The Pell grant will be the same if you file in Oct or in Feb or even in Sept. It is the OTHER money that runs out, the SEOG, the school’s need based aid, and some schools have priority deadlines for school aid. Doesn’t mean you won’t get it, but you might not get as much.
Have you tried appealing your FA awards based on the very large medical bills paid last year? You would be appealing for this year, but if awarded, it might carry over to next year.