Tips to Fix Outlook Calendar Cannot Sync With iPhone

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“I was able to sync the calendar from my desktop to my iphone prior to the latest update 9.20. I have tried syncing the calendar many times but it is not working! Please help? iPhone 6s, iOS 9.2”  

The Outlook Calendar syncing problem is a widespread one, and here I would like to contribute some fixing tips which I hope can walk you through this annoying trouble.

Check the system requirements

Make sure that your PC meets the iCloud system requirements.

Check your Internet connection

> Try to go to www.apple.com. If you can’t connect to the Internet, your iCloud calendars and events won’t update in Outlook. Get help with your Internet connection.

> Try to open a secure website from your PC to see if you can access ports 80 and 443. If the website doesn’t open, you don’t have access. Contact your Internet service provider for help. Safari requires access to port 443 to push updates between iCloud and your devices.

Check your settings

Open iCloud for Windows and make sure that you’re signed in to the same iCloud account that you’re using on your other supported devices.

Refresh Outlook

If you recently made changes in Outlook that aren’t updating on your other devices (or the other way around), click the Refresh button in Outlook.

Turn off iCloud Calendar and turn it back on

> Close Outlook.
> Open iCloud for Windows.
> Deselect the Mail, Contacts, Calendars & Tasks checkbox and click Apply.
> Wait a few seconds. Select Mail, Contacts, Calendars & Tasks, and click Apply.
> Open Outlook.

Make sure the iCloud Outlook Add-in is active within Outlook

In Outlook 2010 and later:

> Click the File menu.
> Click Options in the left panel.
> Click Add-Ins in the left panel of the Outlook Options window.
> Look at the list of add-ins in the Active Application Add-Ins section.
> Select the iCloud Outlook Add-in.

In Outlook 2007:

> From the Tools menu, select Trust Center.
> Select Add-ins from the left column.
> Look at the list of add-ins in the Active Application Add-Ins section.
> Select the iCloud Outlook Add-in.

Make sure iCloud isn’t your default account in Outlook

> In Outlook 2010 and later, select File > Info > Account Settings > Data Files. If iCloud is listed as the default account in the Comments column, select a different account and click Set as Default.
> In Outlook 2007, select File > Data File Management > Data Files. If iCloud is listed as the default account in the Comments column, select a different account and click Set as Default.

Restart your computer

After you restart your computer, see if you fixed the issue.

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