AA 9908 then OO 6105 at O'Hare
Milwaukee → Chicago → Albany (New York)
Timetable, Chicago time
08:20AA 9908 from Milwaukee at the gate
08:00OO 6105 to Albany (New York) leaves the gate
23 h 40 apart on the timetable, overnight
OO 6105 leaves 23 h 40 after AA 9908 arrives on the timetable: more than half a day, so not a connection we count.