Changing from formula in a bottle to milk in a cup at 12 months

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I feel silly asking this but with my eldest who's now 4 he just stopped refusing milk of any kind (regardless of what it was served up in) at 11 months so we never had this issue then. He eventually started asking for milk again at about 18 months and in between this we just upped dairy from other sources.

My youngest, however, is a different animal. He is a milk monster. Changed from BF to bottle no issues, think he was happy to get milk regardless where it came from but I'm now not sure how to go through this change with him.

He naps twice a day at the minute, usually 2.5 hours in the morning around 9 and up to 1 hour (usually 30-45min) in the afternoon around 2. Bed at 7. Hia afternoon nap is sometimes in the car or buggy so doesnt get a bottle before this one unless we're at home.

My worry is that part of his sleep routine is we go up to my room where it's darker, i get him in his sleeping bag and then give him a bottle of milk. Usually 6-7oz. At bedtime he has a bath and story before this as well. I then give him a kiss goodnight and put him in cot fully awake. He doesn't feed to sleep as such but i feel theres definitely an association there with the bottle.

What do I do now? Should I keep the routine the same but maybe feed him from a sippy cup instead of the bottle? Should I try this for naps first? When do I change from formula to cows milk? (Im not worried about this i know he will drink any kind of milk no bother, its the bottle im worried about and this signals sleep time) He's 11.5 months. I wouldnt be bothered but I am back to work mid August and he will be going to nursery so I'd rather get him off the bottle. Any advice appreciated! X

Stat with one feed at a time with formula in a cup. The daytime ones first. Then every couple of days add another feed to the cup ones. Then when they have all switched over, start the process again with milk. But he may be happy swtiching them all to milk in one go. If he drinks less from the cup, dont worry, just keep pushing forward. He will self regulate as lomg as he isnt refusing the cup completely

Thanks @SeaToSki .
Do you think I should still take him up to bed, and cuddle the same way I do for giving him a bottle but just give his cup?

Or should i just give him milk in his 360 cup before hand and then take him up, into sleeping bag then cot?

I dont want to confuse him. Hes a great sleeper and this is the only bit of his routine i think he really is attached to. As soon as he has the bottle in his mouth he is immediately sleepy, but never falls asleep at the bottle iyswim. So worried he might not get the message with the cup?

I would try offering some before, and then take a little more up with you, so he can have a last sip just before bed. But definitely switch that feed last of all, so that he is comfortable with a cup first. In a couple of months when he is established on the cup/new routine, back off the last sip at bedtime as you dont want him to have a milky mouth overnight when he has teeth

We changed up the routine. So kept the bottle but had it downstairs reading a book or watching tv before teeth brushing. Then once he was happy enough with that we changed it to a cup. It was the last bottle to go. The daytime ones were all done by 12/13 months but we kept that one til 15 months. He fussed for 2 nights at milk time and then was fine ever since.