How to Fix Try Uploading the File Again Later in iCloud

Don't let iCloud errors hold you back from achieving seamless file transfers.

Just like any technology, iCloud can sometimes have problems that affect the process of uploading files. If you see a message asking you to try uploading the file again later, don’t worry. There are steps you can take to fix this issue and make syncing files in iCloud easier. In this guide, we will look at some solutions to help you resolve this data transfer error.

How to Fix Try Uploading the File Again Later in iCloud

How to Fix Try Uploading the File Again Later in iCloud

The try uploading file again later error often happens when you’re using the iCloud Drive website to transfer data, especially when dragging and dropping files. This issue can occur on different browsers and operating systems. Luckily, there are resolutions for it; Keep reading to learn more about them!

Quick Answer

You can fix this issue by clearing iCloud data with these steps:

1. Open iCloud and click the lock icon.

2. Now, select Site settings.

3. Then, click the  Clear Data button.

What Are the Common Factors of iCloud Upload Errors?

Here are a few causes for the issue iCloud upload Errors:

  • Insufficient iCloud Storage
  • Log in Issues
  • Internet Connection Problem
  • Corrupt Files
  • Software Issues

Now that you know the factors of behind this error, let’s head on to the fixes below to resolve try opening the file again later in iCloud error:

Method 1: Basic Troubleshooting Methods

Let us first try some basic troubleshooting fixes to resolve the uploading issue.

1A. Troubleshoot Internet Connection

An unstable or slow internet connection can often be the underlying cause of the try uploading the file again later issue in iCloud. To address this, it is essential to improve and stabilize your internet connection. You can refer to our comprehensive guide, Slow Internet Connection? 10 Ways to Speed up your Internet! to troubleshoot and enhance your internet speed, which will ultimately help resolve the uploading problem on iCloud.

Check Speed of Network using Speedtest | Fix Slow Internet Connection

1B. Try Different Browser

If you encounter iCloud is waiting to upload error, it could be due to incompatibility between the website and the browser you are using. In such cases, switching to a different browser may allow iCloud to automatically upload the files. Here’s a step-by-step guide:

1. Download and install a different browser on your PC if you don’t already have one installed.

2. Open the newly installed browser and navigate to the iCloud website.

3. Sign in to your iCloud account and attempt to upload the files by dragging and dropping them onto the website interface.

Note: If the drag-and-drop method still doesn’t work, try using the upload icon provided on the page to manually select and upload the files.

Also Read: What Happens When I Delete iCloud Backup?

1C. Rename File

Sometimes, some strange things can cause this problem, like the name of the file may cause this issue. Some characters in filenames and folders may be the reason of the problem. Change the name of the file or folder that you want to upload to iCloud and get the waiting to upload error fixed. Make sure that:

  • You’re not using characters like: #, @, %, &, $, >, {,], \, ^, ~ etc.
  • All letters in the file name are lowercase.
  • The name of the file is not too long.
  • Don’t use spaces in names.

Method 2: Sign Out and then Sign In to iCloud

To resolve the try opening the file again later issue, you can try signing out and signing back into your iCloud account. Follow these steps:

1. Click on your name or profile icon and select Sign Out on the iCloud website.

2. Restart your computer to ensure a fresh start.

3. Reopen your preferred browser and navigate to iCloud. Use your Apple ID credentials to Sign In to your iCloud account.

Sign In into | Try Uploading the File Again Later in iCloud

Now, try uploading the file again.

Method 3: Disable Extensions

Browser extensions can greatly enhance browsing productivity, but certain extensions, such as content blockers, can interfere with website functionality. If your data is waiting to upload in iCloud, consider disabling or removing any content blocker extensions that may be causing conflicts.

This can help ensure a smoother uploading experience on the iCloud website. Disable any extensions that prevent or modify scripts or codes to see if the problem has been resolved. To do that:

1. Type chrome://extensions in the browser.

Type chrome://extensions

2. Toggle off the extension to Turn OFF.

Restart the browser once done and check if the page is loading.

Also Read: Top 15 Best iCloud Unlock Bypass Tools

Method 4: Clear iCloud Data

Clear the site data if you have previously visited and the website was operating normally at the time you visited but now there is a problem. The cache, cookies, and other site data, including passwords and site settings, will all be cleared as a result. Follow the steps below to clear the site data and solve iCloud try opening and uploading the file again later error:

1. Open iCloud and click the lock icon.

2. Now, click on Site settings.

click on Site Settings | Try Uploading the File Again Later in iCloud

3. Then, click on the Clear Data button.

Method 5: Trust Problematic Browser

When facing authentication problems, the iCloud website may not allow file uploads from a browser that wasn’t previously trusted during login. To address the issue where your data is waiting to upload in iCloud, follow these steps:

1. Navigate to the iCloud website, click on your user name located in the top right corner, and select Sign Out to log out of your account.

2. Now, sign back into the iCloud website using the problematic browser.

3. During the login process, you may be prompted to Trust This Browser. Make sure to select the Trust option.

Note: After signing in and trusting the browser, check if the issue with iCloud is resolved.

Select Trust option.

Method 6: Use VPN

If the ISP is causing interference that affects the data packets between the client and iCloud servers, it can lead to the try uploading the file again later issue in iCloud. To resolve this problem, you can switch to a different network or use a VPN. Here are the steps:

1. Close the affected browser and end any iCloud or browser-related processes in the system’s Task Manager.

2. Download and install a VPN client on the affected PC.

3. Open the VPN program and establish a connection to a desired location.

4. Then, launch a browser and check if the iCloud drag-and-drop uploading issue has been resolved.

5. Alternatively, if using a VPN does not solve the problem, shut down the VPN client and disconnect the computer from the current network.

6. To connect the system to a different network, repeat step 1 by closing the browser and any iCloud processes (e.g., using a mobile phone hotspot).

7. Open a browser again and navigate to the iCloud website to see if the drag-and-drop uploading issue has been resolved.

Also Read: 15 Best VPN for Google Chrome to Access Blocked Sites

Method 7: Disable Antivirus and Firewall (Not Recommended)

Here are the steps to disable the ESET antivirus/firewall as an example to potentially resolve the try uploading the file again later issue in iCloud. Please note that disabling antivirus or firewall software can expose your system to security risks, so proceed with caution:

1. Close the problematic browser and use the system’s Task Manager to end any running iCloud processes, such as iCloud Drive.

2. Expand the system tray’s hidden icons and right-click on the ESET product.

3. In the menu that appears, select Pause Protection and choose the desired time interval (e.g., 10 minutes) to temporarily disable ESET’s protection.

4. Right-click on the ESET product again in the system tray and select Pause Firewall.

5. Confirm the action to turn off the ESET Firewall and observe if the iCloud uploading issue has been resolved.

We hope you found the detailed guide on how to fix the try uploading the file again later error in iCloud helpful. If you have any additional tips or if you encounter any other issues, please feel free to leave a comment or reach out for further assistance.

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