Hi Michael,
This is definitely not a plugin related issue, it is only a very common asset file, loaded via a @font-face CSS method.
I suggest looking up mod_rewrite rules, either in the server configuration or in the .htaccess file.
I suspect, that there might be a permalink related rule defined somewhere, and the file link pattern is recognized as a possible permalink to a different type of content, and the server might be trying to process that, and then fetches the file, when that is not found.
You can try opening the file directly in your browser to see if there is any redirection loop occuring, or it is loaded immediately.
Unfortunately there is nothing I can do from the plugins perspective, the file is very small, the contents are correct, the loading method is also correct.