How to Fix iCloud Error 4014
Diagnostic Procedures
- 1 What Causes iCloud Error 4014
- 2 Check File Size and Format Restrictions
- 3 Fix Network and Connection Issues
- 4 Reset the iCloud Drive Upload Queue
- 5 Use Alternative Upload Methods for Large Files
How to Fix iCloud Error 4014
iCloud error 4014 appears when iCloud Drive is unable to upload one or more large files. The error message typically reads “Upload failed. The file could not be uploaded to iCloud Drive (Error 4014).”
Step 1: What Causes iCloud Error 4014
- File exceeds the 50 GB per-file limit imposed by iCloud Drive
- Unstable or slow network connection causing the upload to time out
- Corrupted upload session that cannot be resumed after an interruption
- Insufficient iCloud storage remaining for the file
- File is locked or in use by another application during upload
Step 2: Check File Size and Format Restrictions
- Right-click the file and select Get Info (macOS) or Properties (Windows)
- Confirm the file size is under 50 GB
- Check that the filename does not contain special characters like
#,%, or&
# Check file size from Terminal (macOS)
ls -lh /path/to/your/largefile.zip
If the file exceeds 50 GB, split it before uploading. Rename files with special characters to use only alphanumeric characters, hyphens, and underscores.
Step 3: Fix Network and Connection Issues
- Test your upload speed at https://www.speedtest.net — you need at least 5 Mbps for reliable large uploads
- Use a wired Ethernet connection when possible
- Disable any VPN software that may throttle the connection
# Flush DNS cache on macOS
sudo dscacheutil -flushcache && sudo killall -HUP mDNSResponder
:: Flush DNS and reset network on Windows
ipconfig /flushdns
netsh winsock reset
Step 4: Reset the iCloud Drive Upload Queue
A stuck upload session can cause error 4014 to persist.
On macOS:
killall bird && killall cloudd
rm -rf ~/Library/Caches/CloudKit
rm -rf ~/Library/Caches/com.apple.bird
Restart your Mac, then open Finder > iCloud Drive and verify the upload resumes.
On Windows:
taskkill /F /IM iCloudDrive.exe
taskkill /F /IM iCloudServices.exe
Delete the cache folder at *%LocalAppData%\Apple Inc\iCloudDrive* and restart iCloud for Windows.
Step 5: Use Alternative Upload Methods for Large Files
If a file consistently fails to upload via the desktop client:
- Use iCloud.com — drag the file into https://www.icloud.com/iclouddrive
- Split the file into smaller chunks:
# Split a large file into 1 GB chunks (macOS)
split -b 1G largefile.zip largefile_part_
# Recombine on the destination device
cat largefile_part_* > largefile.zip
- Upload during off-peak hours when your network is less congested
- Pause other iCloud syncing — disable Photos and Backup during the upload
Tip: Monitor uploads using Activity Monitor > Network tab (macOS) and look for the bird process to confirm data is being transmitted.