Last Day to Add Dining Plan?

48 hours before your trip - and I believe if you add it later than 30 days before your trip, you have to pay the cost of the dining plan in full when adding it.
 
It's actually 3 days prior and it has to be paid in full if you are under 30 days
 

I added the dining plan to my Sept 8 reservation the evening of Sept 7. Had to cancel the original reservation and pay in full for the dining plan and the stay. Ate lunch on dining credits on Sept 8. Created some confusion at Magical Express. Guest Services on the phone thought the Magic Express reservation would automatically transfer, but it did not. I had the paperwork on everything and the cast member did find us in the system and our bags followed us without a hassle. (Our return Magical Express trip was on a separate reservation since it was a split stay on which we didn't add dining, so was unaffected.) It took a while for the refund on the first reservation to come through, but it eventually did. Had no effect on FP+
 
Just to clarify...

We have a package for end of Feb 2020. We are thinking of adding DDP but would want to do it after the holidays but we will probably have the package paid off by then. Will that cause an issue if the package is paid off before we add it?
 














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