Greetings vHervatin,
Thanks for using the Apple Support Communities!
I understand that you are having difficulties with iCloud and Outlook 2016 and know this can be a very frustrating situation. Currently Outlook 2016 is not compatible with iCloud for Windows. If you are using Outlook 2016, you can access iCloud Mail, Contacts, and Calendars on iCloud.com. Support for Outlook 2016 will be available in a soon to be released update.
iCloud for Windows currently supports Outlook 2007 through Outlook 2013. Support for Outlook 2016 will be available in an updated release soon. If you use Outlook 2016, you can access iCloud Mail, Contacts, and Calendars on iCloud.com.
Download iCloud for Windows - Apple Support
Have a great day!