UA 3375 then UA 2189 at O'Hare
St Louis → Chicago → New York LaGuardia
Timetable, Chicago time
13:30UA 3375 from St Louis at the gate
13:00UA 2189 to New York LaGuardia leaves the gate
23 h 30 apart on the timetable, overnight
UA 2189 leaves 23 h 30 after UA 3375 arrives on the timetable: more than half a day, so not a connection we count.