I decided to test this hypothesis by using the Wikipedia random button, which is one of my favorite buttons on the entire internet. Here are my results, wikipedia page names in bold.
Today on XKCD the alt text says that if you click the first hyperlink on any page in wikipedia that is not in parentheses or in italics, and repeat that process, you will eventually end up at Philosophy.
I checked Lake Trout. 13 clicks later I was at philosophy.
From Tauroctony, 24 clicks.
From Nachos, 19 clicks.
From Magick, 19 clicks.
Head For the Red: Wiki-Philosophy Trivia
Random article doodad led to Kenneth N. Beers
who worked for NASA
which is part of the executive branch
which is part of a national government
which is a form of central government
which is a form of sovereign state
which is a type of state
which is a concept in the social sciences
which is a field of study
which is part of academia
which is a community
which involves interaction
which is more complicated than simple causality
which involves events
which are generally observable
which is an important trait to physics
which is a natural science
which is a science
the goal of which is the accumulation of knowledge
which involves gaining facts
which are a form of information
which comes in a sequence
a concept important to mathematics
which studies, among other things, quantity
which is a property
in modern philosophy
a subset of philosophy
From random button to philosophy, 26 clicks. I assume the next step, if someone hasn't already written it, is a little program like the Six Degrees of Kevin Bacon thing-a-ma-bob.