September 19, 2026 @ 4:00 pm - 8:00 pm Chester Cruise Nights Chester Cruise Nights More Info Cohen Recreation Complex Chester, IL, United States SAVE EVENT
September 20, 2026 @ 1:00 pm - 4:00 pm Clayville Classic Car Cruise Inn Clayville Classic Car Cruise Inn More Info Clayville Historic Site Pleasant Plains, IL, United States SAVE EVENT
September 24, 2026 @ 5:00 pm - 8:00 pm Sissy’s Space & Air Cooled Corner Market/Car Meet Night Sissy’s Space & Air Cooled Corner Market/Car Meet Night More Info 1310 21St St Granite City, IL, United States SAVE EVENT
September 25, 2026 @ 6:00 pm - September 27, 2026 @ 10:00 pm 25th Annual International Route 66 Mother Road Festival More Info Downtown Springfield Springfield, IL, United States SAVE EVENT
September 26, 2026 @ 9:00 am - 12:00 pm Caffeine and Chrome – Gateway Classic Cars of St. Louis More Info Gateway Classic Cars of St. Louis O'Fallon, IL, United States SAVE EVENT
September 26, 2026 @ 11:00 am - 5:00 pm Wrenchfest Stl Sept 26th 2026 @ the Hawg Pit Bbq Grafton, Illinois More Info Hawg Pit BBQ Grafton, IL, United States SAVE EVENT
September 26, 2026 @ 12:00 pm - 4:00 pm Vaughn’s Classic Cars & Wetzels Automotive New Athens Car Cruise Vaughn’s Classic Cars & Wetzels Automotive New Athens Car Cruise More Info 1102 Spotsylvania St. New Athens, IL, United States SAVE EVENT
September 26, 2026 @ 3:00 pm International Route 66 Mother Road Festival Burnout Competition More Info 7th & Washington Springfield, IL, United States SAVE EVENT
September 26, 2026 @ 4:00 pm - 7:00 pm SIUE Paws on Route 66 Car Show More Info Korte Stadium Edwardsville, IL, United States SAVE EVENT
October 1, 2026 @ 5:00 pm - 8:00 pm Sissy’s Space & Air Cooled Corner Market/Car Meet Night Sissy’s Space & Air Cooled Corner Market/Car Meet Night More Info 1310 21St St Granite City, IL, United States SAVE EVENT
October 4, 2026 @ 9:00 am Annual 2026 Roar-In Car Show In S. Jacob (More to Come) More Info St. Jacob, Illinois St. Jacob, IL, United States SAVE EVENT
October 4, 2026 @ 1:00 pm - 4:00 pm Cool Cruisers Cruise-in Cool Cruisers Cruise-in More Info 600 Toronto Rd Springfield, IL, United States SAVE EVENT
October 10, 2026 @ 11:00 am - 7:00 pm Knights of Columbus Car Cruise More Info 401 S. Walnut St Taylorville, IL, United States SAVE EVENT
October 11, 2026 @ 9:00 am 6th Annual Car Show Fundraiser For St. Mary’s Hawks More Info Fort Kaskaskia State Park Ellis Grove, IL, United States SAVE EVENT
October 16, 2026 @ 4:00 pm - 8:00 pm Columbia City Saloon Westpark Bowl Car Cruise Columbia City Saloon Westpark Bowl Car Cruise More Info Columbia City Saloon Westpark Bowl Columbia, IL, United States SAVE EVENT
October 17, 2026 @ 8:00 am - 12:00 pm Fall Festival & Chili Cook-Off Car Show Presented By CARSTAR PROTOUCH MASCOUTAH More Info Downtown Mascoutah Mascoutah, IL, United States SAVE EVENT
October 17, 2026 @ 4:00 pm - 8:00 pm CHESTER CAR CRUISE IN Chester Car Cruise In More Info 3420 Bodes Ln Chester, IL, United States SAVE EVENT
October 17, 2026 @ 4:00 pm - 8:00 pm Chester Cruise Nights Chester Cruise Nights More Info Cohen Recreation Complex Chester, IL, United States SAVE EVENT
October 31, 2026 @ 1:00 pm - 4:00 pm Clayville Classic Car Cruise Inn Clayville Classic Car Cruise Inn More Info Clayville Historic Site Pleasant Plains, IL, United States SAVE EVENT
December 5, 2026 @ 1:00 pm - 4:00 pm Clayville Classic Car Cruise Inn Clayville Classic Car Cruise Inn More Info Clayville Historic Site Pleasant Plains, IL, United States SAVE EVENT
