AA 1135 then UA 5539 at O'Hare
Washington National → Chicago → Cleveland
Timetable, Chicago time
20:06AA 1135 from Washington National at the gate
10:50UA 5539 to Cleveland leaves the gate
14 h 44 apart on the timetable, overnight
UA 5539 leaves 14 h 44 after AA 1135 arrives on the timetable: more than half a day, so not a connection we count.