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.

ALL NEW PRE-OWNED

ALL

NEW

PRE-OWNED

Showing 145 - 156 of 221 results

page_infoFilters

Showing 145 - 156 of 221 results

Clear all filters

Motorcycles

Harley-Davidson®

Grand American Touring

Adventure Touring

Cruiser

Sportster

Trike

Breakout

CVO

Fat Boy

Freewheeler

Heritage

Low Rider

Nightster

Pan America

Road Glide

Road King

Sportster

Street Bob

Street Glide

Street Glide 3 Limited

Street Glide Ultra

Alpine Green / Vivid Black

Atlas Silver Metallic

Atlas Silver Metallic - Black Finish

Aurora Blue Denim Black Trim

Aurora Blue Denim Chrome Cast Wheels

Aurora Blue Denim Chrome Trim

Billiard Gray

Black

Blood Orange Black Cast Wheels

Blood Orange Black Trim

Blood Orange Chrome Trim

Blue Burst

Blue Burst - Black Finish

Brilliant Red

Brilliant Red Black Laced Wheels

Brilliant Red Chrome Trim

Carbon Blue

Centerline w/Cast Wheels

Citrus Heat CVO Tri-Tone

Citrus Heat Re-Entry

Dark Billiard Gray - Black Finish

Dark Billiard Gray Black Cast Wheels

Dark Billiard Gray Chrome Trim

DRK BILIARD GRY

Electric Coast

Electric Coast CVO Two-Tone

Inferno Gray

Iron Horse Metallic / Vivid Black - Black Finish

Iron Horse Metallic Chrome Trim

MDNIGHT

MIDNIGHT EMBER

Midnight Ember Chrome Trim

Midnight Ember w/Laced Wheels

Mystic Shift

OLIV STL MTL/BLK W/ PINSTRI

Olive Steel Metallic

Vivid Black Black Trim

Olive Steel Metallic / Vivid Black Black Trim

Olive Steel Metallic Chrome Cast Wheels

Olive Steel Metallic Chrome Laced Wheels

Olive Steel Metallic Chrome Trim

OLIVE STEEL MTL

Purple Abyss / Vivid Black Chrome Trim

Purple Abyss Black Trim

Red Rock

Red Rock / Vivid Black

Teal Thunder / Vivid Black Black Cast Wheels

Teal Thunder / Vivid Black Black Trim

Torched Orange CVO Tri-Tone

Vivid Black Black Laced Wheels

Vivid Black Black Trim

Vivid Black Black Two-Up Laced Wheels

Vivid Black Chrome Cast Wheels

Vivid Black Chrome Trim

Whiskey Fire

Whiskey Fire / Vivid Black w/Cast Wheels

White

White Onyx Pearl

WHITE ONYX PRL

White Onyx Pearl Black Trim

Price from

Price to

Year from 2026 Year from 2025 Year from 2024

Year to 2026 Year to 2025 Year to 2024

Length from

Length to

Mileage < 100 mi Mileage < 500 mi Mileage < 1000 mi Mileage < 3000 mi Mileage < 5000 mi Mileage < 10000 mi Mileage < 15000 mi Mileage < 20000 mi Mileage < 25000 mi Mileage < 30000 mi Mileage < 35000 mi Mileage < 40000 mi Mileage < 45000 mi Mileage < 50000 mi Mileage < 55000 mi Mileage < 60000 mi Mileage < 65000 mi Mileage < 70000 mi Mileage < 75000 mi Mileage < 80000 mi Mileage < 85000 mi Mileage < 90000 mi Mileage < 95000 mi Mileage < 100000 mi Mileage < 105000 mi Mileage < 110000 mi Mileage < 115000 mi Mileage < 120000 mi Mileage < 125000 mi Mileage < 130000 mi Mileage < 135000 mi Mileage < 140000 mi Mileage < 145000 mi Mileage < 150000 mi Mileage < 155000 mi Mileage < 160000 mi Mileage < 165000 mi Mileage < 170000 mi Mileage < 175000 mi Mileage < 180000 mi Mileage < 185000 mi Mileage < 190000 mi Mileage < 195000 mi Mileage < 200000 mi

Chicago Harley-Davidson®

Illinois Harley-Davidson®

Starved Rock Harley-Davidson

Windy City Harley-Davidson®

Woodstock Harley-Davidson®

Other

Petrol

Other

Featured

Custom

Sold as seen

Manufacturer certified

Dealer certified

Cal spec

In Stock

New arrivals

Cruiser

Touring

Off-Road

Sport

FLTRT 2026 Road Glide 3

TB857783

New

2026

2 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1MFN16TB857783

Vivid Black

The new 2026 Harley-Davidson® Road Glide® 3 rewrites what a trike can be. It's leaner, it's meaner, and it's built for all get out. A redesigned Sharknose fairing cuts a sharper profile over a planted, aggressive stance. A Milwaukee-Eight® VVT 117 motor is at the centre of its hot-rod heart, and …

Find out more CHECK AVAILABILITY
FLTRT 2026 Road Glide 3

TB857946

New

2026

10 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1MFN18TB857946

DRK BILIARD GRY

The new 2026 Harley-Davidson® Road Glide® 3 rewrites what a trike can be. It's leaner, it's meaner, and it's built for all get out. A redesigned Sharknose fairing cuts a sharper profile over a planted, aggressive stance. A Milwaukee-Eight® VVT 117 motor is at the centre of its hot-rod heart, and …

Find out more CHECK AVAILABILITY
FLTRT 2026 Road Glide 3

TB855175

New

2026

13 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1MFN16TB855175

Vivid Black

The new 2026 Harley-Davidson® Road Glide® 3 rewrites what a trike can be. It's leaner, it's meaner, and it's built for all get out. A redesigned Sharknose fairing cuts a sharper profile over a planted, aggressive stance. A Milwaukee-Eight® VVT 117 motor is at the centre of its hot-rod heart, and …

Find out more CHECK AVAILABILITY
FLTRT 2026 Road Glide 3

TB852999

New

2026

13 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1MFN14TB852999

Vivid Black

The new 2026 Harley-Davidson® Road Glide® 3 rewrites what a trike can be. It's leaner, it's meaner, and it's built for all get out. A redesigned Sharknose fairing cuts a sharper profile over a planted, aggressive stance. A Milwaukee-Eight® VVT 117 motor is at the centre of its hot-rod heart, and …

Find out more CHECK AVAILABILITY
FLHXSTSE 2026 CVO Street Glide ST

TB956694

New

2026

2 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1TR819TB956694

Inferno Gray

Introducing a new chapter in the CVO story: the 2026 CVO Street Glide ST. All new for 2026, the CVO Street Glide ST takes the Batwing bagger into uncharted territory. Its Heavy Breather intake gives it lungs to match its attitude, while floating front rotors, eight selectable ride modes (including …

Find out more CHECK AVAILABILITY
FLHXSTSE 2026 CVO Street Glide ST

TB955784

New

2026

4 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1TR815TB955784

Inferno Gray

Introducing a new chapter in the CVO story: the 2026 CVO Street Glide ST. All new for 2026, the CVO Street Glide ST takes the Batwing bagger into uncharted territory. Its Heavy Breather intake gives it lungs to match its attitude, while floating front rotors, eight selectable ride modes (including …

Find out more CHECK AVAILABILITY
FLHXSTSE 2026 CVO Street Glide ST

TB955381-1

New

2026

2 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1TR815TB955381

Inferno Gray

Introducing a new chapter in the CVO story: the 2026 CVO Street Glide ST. All new for 2026, the CVO Street Glide ST takes the Batwing bagger into uncharted territory. Its Heavy Breather intake gives it lungs to match its attitude, while floating front rotors, eight selectable ride modes (including …

Find out more CHECK AVAILABILITY
FLHXSE 2026 CVO Street Glide

TB955448

New

2026

2 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1PX616TB955448

Torched Orange CVO Tri-Tone

For riders who recognise the details, the 2026 Harley-Davidson® CVO™ Street Glide® sets the standard. Every line, every square inch of paint, and every single touchpoint on this bike is curated with obsession, from its Torched Orange paint and an amber-tinted windshield to exclusive Carbide …

Find out more CHECK AVAILABILITY
FLHXLSE 2026 CVO Street Glide Limited

TB955806

New

2026

2 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1TM613TB955806

Electric Coast CVO Two-Tone

Nothing on the new 2026 CVO Street Glide Limited is left to chance. This is the ultimate luxury touring machine, from the split seven-spoke custom wheels and Citrus Heat tri-tone paint to the new Grand Tour-Pak® with flush LED lighting. Every line, every contour, and every nut and bolt on this …

Find out more CHECK AVAILABILITY
FLHXL 2026 Street Glide Limited

TB623228

New

2026

5 mi

Harley-Davidson®

Starved Rock Harley-Davidson

1HD1AHN18TB623228

Purple Abyss / Vivid Black Chrome Trim

Every line, feature, and finish on the 2026 Street Glide Limited is built to make every mile feel easier than the one before it. From the Milwaukee-Eight® VVT 117 motor to the all-new Grand Tour-Pak®, heated seat and grips, and premium Rockford Fosgate® audio, it’s a touring experience built to …

Find out more CHECK AVAILABILITY
FLHX 2026 Street Glide®

TB628892

New

2026

10 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1KB711TB628892

DRK BILIARD GRY

For those who’d rather roam than simply arrive, the 2026 Street Glide delivers the edge of the map on a silver platter. With striking new colorways, a liquid-cooled Milwaukee-Eight® 117 motor, ride-tuned rear suspension optimized for long haul comfort, and the 12.3” Skyline™ OS (312 mm) display …

Find out more CHECK AVAILABILITY
FLHX 2026 Street Glide®

TB605979

New

2026

2 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1KB718TB605979

VIVID BLACK

For those who’d rather roam than simply arrive, the 2026 Street Glide delivers the edge of the map on a silver platter. With striking new colorways, a liquid-cooled Milwaukee-Eight® 117 motor, ride-tuned rear suspension optimized for long haul comfort, and the 12.3” Skyline™ …

Find out more CHECK AVAILABILITY