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May 8, 2015 9:44 AM in response to -Reverieby Eric Root,Messages doesn't go through iCloud. It uses a separate server.
Check iCloud.com to see what is synced there. That should help to tell whether it is the computer or the iPhone that isn't syncing. If it is the computer, System Preferences/iCloud and uncheck Calendar syncing. Wait about 5 minutes, restart syncing, and see if the problem is resolved. If not, try iCloud Preferences and sign out out of iCloud. Wait about 5 minutes and sign back in.
If the iPhone, go to Settings/iCloud and sign out. Put the iPhone in the Airplane Mode for about 5 minutes, go back to the normal mode, and then sign back into iCloud.