UA 2005 then UA 3376 at O'Hare
Pensacola → Chicago → St Louis
Timetable, Chicago time
17:02UA 2005 from Pensacola at the gate
11:00UA 3376 to St Louis leaves the gate
17 h 58 apart on the timetable, overnight
UA 3376 leaves 17 h 58 after UA 2005 arrives on the timetable: more than half a day, so not a connection we count.