An oxygen mask being essential for skydiving is a myth. Just don't bring one; it's a waste of money. jm143am says: For someone jumping at 14k feet or below - a mask isn't needed...anything over 14k feet the air is thinner and thus more difficult to breathe....most people won't jump their intro jumps from this height unless requested to do so...and they'll probably provide you with a mask...18k feet or something of that nature its a must to have one...don't want to be passing out after jumping out of a plane ;)
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depends on the rules and regulations of the place you skydive but i think you would need it above 18000ft regardless of rules. due to the lack of oxygen.