EK 9985 then UA 5749 at O'Hare
Anchorage → Chicago → Madison
Timetable, Chicago time
05:20EK 9985 from Anchorage at the gate
10:35UA 5749 to Madison leaves the gate
5 h 15 apart on the timetable
The last days
EK 9985 and UA 5749 weren’t both flown 15 min to 12 h apart in the last 21 days.
Statistics from past flights, not live flight information. Always check times and your connection with your airline, and don’t base travel or booking decisions on these numbers.