We're waiting for Southwest. Flying from Buffalo (hopefully) We've flown with them last time and have no complaints, plus free bags. Oct 30th is when they're releasing their flight schedule until June 2020 I believe. JetBlue's is out already for Spring 2020. Usually airlines release flight schedules around 6 months before. I've heard the best prices are around two months before your trip, but who really knows. ? We're also wondering about Swoop from Hamilton. I've read some bad things about them though, so it makes me nervous!
Might be better to go with a bigger airline.
I guess just keep checking individual airline sites to see when they're released.