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Jan 19, 2016 11:26 AM in response to JeffMS331by Nubz N.,Howdy JeffMS331,
I understand your Outlook calendar events are syncing to iCloud.com but aren't making it to your Apple devices.
It sounds like you have done most of the troubleshooting listed in this article (good job),
Get help using Outlook with iCloud for Windows - Apple Support
I do see a section that looks like it applies though:
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.
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.
- Click Set as Default.
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.
- Click Set as Default.
Of course please review the rest of the article if needed.
Take care.
