AA 1809 then AA 2461 at Boston
Charlotte → Boston → Chicago O'Hare
Timetable, Boston time
12:35AA 1809 from Charlotte at the gate
17:58AA 2461 to Chicago O'Hare leaves the gate
5 h 23 apart on the timetable
The last days
AA 1809 and AA 2461 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.