Outlook and iCloud, could they sync continually?

I just recently set up icloud on all my devices, I have an iphone and an HP computer. I use Outlook quite often and I love that it synchonizes with OneNote (a note taking program which is part of the Microsoft Office programs). OneNote allows me to create tasks inside of my notes, tasks which appear on Outlook, which then reminds me on my phone or my computer. However ever since I synced Outlook with iCloud this has not worked out. While Outlook and OneNote still sync perfectly, iCloud does not recieve any of the new tasks.
Is there a setting somewhere that will fix this? Is there anyway to keep uploading the Outlook calendar/tasks to iCloud?
If anyone has a solution I would greatly appreciate it!

Ah yes, forgot to mention that it looks fine on my iPhone and iPad. And by fine I mean it's identical to icloud.com/mail.

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