I had been having difficulty printing after Google Chrome updated to the latest version, which at the time of this writing is: 75.0.3770.100. I can choose settings print or hit Control + P and the print preview box shows up, but then when the actual print button is clicked nothing happens. The preview window disappears and no print job is started. There is also no error or warning message displayed.
This fix should work for any version of Chrome but check your version you can click the three dots in the upper right hand corner of the screen then select Help -> About Google Chrome
The Fix For This Issue:
Go to Settings -> Advanced -> Site Settings -> Pop-ups and redirects. Add http://calendar.google.com to the “Allow” list then go back to your calendar page and hit control + p, the print function should now be back working 🙂
—If this still does not work, an alternative workout is to hit control + shift + p and that will open your computers default print dialog box and you can print the calendar from there without a preview