AA 2148 then AA 5266 at Charlotte
Chicago O'Hare → Charlotte → Lexington
Timetable, Charlotte time
21:52AA 2148 from Chicago O'Hare at the gate
21:45AA 5266 to Lexington leaves the gate
23 h 53 apart on the timetable, overnight
AA 5266 leaves 23 h 53 after AA 2148 arrives on the timetable: more than half a day, so not a connection we count.