Superintendent Chalmers, voiced by Hank Azaria, is the superintendent of Springfield's school district in The Simpsons. His position is apparently an elected one because in one episode a "Chalmers: Now More Than Ever" election billboard can be seen.

Chalmers is a strict and largely humorless man, with a short temper and low tolerance for disorder or rule-breaking. Whenever he visits Springfield Elementary, some sort of disaster strikes. He produces extreme cases of anxiety in Principal Skinner, who offers increasingly improbable stories to explain what is happening. Chalmers is known for throwing open the doors to the room and bellowing "SKIN-NER!!", to which Seymour stammers "S-Superintendent Chalmers!" (in fact, as shown in "Future-Drama", which takes place in the future, the superintendent is a vegetable, only capable of saying his trademark line). His trademark line has caused some paranoia in Skinner (as seen in "Lisa's Date with Density"). On a few occasions he says Skinner's name this way when absolutely nothing has gone wrong, implying that he either pronounces Skinner's name this way by habit, or does it on purpose to scare him.

In several episodes, such as "Bart the Fink", Chalmers was seen dating Agnes Skinner (much to Seymour's dismay), although in other episodes he has mentioned he is married. Chalmers originally hails from Utica, New York, according to "22 Short Films About Springfield", but has also said that he comes from Queens, New York and Intercourse, Pennsylvania. He attended Ball State University and is a proud owner of a red 1979 Honda Accord (and later, a Camry). In "The Heartbroke Kid", it is revealed that Chalmers's sign is Sagittarius and he was mistakenly called "Super Nintendo Chalmers" by Ralph Wiggum in "Lisa Gets an "A"".