DL 8935 then WN 1747 at Philadelphia
Chicago Midway → Philadelphia → Orlando
Timetable, Philadelphia time
14:35DL 8935 from Chicago Midway at the gate
17:20WN 1747 to Orlando leaves the gate
2 h 45 apart on the timetable
The last days
DL 8935 and WN 1747 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.