AA 9908 then AA 9956 at O'Hare
Milwaukee → Chicago → Washington National
Timetable, Chicago time
08:20AA 9908 from Milwaukee at the gate
09:15AA 9956 to Washington National leaves the gate
55 min apart on the timetable
The last days
AA 9908 and AA 9956 weren’t both flown 15 min to 12 h apart in the last 21 days.
Statistics from past flights, not live flight information. Always check times and your connection with your airline, and don’t base travel or booking decisions on these numbers.