You can also try the prepackaged drinkable yogurts. My 16 mo DD will often drink those when she gets tired of yogurt on the spoon. Also, have you ever considered flavoring the milk? My DD refused white milk in a sippy, but when I started adding Ovaltine, she took it. I use relatively little and the benefit of Ovaltine is that it has added vitamins. Of course, once you start flavoring the milk, it is really hard to go back and get them to drink white milk. For me, that is a trade off I was willing to make. Also, you may want to search for a thread, either on this forum, or just goggle it for something like "getting your toddler to drink milk". There are threads with all sorts of ideas (most of which involve flavoring the milk).