I went through troubles with this with my son for months. He just wouldn't go to bed at night or ride in the car without his bottle. He wouldn't even drink from a sippy cup until he was almost 18 months old. I gradually started getting him to use a sippy cup during the day, but bedtime was just awful. I knew someone that tried a trick and their little girl stopped using her bottle cold turkey around 19th months. I had tried everything and more so I decided to give it a shot. One day we were riding in the car and he got mad at me and threw his bottle at me. I turned around and told him that it wasn't nice to throw things at mommy and he broke his bottle. When we got home and he asked for his bubba, I said remember you broke your bottle in the car when you threw it at mommy. I gave him a cup and it took a little while, but he started drinking from one. Every time I gave him his cup, he would say "bubba broken mommy?" I'd say yep brayden you broke it but you have your cup. The first night was a little hard, but not nearly as bad as I thought it would be. He just had a drink from his cup and fell asleep. When he wakes up at night he'll have a couple sips but that's about it. He was 19 months at the time. He is now 2. I praised him so much for being a big boy and using his sippy cup. It was even harder because I have a 5 month old who uses a bottle, but it didn't bother him much because they used different bottles and he knew which ones were his and which were his brothers. I would highly recommend NUK sippy cups. They are amazing. The ones I get have the two handles on the sides and the rubber top. His are yellow and blue with animals on them. They have them right at walmart. They are a little expensive (i think $7 or $8 for the 2 pack) but it is so worth it and they last forever. He was always breaking his and chewing the tops off. I could never find one that he could drink good and didn't leak, but these do both perfectly. I think you just have to tell the child something that they will understand, some sort of reason why they can't have their bottle and it will be a lot easier for them. Rewarding them in different ways helps a lot too. I hope this helps some and good luck!:)