Add Lightbox To WordPress Native Gallery

By default there is a difference in the HTML output for images inserted alone or via .

A direct image link will output an <a href=""> to an actual image mime type, like:
<a href="https://wordpress.stackexchange.com/questions/119659/some-image.jpg">

An attachment <a href=""> outputs an attachment URI like:
<a href="https://wordpress.stackexchange.com/questions/119659/some-link?attachment_id=126" or ../attachment/2013/

As for a filter I don’t think there is a way unless you parse the_content for the above matches.