Simon is the brains of the trio, known for his glasses, logic, and inventions. This quiz focuses on Simon’s traits, skills, and stand out moments, along with a few general Chipmunks facts that reward sharp observation.
What accessory is Simon almost always seen wearing that emphasizes his intelligence?
A bow tie with lights
A baseball cap
Glasses
Headphones
What color is Simon’s usual sweater or hoodie in most classic designs?
Blue
Red
Purple
Green
Compared with Alvin and Theodore, which academic subject is Simon most often associated with enjoying?
Drama and acting
Physical education
Science and maths
Home economics
In many stories, how does Simon usually respond to Alvin’s risky plans?
He encourages Alvin to take even bigger risks.
He immediately calls the police.
He points out the flaws and tries to warn him.
He ignores Alvin and leaves the room.
What role does Simon often play when the Chipmunks face a technical or mechanical problem?
Fashion designer
Dance choreographer
Talent show judge
Inventor and problem solver
In the ALVINNN!!! and the Chipmunks CGI series, which quality sometimes complicates Simon’s logical plans?
His hatred of learning new things
His refusal to ever speak in public
His occasional overconfidence in his own intelligence
His fear of all technology
Which brother does Simon often help the most with practical advice and emotional support?
Ian Hawke
Random classmates
Dave’s boss
Theodore
What is a common running joke when Simon uses complex vocabulary around Alvin?
Alvin asks what the big word means or mispronounces it.
Dave fines Simon for using long words.
Theodore writes down the words in a dictionary.
A teacher interrupts and corrects Simon.
In group decisions, what role does Simon usually play between Alvin’s bold ideas and Theodore’s gentle nature?
The rational mediator who balances both sides
The outsider who leaves the group entirely
The prankster who sides with whoever is winning
The silent observer who never shares opinions
What lesson does Simon’s character frequently reinforce in Alvin and the Chipmunks stories?
That intelligence and kindness can work together.
That it is better to avoid solving problems.
That emotions are always more important than thinking.
That friends should never listen to advice.
Starter
You caught some of Simon’s key traits, but many of his clever moments slipped by. Paying more attention to his inventions and comments will raise your score next time.
Solid
You know Simon well and picked up many smart details about the Chipmunks. A little more focus on subtle moments and you will be in true genius territory.
Expert!
You match Simon’s reputation for sharp thinking when it comes to Chipmunks trivia. Your grasp of his character and the finer details is outstanding.
Simon balances Alvin’s impulsiveness with reason and logic, often keeping the group out of serious trouble. Watching how he solves problems and supports his brothers can make every episode feel smarter. Alvin and the Chipmunks Trivia Quizzes












