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Take in the rush of open-road freedom as you glide past iconic landmarks and hidden gems.
Our knowledgeable guides will reveal the city’s secrets, from bustling avenues to tranquil spots only locals know.
Ride collector’s motorcycles that transport you to a legendary era of craftsmanship and design.
Our fleet of World War II chopper motorcycles with sidecars isn’t just transportation—it’s a time capsule. Experience Chicago with a touch of nostalgia and a dash of modern excitement.
Enjoy private, customized tours tailored to your preferences. Whether you’re chasing history, architecture, or just pure fun, we’ve got you covered.
Relive every moment of your journey through a professionally edited 360° video. Included with every tour, this cinematic keepsake ensures your adventure stays fresh forever.
Born from a love of motorcycles and a desire to share it, American Riders are powered by passion and fueled by the drive to deliver exceptional service.
No cookie-cutter tours here. Every ride is crafted with you in mind.
Our team knows Chicago inside-out and is eager to share its stories and charm.
Enjoy a full experience with high-tech 360° camera captures and professionally produced tour videos.
Ride with confidence on meticulously maintained, comfortable sidecar motorcycles.
Have questions you want answers to?
Each tour includes:
Absolutely! Our sidecars are designed for comfort and safety, making the experience enjoyable for riders of all ages.
Our tours typically last 2–3 hours, depending on the package you choose. We also offer customizable options for private group tours.
We recommend wearing comfortable clothing and closed-toe shoes. Helmets and other safety gear will be provided.
Yes! Our tours make for an unforgettable gift. Contact us for special gift card options.
Our high-tech 360° cameras capture your entire journey. After the tour, you’ll receive a professionally edited video with music and transitions, included in the price.
Not at all! Our professional riders handle the chopper while you relax in the sidecar and enjoy the ride.
Booking is easy! Visit our [Booking Page], select your desired date and time, and complete the process online. If you need assistance, feel free to contact us.
Riding through Chicago on a vintage chopper was beyond exhilarating. The sidecar was super comfy, and the personalized tour made it feel like a VIP experience. Highly recommend American Riders!
I’ve always wanted to ride a classic motorcycle, and this tour exceeded my expectations. From the breathtaking views to the edited video we got at the end, everything was perfect.
Exploring Chicago on these incredible WWII bikes was like stepping back in time. The 360° video we received was the cherry on top. A must-do for anyone visiting the Windy City!
As a Chicago native, I thought I’d seen it all, but American Riders showed me a side of my city I never knew existed. Truly unforgettable.
