AA 9975 then F9 1166 at Philadelphia
Roanoke → Philadelphia → San Juan
Timetable, Philadelphia time
15:24AA 9975 from Roanoke at the gate
10:30F9 1166 to San Juan leaves the gate
19 h 06 apart on the timetable, overnight
F9 1166 leaves 19 h 06 after AA 9975 arrives on the timetable: more than half a day, so not a connection we count.