It can, but something is not quite right here. Normally Windows should delete a font without any problem, if that is not system protected font (like Segoe).
To figure out which process does not allow you to delete a font use Unlocker 1.91 Released
Normally, to run unlocker on folder you need to right click on it and select Unlocker from the menu, but this does not work on Fonts folder in Explorer. So, use alternative file manager like Total Commander or Altap Salamander etc.
Unlocker will check all processes and will give you the process which is holding file from deleting.