Probably the only one given the film's dark nature. It always gets a chuckle when Rose is first attacked in the "Dark World" of Silent Hill by the gray children and passes out, only for her to wake up in a brightly lit bowling alley with Johnny Cash's "Ring of Fire" playing in the background. Of course, even this moment of humor becomes a "Funny Aneurysm" Moment when you realize whyRing of Fire is playing.
The sequel features a bizarre jump-scare with a Pop Tart. Whether that sort of borderline self parody is appropriate for a film dealing with such dark themes is a part of why this movie is such a base breaker, but it's still pretty funny.
On a meta level Sean Bean, whose character dies in game, somehow survives BOTH movies, promptly launching said character into the realms of Memetic Badass.