Sync Icloud Calendar With Outlook 2016
Outlook For Mac Icloud Email Authentication Failed
Icloud Outlook 2016 Repair
Outlook For Mac And Icloud Unlock

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 answer has to do with syncing your IMAP Folders. You need to make sure each of your iCloud email subfolders are properly synced in Outlook for Mac for them to show up. Here’s how you do that: On the top bar of Outlook for Mac, click on the “Tools” dropdown. Click on “IMAP Folders.”. In this article. Summary: This article covers the most common questions asked by customers and administrators about using Outlook for iOS and Android with Exchange Online and Microsoft 365 or Office 365. The Outlook for iOS and Android app is designed to enable users in your organization to do more from their mobile devices, by bringing together email, calendar, contacts, and other files. Today we are pleased to announce support for iCloud accounts in the new Outlook for Mac. This will enable you to organize work and personal emails, contacts, and calendars together in one app so it. To start syncing your Mac's Desktop and Documents folders with iCloud, you need to enable the option under iCloud Drive in your System Preferences. Here's how: Open the Apple menu and click System Preferences. Go to Apple ID, then select iCloud from the sidebar. Enable iCloud Drive, then open the Options for it. Turn on Desktop & Documents Folders.

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”

Sync Icloud Calendar With Outlook 2016

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

Cmpression program for mac. 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: https://secure-appldnld.apple.com/windows/061-91601-20200323-974a39d0-41fc-4761-b571-318b7d9205ed/iCloudSetup.exe
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.

-->

Outlook For Mac Icloud Email Authentication Failed

Original KB number: 2648915

Summary

This article contains information about the compatibility of Microsoft Outlook for Mac and Apple iCloud.

Outlook for Mac does not support Apple iCloud calendar (CalDAV) and contact (CardDAV) synchronization.

Outlook for Mac does support iCloud Mail. For steps on how to configure your iCloud email account in Outlook for Mac, go to the More Information section of this article.

Icloud Outlook 2016 Repair

More information

To configure your Apple iCloud email account in Microsoft Outlook for Mac, follow these steps:

Start Outlook for Mac.
On the Tools menu, select Accounts.
Select the plus (+) sign in the lower-left corner, and then select Other E-mail.
Enter your E-mail Address and Password, and then select Add Account.
Note
The new account will appear in the left navigation pane of the Accounts dialog box. The Server Information may be automatically entered. If not, follow the remaining steps to enter this information manually.
Enter one of the following in the Incoming server box:
- imap.mail.me.com (for me.com email addresses)
- mail.mac.com (for mac.com email addresses)
- imap.mail.me.com (for icloud.com email addresses)
Select Use SSL to connect (recommended) under the Incoming server box.
Enter one of the following in the Outgoing server box:
- smtp.mail.me.com (for me.com email addresses)
- smtp.mac.com (for mac.com email addresses)
- smtp.mail.me.com (for icloud.com email addresses)
Select Use SSL to connect (recommended) under the Outgoing server box.
Select Override default port under the Outgoing server box, and then enter 587 in the Outgoing server port text box.

After you have entered the incoming and outgoing server information, Outlook for Mac will start to receive your email messages.

Note

Outlook For Mac And Icloud Unlock

You can select Advanced to enter additional settings, such as leaving a copy of each message on the server.