We were always asked what we wanted for our then 23 month old to drink, even though he was not on the dining plan. Our first night there, the waiter asked if we wanted cups of milk for the little ones as we were about to leave. We did that at every dinner and never had an issue. And on the nights when we didn't have TS and in the mornings, I went to the gift shop and got a pint of milk for the kids. The Food Court milk was double the price of the gift shop.