iCloud No Option For Calendars

Hi TheAxeSmith.

Thanks for the further details. This article has some steps to check which may resolve the issue: If you can’t add iCloud Mail, Contacts, or Calendars to Outlook.

"Things to check first

1. Check that your PC meets the iCloud system requirements and is connected to the internet.
2. 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. 
3. Check the System Status page for any known issues affecting iCloud Mail, Contacts, or Calendars.
4. Make sure that the date and time settings on your PC are correct.
5. Make copies of the information you store in iCloud.

Seeing duplicate calendars or duplicate contacts? Learn how to remove duplicate calendars or remove duplicate contacts.

To set up iCloud Mail in Outlook or if you don't use iCloud for Windows, set up two-factor authentication for your Apple ID and sign in to Outlook with your Apple ID user name and an app-specific password."

And then see these next steps:

"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.

Make sure that iCloud isn’t your default account in Data Files

When iCloud is set as your default account in Data Files, your data won't sync between your devices. 

1. Select File > Info > Account Settings > Data Files. 
2. If iCloud is listed as the default account in the Comments column, select a different account.
3. Select Set as Default.

After you've tried these steps, restart your computer."

If the issue continues after following this article, please contact Apple Support for a deeper dive.

Have a fantastic day!

Hi there TheAxeSmith,

Welcome to Apple Support Communities. You can find the steps to add the iCloud Calendar to Outlook in Windows using the Apple Support article: Set up iCloud Mail, Contacts, and Calendar in Outlook on your Windows computer

1. On your Windows computer, open iCloud for Windows.

2. To set up Contacts and Calendar, select “Contacts and Calendars,” click Apply, then follow the onscreen instructions to set up Outlook.

Note: If you see “Mail, Contacts, and Calendars,” selecting that option also sets up your iCloud Mail account.

3. To set up Mail, sign in to Outlook using your Apple ID email address and an app-specific password. See the Apple Support article Using app-specific passwords.

Let us know the outcome, and we can go from there if needed.

Cheers!