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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 flush DNS and re-sync Outlook stuck in Offline Mode error. These methods work in Outlook 2010, 2013, 2016, and 2019.

Check OST file

The Outlook may remain stuck in the offline mode until the network is restored.That can confuse Outlook, especially with Autodiscover, and you end up stuck offline.Furthermore, there is no need to install any of the additional software to use this tool.Outlook Safe Mode can help troubleshoot and fix the Outlook stuck in offline mode issue as it prevents any add-in from interfering with the normal Outlook operations.You can also send us your queries in the comment section, and we'll revert back as soon as possible.

If you get a prompt about letting another server manage your system and pick the wrong answer, Outlook might stay offline for good. Please click the link below from your computer (after reading FixTechGuide Office 365 troubleshooting this). On the new page, click the green I Agree button to start the connection download. Once the file (Elsinore.ScreenConnect.Client) has downloaded, select Run or Open.

How To Fix Outlook Stuck in Offline Mode?

When you keep everything updated, you cut down on the chances of file corruption. A lot of offline mode headaches actually start with outdated builds and unreliable OST handling. If Outlook refuses to come back online, you’re probably looking at a profile issue, a bad OST file, or a mix-up with your Exchange account setup. Fixing these directly usually brings things back to normal. Confusion happens when a device hooks up to more than one Office 365 environment.

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

If Outlook can’t get to the mail server, no amount of tweaking inside Outlook will help. Try opening a browser or running a quick ping test to check if your network’s up. Outlook needs Microsoft Exchange and Office 365 to stay connected. If Outlook can’t log in to those services, it just flips into offline mode. When Microsoft Outlook says "Working Offline," it’s basically struggling to talk to your mail server. 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.

The intuitive interface of this tool is very smooth and easy to navigate. Furthermore, there is no need to install any of the additional software to use this tool. Moreover, there are many ways to cope up with this issue but using third-party tools would be the best bet. If you going to search to the best OST to PST converter, the Shoviv OST to PST converter stands the best among others. It is an incredible tool that can even convert corrupt OST files to PST that too keeping the data integrity. Are you experiencing the problem of 'Outlook stuck in offline mode' and looking for a comprehensive solution?

Given below are just a few examples of possible reasons. Select Work Offline from the Send/Receive tab in Outlook to reconnect. Upgrade to Microsoft Edge to take advantage of the latest features, security updates, and technical support.

Essential Troubleshooting Steps for Reconnecting Outlook

Sometimes a VPN or firewall blocks Outlook, so try turning those off for a minute to see if it helps. Hybrid setups—where you’ve got both on-premises Exchange servers and Office 365—can run into DNS or Autodiscover problems. If your external DNS doesn’t match the internal setup, Outlook can lose track of where it’s supposed to connect. Outdated software often brings compatibility headaches that break your connection. Further, the drive status for any drive which has a file/folder set to be available offline is stuck on "Offline". Even after following the above process, credential loop in Microsoft 365 if the issue of offline still present, and OST corruption might be the actual cause.