WN 1399 then VB 755 at Miami
Chicago Midway → Miami → Merida
Timetable, Miami time
16:55WN 1399 from Chicago Midway at the gate
16:35VB 755 to Merida leaves the gate
23 h 40 apart on the timetable, overnight
VB 755 leaves 23 h 40 after WN 1399 arrives on the timetable: more than half a day, so not a connection we count.