Fix: Can’t Send Emails On VPN In Windows 11

Fix can't send emails on VPN in Windows 11 with these solutions. Learn to adjust email settings, VPN options, and connection settings quickly.

Tanishka J.
Windows Expert
3 min read
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You’re working normally. The VPN is connected. You finish an email. You click Send. But it never leaves the Outbox. You try again. Still can’t send emails on VPN. The moment you disconnect the VPN, the email is sent without a problem. Does that sound familiar? This is a common issue in Windows 11. A VPN can sometimes block or interfere with email connections. There are a few quick fixes that can get your emails sent again.

Why Can’t You Send Emails On A VPN?

If you can’t send emails when your VPN is on, these can be the reasons:

  • VPN blocks email ports.
  • SMTP traffic is restricted.
  • Email server blocks the VPN IP.
  • Mail settings are incorrect.
  • VPN security features interfere.
  • VPN server connection issues occur.

Fix: Can’t Send Emails On VPN In Windows 11

Below are the solutions:

Fix 1: Change Email Ports

VPN services often block old SMTP ports.

1. Open your email account settings.

2. Check the outgoing mail (SMTP) settings.

3. Replace Port 25 with Port 587 or 465.

Change Email Ports
Change Email Ports

4. Save the changes.

5. Restart the email app.

Fix 2: Disable VPN Security Features

Some VPN protection features can interfere with email traffic.

1. Open your VPN application.

2. Find features like CyberSec or Threat Protection.

Threat protection
Threat protection settings

3. Turn them off temporarily.

4. Try sending the email again.

Fix 3: Switch to a Different VPN Server

Your email provider may block the current VPN server.

1. Disconnect from the current server.

2. Choose another VPN location.

Choose VPN location opera
Choose VPN server location

3. Reconnect.

4. Test email sending.

Fix 4: Use Webmail Instead If You Can’t Send Emails On VPN

This is a quick workaround if your email app is not working.

1. Open a web browser.

Open a web browser if you Can’t Send Emails On VPN
Open a web browser

2. Visit your email provider’s website.

Visit your email provider's website
Visit your email provider’s website

3. Sign in.

Sign in
Sign in.

4. Send the email from there.

Fix 5: Exclude the Email App From the VPN

Many VPNs support Split Tunneling.

1. Open VPN settings.

2. Find Split Tunnelling.

Split tunnelling
Split tunnelling

3. Add your email application.

4. Save the settings.

5. Restart the email app.

Fix 6: Restart the Email Client

A simple restart can fix temporary connection issues.

1. Close the email application.

2. Wait a few seconds.

3. Open it again.

4. Try sending the email.

Fix 7: Allow Local Network Access

Some VPN settings block local network communication.

1. Open VPN settings.

2. Enable Local Network Access.

3. Save the changes.

4. Test the email service.

Fix 8: Temporarily Disconnect the VPN

This helps identify whether the VPN is the cause.

1. Disconnect the VPN.

2. Send the email.

3. Reconnect after sending.

Fix 9: Try Another Email Client

Older email apps may not work well with modern VPN settings.

1. Update your current email app.

2. If needed, install another email client.

3. Configure your account.

4. Test email sending.

Fix 10: Whitelist Your Email Traffic

Some VPN providers can manually allow email traffic.

1. Contact VPN support.

2. Request email whitelisting.

3. Follow their instructions.

Fix 11: Use A Different VPN Service If You Can’t Send Emails

Some VPNs handle email traffic better than others.

1. Disconnect your current VPN.

Disconnect your current VPN
Disconnect your current VPN

2. Install another VPN service.

Install another VPN service
Install another VPN service

3. Connect and test email sending.

Fix 12: Contact Your VPN Provider

If nothing else works, ask the provider for help.

1. Open the VPN support page.

2. Explain the issue.

3. Follow the recommended troubleshooting steps.

Hopefully, the above methods will work.

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Article by

Tanishka J.
Windows Expert

Tanishka is an Technical Content Writer who simplifies tech topics into easy, reader-friendly content. She enjoys exploring new Windows features and sharing insights about them.

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