Are you concerned with getting rid of the bottles or getting rid of the milk? I don't think you necessarily need to rush to do either, but if you want to reduce the amount of milk he's having, I'd replace it with food and let it reduce on its own. So at that age, my daughter was having 3 meals a day and two snacks. Is he having snacks between meals? If not, I'd add them in, offering snacks first until he's full and then topping up with milk if he wants it or still seems hungry. If he's already having snacks, I'd increase them and offer them at times he'd normally have milk. That should just lead to an overall reduction in the amount of milk he wants. Toddlers should have about 500ml of milk a day (that's about 17 oz), though it doesn't all have to be in the form of a drink (yogurt, milk in cereal, cheese all count too). If you offer plenty of opportunities for food and hydration during the day, the milk will just reduce itself in time. If it's the actual bottles you want to cut out and switch to cups, I would work on switching one bottle a day (ideally not a crucial one when he's really hungry or tired) to a cup. We found straw cups worked really well. Our daughter wouldn't accept milk in a cup until 13 months (tried from 11 months, she just needed time), but then once she did, she really took to it and we switched all but the bedtime one to cups. The bedtime one went to a cup at around 15 months.