UA 5192 then AA 1238 at O'Hare
Jacksonville → Chicago → Fort Myers
Timetable, Chicago time
17:30UA 5192 from Jacksonville at the gate
12:22AA 1238 to Fort Myers leaves the gate
18 h 52 apart on the timetable, overnight
AA 1238 leaves 18 h 52 after UA 5192 arrives on the timetable: more than half a day, so not a connection we count.