Since I have upgraded to Windows 8.1, my iCloud calendar will not sync with Outlook 2010. Any suggestions on how to fix?

Go through the troubleshooting steps under "Troubleshooting on Microsoft Windows (Microsoft Outlook)" here: http://support.apple.com/kb/TS3999. In particular, make sure the iCloud Outlook Add-in is active.

You're welcome.

I also cannot sync my outlook with Itunes. Not since getting IOS 8. I have tried everything - twice - hundreds of hours.. it simply does not work anylonger. Migrating to Google calendar - because I have no choice. I thought 8.01 or 8.02 would fix the synching issue - but it does nothing - Itunes believes its synching just fine (albiet a LONG time waiting to get through the sync process) but nothing is changed on either calendar (or contacts) when its done.

Wish there was mailing list or an announcement place where I could find out when it starts working again... (although - if they do fix it - I may well have moved on to another system and just be done).

Hi,

I tried this after suffering the same issue with my iPhone calendar not synching with my Outlook Exchange account(used for work):

1. Close the calendar app on your iPhone
2. In Settings, go to Mail, Contact, Calendars.
3. Select the Exchange account.
4. set the Calendars toggle to off (push to the left)
5. Open your calendar app
6. Verify that the Exchange calendar has been deleted.
7. Close the calendar app
8. Return to Settings, go to Mail, Contact, Calendars.
9. Set the Calendars toggle to on (push to the right-green)
10. In Settings, go to Mail, Contact, Calendars, select Fetch new data
11. Set your Exchange account to Push
12. Open your calendar app. You should see your Exchange calendar entries populate your calendar in a minute or two.

You should be able to revert your Exchange account to Fetch to save battery life afterwards.

Cheers