It is not always smooth sailing for Alvin, Simon, and Theodore. From scheming record executives to smugglers and strict school staff, the Chipmunks have faced plenty of villains and foes. See how many of their biggest troublemakers you remember.
In the 2007 Alvin and the Chipmunks film, which ambitious record executive first signs the Chipmunks and later exploits them?
Ian Hawke
Toby Seville
Claus Furschtein
Paul Jamison
Which actor portrays the villainous Ian Hawke in the early live action Alvin and the Chipmunks films?
Jason Lee
Tony Hale
Will Arnett
David Cross
In The Chipmunk Adventure, which pair of villains trick the Chipmunks and Chipettes into helping their smuggling operation?
Victor and Valentina Von Vile
Ian and Ingrid Hawke
Claudia and Klaus Furschtein
Carter and Carla Smugg
What illegal items are actually being moved inside the dolls traded by the Chipmunks and Chipettes in The Chipmunk Adventure?
Counterfeit concert tickets
Stolen artwork
Diamonds and cash
Rare animal specimens
In Alvin and the Chipmunks: The Squeakquel, what role at the high school does antagonist Dr. Rubin play?
The gym coach
The strict school principal
The new choir director
The cafeteria manager
In Alvin and the Chipmunks: Chipwrecked, what misfortune leads the Chipmunks and Chipettes to be stranded on a remote island?
Their tour plane makes an emergency water landing
They are dropped off on the wrong island by a pilot
A tour bus crashes near the coastline
They are accidentally swept overboard from a cruise ship
Which character in Alvin and the Chipmunks: Chipwrecked is a former Air Force officer obsessed with hunting the Chipmunks on the island?
Claudia
Zoey
Miles
Ashley
In the CGI animated TV series ALVINNN!!! and the Chipmunks, which classmate often serves as a rival and occasional antagonist to Alvin?
Tommy
Carlos
Derek
Liam
Across different versions of the franchise, what is the most common motive for human villains who target the Chipmunks?
They want to ban music from the world
They want to make the Chipmunks do homework
They want to use the Chipmunks’ fame to make money or gain power
They want to kidnap Dave and replace him
Which character, while not always a villain, often becomes an obstacle for Alvin when he breaks rules or causes trouble in school settings?
Random strangers on the street
Radio show hosts
Friendly fans at concerts
Authority figures like principals and teachers
Starter
You recognize a few of the Chipmunks’ enemies, but many key villains still blend together. Rewatching the movies and classic episodes will help you spot every troublemaker.
Solid
You remember most of the major villains who crossed the Chipmunks’ path. A little more detail work and you will never mix up an antagonist again.
Expert!
You have an excellent memory for the schemers, smugglers, and rivals who challenged the Chipmunks. Your grasp of the franchise’s villains is top tier.
From greedy executives like Ian Hawke to cartoon era smugglers and school bullies, Alvin and the Chipmunks stories are packed with colorful foes. Keeping these characters straight adds another layer of fun to each new adventure. Alvin and the Chipmunks Trivia Quizzes
