AA 9908 then UA 5615 at O'Hare
Milwaukee → Chicago → Albany (New York)
Timetable, Chicago time
13:50AA 9908 from Milwaukee at the gate
11:59UA 5615 to Albany (New York) leaves the gate
22 h 09 apart on the timetable, overnight
UA 5615 leaves 22 h 09 after AA 9908 arrives on the timetable: more than half a day, so not a connection we count.