AA 4741 then CI 5225 at O'Hare
Portland (Maine) → Chicago → Anchorage
Timetable, Chicago time
14:50AA 4741 from Portland (Maine) at the gate
14:25CI 5225 to Anchorage leaves the gate
23 h 35 apart on the timetable, overnight
CI 5225 leaves 23 h 35 after AA 4741 arrives on the timetable: more than half a day, so not a connection we count.