AA 3751 then CI 5239 at O'Hare
White Plains → Chicago → Anchorage
Timetable, Chicago time
08:00AA 3751 from White Plains at the gate
21:55CI 5239 to Anchorage leaves the gate
13 h 55 apart on the timetable
CI 5239 leaves 13 h 55 after AA 3751 arrives on the timetable: more than half a day, so not a connection we count.