UA 1354 then AA 3585 at O'Hare
Tampa → Chicago → Key West
Timetable, Chicago time
11:50UA 1354 from Tampa at the gate
11:49AA 3585 to Key West leaves the gate
23 h 59 apart on the timetable, overnight
AA 3585 leaves 23 h 59 after UA 1354 arrives on the timetable: more than half a day, so not a connection we count.