FreeTue, Dec 1, 2026·3:00 PMPops Uptown Supper Club Cruise NightAntioch, IL · Pop's Uptown Supper ClubCars Coffee
FreeWed, Dec 2, 2026·5:00 PMGrubsteakers Restaurant Classic Car Cruise NightsRockford, IL · RTCars Coffee
FreeThu, Dec 3, 2026·5:00 PMThursday Cruise Nights Are Back! Harlem & Foster PlazaChicago, IL · Harlem & Foster PlazaCars Coffee
Thu, Dec 3, 2026·5:00 PMSassymac Thursday Cruise Night ExtravaganzaMachesney Park, IL · Machesney ParkCars Coffee$100
FreeThu, Dec 3, 2026·5:30 PMElwood Steelcats Car Show Summer SeriesElwood, IL · Elwood Village HallCars Coffee
FreeSat, Dec 5, 2026·9:00 AMSwap meet and open houseJoliet, IL · 124 Stone City Dr, Joliet, IL 60436-9561, United StatesCar Shows
FreeSat, Dec 5, 2026·10:00 AMSaturday Cars & Coffee at Freedom Forged 4×4North Aurora, IL · North AuroraCars Coffee
FreeSat, Dec 5, 2026·10:00 AMCaffeine and Chrome Holiday Party – Gateway Classic Cars of St. LouisO'Fallon, IL · Gateway Classic CarsCars Coffee
FreeSat, Dec 5, 2026·10:00 AMCaffeine and Chrome Holiday Party – Gateway Classic Cars of ChicagoCrete, IL · Gateway Classic Cars of ChicagoCars Coffee
FreeSat, Dec 5, 2026·12:00 PMCar Show BUONA Darien & Rainbow ConeDarien, IL · 7417 S Cass AveCars Coffee
FreeSat, Dec 5, 2026·1:00 PMClayville Classic Car Cruise InnPleasant Plains, IL · Clayville Historic SiteCar Shows
FreeSat, Dec 5, 2026·5:00 PMSaturday Night Car Show At Buona DarienDarien, IL · 7417 Cass AveCars Coffee
Sat, Dec 12, 2026·1:00 PMClayville Classic Car Cruise InnPleasant Plains, IL · Clayville Historic SiteCar Shows
FreeSat, Dec 12, 2026·5:00 PMAnnual Awards and Dinner Dance GalaArlington Heights, IL · Chez HotelCar Clubs
FreeSun, Dec 13, 2026·9:00 AMVCOC Recurring Ride to Small Displacement SundayChicago, IL · Independence Park Advisory Council