Calendar issues...

Hi noel BURKE,

I completely understand your concern. It can be quite frustrating when your calendar data is stuck locally and not syncing with your active account.

Based on my research and testing in a virtual environment, the solution depends on the type of items stored in your "On My Computer" folder:

1. For Appointments: If the items are simple Appointments (events created by you without other attendees), you can manually move them. The best way is to switch your Calendar View to "List" view, select the items, and drag and drop them into your active Outlook account calendar.

2. For Meetings (Events with attendees/organizers): My research indicates that Meetings should not be stored in the "On My Computer" folder, and moving them is generally not supported.

According to Microsoft: "If you move a meeting from one calendar to another, the action might trigger discrepancies between your instance of the meeting and the information that the meeting organizer or other attendees have. In such a scenario, you might miss important updates sent by the meeting organizer."

Because of this risk, this functionality isn't officially supported in Outlook for Mac.

Reference: Can't move meetings between calendars in Outlook for Mac

I hope this information is helpful to you.

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In legacy Outlook for Mac, a calendar under “On My Computer” is local-only. To move its items into an active Outlook account calendar, export/import or drag items between calendars.

Method 1: Drag and drop between calendars

1. Go to Calendar in Outlook for Mac.
2. Make sure both calendars are visible: the local calendar under On My Computer and the target calendar under the Outlook account.
3. In the calendar view, select the events to move (use Shift-click or Command-click for multiple items).
4. Drag the selected items from the “On My Computer” calendar and drop them onto the target account calendar in the folder list.
   • This copies the items; delete them from the local calendar if they should exist only in the account calendar.

Method 2: Export local calendar as .ics and import into account (using Outlook for Windows or Outlook on the web) If drag-and-drop is not practical (large number of items or complex structure), export the local calendar to an .ics file and import it into the account calendar:

1. Export from Outlook for Mac
   • In Outlook for Mac, go to Calendar.
   • Select the local calendar under On My Computer.
   • Use the export option (File → Export) to save the calendar as an .ics file to the Mac.
2. Import into Outlook for Windows (if available)
   • Open Outlook for Windows.
   • Select File > Open & Export > Import/Export.
   • Choose Import an iCalendar (.ics) or vCalendar file (.vcs) > Next.
   • Select the exported .ics file and choose OK.
   • Choose Open as New or import into the desired account calendar so the items reside in the server mailbox.
3. Or import into Outlook on the web
   • Sign in to Outlook on the web for the same account.
   • Go to Calendar → Add calendar.
   • Choose Upload from file, browse to the .ics file, and select it.
   • Under Select a calendar, choose the target account calendar, then select Import and Save.

After import, all events will be stored in the active Outlook account calendar and will sync across devices.

References:

• Add or remove a calendar in Outlook for Mac
• Import calendars into Outlook
• Import or subscribe to a calendar in Outlook.com or Outlook on the web