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I'm never used FF miles before, have some questions

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DH and I never fly on business and it's only been recently that we've done more leisure flying. It came to my attention the other day that we now both have enough miles to get a free flight. So I have a few questions:

I'd like to fly to Savannah or Jacksonville sometime next February. We have enough miles to do it and there is currently availability, but we won't be able to commit to dates till sometime in September. Are seats usually gone by then? I assume that it varies across airlines but I'm just trying to get a general idea. We would be on Delta.

How do the reservations work? Since we each have our own miles do we each need to make a separate reservation? What if one of us can get a ticket and the other can't?

Sorry if these are stupid questions. I know absolutely nothing about using miles.

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