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iCloud encountered an error while trying to connect to the server

Could not login into windows 11 iCloud app or web iCloud.com.

iCloud encountered an error while trying to connect to the server.




[Re-Titled by Moderator]


Posted on Aug 19, 2023 6:15 PM

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Question marked as Top-ranking reply

Posted on Dec 10, 2023 6:01 PM

After digging through posts, chats, forums and not finding any answers, I found it. You just have to go on your iPhone/iPad/(maybe Mac too) and go Settings->Apple ID->iCloud scroll to the bottom and turn on "Access iCloud Data on the Web"

You all can maybe stop pulling your hair out now (if it works). You're welcome.

113 replies

Aug 28, 2023 5:49 PM in response to preferPC

Same bucket, iCloud.com and the iCloud app are not syncing or working with Windows 10. Have signed out and the authentication window comes up, but the error "iCloud encountered an error while trying to connect to the server." keeps popping up. This is my case at least. Changed the password but no such luck to fix. iPhone, iPad and Apple Watch all "seem" to be working fine...

Aug 29, 2023 8:33 AM in response to Futurist2022

Definitely not simply a browser issue. This forum is flooded with posts of problems involving iCloud with a wide variety of PC configurations. I am using the desktop sync with iCloud and it has been broken for a week now on two different computers running two different versions of Windows. Dropbox is running perfectly fine on both machines. Apple broke something with iCloud and hopefully they get around to fixing it.

Aug 29, 2023 8:39 AM in response to miagra

This is a much larger and more complex problem than Apple is admitting to. We have several Macs, iPhones, and PCs and we're getting no rhyme or reason why some configurations work, and others don't. Here are the OS/Browser combos I've tried, and with the exception of "Old Mac" all OSs and Browsers exceed the minimum requirements for iCloud published by Apple:


Windows 10 / Chrome: Error <-- Windows 10 19045.3248, Chrome 116.0.5845.111

Windows 10 / Edge: Error

Windows 10 / Brave: Error

Windows 10 / iCloud App: Error

iPhone / Brave: WORKS <-- This proves it's not a browser issue

iPhone / Safari: WORKS

Old Mac / Chrome: Error

Old Mac / Safari: Error

New Mac / Chrome: Error <-- I have MacOS Ventura 13.5 and Chrome 116.0.5845.110 -- Why the error?

New Mac / Safari: WORKS <-- This proves it's not my internet connection, and it's not a security software issue.


Something else is happening on Apple's end. iCloud running from a Windows/Chrome environment was literally working fine one day, and then errors the next. No changes in the local environment proves the change is on Apple's side.


Please fix!


UPDATE: Now the "New Mac" is working with Chrome. Nothing changed. It absolutely was not working. (I still have the Chrome window with the error on my screen.) What is going on?

Aug 29, 2023 8:55 AM in response to miagra

Could not agree more and thank you for the breakdown. I am having the exact same issue, with no changes to the infastructure, internet or computers. This would appear to be a iCloud/Apple issue at this point.


I will say, that oddly, it started working again on my Windows 10/Chrome browser laptop, which was odd. It will not work on my Windows 10/Chrome browser tower.



Aug 29, 2023 1:18 PM in response to preferPC

Same thing here, sort of. Started on stable Windows 10 Pro laptop; icloud suddenly dropped calendar syncing with Outlook. Started troubleshooting. Uninstalled icloude; reinstalled. Can get to icloud in a browser (Edge, Chrome, Opera, Firefox). Hours spent on tech support call including apple tech looking at my screen via my phone.


Wound up doing a clean install of Windows 10. MAJOR pain since many, many application suites had/have to be reinstalled, not to mention various utilities. Still no joy with iCloud.


Called back to tech support to pick up on the case. The tech ultimately said upgrading to Windows 11 would likely fix it. Did that (also a major pain) and still no joy. iCloud app fails; all browsers fail.


So it appears I've gone through these hoops and tremendous wastes of time for absolutely not positive outcome.

Aug 29, 2023 2:05 PM in response to Clayton King

I know the feeling. I've been in this business a long time. It's an issue somewhere in the connections and how the browsers and icloud handle them. Firefox has proven to work foe me to connect to iCloud on my Laptop Win 11 super fast gaming machine. iCloud works with Edge when IPV6 is turned off but that causes problems with other apps like FB.


However, my win 10 surface pro connects to iCloud through Edge with IPv6 on! WTF

Aug 30, 2023 4:53 AM in response to KirbyTheSillyDoodle

Update on my situation:


Turning off IPV6 allowed me to successfully see icloud.com in a browser. However, the icloud app (from the Microsoft store) didn't work. I successfully downloaded and installed it, and it didn't error our when I selected the Outlook addin from icloud preferences. However, my calendars and contacts didn't load in Outlook; also the iCloud menu in Outlook didn't appear in Outlook. I check to make sure the add-in was present and activated. Still no joy.


Based on a suggestion from another post here, I uninstalled the icloud app and installed an older version I downloaded in 2019. This version does not include sync'd passwords. However, it did properly install, it did add the Outlook add-in, and it did add the iCloud menu in Outlook.


Clearly, there is a disconnect in the current (MS Store) version of the icloud app. I hope Apple fixes the problem.

iCloud encountered an error while trying to connect to the server

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