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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Harley-Davidson® Nightster™ Special 2023 RH975S BILLIARD BLUE $15,199.00 $10,999.00

PB308751

Pre-owned

2023

3671 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1ZF113PB308751

Bright Billiard Blue

Harley-Davidson® introduces a new middle-weight contender that combines classic Sportster® silhouette with the sophisticated performance of the Revolution® Max 975T engine. Adding to the already successful mix of style, convenience and technology found in Nightster™, upgrades and new features on …

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Harley-Davidson® CVO™ Road Glide™ 2023 FLTRXSE DARK PLATINUM $42,999.00 $30,999.00

952560

Pre-owned

2023

11990 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1TC614PB952560

Dark Platinum w/Pinstripe

We’ve taken everything Road Glide® owners around the world have come to admire and levelled up with the latest tech, before topping it all off with the unmistakable styling and luxury that Harley-Davidson Custom Vehicle Operations™ are known for.Whether touring the high or low roads, motorway …

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FXST 2023 Softail® Standard $15,949.00 $11,999.00

074505-1

Pre-owned

2023

337 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1BVJ12PB074505

Vivid Black

A stripped-down, souped-up, bobber with a post WWII era look. You get the power and soul-satisfying sound of the Milwaukee-Eight® 107 V-Twin to take you into the future. Fast.

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FXST 2023 Softail® Standard $14,599.00 $10,999.00

072842

Pre-owned

2023

5980 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1BVJ1XPB072842

Vivid Black

A stripped-down, souped-up, bobber with a post WWII era look. You get the power and soul-satisfying sound of the Milwaukee-Eight® 107 V-Twin to take you into the future. Fast.

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FXLRS 2023 Low Rider® S $18,399.00 $14,999.00

048662

Pre-owned

2023

1456 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1YWZ18PB048662

Vivid Black

Low Rider™ S 117 model is an aggressive performance kingpin designed for the rider seeking unapologetic power, the rider willing to push their bike to the limit. The Milwaukee-Eight™ 117 powertrain gives the Low Rider™ S 117 motorcycle owner instant bragging rights. Premium suspension enhances the …

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FXFBS 2023 Fat Bob® 114 $21,999.00 $16,999.00

039056

Pre-owned

2023

4560 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1YLK19PB039056

Gray Haze

The Fat Bob® is all Harley-Davidson, but at the same time, it’s unlike any Harley® motorcycle that ever existed before. From the modern, aggressive look of its 2-1-2 upswept exhaust and tarmac-devouring fat tyres to the massive torque of the Milwaukee-Eight® engine to the ride of the Softail® frame,…

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FLTRT 2023 Road Glide® 3 $33,199.00 $31,999.00

859407

Pre-owned

2023

131 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1MFP16PB859407

BRT BILIARD BLU

The 2023 Road Glide® 3 combines the soul of a Road Glide® with all the benefits of three-wheels

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FLTRT 2023 Road Glide® 3 $32,999.00 $30,999.00

855887

Pre-owned

2023

121 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1MFP14PB855887

Vivid Black - Black Finish

The 2023 Road Glide® 3 combines the soul of a Road Glide® with all the benefits of three-wheels

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FLHXST 2023 Street Glide® ST $29,999.00 $23,995.00

628316

Pre-owned

2023

3179 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1ABL10PB628316

Vivid Black

Elevated pro-touring bagger performance and style for the rider who just can’t ever get enough. The Street Glide™ ST model pairs the muscular Milwaukee-Eight® 117 powertrain with tough West Coast styling influences and new dark-and-bronze finishes. Undiminished rider comfort and the iconic batwing …

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FLHXSE 2023 CVO™ Street Glide® $42,999.00 $31,999.00

951781

Pre-owned

2023

10878 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1PX61XPB951781

Dark Platinum w/Pinstripe

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FLHXS 2023 Street Glide® Special $30,499.00 $22,499.00

637468

Pre-owned

2023

2482 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1KRP12PB637468

BIL BLU/BIL GRY

This rare combo of performance, factory-custom bagger styling and cutting-edge connectivity celebrates 120 years of H-D craftsmanship and pride with commemorative paint and finishes.

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FLHX 2023 Street Glide® $22,199.00 $18,999.00

643080

Pre-owned

2023

2047 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1KBC1XPB643080

Atlas Silver Metallic

The icon you love to see and love to be seen on. Powered by a Milwaukee-Eight® 107 engine, the Street Glide® lives up to its name with a fully adjustable rear suspension and a responsive front end that let you hum smoothly along rolling highways and winding roads. Its hot-rod bagger style and …

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