This is a very late response but hopefully this helps someone else in the future.
So, IIS won't server a file-type it doesn't recognise. Your issue is regarding the woff filetype and you will have to simply add it as a mime type in IIS. to map extension woff2 to type font/woff2 (which writes it into web.config).
I hope this helps.
If you turn on developer tools in Chrome (or your browser of choice), check the network requests. Can you see a request for the glyphicons? If you do, is that returning an error?
I actually forgot about this feed…
The issue was that I opened a REST API with the path localhost:8080/resources/… so the application followed the REST API instead...