AA 2549 then DM 2311 at Newark
Chicago → New York → Santo Domingo
Timetable, New York time
23:29AA 2549 from Chicago at the gate
11:00DM 2311 to Santo Domingo leaves the gate
11 h 31 apart on the timetable, overnight
The last days
AA 2549 and DM 2311 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.