1670s, from head (n.) in sense "heading of a book or chapter" (c. 1200) + line (n.). Originally a printers' term for the line at the top of a page containing the title and page number; used of the lines that form the title of a newspaper article from 1890, and transferred unthinkingly to broadcast media. Headlinese "language peculiar to headlines" is from 1927. Headlines "important news" is from 1908.
head-hunter
heading
headland
headless
headlight
headline
headliner
headlong
headman
headmaster
head-on