
Click Add-ins in the left panel of the Outlook Options window. Follow these steps in Outlook 2010 and later to check and turn on the Add-in: The iCloud Outlook Add-in transfers your content between iCloud and Outlook. Make sure that the iCloud Outlook Add-in is on Select Mail, Contacts, & Calendars, and click Apply. Deselect the Mail, Contacts, & Calendars checkbox and click Apply. Turn iCloud Calendar, Contacts and Reminders off and back on If you need help with your Calendar, Contacts and Reminders with iCloud for Windows, try these steps. If you have not yet done so, we suggest completing the following steps next, which can be found in If you can’t add iCloud Calendars, Mail, or Contacts to Outlook - Apple Support: We see you have already done some great troubleshooting to try resolving this issue.
If we understand, you are missing calendar events from Outlook Calendar since installing iCloud for Windows.
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