FR 5322 then IB 337 at Madrid
Milan → Madrid → Miami
Timetable, Madrid time
19:45FR 5322 from Milan at the gate
16:40IB 337 to Miami leaves the gatealso AY 5641, EI 5863, QR 6853, BA 7259, PC 7717, AA 8645
20 h 55 apart on the timetable, overnight
IB 337 leaves 20 h 55 after FR 5322 arrives on the timetable: more than half a day, so not a connection we count.