Issues Using iCloud for Windows with Windows 10

  1. Posts : 5
    Windows 10

    Issues Using iCloud for Windows with Windows 10

    I run a Windows 10 PC (Windows version 1909, OS Build 18363.836) with Microsoft Office, including Outlook 365 (Build 12730.20352, Click-to-Run) for my small business. I also use an iPhone running IOS 13.5 and maintain an iCloud calendar. All was fine using iCloud for Windows to integrate iCloud's calendar and contacts with Outlook until Apple Software Update ("ASU") automatically updated me to a new version of iCloud for Windows in May. Thereafter, I was pestered every 20 minutes to submit my Apple password, together with a 6 - digit 2 Factor authentication code. I finally got tired of this tail-chasing and learned that Apple wants Windows 10 users to install a special iCloud for Windows 10 app from the Microsoft Store, rather than the version ASU installed. Also, it seems that Apple is not really planning to maintain the non-Windows 10 version that currently is still available from its own site.

    Unfortunately, my experience with iCloud for Windows 10 is that it's a hot mess. It's slow, doesn't sync my iCloud calendar to my Outlook program reliably, and now has begun asking for my Apple password every 20 or so minutes, just like the previous version installed by ASU!! From my perspective, it looks like Apple has decided to abandon any further crossover efforts with respect to users who have a mix of Apple and Windows devices and software.

    In light of the above, I have two questions: (1) has anyone been able to make iCloud for Windows 10 work reliably with Outlook, and if so, how; and (2) assuming my experience is what has been shared by other similarly situated users, is there any way to make ANY version of iCloud for Windows work with the Outlook mail client, including Outlook 365?
      My Computer

  2. Posts : 27,655
    Windows 10 Pro x64 Version 21H1

    I don't use icloud for Windows but three of my clients do and no one has called with an issue.

    Any chance you are running any special clean up tools, privacy maximizers, aggressive AV or VPN's.

    While Apple's documentation says you do not need an App password for iCloud I wonder if the experience would be better.

    You could do a clean boot (not clean install), then start iCloud for Windows and see if you have the same issue.

    Perform a Clean Boot in Windows 10 to Troubleshoot Software Conflicts

    What version of Windows 10 are you on?

      My Computer

  3. Posts : 139
    Dual boot windows 10 Pro 21H1 & Win 7 Home Prem

    I have Windows 10 (1909) running Microsoft 365 including Outlook and iPhone (13.5) syncing calendars and contacts perfectly between my iPhone and computer (plus Calendar with my wife's iPhone).
    From memory, i believe when using iCloud for Windows, you need to generate an app-specific password because Windows cannot do the two factor authentication Apple require. You will only need to do this once.
    Check out Using app-specific passwords Apple Support
      My Computer


  Related Discussions
Our Sites
Site Links
About Us
Windows 10 Forums is an independent web site and has not been authorized, sponsored, or otherwise approved by Microsoft Corporation. "Windows 10" and related materials are trademarks of Microsoft Corp.

Designer Media Ltd
All times are GMT -5. The time now is 08:50.
Find Us

Windows 10 Forums