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  • Downtown Pontiac Cruise Nights

    Recurring
    Downtown Pontiac 115 W. Howard, Pontiac, IL, United States

    Get ready for another unforgettable season of Downtown Pontiac Cruise Nights 2026! Join us as we celebrate the Route 66 & Pontiac Car Centennial with a full lineup of special…

    Free
  • Lawndale Route 66 Festival

    Lawndale Route 66 Festival/Chicago’s Historic Route 66 Classic Car Show

    North Lawndale Ogden Ave 3800 W. Ogden, Chicago, IL, United States

    The 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…

    Free
  • berwyn car show

    2026 Berwyn Rt.66 Car Show

    Berwyn Route 66 Ogden Avenue Ogden Ave between Oak Park Ave and Ridgeland Ave, Berwyn, IL, United States

    The 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…

  • 2026 International Route 66 Mother Road Festival

    2026 International Route 66 Mother Road Festival

    Downtown Springfield #1 Old State Capitol Plaza, Springfield, IL, United States

    The 25th Annual Route 66 Mother Road Festival is September 25-27, 2026. The cars, the music, the fun and nostalgia that Route 66 has brought to generations will return for another year, rolling into historic downtown Springfield in September. Admission is FREE for spectators. The show is locally managed by Greg “Coop” and Sue Cooper,…

  • Last 100 Miles Festival

    The Last 100 Miles Centennial Festival

    Southwest Illinois Route 66 IL, United States

    The 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 communities in southwest Illinois. The Last 100 Miles Centennial Festival will be held throughout southwest Illinois October 10 - 11 and include activities in communities…

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