I’ve rented and downloaded a couple of movies from iTunes. They would not play on my iPad Pro on the airplane but play just fine when home.
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That is correct.
When renting a movie, one of the parameters used in calculating the time you may keep the rental is the date and time you started watching the movie. This time must be captured and recorded - which means you must have an internet connection.
So to watch a rented movie in Airplane Mode, you must begin to watch it (just the very start of the movie) while connected to the internet. The rest may be seen while in Airplane Mode.
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ipad pro wont play rented movies in airplane mode