AA 3428 then BR 643 at O'Hare
Pensacola → Chicago → Anchorage
Timetable, Chicago time
14:44AA 3428 from Pensacola at the gate
11:55BR 643 to Anchorage leaves the gate
21 h 11 apart on the timetable, overnight
BR 643 leaves 21 h 11 after AA 3428 arrives on the timetable: more than half a day, so not a connection we count.