Harley-Davidson® Motorcycles For Sale in Chicago, IL

Get the latest and greatest when you choose from our selection of 2021 Harley-Davidson® motorcycles for sale at Chicago Harley-Davidson® Wrigleyville in downtown Chicago, IL! We're located right across the street from historic Wrigley Field, so come by when you're out for a game and see the latest motorcycles!  

Chicago Harley-Davidson® Inventory

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Best Price Guarantee

We will price match used bikes from any local competitor on the exact Year, Make, Model, Color, Mileage, and Condition motorcycle that is immediately available in their inventory and ours. You must present an associate with the local competitor's advertisement and/or accepted purchase offer for review & verification of the price match request at the time of purchase in order to qualify for the Best Price Guarantee. Offer not valid on third party sales, private sales, and select excluded motorcycles. Offer is subject to change or cancellation at any time. See dealer for complete details.

Shipping

Free shipping in the continental U.S. on purchases over $5,000. See dealer for complete details.

*The extension of the Motorcycle Limited Warranty is valid on new, previously untitled 2022, 2023, 2024 and 2025 Harley-Davidson® motorcycles purchased and delivered between November 1, 2024 and March 31, 2025. Offer excludes Company Owned Vehicles (COV), Police Duty Motorcycles, Fleet, EagleRider, and DEMO motorcycles. Warranty coverage on all eligible motorcycles sold and delivered during the sales period will be extended through April 30, 2027. All other terms of the Motorcycle Limited Warranty, which can be found in your Harley-Davidson Owner's Manual, remain the same. See dealer for details.