Outdoor
Events
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Lawndale Route 66 Festival/Chicago’s Historic Route 66 Classic Car Show
North Lawndale Ogden Ave 3800 W. Ogden, Chicago, IL, United StatesThe Lawndale Route 66 Festival is led by Chicago’s Historic Route 66 Classic Car Show. After 12 successful years, this beloved tradition has grown into something even bigger: the second annual Lawndale Route 66 Festival — presented in partnership with eight incredible community organizations: Chicago's Historic Route 66 Classic Car & Bike Show Lawndale Christian…
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2026 Berwyn Rt.66 Car Show
Berwyn Route 66 Ogden Avenue Ogden Ave between Oak Park Ave and Ridgeland Ave, Berwyn, IL, United StatesThe Berwyn Rt.66 Car Show returns on August 29, 2026. Construction along Ogden Avenue is expected to be completed in time for the annual car show. We look forward to having everyone back on the mother road and in their favorite cars! Pre-registration opens on March 6, 2026. The Berwyn Rt. 66 Car Show is…
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Bicycle Illinois Route 66 Ride
Illinois Route 66 IL, United StatesBicycle Illinois is excited to introduce the Route 66 Ride, a new week-long cycling tour traveling from the St. Louis area to Chicagoland along the legendary Old Route 66. This…
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The Last 100 Miles Centennial Festival
Southwest Illinois Route 66 IL, United StatesThe Mother Road is celebrating its Centennial Anniversary in 2026 and there will be plenty to see and do along this famous highway in Edwardsville and other local Route 66…
