This Labor Day weekend is the annual Antique Fly-In in Blakesburg, Iowa. If you're a first-timer to the event, no problem. They have a first-timer's guide on their website.
Beginning on Labor Day and going until Sunday, September 11, is the National Stearman Fly-In in Galesburg, Illinois. This is their 40th anniversary, so in addition to seeing over 100 Stearman in one place, there's an airshow and concert! Oh, and yeah, you don't need a Stearman to fly into the event. Visit their website for details.
From there, Saturday, September 17 is Fly Iowa in Newton, Iowa. Visit their website for details.
We plan to attend all these events. Hope to see you there!!