Does the problem also appear in the DVR Schedule on other plex clients ? eg Plex for Android ?
There was still a Plex Web issue relating to what is seen in the DVR Schedule and Recording Priority which is fixed in the hosted web app but not the current Plex Media Server bundled web app. Release Note for Plex Web 4.42.1
Fixed an issue that could lead to the wrong DVR recording info being shown in the calendar view
Fixed display issues in the Live TV DVR Schedule calendar view
How are you accessing plex web ?
The hosted app which has the above fixes is available through https://app.plex.tv/desktop
If the above is happening with the hosted Plex Web app which has the fixes, please provide logs with debug logging after displaying the DVR schedule and it does not show