AA 9950 then AA 4442 at O'Hare
Philadelphia → Chicago → Madison
Timetable, Chicago time
13:49AA 9950 from Philadelphia at the gate
13:25AA 4442 to Madison leaves the gate
23 h 36 apart on the timetable, overnight
AA 4442 leaves 23 h 36 after AA 9950 arrives on the timetable: more than half a day, so not a connection we count.