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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FLHC 2026 Heritage Classic®

TB035010

New

2026

1 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1YA913TB035010

Midnight Ember w/Laced Wheels

The 2026 Heritage Classic is the perfect blend of vintage soul with modern muscle. We’ve packed a Milwaukee-Eight® 117 motor into its low-slung frame and mated it to a performance-tuned 2-into-1 exhaust that makes it a monster. It also comes with lockable symmetrical saddlebags, LED lighting all …

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FLHC 2026 Heritage Classic®

TB035706

New

2026

1 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1YA917TB035706

Vivid Black Black Laced Wheels

The 2026 Heritage Classic is the perfect blend of vintage soul with modern muscle. We’ve packed a Milwaukee-Eight® 117 motor into its low-slung frame and mated it to a performance-tuned 2-into-1 exhaust that makes it a monster. It also comes with lockable symmetrical saddlebags, LED lighting all …

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FLHC 2026 Heritage Classic®

TB034612

New

2026

4 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1YA914TB034612

DRK BILIARD GRY

The 2026 Heritage Classic is the perfect blend of vintage soul with modern muscle. We’ve packed a Milwaukee-Eight® 117 motor into its low-slung frame and mated it to a performance-tuned 2-into-1 exhaust that makes it a monster. It also comes with lockable symmetrical saddlebags, LED lighting all …

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FLHC 2026 Heritage Classic®

TB032386

New

2026

5 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1YA910TB032386

Vivid Black Black Laced Wheels

The 2026 Heritage Classic is the perfect blend of vintage soul with modern muscle. We’ve packed a Milwaukee-Eight® 117 motor into its low-slung frame and mated it to a performance-tuned 2-into-1 exhaust that makes it a monster. It also comes with lockable symmetrical saddlebags, LED lighting all …

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FLHC 2026 Heritage Classic®

TB027795

New

2026

1 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1YA913TB027795

Vivid Black Black Laced Wheels

The 2026 Heritage Classic is the perfect blend of vintage soul with modern muscle. We’ve packed a Milwaukee-Eight® 117 motor into its low-slung frame and mated it to a performance-tuned 2-into-1 exhaust that makes it a monster. It also comes with lockable symmetrical saddlebags, LED lighting all …

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FLHC 2026 Heritage Classic®

TB032279

New

2026

5 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1YA91XTB032279

Vivid Black Black Laced Wheels

The 2026 Heritage Classic is the perfect blend of vintage soul with modern muscle. We’ve packed a Milwaukee-Eight® 117 motor into its low-slung frame and mated it to a performance-tuned 2-into-1 exhaust that makes it a monster. It also comes with lockable symmetrical saddlebags, LED lighting all …

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FLHC 2026 Heritage Classic®

TB031420

New

2026

2 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1YA912TB031420

Midnight Ember w/Laced Wheels

The 2026 Heritage Classic is the perfect blend of vintage soul with modern muscle. We’ve packed a Milwaukee-Eight® 117 motor into its low-slung frame and mated it to a performance-tuned 2-into-1 exhaust that makes it a monster. It also comes with lockable symmetrical saddlebags, LED lighting all …

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FLFB 2026 Fat Boy®

TB033731

New

2026

6 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1YF910TB033731

DRK BILIARD GRY

Wide tires front and back. Classic Lakester cast aluminum wheels. The iconic steamroller stance, backed by a Milwaukee-Eight® 117 motor. LED lighting all around, Rider Safety Enhancements standard, and fine factory details that honor one of Harley-Davidson’s most legendary silhouettes. The 2026 Fat …

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2026 Harley-Davidson® Road Glide® MIDNIGHT EMBER

TB628125

New

2026

1 mi

Harley-Davidson®

Starved Rock Harley-Davidson

1HD1KH719TB628125

MIDNIGHT EMBER

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2026 Harley-Davidson® Road Glide® Dark Billiard Gray Chrome Trim

TB629574

New

2026

3 mi

Harley-Davidson®

Starved Rock Harley-Davidson

1HD1KH71XTB629574

Dark Billiard Gray Chrome Trim

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2026 Harley-Davidson® Road Glide® Aurora Blue Denim Chrome Trim

TB630137

New

2026

7 mi

Harley-Davidson®

Starved Rock Harley-Davidson

1HD1KH714TB630137

Aurora Blue Denim Chrome Trim

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2026 Harley-Davidson® Road Glide Limited Vivid Black Black Trim

TB628973

New

2026

7 mi

Harley-Davidson®

Starved Rock Harley-Davidson

1HD1ALN17TB628973

Vivid Black Black Trim

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