Cannot import .ics file into Outlook (new) app

I did the exact same steps as you have pictured in the Desktop and Web app. Both said import was successful, but the appointment does not show up on the calendar. Yes, both desktop and web were closed and re-opened but still no appointment to drive a reminder.

At this point, I have to manually add the appointment which is basically reverting functionality back to Outlook 2000. Is anyone from Microsoft monitoring this community thread?

I was having the same problem as everyone that couldn't find a solution. I am using gmail and google calendar with NEW Outlook on my Windows machine. It would not let me add an ICS file in any way. It would not let me select a calendar when doing all of the provided solutions. I finally went to my native google calendar at calendar.google.com and was able to add there. It's still not a great experience in native Gcal. You have to go to your calendar, click the settings gear in the upper right corner, go to import/export, and then select the ICS file from your computer. This will add it to google calendar and then because Outlook is pulling the data from your google account it will show up in the outlook calendar.

When reviewing online it seems new outlook doesn't play nice with ICS files. The problem appears to not be the drop down menu to select a calendar but the fact it doesn't actually populate the ICS file when it opens the import dialog UX. I doesn't think you have even selected a file to import yet so it doesn't give you the option to select a calendar to add it to. This makes you feel like the drop down menu is broken, when in fact, it is pending a file in order to give you a selection.

So, the only work around I can find is to open native Google Calendar in a web browser and import it there.

I hope they fix this in the future.

That's the thing....when many of us are getting to the "Select Calendar" step, there are no calendars in the drop box.

That's the bug.

I've done all the methods and nothing works. It looks like your picture above, the calendar is greyed out and it doesn't actually import. Why is this so difficult???

New Outlook is absolutely annoying. There are so many simple features that have been removed. Attachments have become combersome and need to be downloaded twice, settings are hidden and extremely limited, moving files is sketchy and a whole host of other things. Whoever did this 'upgrade' obviously doesn't have a real job.