The Weekly Geek

I'm the Geek so you don't have to be!

The Weekly Geek random header image

iCloud contacts not seen or syncing in Outlook

June 2nd, 2020 · 3 Comments

It seems there are hundreds if not hundreds of thousands of people who cannot sync their iCloud data with Outlook. I just ran across this and spent 5 hours 20 minutes finding the correct solution for my client.
Here is the issue, icloud contacts and calendar and tasks are not syncing with Outlook. There are several error possibilities or in our case there were no errors, just no syncing.
In this case we had Windows 10 Professional x64 and Office Home and Business 2019 x64. The end user uses an iPhone and iCloud photos et al.
Searching the internet it seems the troubled systems are Windows 9 and 10, Office 2013, 2016, 2019 and 365.

The short answer is, the Windows Store iCloud APP does not work. You have to use the Windows Program file.
The short repair is:
In Outlook, disable the iCloud Add-in, and select remove if you can. I could not.
To do this, open Outlook, select “File / Options” in the new window.

On the left side, almost at the bottom, click on “add-ins”

At the bottom click on “Go” if the Manage COM Add-ins is selected

Deselect the checkbox next to iCloud Outlook Add-in and with it highlighted in blue, select remove. If it won’t remove, don’t worry.

Close Outlook, uninstall the iCloud APP (I use REVO uninstaller on “medium” to get rid of all the extras.)
Reboot the PC. Download and install the program, NOT the APP. Here is where I got it:
Or you can go here:

Reboot again.
Navigate to the iCloud.exe file “C:\program files (x86)\ Common files \ Apple \ Internet Services”.
Right-click on the file, select the “Compatibility” tab. Run in Compatibility Mode for Windows 8 and select “Run the program as an administrator”.

Open iCloud, select what you want to sync:

Select Apply. Wait until the syncing profile goes away
Close iCloud.
Open Outlook. iCloud should be listed in the toolbar.

To make your contacts from iCloud as the primary address book click on “Address Book”.

If iCloud is not listed, in the new windows, click on “Tools and then Options from the dropdown menu.

Click on “Custom” and then select “iCloud”. If it is not here, click on “Add”.

Then select “iCloud” and click on “add”.
“OK” your way out to just the Outlook home screen.
Now when you click on your Address book it should be there.

I hope this saves someone hours of their life they cannot get back.
Until we meet again, have a virus free week.

Tags: E-Mail Issues

3 responses so far ↓

  • 1 Dayton C Macatee // Sep 15, 2020 at 11:59 am

    I used your method to get my iCloud syncing with my Windows 10 + Outlook 365. The only thing I had to add was to turn on the Outlook Add-in. Now, everything seems to be perfect again. I spent DAYS on this issue – your solution is the only one that worked.

    Thank you – Dayton

  • 2 Eileen // Oct 26, 2020 at 3:22 pm

    THANK YOU! good lord. How can the app store app not work properly? This FINALLY fixed a problem i’ve been trying to solve for weeks.

  • 3 Shelley // Nov 20, 2020 at 5:16 pm

    Thank you so much!

Leave a Comment