Method 1: Sync iCloud Calendar with Outlook through the iCloud PC app Because if you enable iCloud, then it moves calendar and contacts to the iCloud folders, removing them from the Office 365 server. You do not need iCloud to share Office 365 data between computers and should not enable it. Thus, you will get your calendar, contacts, and email on your iPhone or iPad or any other device over the air on the device you are accessing Office 365 from. Users with these accounts do not need to sync calendars manually as they support syncing your calendars between the server, the phone, and Outlook on your desktop. However, you don’t need to sync iCloud with Office 365 Exchange or mailboxes. So the answer is yes, Office 365 will work with iCloud. Many users asked this question if iCloud is supported in Office 365. In this blog, you will get to know about two methods to add the iCloud calendar to Outlook. Thankfully, there are some smart ways to sync an iCloud calendar in Outlook. However, if you want to add iCloud calendar to Outlook to make it sharable via Outlook or just for keeping track of your schedule, you need to add the calendar to Outlook. A lot of users tend to use the iCloud calendar on their iPhone or Mac to keep things organized.