To give you the perspective of a couple who likes to eat, on average, two table service restaurants a day when we go, I'd say we expect to pay between $100-200 a day on food. If we decide to hit any lounges, you can probably tack on another $25-50 to that range.
The wide range is due to dinner, primarily. We like to eat at signatures, so if we do eat dinner at a signature, I think we expect that range to be on the high side.
We also pay out of pocket. We've never used the dining plan. Seems like a waste for just two people.