Welcome to MB, if it were me I’d do either the Oct, Nov, or Dec. option. WDW is so cool around Halloween, the Food & Wine Festival, and definately Christmas time. I am a teacher too & I am very curious to know how you have so many days off in Oct. or even out of school that early in December?!?!
Summer, in my opinion, is just miserable. I hate the high heat/humidity & afternoon thunder & rain storms.