Outlook sync with iCloud calendar

Hello abby-rose22,

Thanks for continuing here. The add-in is in your Outlook files on the PC. From the above article:

"Make sure that the iCloud Outlook Add-in is on

The iCloud Outlook Add-in transfers your content between iCloud and Outlook. Follow these steps in Outlook 2010 and later to check and turn on the Add-in:

1. Select the File menu.
2. Select Options in the left panel.
3. Select Add-ins in the left panel of the Outlook Options window.
4. Look at the list of add-ins in the Active Application Add-ins section. If the iCloud Add-in is listed under Inactive or Disabled Add-ins, make sure that Com Add-ins is selected in the drop-down menu next to Manage at the bottom of the window. Then select Go.
5. Select the iCloud Outlook Add-in checkbox, then select OK.
6. Restart Outlook."

Both the options for Mac and PC need to be set up correctly for things to sync back and forth. Log in to your account on the PC side, and check for the iCloud add-in.

If you don't have it, that means you didn't install iCloud for Windows, also from the above article:

1. "Download iCloud for Windows and sign in with your Apple ID. If you have multiple Apple IDs that you use with iCloud, check that you're logged in to iCloud for Windows with the same account that you use on your other devices."

Cheers.

Hello abby-rose22,  

Welcome to the Apple Support Communities.  

Please start with these troubleshooting steps to get your accounts syncing together: If you can’t add iCloud Mail, Contacts, or Calendars to Outlook - Apple Support

It can also help to restart and update your device: 

• Update your iPhone or iPad.
• Restart your iPhone.

All the best!