- December 1, 2021 – Applications available online
- January 29, 2022 – Informational Session
- February 18, 2022– Applications for the 2022 scholarship are due
- March 21 – Upwind 2022 winner(s) announced
- March– Complete third class medical examination
- April 3 – Begin 12 week ground school, Sundays or Tuesdays
- April – Apply for FAA Student Pilot Certificate
- June 6 – Begin flight training, Monday-Friday, 9- 5 pm