(updated October 13 with a reply post below with new questions trip is booked flying into Rome and out of Milan a day later as folks kindly suggested here, thank you all)
Hello! Well my once cancelled trip seems like it will happen in November now, and we're booking our transport home.
We will be coming from the station called Passignano Sul Trasimeno and are debating flying out of Rome/Florence/Milan. Milan has a direct Emirates flight that is appealing to JFK, and we could book our final connection to BTV from there. The problem is Milan is the furthest away of the (3) options. Rome/Florence don't have a direct to JFK flight that is affordable.
Anyway, so my question is that the train schedules don't seem to go out that far, but I'd like to get booking that flight. Can I assume the schedule for any given Saturday would be similar enough? Or does the fall/winter change the train frequency a fair amount?
The flight would be at 3:40 in the afternoon, and it looks like trains are about 5 hours from that station based on the timing now, so we could make that flight if we took a train at 7am ish without much trouble. Alternatively, I may just get into Milan a day early, but I'm trying to see if I could avoid that.
Thanks!