WN 4365 then AA 1874 at Philadelphia
Chicago Midway → Philadelphia → Boston
Timetable, Philadelphia time
22:20WN 4365 from Chicago Midway at the gate
21:50AA 1874 to Boston leaves the gate
23 h 30 apart on the timetable, overnight
AA 1874 leaves 23 h 30 after WN 4365 arrives on the timetable: more than half a day, so not a connection we count.