To do this, hit Windows + R, type outlook.exe /safe, and hit Enter. If it connects in Safe Mode, one of your add-ins is probably the culprit. Closing Outlook and reopening it helps clear up minor glitches. Try launching Outlook in Safe Mode to check if add-ins are causing trouble. Double-check that you’re on FixTechGuide support for Office 365 the right network, especially if you have several Wi-Fi options.

Check OST file

• Try launching Outlook in Safe Mode to check if add-ins are causing trouble.
• This can happen for all sorts of reasons—maybe it’s a local profile problem, a conflict with Microsoft Exchange, or an Office 365 environment.
• If you skip patches, the client might stop connecting to Exchange Online or on-premises servers.
• Outlook status says offline then it can happen when offline mode enabled, server connection is lost, or your internet isn’t stable.
• On the new page, click the green I Agree button to start the connection download.

By handling the setup yourself, you make sure Outlook always connects to the right server. If you’re on a company domain, make sure your DNS settings look right. Messed-up DNS can keep Outlook from finding the mail server. Flushing the DNS cache with ipconfig /flushdns sometimes clears up weird issues. Outlook might reset cached Exchange mode display an Offline working mode or ‘Disconnected’ if the issue arises with internet connectivity. Outlook could remain in disconnected mode until the connection is back online.

How To Fix Outlook Stuck in Offline Mode?

The biggest problems usually involve too many Office 365 connections or outdated Microsoft Office components. If Outlook asks if another Exchange server can manage your system, hit No unless it’s your main domain. That keeps Outlook from getting confused and stuck offline.

Verify Work Offline Button Status

And thus, an Offline Storage Table (OST) file is created to save a local synchronized copy of mailbox items. When the mail server is not available due to maintenance tasks or other issues, Outlook may fail to connect to the server and display the status as Disconnected. This indicates that the internet is working fine, but Outlook cannot connect to the mailbox server. If your system connects to more than one Office 365 environment, Outlook might not know which Exchange server to use. That often sets off Autodiscover conflicts and lands you in offline mode. To keep Outlook from slipping into offline mode again, sort out account conflicts and keep your software up to date.

Method 1: Reset 'Work Offline' to Reconnect

If you set up your Outlook profile wrong, it might not log in to Microsoft Exchange or Office 365. Sometimes, people connect their system to several Office 365 environments without realizing it. That can confuse Outlook, especially with Autodiscover, and you end up stuck offline. Reconnect Outlook by checking your connection, disable work offline mode, and relaunch app.

Download Stellar Converter for OST

Autodiscover might send Outlook to the wrong Exchange server, so you can’t get to your mailbox. Damaged Outlook data files, like the OST file, can also get in the way. When these files go bad, Outlook can’t talk to the Exchange server, so it just gives up and goes offline. Now, on your keyboard, press the Send/Receive button. Old versions of Outlook or Microsoft Office often trigger synchronization issues.

Setup Exchange Server Account Manually

Jamie Kaler, a technical writer at MailsWare, combines her Computer Science background with a passion for simplifying complex technical topics. She's dedicated to offering valuable insights and solutions in email data management, including migration, recovery, and client management. Jamie's commitment to making technology user-friendly is evident in her work, making her a valuable resource for readers in these domains. You can download the software on Windows Desktop or Laptop.

Essential Troubleshooting Steps for Reconnecting Outlook

Identify the cause of this error before restoring Outlook back to online mode. A corrupt or damaged Outlook profile can prevent Outlook from authorizing and connecting to the mail server. Due to this, we get an error usually called Outlook stuck in offline mode. Outlook automatically switches to Offline mode when it can't connect to the Exchange server. Users can also use the credential loop in Microsoft 365 'Work Offline' option when the internet connection is not reliable.