No, they didn't update on their own and to be honest, it's been a pain in the you-know-what! Like you, my actual CC status changed to Gold right away (was also at the airport on the way home and logged in lol). But my online check in dates never changed. So you know what I did? I would modify my current reservations - on one of them I changed the room, on another I made another payment - and that updated the check in date for me. So if you can modify your ressie in anyway, even just throw another $50 at it, then I bet your online check in date will change. If you call they will just tell you "oh it takes a while, oh clear your cookies " blah blah blah. For my DVC member cruise I was on the phone with
DCL twice, they were no help. So I called DVC and the rep I spoke to was SO helpful. She got through to the IT dept of DCL and stayed on the phone with me until it was fixed. I'm not kidding, it took an hour.
Of course, the DVC cruise was the one cruise I was not able to modify online. A friend of mine recently got off her 5th cruise in January and has her 6th booked for October. Her date did not change either so a couple of days ago I told her to make a payment and voila, it updated!