ERR_CERTIFICATE_TRANSPARENCY REQUIRED when signing into Azure AD

So first of all, this problem applies to all certs whose root cert authority is Symantec. This applies to any SSL site, including Azure AD sign in pages.

You might see an error like this,

The certification path looks like this,

Your console shows “ERR_INSECURE_RESPONSE”

And if you try to visit the links being downloaded directly, you might see something like this,

This is due to a bug in Chrome. Versions of Chrome 53 that are more than 10 weeks old now display this error message for all websites using Symantec certificates that were issued on or after June 1, 2016 (including from Symantec-owned brands like Thawte and GeoTrust). As of Friday, November 11, 2016, users you should simply be able to restart Chrome to avoid the bug.

Or if that doesn’t work, update chrome to the latest version, and it’ll work like a champ!