When you add a calendar entry on your iPhone/iPad, it does not show up in my Office 365 calendar (Outlook/OWA). But when you add an entry in your Office 365 using Outlook or Outlook Web App (OWA), it does synchronise to your iPhone/iPad calendar. Why is this happening?
If you have successfully configured Office 365 on your Apple device and mail and calendar entries from your Office 365 account display, then synchronization is working properly. Most likely you have multiple accounts set up on your device, and another account's calendar is configured as your default calendar.
To check and change your default calendar settings, perform the following steps:
1. On your device, click Settings, then Mail, Contacts, Calendars.
2. Scroll down to the Calendars section.
3. Click on Default Calendar.
4. Ensure My Calendar under Office 365 is checked in order to have your new calendar entries created in your Office 365 calendar.
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