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If you hand in your ticket early, you will not get a pro-rata refund on an annual season ticket. Annual season tickets are sold at a discount (about 25%) compared to the equivalent number of weekly tickets.
Upgrade during the period your original ticket is valid, and Disney puts the cost of your original ticket toward the cost of your annual pass. Retroactive upgrades are not allowed. One-day tickets must be upgraded before the park closes at the end of the day.