Interesting proposal, but how would you market and sell it? Seriously.
Just for example, Disney offers the Candlelight Processional Dinner Package at Christmas, and the Fantasmic! Dining Package year-round at MGM.
These do both have 'tiers', but based solely on the restaurant of choice, not the actual food ordered Plus, these are generally one-shot deals; all other days, the Guests who book one or both of these packages dine a la carte.
Now, WE all plan well in advance where, and often even what, we're going to eat. Millions of people don't. Can you imagine the confusion, and possible anger/outrage:
. . . "For $38.99, you get one snack, one Counter Service meal, and one Table Service meal at which you get any pasta entree, each night of your package"
. . . "For $42.99, you get one snack, one Counter Service meal, and one Table Service meal at which you get any pasta or chicken entree, each night of your package"
. . . "For $46.99, you get one snack, one Counter Service meal, and one Table Service meal at which you get any pasta, chicken, or fish entree, each night of your package"
. . . "For $51.99, you get one snack, one Counter Service meal, and one Table Service meal at which you get any pasta, chicken, fish, or beef entree, each night of your package"
Then you'll (well, 'you' as in 'Disney') will have Guests complaining about overpaying on the night they just want spaghetti but they paid for the 'with beef' plan.
It's an excellent idea in theory, and it would likely work if the
Disney Dining Plan didn't exist, but...