In classic Outlook, select Send/Receive → Work Offline once to reset the connection, then confirm that Trying to connect disappears from the status bar.
Reconnect Outlook
- Open the Send/Receive tab.
- In Preferences, select Work Offline.
- Wait approximately 30 seconds.
- Check the status bar at the bottom of Outlook:
- If it changes to Connected, select Send/Receive All Folders.
- If it changes to Working Offline, select Work Offline again. The button should no longer be shaded.
Microsoft documents this toggle as the first action when classic Outlook displays Trying to connect.^1^
If it remains on “Trying to connect”
- Test the computer’s connection. Open a browser and visit a normal website. If websites also fail, resolve the Windows or router connection first.^1^
- Test the mailbox in a browser. Sign in to your email provider’s website and try sending and receiving:
- If webmail also fails, the problem is with the account or email service; contact the email provider.
- If webmail works, the server and mailbox are available, so continue troubleshooting classic Outlook on this PC.^2^
- Run Microsoft’s connectivity troubleshooter on the affected PC:
- Windows Start → Get Help
- Search for Classic Outlook connectivity troubleshooter
- Run the offered troubleshooter and apply its recommended changes.
This troubleshooter requires Windows 10 or later and applies to classic Outlook, not new Outlook.^3^
If webmail works but the troubleshooter does not fix Outlook
Clear Outlook’s stored sign-in details:
- Close Outlook completely.
- Open Control Panel → Credential Manager → Windows Credentials.
- Remove entries associated with the affected Outlook or Microsoft Office account.
- Restart Outlook and sign in again when prompted.
Removing credentials signs Microsoft applications out of the stored session, so have the account password and any multifactor-authentication method available. This has resolved the same classic Outlook Trying to connect condition when webmail remained operational.^4^
If it still does not connect, create a new Outlook profile rather than deleting the existing one first. Microsoft recommends a new profile to determine whether the current profile is damaged; if the new profile also remains disconnected, remove and re-add the account within that new profile.^2^
References
- [Classic Outlook](https://support.microsoft.com/outlook/i-can-t-send-or-receive-messages-in-outlook#make-sure-you're-connected-to-the-internet)
- [Classic Outlook](https://support.microsoft.com/outlook/getstarted/how-to-work-offline-in-outlook-for-windows#tips-for-reconnecting-to-classic-outlook)
- Classic Outlook troubleshooters | Microsoft Support
- Outlook Shows "Disconnected" in Status Bar But Internet is Working Perfectly - Microsoft Q&A