Alvin and the Chipmunks
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50 free Alvin and the Chipmunks trivia questions with answers — trivia quiz, new questions added Oct 2026.
Alvin and the Chipmunks began as a studio experiment in 1958 and never really went away. Three squeaky brothers, one exasperated songwriter and a run of novelty records grew into Saturday-morning cartoons, an animated feature and four live-action films. This quiz covers the whole story: how Ross Bagdasarian made the voices, where the names Alvin, Simon and Theodore came from, what happens in each film, and how the Chipettes joined the family. Simon Seville gets plenty of attention, including the old argument over which brother is the oldest. It suits fans who grew up with the 1980s cartoon, families who know the films by heart, and anyone hosting a trivia night who wants accurate answers with a short explanation for each.
30 of 50 questions with answers and explanations. Play the quiz
Q 01Simon Seville and his brothers Alvin and Theodore were named in 1958 after three real men in which line of work?
Label executives
Label executives lent the trio their first names as an inside joke: president Al Bennett, founder Si Waronker and chief engineer Ted Keep, at the company that released the discs.
Q 02Chipmunks creator Ross Bagdasarian took his stage surname from a Spanish city where he was stationed during which war?
World War II
World War II took the Army Air Forces control tower operator to England, France and Spain, and he liked the city of Seville enough to perform as David Seville.
Q 03Chipmunks creator Ross Bagdasarian appears as the lonely composer at the piano in which Alfred Hitchcock thriller?
Rear Window
Rear Window came in 1954, during an acting career that began on Broadway in 1939 in a play by his cousin, the novelist William Saroyan.
Q 04In The Chipmunk Song, which hot new toy of 1958 does Alvin wish for as his Christmas present?
A hula hoop
A hula hoop was that year's craze, and Alvin's wish for one helped the novelty record sell 4.5 million copies in seven weeks.
Q 05How did Ross Bagdasarian turn his own singing into the squeaky voices of Alvin and the Chipmunks in 1958?
Speeding up the tape
Speeding up the tape was the whole trick: he sang slowly while recording at half the normal rate, so ordinary playback lifted his voice a full octave.
Q 06The Chipmunk Song was the only Christmas record to top the Hot 100 until which singer matched it in 2019?
Mariah Carey
Mariah Carey ended a 61-year wait when All I Want for Christmas Is You reached number one, long after the Chipmunks' four-week stay at the top.
Q 07In Alvin and the Chipmunks: Chipwrecked, what makes Simon Seville believe he is a French adventurer named Simone?
A spider bite
A spider bite on a castaway's island does it, and Simone, voiced by Alan Tudyk, lasts until a knock on the head brings the real Simon back.
Q 08At the height of the British Invasion, Alvin and the Chipmunks released a 1964 album covering the hits of which band?
The Beatles
The Beatles covers climbed to number 14 on the Billboard album chart in October 1964 and stayed on the chart for more than five months.
Q 09Alvin and the Chipmunks joined Bugs Bunny and Garfield in a 1990 TV special made to warn children against what?
Drug abuse
Drug abuse prevention was the aim of Cartoon All-Stars to the Rescue, which also put Daffy Duck and the Ninja Turtle Michelangelo beside the trio.
Q 10Chipmunk soul, a hip-hop style named after the Chipmunks' squeaky voices, was popularised by which rapper-producer?
Kanye West
Kanye West built the beats of his debut album The College Dropout on vocal samples from classic soul records pitched far above normal.
Q 11Alvin's signature colour is red and Theodore's is green, so which colour belongs to their brother Simon Seville?
Blue
Blue also became the colour of his glasses from the second season of the 1983 cartoon, after a first season in black frames.
Q 12Which actor plays struggling songwriter Dave Seville in all four live-action Alvin and the Chipmunks films?
Jason Lee
Jason Lee joined the first film in March 2007, after names from Tim Allen to Jim Carrey had been considered for the part.
Q 13In The Chipmunk Adventure, how do the Chipmunks and the Chipettes travel on their race around the world?
Hot air balloon
Hot air balloon is the transport for both teams, who follow different routes and must swap dolls at every stop to prove they were there.
Q 21In The Squeakquel, where are Alvin, Simon and Theodore sent each day while Dave recovers in a Paris hospital?
High school
High school brings bullies, a place on the football team for Alvin and a contest to save the music programme.
Q 22In the 2007 film Alvin and the Chipmunks, the brothers fend for themselves because their parents left to join what?
A hippie commune
A hippie commune lured the parents away, leaving the three in a fir tree that is later felled and trucked to Los Angeles with them inside.
Q 23Chipmunks in Low Places, the group's first platinum album, was a 1992 collection in which music genre?
Country
Country suited them: the album reached number 6 on Billboard's Top Country Albums chart, the best result the Chipmunks ever managed there.
Q 14In the 1981 special A Chipmunk Christmas, which prized instrument does Alvin give away to a sick boy named Tommy?
A harmonica
A harmonica named the Golden Echo is his gift to Tommy, and the stranger who later buys him a replacement turns out to be Santa's wife.
Q 15Brittany, Jeanette and Eleanor, the Chipettes, share which surname with their absent-minded human guardian Beatrice?
Miller
Miller is the name of all three sisters and of Miss Beatrice, who joined the 1980s cartoon in 1986; Brittany is the oldest sister and Eleanor the youngest.
Q 16Which Criminal Minds star voices Simon Seville in the live-action Alvin and the Chipmunks films?
Matthew Gray Gubler
Matthew Gray Gubler shares the role with Steve Vining, who sings the brainy brother's parts, and he returned for all three sequels.
Q 17Which 1958 number one, credited to David Seville alone, featured a squeaky voice months before the Chipmunks existed?
Witch Doctor
Witch Doctor held number one for three weeks, and the idea for it came from a book on its writer's shelf titled Duel with a Witch Doctor.
Q 18The Chipmunk Song won three prizes in 1959 at the very first ceremony of which music honours?
Grammy Awards
Grammy Awards for children's recording, comedy performance and engineering all went to the single, which was also up for Record of the Year.
Q 19In Chipwrecked, what is Alvin parasailing on when strong winds carry the Chipmunks away from their cruise ship?
A kite
A kite drags them out over the Pacific, and Dave's attempt to follow by hang-glider leaves him stranded at sea as well.
Q 20In The Road Chip, the Chipmunks race to which city to stop what they think is Dave's marriage proposal?
Miami
Miami is where Dave is producing a record for a rising pop singer, and the ring the Chipmunks fear turns out to belong to his friend Barry.
Q 24Which US channel bought the CGI series ALVINNN!!! and the Chipmunks months after its 2015 debut in France?
Nickelodeon
Nickelodeon acquired the US rights in August 2015 to a series animated in France, with its voices and music recorded in the United States.
Q 25Which honour did Alvin, Simon and Theodore receive in 2019, six decades after their first hit single?
A Walk of Fame star
A Walk of Fame star in Hollywood came in 2019, adding to a tally that already included two number-one singles and three platinum albums.
Q 26Which Arrested Development comedian plays scheming music boss Ian Hawke in the first three live-action Chipmunks films?
David Cross
David Cross took the part after Patton Oswalt and Brian Posehn turned it down, and by the third film Hawke has sunk to a lowly job on a cruise ship.
Q 27Which actress voices Brittany, leader of the Chipettes, in The Squeakquel and both of its sequels?
Christina Applegate
Christina Applegate speaks for Brittany in all three films, while the Chipettes' creator Janice Karman supplies the character's singing.
Q 28In The Squeakquel, Theodore runs away to the Los Angeles Zoo hoping to live with a family of which animals?
Meerkats
Meerkats had left the enclosure, though, and Theodore meets an eagle there instead until his brothers come to the rescue.
Q 29In The Chipmunk Adventure, which homesick animal does a young Arabian prince give Brittany as a gift?
A baby penguin
A baby penguin is his present, and the Chipettes break off their race to carry it home to its family in Antarctica.
Q 30Which Big Bang Theory actress replaced Amy Poehler as the voice of Eleanor in the Chipmunks film The Road Chip?
Kaley Cuoco
Kaley Cuoco took over the youngest Chipette for the fourth film, joining Anna Faris as Jeanette and the returning voice of Brittany.