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In case the Autodiscover record is properly configured via your DNS hosting provider, there can be a problem with the resolution of the record when Outlook fails to find the server Autodiscover points to.

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You would need to ping the hostname you find there from the Windows command prompt to get the IP. Important: to protect your account information we cannot publish your Server names and DNS records in public Knowledge Base.To find out IP_for_AutdDiscover_service for your account navigate to HostPilot® Control Panel > Home > Exchange servers and settings > Autodiscover. You would need to add the following line: Read the Knowledge Base article on How Do I Find And Modify Entries In The HOSTS File? for instructions on locating and updating the HOSTS file.

As a temporary solution (quick fix) you can modify the HOSTS file on the workstation adding a line for the autodiscover service location.

Read the Knowledge Base article on What Is An Autodiscover Record And Why Do I Need It? for more information.

Contact a DNS hosting provider for your domain and create a CNAME record for the autodiscover hostname.

A special DNS record has to be configured for your domain. Outlook 2016/2019 can be set up to connect to Exchange only if there is a valid Autodiscover information for your domain. There is no Autodiscover record created for your Domain

There is no Autodiscover record for your Domain.

Possible reasons for Outlook 2016/2019 issues with connecting to Exchange are: This article describes possible causes for issues with Outlook 2016/2019 when connecting to an Exchange mailbox and ways to solve them.