UA 5372 then GB 397 at O'Hare
Charlottesville → Chicago → Cincinnati Northern Kentucky
Timetable, Chicago time
11:51UA 5372 from Charlottesville at the gate
07:00GB 397 to Cincinnati Northern Kentucky leaves the gate
19 h 09 apart on the timetable, overnight
GB 397 leaves 19 h 09 after UA 5372 arrives on the timetable: more than half a day, so not a connection we count.