In PE I would always suggest a daylight flight. It will be so, so boring after 16 hours but it's preferable to struggling to sleep and arriving exhausted at 6am and having to stay up all day.

A 9am departure means you will land at around midnight your time. Stay up another 4-5 hours on arrival and then sleep as long as you need to until the next day.

However you do it, jetlag on the JFK flight is brutal.