duplicate calendar entries with icloud for outlook

Question

duplicate calendar entries with icloud for outlook

Thomas Burger 0

when I enter an appointment in outlook calendar offline and then go online, it creates a duplicate entry in icloud and I can not delete the original calendar entry

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Answer 1

Ian-T 13,535 Microsoft External Staff Moderator

Hi @Thomas Burger

Welcome to Microsoft Q&A forum

I understand how frustrating it is to have appointments duplicated after reconnecting, especially when one copy cannot be deleted. This appears to be an iCloud synchronization conflict rather than a normal duplicate import. First, please confirm whether the unwanted appointment can be deleted directly from iCloud from the web. If it can, allow Outlook to synchronize afterward.

If the problem continues, please try these steps:

Back up any important calendar information.
Close Outlook.
Open iCloud for Windows and turn off Calendars and Contacts synchronization.
Restart the computer, then enable the synchronization again.
In Outlook, use Send/Receive > Refresh Folder.

It is also recommended to check Windows and iCloud for Windows are current, the PC’s date and time are correct, and the same Apple Account is being used.

To avoid further duplicates while troubleshooting, create iCloud appointments only while Outlook is online.

Hope this helps, please feel free to let me know if you need any further assistance

Thomas Burger 0 Reputation points

2026-08-27T18:32:43.4266667+00:00

Thank you for your answer! I tried that yesterday and it didn't help so I switched to new oulook and set up the icloud connection which is handled differently. Now there is no duplicate calendar entry. For some reason when I try to open classic outlook now, it opens new outlook, so I'll continue working with that. So far the icloud synchronization is working as expected. I will miss the "collapse all groups" option in classic outlook which I used often.
Ian-T 13,535 Reputation points Microsoft External Staff Moderator

2026-08-27T23:23:22.41+00:00

Thank you, Thomas, for your update.

Thank you for the update. I’m glad switching to new Outlook resolved the duplicate calendar entries and that iCloud synchronization is now working as expected.

Also, about the "For some reason when I try to open classic outlook now, it opens new outlook" thing - it could be that the New Outlook switch is still enabled, so Windows redirects the classic Outlook shortcut to new Outlook. If you ever want to return, open new Outlook and turn off the New Outlook toggle, then choose Switch back to classic Outlook.

Once again thank you for your time and I hope you have a lovely