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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FXFBS 2022 Fat Bob® 114 $19,799.00 $15,999.00

NB051876

Pre-owned

2022

11613 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1YLK11NB051876

Vivid Black

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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FXBBS 2022 Street Bob® 114 $15,349.00 $12,995.00

056888

Pre-owned

2022

22200 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1YYK14NB056888

GAUNT GRY MTLIC

The lightest-weight Softail equipped with a Milwaukee-Eight® 114 engine for a quick and nimble ride with power to spare. A perfect performance base for customization with 2-up seating, black steel laced wheels and dark finishes deliver no nonsense, Raw Bobber attitude.

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FXBBS 2022 Street Bob® 114 $15,349.00 $13,495.00

063613

Pre-owned

2022

2090 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1YYK10NB063613

Redline Red

The lightest-weight Softail equipped with a Milwaukee-Eight® 114 engine for a quick and nimble ride with power to spare. A perfect performance base for customization with 2-up seating, black steel laced wheels and dark finishes deliver no nonsense, Raw Bobber attitude.

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FXBBS 2022 Street Bob® 114 $16,749.00 $11,999.00

NB050844

Pre-owned

2022

1609 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1YYK19NB050844

Vivid Black

The lightest-weight Softail equipped with a Milwaukee-Eight® 114 engine for a quick and nimble ride with power to spare. A perfect performance base for customization with 2-up seating, black steel laced wheels and dark finishes deliver no nonsense, Raw Bobber attitude.

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FLTRX 2022 Road Glide®

654134

Pre-owned

2022

418 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1KHC17NB654134

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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FLTRK 2022 Road Glide® Limited $30,079.00 $22,999.00

612425

Pre-owned

2022

23056 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1KZF14NB612425

Reef Blue/Vivid Black - Black Finish

A fully loaded Grand Touring machine with 114 cubic inches of power and new premium finishes. Enjoy the ride to the fullest.

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FLTRK 2022 Road Glide® Limited $32,249.00 $23,999.00

644363

Pre-owned

2022

4839 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1KZF13NB644363

Mineral Green Metallic

A fully loaded Grand Touring machine with 114 cubic inches of power and new premium finishes. Enjoy the ride to the fullest.

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FLHXST 2022 Street Glide® ST $30,199.00 $22,995.00

645978

Pre-owned

2022

14153 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1ABL13NB645978

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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FLHXST 2022 Street Glide® ST $30,199.00 $23,999.00

611156

Pre-owned

2022

15779 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1ABL10NB611156

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 2022 CVO™ Street Glide® $44,899.00 $33,995.00

953594

Pre-owned

2022

15494 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1PXL18NB953594

Envious Green Fade

A super-premium hot rod bagger for the rider who rolls loud and proud. The classic silhouette of the batwing fairing topped with jaw-dropping paint and finish details, premium audio and the pavement-peeling power of the Milwaukee-Eight™ 117 engine make this one outrageous bike, one that could only …

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FLHXS 2022 Street Glide® Special $24,999.00

608872

Pre-owned

2022

6923 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1KRP10NB608872

White Sand Pearl

The custom hot rod bagger look stops people in their tracks. Now powered up with the Milwaukee-Eight® 114 engine, you’ll leave them in your dust.

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FLHXS 2022 Street Glide® Special $29,379.00 $22,999.00

609697

Pre-owned

2022

6865 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1KRP12NB609697

White Sand Pearl

The custom hot rod bagger look stops people in their tracks. Now powered up with the Milwaukee-Eight® 114 engine, you’ll leave them in your dust.

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