AA 1007 then AA 3566 at O'Hare
Fort Myers → Chicago → Cleveland
Timetable, Chicago time
10:38AA 1007 from Fort Myers at the gate
21:20AA 3566 to Cleveland leaves the gate
10 h 42 apart on the timetable
The last days
AA 1007 and AA 3566 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.