

501926

Pre-owned

2015

1154 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD4NAA17FC501926

UNKNOWN

When the street is where you live, it starts to live in you. True of a rider. True of a motorcycle. The look of the Harley-Davidson Street™ 500 motorcycle comes from the street. Born out of the custom tradition of tearing down a motorcycle to its raw, minimal essence and letting the pure rebellion …

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Harley-Davidson® Ultra Limited Low 2015 FLHTKL BLACK W/ PINSTRIPE $26,099.00 $14,499.00

678852

Pre-owned

2015

39141 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1KKL15FB678852

Vivid Black

So why shouldn’t someone of a shorter stature be able to enjoy the fully loaded benefits of our Electra Glide® Ultra Limited? No reason at all, not now.The Ultra Limited Low is all new for 2015 and another great asset to have come out of Project Rushmore. We’ve dropped the suspension, pulled back …

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Harley-Davidson® Street Glide® Special 2015 FLHXS BLACK W/ PINSTRIPE $23,599.00 $13,495.00

657706

Pre-owned

2015

33360 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1KRM10FB657706

Black Denim

This US bestseller has proven itself across everything the 50 states have thrown at it, and now it’s ready to take on the rest of the world. This is a machine that’s every bit as comfortable with a trip to the office as it is with a grand tour.Last year’s Project Rushmore gave it its high output …

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Harley-Davidson® Street Glide® Special 2015 FLHXS BLACK W/ PINSTRIPE $23,599.00 $12,499.00

682043

Pre-owned

2015

62391 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1KRM14FB682043

Black Denim

This US bestseller has proven itself across everything the 50 states have thrown at it, and now it’s ready to take on the rest of the world. This is a machine that’s every bit as comfortable with a trip to the office as it is with a grand tour.Last year’s Project Rushmore gave it its high output …

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Harley-Davidson® Street Glide® 2015 FLHX BLACK $21,849.00 $13,994.99

667243

Pre-owned

2015

5451 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1KBM14FB667243

Vivid Black

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