AA 6486 then UA 5530 at O'Hare
Detroit → Chicago → Madison
Timetable, Chicago time
17:29AA 6486 from Detroit at the gate
13:59UA 5530 to Madison leaves the gate
20 h 30 apart on the timetable, overnight
UA 5530 leaves 20 h 30 after AA 6486 arrives on the timetable: more than half a day, so not a connection we count.