AA 2097 then AA 9908 at O'Hare
Pittsburgh → Chicago → Milwaukee
Timetable, Chicago time
06:59AA 2097 from Pittsburgh at the gate
10:00AA 9908 to Milwaukee leaves the gate
3 h 01 apart on the timetable
The last days
AA 2097 and AA 9908 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.