Here is a walkthrough of how I built a shortcut to import and delete calendar files from my iCloud calendar.

I hope this can be useful for you in building your own shortcuts or modifying this one to suit your needs.

TL;DR

Apple Shortcuts: Import & Delete Calendar Files
Click the link above to download the Apple Shortcut to your Mac and set the folder path to your Downloads folder.
Download calendar files (.ics) to the Downloads folder.
Run the shortcut to import the events to your Apple Calendar and delete the files from the Downloads folder.

Apple Shortcut's Structure

Open the Calendar App

Use the Open App action to open the Calendar app.
- The shortcut works smoother if the Calendar app is open at the start.

Find and Get the Calendar Files

Use the Get Contents of Folder action to get the files from the Downloads folder.
Use the Filter Files action to filter the files with the .ics extension.

Notify the User

Use the Count action to count the number of files.
Use the Show Notification action to display the number of files found.
- This gives the user an estimate of how long the import will take.

Import the Calendar Files

Use the Repeat with Each action to loop through the files.
Use the Open File action to open the file (Repeat Item) in the Calendar app.
Use the Run AppleScript action to execute the script to automate clicking the OK button when prompted by the Calendar app.
- The script is provided in the section below.
End the Repeat with Each action.

Delete the Calendar Files

Repeat the steps to find and get the calendar files.
Use the Delete File action to delete the files from the Downloads folder.
Why duplicate the shortcut steps? For some reason, using the Delete File action after the Open File action does not work smoothly after the Run AppleScript action.

Hide the Calendar App

Use the Hide App action to hide the Calendar app.

AppleScript to Automate Importing Calendar Events

This AppleScript automates the process of importing calendar events in the Calendar app on macOS. It mainly clicks the OK button when prompted by the Calendar app to import an event or skip already-imported events.

calendar-event-importer.applescript



-- Script Name: Calendar Event Importer

-- Version: 1.1 - Improved script with timeout mechanism

-- Usage: Use this script to automate importing calendar events in the Calendar app on macOS.

-- Function: Check if the Calendar event window is open

on isEventWindowOpen(timeoutSeconds)

    set startTime to current date

    repeat until (existsEventWindow() or ((current date) - startTime) > timeoutSeconds)

        delay 0.5

    end repeat

    return existsEventWindow()

end isEventWindowOpen

-- Function: Check if the event window exists

on existsEventWindow()

    tell application "System Events"

        tell process "Calendar"

            if exists button "OK" of window 1 then

                return true

            end if

        end tell

    end tell

    return false

end existsEventWindow

-- Main script execution

try

    -- Adjust the delay as necessary to ensure the event window has time to open

    delay 2

</span><span class="c1">-- Set timeout period (in seconds) for event window to open</span><span class="w">
</span><span class="k">set</span><span class="w"> </span><span class="nv">timeoutPeriod</span><span class="w"> </span><span class="k">to</span><span class="w"> </span><span class="mi">10</span><span class="w">

</span><span class="c1">-- Check if the event window is open within the timeout period</span><span class="w">
</span><span class="k">if</span><span class="w"> </span><span class="nv">isEventWindowOpen</span><span class="p">(</span><span class="nv">timeoutPeriod</span><span class="p">)</span><span class="w"> </span><span class="k">then</span><span class="w">
    </span><span class="k">tell</span><span class="w"> </span><span class="nb">application</span><span class="w"> </span><span class="s2">"System Events"</span><span class="w">
        </span><span class="k">tell</span><span class="w"> </span><span class="nv">process</span><span class="w"> </span><span class="s2">"Calendar"</span><span class="w">
            </span><span class="nv">click</span><span class="w"> </span><span class="nb">button</span><span class="w"> </span><span class="s2">"OK"</span><span class="w"> </span><span class="k">of</span><span class="w"> </span><span class="na">window</span><span class="w"> </span><span class="mi">1</span><span class="w">
        </span><span class="k">end</span><span class="w"> </span><span class="k">tell</span><span class="w">
    </span><span class="k">end</span><span class="w"> </span><span class="k">tell</span><span class="w">
</span><span class="k">else</span><span class="w">
    </span><span class="c1">-- Event window did not open within timeoutPeriod. Skipping event.</span><span class="w">
</span><span class="k">end</span><span class="w"> </span><span class="k">if</span><span class="w">



    

    




end try

How to Import and Use the Apple Shortcut

This automation uses the Shortcuts on Mac.

You can get it on your Mac by clicking on the Import & Delete Calendar Files link.

You will be prompted with three questions:

Which folder do you want to import the calendar files from? (Default: Downloads)
Folder path (same as above)
Do you want to delete the calendar files after importing them? (Default: Yes)

After answering the questions, the shortcut will be added to your Shortcuts app on your Mac.

To run the shortcut:

Download the calendar files (.ics) to the folder you specified.
Open the Shortcuts app and run the shortcut.
The events will be imported to your Apple Calendar, and the files will be deleted from the folder.

Apple Shortcuts - Import & Delete Calendar Files Automation