AA 5477 then BR 658 at O'Hare
Madison → Chicago → Toronto Pearson
Timetable, Chicago time
08:50AA 5477 from Madison at the gate
11:30BR 658 to Toronto Pearson leaves the gate
2 h 40 apart on the timetable
The last days
AA 5477 and BR 658 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.