AA 9909 then AA 2305 at O'Hare
Waterloo → Chicago → Washington National
Timetable, Chicago time
17:10AA 9909 from Waterloo at the gate
12:59AA 2305 to Washington National leaves the gate
19 h 49 apart on the timetable, overnight
AA 2305 leaves 19 h 49 after AA 9909 arrives on the timetable: more than half a day, so not a connection we count.