OO 225 then UA 2287 at O'Hare
Richmond → Chicago → Sarasota
Timetable, Chicago time
11:48OO 225 from Richmond at the gate
11:44UA 2287 to Sarasota leaves the gate
23 h 56 apart on the timetable, overnight
UA 2287 leaves 23 h 56 after OO 225 arrives on the timetable: more than half a day, so not a connection we count.