DD is now 12 months and is supposed to be coming off bottles. However... everytime I've tried to give her milk in a sippy cup she refuses and becomes hysterical. I've tried different brands, I've tried a bottle-to-cup transition bottle with a really soft teat that is a bit sippy cup shaped, nothing works. I've also tried a regular cup, which she will take, but she spills loads, and often the water goes down the wrong way, and she sometimes gets fed up and pushes the cup away, throwing the contents across the room (which is why I've only tried with water, not milk!).
She also hates to hold the bottle, and seems to either have a "why keep a dog and bark yourself" attitude, or she gets a lot of comfort from being fed that way. She was really good going from breastmilk to formula from a bottle at 10 months, but going from a bottle to cup is beating us both.