How To Fix Outlook Not Sending Emails Issue

Outlook is a personal information manager developed by Microsoft that primarily functions as an email application. It also comes with other features such as a calendar, task manager, contact manager, note taking, journal, and web browsing. Although this is a solid application there are instances when certain issues can occur. In this latest installment of our troubleshooting series we will tackle the Outlook not sending emails issue.

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How To Fix Outlook Not Sending Emails Issue

Before performing any of the recommended troubleshooting steps listed below it’s best to restart your computer first. This action refreshes the operating system and remove any corrupt temporary data that could be causing the problem.

There are several factors that can cause this problem ranging from a large file attached to the email to an offline server. Listed below are the troubleshooting steps you need to do to fix this problem.

Check if the servers are online

The first thing you will need to do in this particular case is to make sure that the servers are online. Look in the lower right-hand corner of the Outlook window. If it says “Connected” or “Connected to Microsoft Exchange”, then the server is online. 

If it says disconnected then you should check your internet connection. If it says working offline then click on the send/receive tab and choose Work Offline to reconnect.

Try resending the email message

Sometimes the quickest way to fix this problem is to simply resend the email message. You can do this by accessing the Outlook folder and clicking on the Send button again.

Check if the Outlook not sending emails issue still occurs.

Delete the large attachments

You can send attachments such as photos, video clips, and audio clips with your email message however if the attached file is too large then you won’t be able to send out the email. Most email providers have set a 20MB-25MB maximum file size for an attachment. Open the Outlook folder, right-click on the email that refuses to send and click Delete. Compose a new email but this time don’t place the attachments.

Check if the Outlook not sending emails issue still occurs.

Try syncing the account password

  • In Outlook, go to File > Account Settings > Account Settings.
  • Click on the Email tab to expand it, select your email account and click on Change.
  • Enter your new password in the Password box, check the box next to “Remember password” and hit Next, then Finish.

Check if the Outlook not sending emails issue still occurs.

Temporarily Turn off the antivirus

Sometimes the antivirus software can prevent your email from being sent. To eliminate this possibility you should temporarily disable your antivirus.


  • Right-click on the avast! icon in the system tray. Select avast! shields control and there will be options to disable avast for 10 minutes, 1 hour, until the computer is restarted or permanently.


  • Double click on the system icon for Bit Defender.
  • When the Bit Defender window appears, move the mouse arrow to the left side and click >> Virus Shield.
  • Move mouse arrow to the black check by Virus Shield is enabled and click.
  • The black works will change to red, >> Virus Shield is disabled.
  • Move mouse arrow to the top right corner and click the down arrows.
  • Bit Defender is now inactive.
  • To enable Bit Defender, do the same steps except click to enable.

Microsoft Security Essentials

  • Right-click on the MSE icon in the system tray and choose Open.
  • Click the Settings tab, then click Real Time Protection.
  • Uncheck the box next to “Turn on real time protection”.
  • Click the “Save changes” button.
  • Exit MSE when done.


  • Double click on the system tray icon to open the main application window.
  • Or via Start >> All Programs >> ESET >> ESET Smart Security.
  • Click Setup >> Antivirus and antispyware >> Temporarily disable Antivirus and antispyware protection.
  • When prompted to confirm temporarily disable select Yes.
  • Note: Protection will be automatically started after a system reboot.


  • Navigate to the system tray on the bottom right hand corner and look for the McAfee icon.
  • Right-click it -> chose “Exit.”
  • A popup will warn that protection will now be disabled. Click on “Yes” to disable the Antivirus guard.

Check if the Outlook not sending emails issue still occurs.

Repair the Outlook application

  • Close Outlook completely and right-click on the Start button (lower-left corner). From there, select Apps and Features.
  • Scroll down and click on the Outlook entry.  If your Outlook is bundled with other Office products then search for Office and expand the suite.
  • Select Repair and click Continue. Follow up with the next instructions to start the repair process.
  • Wait for the process to complete and restart your PC.

Check if the Outlook not sending emails issue still occurs.

Repair your Outlook profile

  • Go to File > Account Settings > Account Settings.
  • Tap the Email tab to expand it and click on your account profile to select it. Once your profile is selected, choose Repair.
  • Follow next prompts to complete the repair wizard and restart Outlook after it has finished.

Check if the Outlook not sending emails issue still occurs.

Run the Inbox Repair Tool

  • Close Outlook completely and go to C:\ Program Files or C:\ Program Files (x86) / (x64).
  • Once you’re there, use the search box to find SCANPST.exe
  • Open SCANPST.exe and hit the Browse button. Navigate to Documents\Outlook Files to find your PST file. Hit Start to begin scanning your PST file.
  • If you have errors or inconsistencies at the end of the scanning process, click the Repair button to fix them.

Check if the Outlook not sending emails issue still occurs.

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