Dual monitors on a single VGA port

I’m running Intel HD graphics (I know…) and want to increase my productivity without using the large flatscreen TV I have.

MY MONITORS

*An old monitor (Display 2 in this thread) from the early 2000s (I really like old monitors for some reason) with a VGA Male cord attatched.

If you checked out the link above you might have read that Display 1 has 4 USB ports. I was wondering If I could connect one of those ports to my PC’s USB and connect Display 2 to the VGA port.

EDIT: Would a USB to VGA adapter get the job done as well?