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Won't sync iphone Calendar IOS 13.5 to outlook 365 on Windows 10 pc using itunes

I'm using iTunes 12.10.7.3 to sync (USB) between Windows 10 PC Outlook 365 Calendar and iPhone IOS 13.5. After I make changes on my desktop Outlook program to the local Calendar, I can then run iTunes sync and all changes will be updated on the iPhone.

BUT, if/when I make a new or changed Calendar event item on the iPhone, iTunes does NOT sync those changes back to the pc. ???

I've tried different USB cables, and ports. All Windows 10 updates and iPhone updates current.

Any idea why it isn't working or how to fix? Thanks!

Windows, Windows 10

Posted on May 29, 2020 7:56 PM

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2 replies

May 31, 2020 4:55 PM in response to JohnIT

Hey there JohnIT,


It sounds like you're trying to sync the calendar you use with iPhone to your PC but the changes you make on your phone are not reflecting on your PC. I'd be happy to help.


I see that you've attempted syncing with a USB cable. Have you attempted using iCloud instead?


If you have not done so already, make sure iCloud Calendar is set as your default on your iPhone and iPad: Get help using iCloud Contacts, Calendars, or Reminders

Once you have your devices setup with the correct iCloud account, use these steps to setup iCloud on your PC: Set up and use iCloud for Windows


I hope this helps!

May 31, 2020 6:02 PM in response to jeremy_v

Thank you for your help & suggestions. I think my problem is/was complicated because I have already existing iPhone and Outlook 365 (Windows 10 pc) calendars sharing through iTunes/USB. As a result I ended up with duplicate entries on my iPhone after trying to switch to iCloud sharing. I am in process now of recovering and trying to delete all iPhone calendars but leave the Outlook 365 calendar intact, and try again. (Thankfully I exported all my Outlook calendar entries before starting all this!)

Won't sync iphone Calendar IOS 13.5 to outlook 365 on Windows 10 pc using itunes

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