Update: MS fixes the issue with a new certificate which properly includes hotmail.com domain. so no more error message when accessing hotmail.com on Chrome.
Below is for reference only.
I believe it's not a "sth. is wrong with your configuration" situation instead it's a server side issue. I'd like to write a long answer so anyone facing the same issue(Chrome 58 and hotmail.com) wouldn't waste time in "securing" the system.
As of today(May 8th 2017)
hotmail.com has following certificate
-----BEGIN CERTIFICATE----- MIIH/TCCBeWgAwIBAgITWgAH0HeSax/6XsZlkgAAAAfQdzANBgkqhkiG9w0BAQsF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-----END CERTIFICATE-----
Which can be decoded here(or just search "ssl certificate decoder") it has common name *.mail.live.com and SAN:
*.mail.live.com, *.live.com, *.hotmail.com, *.msn.com, *.afx.ms, mail.live.com, hotmail.co.jp, hotmail.co.uk, hotmail.live.com,
hotmail.msn.com, www.hotmail.com, www.hotmail.msn.com, www.live.com,
www.mail.live.com, m.mail.live.com, contacts.live.com,
people.live.com, home.live.com, col430-sec.mail.live.com,
origin.blu180.mail.live.com, origin.dub131.mail.live.com,
origin.col430-sec.mail.live.com, mssl.afx.ms
Note that it has *.hotmail.com as well as www.hotmail.com but no hotmail.com, and *.hotmail.com does NOT cover hotmail.com.
So most likely there is some change in Chrome 58 which properly implements this check and blocks hotmail.com. Using www.hotmail.com instead of hotmail.com should eliminate the error.
And the same error is caught with Firefox but since hotmail.com is a 301 redirect Firefox just let it pass but there is actually something wrong.
On May 9th, 2017 hotmail.com has a new certificate with hotmail.com included so no more error message on Chrome.
Subject Alternative Names: *.mail.live.com, *.live.com, *.hotmail.com,
*.msn.com, *.afx.ms, mail.live.com, hotmail.co.jp, hotmail.co.uk, hotmail.live.com, hotmail.msn.com, www.hotmail.com,
www.hotmail.msn.com, www.live.com, www.mail.live.com, m.mail.live.com,
contacts.live.com, people.live.com, home.live.com,
col430-sec.mail.live.com, origin.blu180.mail.live.com,
origin.dub131.mail.live.com, origin.col430-sec.mail.live.com,
mssl.afx.ms, hotmail.com, live.com