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Help sending emails

Lil Lipsitz 0 Reputation points
2026-02-20T21:00:21.1033333+00:00

Outlook email is not sending messages.

Microsoft told me no issues with them that its an outlook issueHow do I contact outlook online chat?

Outlook | Windows | Classic Outlook for Windows | For home
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  1. Alice-N 7,490 Reputation points Microsoft External Staff Moderator
    2026-02-21T04:28:05.47+00:00

    Dear Lil Lipsitz

    Thank you for reaching out to the Microsoft Q&A forum. I understand you’re using Classic Outlook for Windows at home and messages aren’t sending, and you also want to contact Outlook online chat. I am happy to assist you. 

    To contact Outlook support, please:  

    • Visit Contact - Microsoft Support     
    • Type a brief description of your issue in the search box    
    • Scroll down to the bottom > select Sign in to contact support    
    • Log in to your personal Microsoft account.     
    • Under Products & Services, select "Other Products"; Under Categories, select a suitable Category.   
    • Click "Chat with a support agent in your web browser" (during business hours) 

    Thank you for your understanding. 


  2. kagiyama yutaka 1,170 Reputation points
    2026-02-21T01:40:32.0633333+00:00

    I think Outlook doesn’t have a direct chat line… best way is thru support.microsoft.com → Outlook → Contact support, sry if that’s not what u hoped for.

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