AA 5008 then FX 9791 at O'Hare
Milwaukee → Chicago → Anchorage
Timetable, Chicago time
09:05AA 5008 from Milwaukee at the gate
04:00FX 9791 to Anchorage leaves the gate
18 h 55 apart on the timetable, overnight
FX 9791 leaves 18 h 55 after AA 5008 arrives on the timetable: more than half a day, so not a connection we count.