Unable to Drag and Drop Attachments from Outlook to Microsoft Teams

Question

Unable to Drag and Drop Attachments from Outlook to Microsoft Teams

Catherine Jeong 25

Hello,

Until recently, I was able to drag and drop email attachments directly from Microsoft Outlook into a Microsoft Teams chat or channel. However, this functionality suddenly stopped working.

Details:

Outlook and Teams are both desktop apps.
My system is running Windows 11 Business.
Dragging the file shows a blocked cursor.
This issue began recently and every time.

I have already tried:

Restarting Outlook and Teams
Updating both apps to the latest versions
Restarting my PC

Could this be due to a recent policy or feature update from Microsoft?

Are there any settings I can adjust to re-enable this functionality?

Thank you in advance for your help.

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Answer 1

Huy-K 6,865 Microsoft External Staff Moderator

Dear @Catherine Jeong,

Good day! Thank you for posting your question in the Microsoft Q&A forum.

We apologize for any inconvenience you may encounter when using our services/ products. Based on your description:

The drag-and-drop functionality between New Outlook and New Teams desktop apps is currently not supported. While drag-and-drop works in Classic Outlook, the newer version lacks full integration for this feature.

Kindly try these following workaround steps:

Switch to Classic Outlook

If you're using New Outlook, toggle back to Classic Outlook using the switch in the top-right corner. This version supports drag-and-drop into Teams.

Save and Upload Manually

Open the email, click the ellipsis (...) > Save As, then drag the saved .eml file into Teams or SharePoint manually.

Press ESC Multiple Times

A quirky but effective workaround: press the Escape key 3–4 times, then try dragging again. This can reset the drag-and-drop state in Windows.

Avoid Admin Privileges Conflict

Ensure Outlook is not running with elevated privileges (i.e., as Administrator), which can block drag-and-drop between apps.

Drag-and-drop between Outlook accounts (e.g., from one mailbox to another) is being rolled out:

Targeted Release: Mid-July 2025
General Availability: Mid-September 2025
This feature allows users to drag emails and files between accounts as attachments, provided the OWAMailboxPolicy setting ItemsToOtherAccountsEnabled is set to TRUE

Here is the reference: New Microsoft Outlook for Windows: Drag and drop files between accounts as attachments - M365 Admin

Note: Microsoft is providing this information as a convenience to you. The sites are not controlled by Microsoft. Microsoft cannot make any representations regarding the quality, safety, or suitability of any software or information found there. Please make sure that you completely understand the risk before retrieving any suggestions from the above link.

If the answer is helpful, please click "Accept Answer" and kindly upvote it. If you have extra questions about this answer, please click "Comment".

Note: Please follow the steps in our documentation to enable e-mail notifications if you want to receive the related email notification for this thread.

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Catherine Jeong 25 Reputation points

2025-07-30T02:01:28.75+00:00

Dear @Huy-K Thank you for your details explanation.

but, I'm already using classic outlook. and also ESC method doesn't work.

So, the only way is Wating until the version is updated or Save and Upload Manually.. only these two option has remain. right?

Thank you.
Huy-K 6,865 Reputation points Microsoft External Staff Moderator

2025-07-30T02:09:55.4666667+00:00
Dear @Catherine Jeong,
Unfortunately, that’s correct — at this time, the only available options are to either wait for the version update or manually save and upload the content.

We sincerely apologize for the inconvenience and appreciate your understanding. If there’s anything else we can assist you with in the meantime, please don’t hesitate to reach out.

Microsoft is actively working on improving drag-and-drop support between Outlook and Teams, especially for the New Outlook and New Teams apps. However, even in Classic Outlook, recent Windows updates have introduced bugs that may be affecting this functionality.
We truly appreciate your input, as it helps shape the future of Microsoft 365. While our community team can’t directly implement feature changes, your feedback is invaluable - and here’s how you can ensure it reaches the right team:

Visit the Microsoft Feedback Portal:

Go to: Feedback (Preview)

Select "Send Feedback"

Describe your proposal in detail.

If the answer is helpful, please click "Accept Answer" and kindly upvote it. If you have extra questions about this answer, please click "Comment".

Note: Please follow the steps in our documentation to enable e-mail notifications if you want to receive the related email notification for this thread.
Ronald Jacobs 40 Reputation points

2025-08-26T10:58:57.4833333+00:00

Don’t come with these workarounds. Such a basic feature should not be ignored and should be buil-in into the New Outlook. Now that the date of stopping classic outlook comes closer and Microsoft wants all users to start using new outlook, Microsoft should also bare in mind that these kind of functionalities are basic need-to-have and not things that can be waved away with a (not working or not practical) workaround.
Lorraine 0 Reputation points

2025-11-27T07:57:43.3+00:00

It is now 27/11/2025 and this issue hasnt been resolved, classic is no longer working for my shared folders, and I am now having to increase my workload due to not being able to drag and drop. PLEASE can Microsoft sort soon :/

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Unable to Drag and Drop Attachments from Outlook to Microsoft Teams

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