MacOS 10.14.6 (Mojave) / Safari 14.0.3

In Finder I can see the following section and folders in the sidebar:


  • iCloud drive
  • Documents
  • Desktop

enter image description here

However, if I open safari, go to a site where I can upload a file and look at the pop up/finder-style window, that whole 'iCloud' sidebar section is missing (but all the other folders e.g. local HD, NAS etc are visible)

enter image description here

How can I upload iCloud files from Safari 14 on macOS 10.14 ?

  • What is the web site?
    – Gilby
    Feb 28, 2021 at 1:39
  • @Gilby Any website.. this website too when I was uploading the images.
    – anki
    Feb 28, 2021 at 4:36

4 Answers 4


One way is to move "iCloud Drive" from "iCloud" section to "Favourites" in Finder and Safari uploader will display that.

enter image description here


I realize the title of the question asks "how to enable this". Also, the OP originally included the question "How can I ensure it is enabled?" at the end of the post. However user anki made edits which changed the question at the end of the post to "How can I upload iCloud files from Safari 14 on macOS 10.14?" Since user anki is currently offering a bounty on this post, I feel I should answer user anki's question. Besides, user anki already correctly answered the OP's original questions.

Here, I will make the assumption the users home folder is on the drive with the label Macintosh HD. Under a typical macOS installation, this would be a reasonable assumption to make. However, there exists the possibility the OP's Mac has been configured so the users home folder is on a drive that has been removed from the sidebar.

The steps to reach the iCloud Drive folder from Safari are given below.

Note: These steps are meant to be taken from the Safari image posted by the OP. If these steps are taken from the OP's Finder image, then step 6 can probably be omitted.

  1. In the sidebar, select Macintosh HD to view the contents.

  2. Open the Users folder.

  3. Open the your home folder. This would be the folder with house icon shown below.

    house icon

  4. Open the the folder labeled Library. If this folder is not displayed, then press the key combination +<shift+. to show hidden files.

    Note: You can undo the showing of hidden files by pressing the same +<shift+. key combination. You may wish to do this after opening the Library folder.

  5. Open the Mobile Documents folder.

  6. Open the iCloud Drive folder.

I tested this procedure by uploading the house image shown above. I noticed that if I wanted to upload another image, the selection window opened to the iCloud Drive by default.

How to Always Show the Library Folder

To avoid having to show hidden files to access the Library folder in the above answer, you can make this Library folder alway visible. The steps are given below.

  1. In a Finder application window, open your home folder.
  2. From the Finder menu bar, select View>Show View Options or press the +J key combination.
  3. Check off the box labeled Show Library Folder, as shown below.


  • I can't do step 5 open mobile documents folder. i.sstatic.net/RP1UM.png Edit actually right click > open in new tab works.
    – anki
    Mar 3, 2021 at 8:43
  • Actually, double click works too.. I'm too used to the column view.
    – anki
    Mar 3, 2021 at 8:50
  • 1
    Sounds like you are trying to verify my answer by using the Finder instead of Safari. I up updated my answer to clarify the difference. Mar 3, 2021 at 9:28

Most likely are 1 of these two things.

  1. The 'Choose file' menu is not a default uploader and uses some kind of Java uploader or other magic. If so, that it that I guess.
  2. The settings in Safari are 'corrupted'. Just remove and add the iCloud folders in your sidebar and I expect that the Safari 'Open file' window will mimic the Finder.

enter image description here

  • 1 is unlikely.. it is the native uploader I've been using on the same site for a long time. I tried 2. Yours work because the section "iCloud" (like "Tags") is visible in Safari. For me, the whole section is not there.
    – anki
    Feb 25, 2021 at 14:18
  • I think you can add the section by removing them from Finder and than adding them, just like I show in the beautiful animated GIF ;) Feb 27, 2021 at 16:21
  • you moved an "item" "iCloud Drive" from a "section" "iCloud". You didn't move the section. The section is absent in my uploader.
    – anki
    Feb 27, 2021 at 17:35

Within the 'Choose File' window you can go to the iCloud directory using the Finder keyboard shortcut for that. By default this is CommandShifti

The 'Go' menu in Finder gives me the following list of shortcuts:

Go menu in Finder

  • Other shortcuts work, but the shortcut for iCloud doesn't work.
    – anki
    Feb 27, 2021 at 17:34

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