Files will not upload to iCloud via iCloud.com

I have been trying to upload several files into my iCloud folder using iCloud.com and each time I get an error message saying "(File Name) couldn't be uploaded. Try uploading the file again later."


I have 1.88 TB (out of 2 TB) of storage space left in my account, so space is not the issue. I have tried uploading in multiple ways...drag-and-drop and using the actual Upload button/tool. Neither works; the error message is the same.


I have never encountered this problem before. Does anyone know why it's happening or how to fix it?




Posted on Nov 3, 2021 3:16 PM

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Question marked as Top-ranking reply

Posted on Jan 18, 2022 10:06 PM

Hi everybody! this is my first post. I've also been living with this issue for the last couple of months and finally decided to have a look into the problem.


In my case, in addition to not being able to upload files to iCloud Drive via a web browser, I am also unable to save changes in my iCloud Notes from a web browser.


As far as I can tell, this is a simple DNS issue which could easily be solved by Apple. You can work around the issue by creating a local hosts file entry so that your web browser can find the IP of an application server which Apple mysteriously removed DNS entries for.


Step 1) Determine which domain name is failing in your case

  • Log in to iCloud in a web browser, open dev tools (press f12 to open dev tools in Chrome)
  • Navigate to the "Network" tab in dev tools
  • Attempt to upload a file to iCloud
  • Click on one of the "singleFileUpload" items in the network log
  • Take note of the domain name in the Request URL. In my case the domain name is "p30-contentws.icloud.com" yours will probably be the same name but with a different number at the beginning.


Step 2) Find a suitable IP address to use

  • open a command prompt/terminal window and run the following command:
    • nslookup contentws.icloud.com
  • Take note of any IP address in the list of addresses returned for "contentws.icloud.com"


Step 3) Create a local host file entry for the missing domain name

  • Run notepad.exe as administrator then open "c:\windows\system32\drivers\etc\hosts"
  • add the following entry to the bottom of the file:
  • 17.178.100.27    p30-contentws.icloud.com
    • replace "p30-contentws.icloud.com" with the domain name you found in Step 1
    • replace "17.178.100.27" with the IP address you chose in Step 2
  • Save the hosts file.


  • Refresh icloud.com.
  • upload files successfully.


Various Notes

  • These instructions are written using Chrome on Windows 10 but the same can be achieved with any browser/OS if you know how to operate your computer.
  • I'm not a mac user, but I know your hosts file is located at "/etc/hosts". Google "how to edit hosts file on mac" for more details.
  • It looks like Apple uses Akamai GTM for DNS load balancing, every time you do an nslookup you get a different list of IPs. Apple probably relies on this technology to update their applications without downtime so it's possible that at some point in time the IP you choose will be offline.
  • credit to Hanadark0 for recognizing there was a DNS problem on 12/14/21 (35 days ago). Seriously Apple. Please fix this.


66 replies
Question marked as Top-ranking reply

Jan 18, 2022 10:06 PM in response to Community User

Hi everybody! this is my first post. I've also been living with this issue for the last couple of months and finally decided to have a look into the problem.


In my case, in addition to not being able to upload files to iCloud Drive via a web browser, I am also unable to save changes in my iCloud Notes from a web browser.


As far as I can tell, this is a simple DNS issue which could easily be solved by Apple. You can work around the issue by creating a local hosts file entry so that your web browser can find the IP of an application server which Apple mysteriously removed DNS entries for.


Step 1) Determine which domain name is failing in your case

  • Log in to iCloud in a web browser, open dev tools (press f12 to open dev tools in Chrome)
  • Navigate to the "Network" tab in dev tools
  • Attempt to upload a file to iCloud
  • Click on one of the "singleFileUpload" items in the network log
  • Take note of the domain name in the Request URL. In my case the domain name is "p30-contentws.icloud.com" yours will probably be the same name but with a different number at the beginning.


Step 2) Find a suitable IP address to use

  • open a command prompt/terminal window and run the following command:
    • nslookup contentws.icloud.com
  • Take note of any IP address in the list of addresses returned for "contentws.icloud.com"


Step 3) Create a local host file entry for the missing domain name

  • Run notepad.exe as administrator then open "c:\windows\system32\drivers\etc\hosts"
  • add the following entry to the bottom of the file:
  • 17.178.100.27    p30-contentws.icloud.com
    • replace "p30-contentws.icloud.com" with the domain name you found in Step 1
    • replace "17.178.100.27" with the IP address you chose in Step 2
  • Save the hosts file.


  • Refresh icloud.com.
  • upload files successfully.


Various Notes

  • These instructions are written using Chrome on Windows 10 but the same can be achieved with any browser/OS if you know how to operate your computer.
  • I'm not a mac user, but I know your hosts file is located at "/etc/hosts". Google "how to edit hosts file on mac" for more details.
  • It looks like Apple uses Akamai GTM for DNS load balancing, every time you do an nslookup you get a different list of IPs. Apple probably relies on this technology to update their applications without downtime so it's possible that at some point in time the IP you choose will be offline.
  • credit to Hanadark0 for recognizing there was a DNS problem on 12/14/21 (35 days ago). Seriously Apple. Please fix this.


Nov 4, 2021 12:58 PM in response to KidKerouac

Hello KidKerouac,


Welcome to the Apple Support Communities. From your post, there are issues uploading files to the iCloud website. We'll gladly help out.


If possible, try a different browser and make sure uploads aren't interrupted or too many connections at once which might interrupt the process.


Otherwise, if you still can't find a way to upload it, reach out to Apple Support directly or leave website feedback:



Best regards.

Nov 9, 2021 11:35 AM in response to KidKerouac

I also am receiving this error when attempting to upload files via a browser. I have tried this with Firefox and Microsoft Edge. Both result in the error described when attempting to upload. I also have a personal account and have tried uploading to via Safari on my Mac and get the same error. I can upload directly from an iPad or iPhone that is connected to this iCloud account without any problems. Something appears to be wrong with the web interface to iCloud accounts.


Error Message:



I've been getting this error for approximately one week while using the same methods I have been using for the past several years.

Nov 21, 2021 10:42 AM in response to KidKerouac

I have been experiencing the error message saying "(File Name) couldn't be uploaded. Try uploading the file again later." issue since November 14..


Spoke with a senior advisor and was told that engineering was aware of the issue. Have been contacted twice since that no resolution has been reached. Called again today November 21st and was told engineering has still not resolved the issue.


I continue to notice many users are experiencing the same issue.

This thread has been closed by the system or the community team. You may vote for any posts you find helpful, or search the Community for additional answers.

Files will not upload to iCloud via iCloud.com

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