iTunes failing to sync Outlook Calendar on PC to iPad and iPhone.

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iTunes failing to sync Outlook Calendar on PC to iPad and iPhone.

I have an iPad and iPhone, which I sync the Calendars to the Outlook Calendar on my PC using iTunes . This has been working successfully for several years.

This was last done successfully prior to the iOS upgrade the other day on both, to 14.0.1.

The version of iTunes on my PC is 12.10.9.3,which is indicated as the up-to-date version.

The sync procedure seems to start of as normal, but now with no mention of 'Calendar' syncing, and changes to the Calendar on the Apple devices and Outlook on the PC fail to go across to the other 'side'.

The Apple devices are being picked up and recognised by iTunes, but the sync just isn't working. I have tried a number of things - including de-syncing the Calendar in iTunes and then re-establishing it - but all it has done is to totally clear the Calendar on the iPad (I have not deleted it on the iPhone).

Has anyone got any thoughts? I am suspecting that iOS 14 is behind this foul-up...

Windows, Windows 10

Posted on Sep 29, 2020 4:05 AM

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Answer 1

Sep 30, 2020 8:54 AM in response to Kev-888

I have had the same experience. Contacts/music sync but calendar WILL NOT. Using Outlook 2016 DT install (via Office 365), 32 bit install on 1 yr old desktop. I have tried all the standard remedies EXCEPT wiping my iphone 8 to a factory restart. Itunes version Version 12.10.9.3. Outlook Version 2008 (build 13127.20508 CLick to run)

ACTIONS TAKEN INCLUDE:

resetting sync history

Hard reset phone. Restarted both phone and DT

Uninstalled / reinstalled itunes

reset warnings

deleted backup

Searched Outlook calendar history to see if a calendar event action had coincided with the symptom start but none found (deleted any recurring events on both desktop and iphone - this has in past been a cause eg 2 yrs ago, but none found)

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iTunes failing to sync Outlook Calendar on PC to iPad and iPhone.

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