• Reza Nilofer

My Outlook iCloud calendar in Windows does not sync

Updated: Nov 18, 2019

We know why you are here. You cannot figure out what is wrong with your Windows Outlook iCloud calendar. The invites on your phone do not sync to your computer and the invites on your computer do not seem to populate on your iPhone.

You have tried everything, even calling in IT support. But they are not able to assist you. We are here to help you, today, we will be your IT support team. So let us take your hands and guide you step-by-step through this awful predicament.


Let's make sure your Outlook iCloud calendar for Windows is set up properly for you to sync it. Click on your calendar icon on the bottom left of your outlook and have a look at the calendars available. Ensure your iCloud calendar is checked. This may be obvious, but remember, we are going through it step-by-step. Feel free to skip any step you are confident is already done. But it does not hurt to confirm it.


Sometimes a quick refresh may sync your Outlook iCloud calendar for Windows. However, this step requires strict adherence. Shut down Outlook completely and ensure it is not running in the background. You can run 'task manager' by typing it on your start button. Open your iCloud settings from your taskbar at the bottom right corner of your screen and you should see the image shown here. Untick the 'Mail, Contacts, Calendars, and Tasks' and click 'Apply'. After doing so, it is important that you count to twenty seconds before doing anything else. Once the twenty seconds are over, tick the 'Mail, Contacts, Calendars, and Tasks' again and click 'Apply'. Once you see the changes have been applied successfully, do a fresh restart of your computer. Start Outlook.


Another reason why your Outlook iCloud calendar does not sync is often overlooked. Updates, updates, and updates. Especially if your software is substantially outdated, they may no longer be considered secure by the iCloud server and as a result may not be allowed to connect to it. For Outlook, click on 'File' at the top left corner of your screen and in the tab 'Office Account' and proceed to update your Outlook. Start your 'Apple Software Update' and ensure that your iCloud for Windows is updated to the latest version. And after doing updates for either or both software. Restart your computer and start Outlook.


Another reason why your Outlook iCloud calendar in Windows does not sync is a simple mistake in your 'Data Files' setting. To get here, click on 'File' at the top left corner of your Outlook and Click on the 'info' tab. Click on 'Account Settings' and from the drop-down menu, click on 'Account Settings'. Here you will see the 'Data Files' tab, click on that and you will see a similar image to ours. One of your data files has the word 'iCloud' in its name. Make sure this data file is not set as your default.

So which one is the default file you ask? If you can see the solid black circle with a white tick inside it beside the name, this indicates which file is the default file. If your iCloud account data file is set as default, choose any other data file and click the button 'Set as Default'. Not that is done, shut down Outlook. Restart your computer and Outlook again.


Still, your Outlook iCloud calendar for Windows does not sync. We are clearly down to our last option here. Literally, the final straw. If this does not fix it, we do not know what will.

Click on 'File' on the top right and proceed to click on 'Options'. This should bring out a window as shown above. Click on 'Add-ins' on the left side menu bar. At the bottom, you will see Manage and ensure 'COM Add-ins' is selected from the drop-down menu. Click on the button 'Go...'.

Now what you see in the image above. Make sure the 'iCloud Outlook Add-in' box is ticked. Click OK. Exit Outlook and restart your computer. Start Outlook again. You are welcome.

We are 99.9% sure that this will fix the issue at hand. Your Outlook iCloud Calendar for Windows sync issue should be resolved. In fact, this happened to a client of ours and all of her previous IT vendors were unable to rectify it for her until IT Block came along to provide her with IT Support. Not to toot our own horn, sometimes the right information is key and we really hope we were able to help you out with your Outlook iCloud Calendar for Windows sync problem. Thank you for reading this and we wish you a beautiful day ahead.

#icloud #windows #outlook #sync #itsupport #itblock #tech #learn