K.,
Be careful with flavored milk. We tired this with my neice, and now she will not drink regular milk and ONLY wants flavored milk! So, you could be picking a new battle! Def try diluting the milk in the bottle as much as possible each day until it is nothing but water. Have you taken him to the store and let him pick a cup?? Giving him the choce at ANY age will help him feel like a big boy. My daughter had issues with sippy cups. She refused the ones that did not have a soft spout or a straw. So.. I just went and got all the soft spout cups and a few cups with straws. I do not like the straw cups as much cuz it is so hard to clean that stupid little straw, but she loves her princess straw cup. Also, when I stopped BF and switched to formula, we bought Gerber bottles. There was a package that had both nipples for a bottle and then the bottle also had a few soft spout sippy cup lids. So, she still got her bottle, just with a different lid. That seemed to ease the trasition with this child! I wish I had done it with my other kids and then the battle might not have been so hard.
Good Luck and PLEASE let us know what worked for you. Remember it takes 7 days to establish a habbit, but 21 days to break one! So... be mindful and consistent, loving yet stern and you will soon be ready for a new battle! That's if you choose to fight this one. My mtoher's famous saying is "Choose your battles".LOL
HTH
Jenn
Mama to Bryce~9, Austin~6 Taylor~ 1 1/2
Step Mama to Nich~15 Christian~14