AA 2205 then AA 206 at Miami
Indianapolis → Miami → Milan
Timetable, Miami time
21:27AA 2205 from Indianapolis at the gate
20:00AA 206 to Milan leaves the gate
22 h 33 apart on the timetable, overnight
AA 206 leaves 22 h 33 after AA 2205 arrives on the timetable: more than half a day, so not a connection we count.