sync calendar/contacts with iCloud versus iTunes

I use iTunes on a Windows 10 PC to sync my Outlook 365 Calendar and Contacts with my iPhone 8 calendar and contacts. Today I received the following message in iTunes: "Support for syncing contacts and calendars has been deprecated and will be removed in a future version of iTunes."


I think it is still syncing. My questions are as follows:

  1. Best option if I cannot use iTunes - Is it iCloud?
  2. If it is iCloud - will it duplicate all entries the first time I use iCloud to sync or does it recognize the two (iPhone calendar/contacts & PC based Outlook calendar/contacts) are already synced and just add/remove/change any differences? I have not used iCloud in past.


One last note: I sync both an iPhone and iPad Air with my Windows 10 PC.

Windows, Windows 10

Posted on Apr 24, 2021 1:02 PM

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387 replies

Jul 5, 2021 5:06 PM in response to Lucia555

I tried this recently with the help of Apple Support. I was not happy with idea of having to put my info in the Cloud, FYI, but figured there was no other alternative. The main gotcha: It deleted my contacts in Outlook and, when the file uploaded to iCloud, it deleted 100+ of my contacts. Which I discovered immediately after as I happened to search for 2 of the deleted contacts. Luckily, I had a backup of my Outlook PST file and was able to recover my contacts. I then deleted the files in iCloud and deleted the iCloud contacts and iCloud calendar it added to Outlook. The calendar seems to hidden somewhere because I am getting duplicate notices of meetings.


I also posted that they need to reconsider this move at the Apple feedback link and included the link to this discussion. Also told the two Apple Support people that Apple needed to look at the discussion in this forum.


Sep 27, 2021 6:30 AM in response to NTP66

I updated to (standalone) iTunes 12.12.1.1 on Windows 10. First launch, I still see the "Support for syncing contacts and calendar has been deprecated and will be removed in a future version of iTunes." warning, and after waiting what seemed like forever for the backup to complete, I can confirm that it did sync my calendar properly (created a few test reminders to validate).


Holy **** was that backup slow, though.

Mar 15, 2022 3:50 PM in response to Davy_ray

Well just did the full test of syncing a new meeting on iOS 15.4 calendar up to Outlook via iTunes 12.12.2.2 and that worked.

Then deleted a meeting series in Outlook and synced and it pushed the changes out via iTunes down to iOS calendar.


So for the combo iOS 15.4 and iTunes 12.12.2.2 its still working.


Ideally Apple would take a chunk of that mountain of cash it has and just spend it on rewriting iTunes to be a proper iOS management application that does things well, but I'm not holding my breath.

Oct 27, 2022 4:12 AM in response to jimbob5941

We still don't know exactly when, but it seems iTunes is scheduled to lose the ability to sync calendar and contact data with an iOS device over a USB connection. The plan is that this content syncs through the cloud, either directly with a cloud based account, or at a push using iCloud for Windows. Your existing Outlook .pst file should be compatible with Outlook from Microsoft 365.


tt2

Jan 24, 2024 3:57 PM in response to Just Trying To Jam

I just bit the bullet and did the upgrade from 16.6 to 17.3. I can confirm that the update worked successfully. I then did a manual sync and my calendars synced. I had no new contacts, but I assume that would sync as well. I still get the popup stating that the syncing will be depreciated.


Calendar sync works with iOS 17.3.... iTunes 12.13.1.3 ... Outlook 2019 (as part of the Office 2019 desktop suite).

Apr 25, 2021 10:38 PM in response to SnickZ.

I don't think this is a security issue. I have the same message when I open iTunes on my Windows PC. The problem is that there is no other information ANYWHERE on how we are supposed to sync our contacts and calendars after the next iTunes update. Do I have to re-type/update all my contacts from my computer in the future? This is basic info that should be able to be sync'd. Removing this function without a replacement option is just plain wrong. So is there a replacement option?

Apr 26, 2021 10:25 AM in response to Lucia555

I got this message too. So why is Apple deprecating the function to sync my phone contacts directly with my PC???????? This will be a deal breaker for me when it comes time to upgrade to a new phone. I'm not going to send my phone contacts to the cloud because it's my private information. To anyone reading this: don't by assurances regarding the security of anything that goes into a cloud storage, once it's up there, it's not longer only yours.

Apr 28, 2021 1:12 AM in response to Wunda

If isn't clear which build will introduce the change, only that Apple plan to do it. You might want to turn off any automatic update feature. If needs be there are links to recent builds and downgrade advice in Troubleshooting issues with iTunes for Windows - Apple Community which could be used if you find iTunes has upgraded unexpectedly, which might happen automatically if you're using the Microsoft Store version.


tt2

Apr 28, 2021 11:40 AM in response to Lucia555

I saw that message for the first time today. My wife and I both use Outlook and Office 365 on our Windows 10 laptops and have used iTunes to sync calendar/contacts for yers. Recently, she got a new laptop and when we installed iTunes, the sync function was gone. Instead, the solution offered was to use iCloud for Windows. We installed that and it has caused a lot of problems which we have been unable to solve except through time-consuming and annoying work-arounds. For one example, it created multiple contact and calendar files in Outlook, and each time she opens Outlook, she has to "choose" the correct contacts and calendar. It always reverts to unwanted, empty contact folder. I've followed every suggestion I could find to change the default calendar and contact file, but to no avail. She has actually gone back to printing out a paper copy of her calendar and then writing in appointments people send her that, for whatever reason, go to a separate calendar. I'm not looking forward to trying to make iClouds work for me if the sync feature of iTunes I have goes away.

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sync calendar/contacts with iCloud versus iTunes

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