Can't see contact and calendars app for Outlook checkbox in iCloud for Windows

have exactly the same problem

Hello InformedBuyerR,

First make sure you have covered all of the steps in this resource which is geared towards your iCloud issue: If you can’t add iCloud Calendars, Mail, or Contacts to Outlook - Apple Support

1. "Check that your PC meets the iCloud system requirements and is connected to the internet.
2. Download iCloud for Windows and sign in with your Apple ID. If you have multiple Apple IDs that you use with iCloud, check that you're logged in to iCloud for Windows with the same account that you use on your other devices. 
3. Check the System Status page for any known issues affecting iCloud Mail, Contacts, or Calendars.
4. Make sure that the date and time settings on your PC are correct.
5. Make copies of the information you store in iCloud.

Seeing duplicate calendars or duplicate contacts? Learn how to remove duplicate calendars or remove duplicate contacts. 

To set up iCloud Mail in Outlook or if you don't use iCloud for Windows, set up two-factor authentication for your Apple ID and sign in to Outlook with your Apple ID user name and an app-specific password."

If so, this resource on the Microsoft support site should help you get Contacts and Calendars added with Outlook:

Add an iCloud email account to Outlook - Microsoft Support

We hope this helps.

Cheers!