To install php55-openssl, run the following command in macOS terminal (Applications->Utilities->Terminal)
sudo port install php55-openssl
To see what files were installed by php55-openssl, run:
port contents php55-openssl
To later upgrade php55-openssl, run:
sudo port selfupdate && sudo port upgrade php55-openssl
Reporting an issue on MacPorts Trac
The MacPorts Project uses a system called Trac to file tickets to report bugs and enhancement requests.
Though anyone may search Trac for tickets, you must have a GitHub account in order to login to Trac to create tickets.