Then check the internet connection and start Outlook. Method 1: Restart System and Check Internet ConnectionĪ simple system restart can sometimes do magic! It can resolve issues with Windows and other applications. The tool can also help you restore missing or deleted mail items. However, you can convert such OST file to PST or export the OST file directly to a new or existing live Exchange mailbox or Office 365 account using Stellar Converter for OST. In such a case, the OST file enters the orphaned stage and becomes inaccessible. IMPORTANT NOTE: If your mailbox is disabled or deleted from the server, the following solutions will not work. This will help prevent permanent data loss if these fixes do not work for you. However, you should backup your OST file to a safer location before applying these methods. You can fix Outlook not connecting to server issues in Windows by following the given methods. Methods to Resolve Outlook Cannot Connect to Server Error Damaged Microsoft Office or Outlook program files.A deleted or disabled mailbox from the Exchange server.Outlook may fail to connect to the Exchange server due to various reasons, such as: