Can not Drag and Drop

Damien Duncan 0 Reputation points
2025-09-01T03:21:31.71+00:00

Hi I can not drag or drop files from Microsoft® Outlook for Mac latest version Version 16.100.2 (25082415) to programs opened in google chrome. I can drag and drop from the same outlook to Safari programs. without an issue. I have tried

Dissabling extentions - did not work

Incognito - did not work

Delete all Browing, cache and history - did not work

Toggle in Outlook preferences - Allow drag and drop - does not exist no option for this

Can you please advise how to drag and drop to google chrome from Outlook as apposed to dowloading the file and then uploading to the document. This issue did not exist with Outlook windows to Chrome, only outlook for Mac.

It is most frustrating and is there a fix?

Thanks

Outlook | Web | Outlook.com | Email
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  1. Kimberly Olaño 23,635 Reputation points
    2025-09-01T04:38:22.39+00:00

    Hello! Damien. The details will help narrow your issue down, thanks for that. I'm glad to assist you with this.

    Outlook for Mac's drag-and-drop functionality works with Safari (and other WebKit-based browsers), but not with Chrome or Firefox. So it's not a browser or Mac bug, it's a compatibility issue between Outlook for Mac and non-WebKit browsers like Chrome.

    Short-Term Workarounds:

    Use Safari (or another WebKit-based browser like the new Microsoft Edge on macOS), where drag-and-drop from Outlook still works.

    Drag to Finder first, then from Finder into Chrome—this works reliably.

    Use Outlook’s "Save As…" function to manually export files before uploading them.

    For reference, Chrome and Firefox on macOS don't support the specific drag-and-drop interaction implemented in Outlook for Mac. Safari, built on WebKit, aligns more closely with macOS conventions and retains the functionality. Outlook for Mac lacks a toggle for enabling/disabling this drag behavior, no setting exists in Preferences.

    See if this helps. If you need more help, just let me know.

    Best regards,

    Kimberly

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