The Great Midsummer Fly-In/Drive-In takes place on Saturday, August 29, 2026, from 10 a.m. to 2 p.m. at Chautauqua County Airport in Jamestown, New York. The event combines aviation and automotive enthusiasts for a day of competition and recreation.
Attendees can experience Whiskey 7 rides and discovery flights operated by Great Lakes Flight Center. The event features a 50/50 raffle and additional raffles throughout the day. Admission is free.
A judging competition pits the two communities against each other. Pilots will evaluate classic cars while car owners will judge aircraft. Categories include oldest and newest vehicles in both categories, as well as awards for the most and least aesthetically pleasing planes and cars. An additional award recognizes the aircraft or automobile that traveled the farthest distance to attend.
Airplane clubs specific to particular aircraft types—including Cessna, Vans Aircraft, Mooney, and Piper J-3 models—will compete for recognition. The flying club with the highest attendance receives an award. Organizers also welcome pilots operating unconventional aircraft.
Food vendors will offer chicken barbecue, burgers, and hotdogs at $15 per person. All proceeds benefit the Alan D Fuller Memorial Flying Scholarship.