AA 569 then AA 5361 at DFW
Chicago O'Hare → Dallas-Fort Worth → Midland
Timetable, Dallas-Fort Worth time
20:49AA 569 from Chicago O'Hare at the gate
17:46AA 5361 to Midland leaves the gate
20 h 57 apart on the timetable, overnight
AA 5361 leaves 20 h 57 after AA 569 arrives on the timetable: more than half a day, so not a connection we count.