FR 3008 then IB 361 at Madrid
Milan → Madrid → Washington
Timetable, Madrid time
19:50FR 3008 from Milan at the gate
12:35IB 361 to Washington leaves the gate
16 h 45 apart on the timetable, overnight
IB 361 leaves 16 h 45 after FR 3008 arrives on the timetable: more than half a day, so not a connection we count.