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I have an upcoming flight, in two weeks. The flight information is not available online as of yet. I have already received a confirmation email. Will Cortana still save my flight, once the information is available? Will I have to automatically load it into my notebook?

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    Did Cortana track this flight for you? if so, you should be able to answer your own question, if only with a "at least" quantifer – Rowland Shaw Dec 22 '15 at 21:57
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Cortana can manually track flights that depart within a month.

If you're sent a confirmation email that contains schema.org markup for the information, then Cortana will save the flight, otherwise you'll have to tell her to track the flight yourself.

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