Scheduling and managing events using Outlook.com calendar
Unfortunately, I have to join this thread because I'm having the exact same issue. In Google Calendar, for years, I subscribed to my Outlook Calendar via a URL (pointing to a .ics file) and it worked perfectly. Recently, events that I added to my Outlook Calendar stopped showing up in GC (regardless of where they were created: desktop Outlook app, Outlook web app, Outlook mobile app.
For GC on mobile (Android), there is a workaround, by enabling the option "sync calendars" in the Outlook app (under settings, and in the account info of the (outlook/office365) mail account). By doing so, the outlook calendar also shows up in the GC mobile app. But this is by sharing local files (I presume).
So the issue remains for the GC web app: there, new events are no longer showing up. Is asked the IT department if they changed policies, but apparently not. in GC web app, I tried removing/unsubscribing the OC, and re-adding it, but without success. Even stranger: I added the OC twice (once with a https URL, and once with a webcal URL), and they give different results.
The strange thing is that if I use the URL of the OC (so the https one I use to subscribe to in GC), I'm able to download an .ics file where the last modifications are present. So the info is there, but doesn't show up on the GC web app.
Any ideas/suggestions/tips/thoughts are more than welcome. As said by J Backus, I can't rely on only checking my GC, but I need to check two apps to have full view on my agenda; this is ridiculous. I hope there is a solution to this issue.