Those are out of reach when Outlook can’t connect live to Microsoft Exchange. Sometimes, updates can also lead to certain issues with the programs installed on Windows OS. Therefore, if there are any pending updates related to MS Office or Outlook, you should check and install them. You can follow these methods to troubleshoot and resolve the Outlook disable faulty add-ins in Outlook stuck in Offline Mode error. These methods work in Outlook 2010, 2013, 2016, and 2019.

Check OST file

• Outlook has a Work Offline button under the Send/Receive tab.
• These methods work in Outlook 2010, 2013, 2016, and 2019.
• The changes are saved locally in the Outlook OST data file and later synchronized with the mailbox server.
• If the issue is the same, update Outlook, repair Outlook profile, or reconfigure your account to reconnect Outlook to the Server.
• Setting up the Exchange account by hand avoids this.

When offline, the status is displayed in the status fix MFA prompts not working bar at the bottom as Working Offline or Disconnected. Just having a simple update routine and checking build numbers from time to time can save a lot of trouble. Staying current with updates is probably the easiest way to keep Outlook connected.

How To Fix Outlook Stuck in Offline Mode?

Move it to a backup folder, like Desktop\OST Backup. Every business setup is different, and sometimes these problems run deeper than a quick fix. Our organization requires several folders from our mapped network drives be set to "Always Available Offline". Create your account and connect with a world of communities. There could be several reasons for your Outlook disconnect.

Verify Work Offline Button Status

If you skip patches, the client might stop connecting to Exchange Online or on-premises servers. By keeping unnecessary connections out and your profiles tidy, you keep Outlook connected to the right Office 365 environment. Don’t let secondary Exchange servers manage your device if you don’t have to. Accepting those prompts can shift control away from your main email domain and cause more offline issues. Sometimes Outlook connects to the wrong Exchange environment because of Autodiscover confusion, especially if your computer has several Office 365 or Exchange accounts. Setting up the Exchange account by hand avoids this.

Method 1: Reset 'Work Offline' to Reconnect

The Work Offline option is selected on Outlook's Send/Receive tab. First, check to see if the Connected status is displayed or not. If it is not displayed, double-check your internet connection and re-examine it. To resolve the Outlook stuck offline working issue, click "Work offline" to reset and reconnect the Exchange server.





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.





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

If any updates to Outlook or MS Office are pending, get them installed as soon as possible. However, if you credential Loop in microsoft 365 are experiencing the issue after installing the updates, revert or uninstall the updates and check your Outlook. It’s a good idea to turn on automatic updates in Microsoft 365 Apps for enterprise. That way, you get security fixes and connectivity tweaks right away. If your organization uses volume licensing, schedule those updates through management tools like Microsoft Endpoint Configuration Manager.