Find your next new motorcycle when you work with the experts at Windy City Motorcycle Company! We are proud to have dealerships serving Milwaukee, WI through Chicago, IL, as well as Detroit, MI. 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!
 
Find your next new Harley-Davidson® motorcycle when you visit Barbed Wire Harley-Davidson® in DeKalb, IL! We're proud to be your local new motorcycle dealership serving Rockford and Sycamore, IL. Turn heads and take off on an adrenaline packed ride when you choose your next motorcycle from our dealership!
 
 
Take off on your next motorcycle adventure with a new bike from City Limits Harley-Davidson® in Palatine, IL! If you are in the market for your next motorcycle in Arlington Heights or Evanston, IL, we're ready to help you. We have a large selection of the latest motorcycles in stock and ready for their first rider!
Find the latest new Harley-Davidson® motorcycles and more when you visit Fox River Harley-Davidson®! We're proud to be your local new motorcycle dealership in Saint Charles, serving Aurora and Schaumburg, IL. Find the latest motorcycles at prices that won't be beaten when you work with our expert staff!
Take off on a adrenaline-pumping motorcycle trip when you shop our new motorcycles for sale! Illinois Harley-Davidson® is proud to be your new motorcycle dealership in Countryside, serving Orland Park and Naperville, IL. Don't wait to find your next motorcycle when you shop our dealership's selection!
Shop our entire selection of new Harley-Davidson® motorcycles for sale at our boutique store in Lake Geneva, WI! We're happy to offer quality motorcycle apparel, accessories, and more to our vacationing customers! Shop our entire selection of Harley-Davidson® gear before the next drop!
 
 
Experience the latest from Harley-Davidson® when you shop our new motorcycles for sale in Ottawa, IL! Starved Rock Harley-Davidson® is proud to be your local new motorcycle dealership offering the latest in Harley-Davidson® style, technology and features!
Turn heads on your next commute when you choose from the latest Harly-Davidson® motorcycles for sale at West Bend Harley-Davidson® in West Bend, WI! Our new motorcycle dealership is proud to offer the latest models in our showroom. Stop by to find your next motorcycle today!
You can't beat the thrill and excitement of riding a new motorcycle! Shop our entire selection of new Harley-Davidson® motorcycles for sale at Wild Fire Harley-Davidson® in Villa Park, IL. Our expert staff is ready to give you rundown of the latest motorcycle technology and features!
 

Windy City Motorcycle Company Inventory

Showing 1-20 of 426 results

*Financing Offer available only on select new, untitled 2022 and 2023 Harley-Davidson® Grand American Touring and Adventure Touring motorcycles financed through Eaglemark Savings Bank and is subject to credit approval. Touring models Road King® Special, Electra Glide® Highway King, Road Glide® Special Anniversary, Street Glide® Special Anniversary and Ultra Limited® Anniversary are excluded. Harley-Davidson CVO™, Trikes, Icons Motorcycle Collection, and Police Duty Motorcycles are excluded. Not all applicants will qualify as the Annual Percentage Rate (APR) will vary based on the applicant's past credit performance and the term of the loan. Financing offer is available only for up to a 48-month term. For example, a 2023 Street Glide® ST motorcycle in Vivid Black with Black Trim with an MSRP of $29,999, no down payment and amount financed of $29,999, 48-month repayment term, and 1.99% APR results in monthly payments of $650.70. In this example, customer is responsible for applicable taxes, title, licensing fees and any other fees or charges at the time of sale. APR is calculated according to the simple interest method. Not valid in conjunction with other offers. Customer must take delivery by March 31, 2024. This Financing Offer is valid during the period of February 1, 2024, to March 31, 2024. Other terms, conditions, and limitations may apply. Dealer participation may vary. Financing offer is subject to change or cancellation at anytime. See your Harley-Davidson® Dealership for details.

**$1,000 or $2,000 incentive valid for in-dealership purchase of Genuine Harley-Davidson® Parts & Accessories and/or Apparel & Licensed merchandise in connection with the purchase of select Grand American and Adventure Touring Motorcycles valid at participating Harley-Davidson® dealerships within the continental U.S. and Alaska. Offer valid toward the purchase of select new, untitled 2022 or 2023 Harley-Davidson® Grand American Touring or Adventure Touring motorcycles available and in stock at participating H-D® dealers between February 1, 2024 and March 31, 2024. Offer may not be available in all states. Touring models Road King® Special, Electra Glide® Highway King, Road Glide® Special Anniversary, Street Glide® Special Anniversary and Ultra Limited® Anniversary are excluded. Harley-Davidson CVO™, Trikes, Icons Motorcycle Collection and Police Duty Motorcycles are excluded. Offer cannot be redeemed for cash or cash equivalent. Offer is subject to change at any time without notice. Void where prohibited or restricted by law. Dealer participation may vary. Additional restrictions apply, see your Harley-Davidson® Dealership for details.

 

CUSTOMER CASH

*$500 to $3,000 incentive on select new, untitled 2022, 2023 and 2024 Harley-Davidson® motorcycles valid at participating Harley-Davidson® dealerships within the U.S. including Hawaii and Alaska. Offer varies by model. Valid toward the purchase of select new, untitled 2022, 2023 or 2024 Harley-Davidson® motorcycles available and in stock at participating H-D® dealers between November 1, 2024 and December 31, 2024. Offer not valid on previously purchased motorcycles. Other terms, conditions, limitations and exclusions may apply. Offer is subject to change at any time without notice. Void where prohibited or restricted by law. Dealer participation may vary. Additional restrictions apply, see your Harley-Davidson® Dealership or www.h-d.com/offers for 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.