BR 642 then UA 5423 at O'Hare
Anchorage → Chicago → Lexington
Timetable, Chicago time
08:55BR 642 from Anchorage at the gate
21:30UA 5423 to Lexington leaves the gate
12 h 35 apart on the timetable
UA 5423 leaves 12 h 35 after BR 642 arrives on the timetable: more than half a day, so not a connection we count.