May 2, 2026 @ 10:00 am - 3:00 pm Waterloo Marching Band Car Show More Info Monroe County Fairgrounds Waterloo, IL, United States SAVE EVENT
May 2, 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
May 2, 2026 @ 4:00 pm - 7:00 pm C-Town Twist & The Locust Street Pub Cruise The Strip Car & Bike Show More Info The Locust Street Pub Centralia, IL, United States SAVE EVENT
May 3, 2026 @ 12:00 pm - 6:00 pm Jack Piesbergen 2nd Annual Memorial Car Show And Fundraiser More Info Caseyville VFW Caseyville, IL, United States SAVE EVENT
May 3, 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
May 6, 2026 @ 5:30 pm - 8:30 pm Cool Cruisers Cruise-in Cool Cruisers Cruise-in More Info 600 Toronto Rd Springfield, IL, United States SAVE EVENT
May 13, 2026 @ 5:30 pm - 8:30 pm Cool Cruisers Cruise-in Cool Cruisers Cruise-in More Info 600 Toronto Rd Springfield, IL, United States SAVE EVENT
May 15, 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
May 15, 2026 @ 5:00 pm - 11:00 pm Rt 66 Skyview Drive-In Classic Car Show More Info Skyview Drive-In Theatre Litchfield, IL, United States SAVE EVENT
May 16, 2026 @ 10:00 am - 2:00 pm 6th Annual Troop 520 Car Show More Info 1237 Central Park Dr O'Fallon, IL, United States SAVE EVENT
May 16, 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
May 17, 2026 @ 10:00 am - 4:00 pm Route 66 Hotel & Conference Center Car Show More Info 614 E St Joseph St Springfield, IL, United States SAVE EVENT
May 17, 2026 @ 12:00 pm - 4:00 pm Route 66 Car Show More Info Route 66 Hotel & Conference Center Southern View, IL, United States SAVE EVENT
May 21, 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
May 22, 2026 @ 8:00 am - May 23, 2026 @ 5:00 pm Route 66 Rockabilly Reunion More Info World Wide Technology Raceway Madison, IL, United States SAVE EVENT
May 23, 2026 @ 10:00 am 4th Annual Red Dog Saloon Car Show More Info Red Dog Saloon Warsaw, IL, United States SAVE EVENT
May 23, 2026 @ 10:00 am - 4:00 pm Car Show Madison, Il World Wide Technology Raceway Route 66 Rockabilly Reunion More Info World Wide Technology Raceway Madison, IL, United States SAVE EVENT
May 24, 2026 @ 9:00 am - 3:00 pm Nashville Moose Lodge 2560 America 250 Car Show More Info Washington County Fairgrounds Nashville, IL, United States SAVE EVENT
May 27, 2026 @ 5:30 pm - 8:30 pm Cool Cruisers Cruise-in Cool Cruisers Cruise-in More Info 600 Toronto Rd Springfield, IL, United States SAVE EVENT
May 27, 2026 @ 6:00 pm - 9:00 pm Off-Site Bike Night at Bakers & Hale More Info Bakers & Hale Godfrey, IL, United States SAVE EVENT
