UA 1590 then AA 2753 at DFW
Newark → Dallas-Fort Worth → Valparaiso
Timetable, Dallas-Fort Worth time
18:32UA 1590 from Newark at the gate
16:51AA 2753 to Valparaiso leaves the gate
22 h 19 apart on the timetable, overnight
AA 2753 leaves 22 h 19 after UA 1590 arrives on the timetable: more than half a day, so not a connection we count.