AA 4741 then UA 4645 at O'Hare
Portland (Maine) → Chicago → Fort Wayne
Timetable, Chicago time
14:50AA 4741 from Portland (Maine) at the gate
11:25UA 4645 to Fort Wayne leaves the gate
20 h 35 apart on the timetable, overnight
UA 4645 leaves 20 h 35 after AA 4741 arrives on the timetable: more than half a day, so not a connection we count.