After Alvin, Simon, and Theodore borrow Dave's antique gold pocket watch for Show and Tell at school, neighborhood bullies steal it. The Chipmunks find Mr. T to ask him for advice and with his help, they manage to get the watch back.

The Chipmunks meet Brittany, Jeanette, and Eleanor for the first time. However, there is one problem: both groups believe they have a claim to the name "The Chipmunks".

A charlatan chipmunk named Harry claims to be the Chipmunks' long lost uncle and says he will have them see their mother as soon as they make enough money. The Chipmunks later not only find out that Harry is not their uncle but also the money he has them making is for a strongman whom he has owed money to for a long time.

The Chipmunks create a robot out of Alvin's video game, so that it can carry all of their equipment to their concerts. But, the robot goes berserk when it begins to capture every hat it sees, like the video game it was created from, and it is up to the Chipmunks to stop the robot.

Alvin tells a girl, Julie, he wants to impress that they are going to be starring in a rock concert on live TV, but Alvin must convince the producer to let them play.

Alvin unknowingly assists a jewel thief steal some jewelry from a cabin on their cruise ship, and Simon and Theodore begin to investigate the crime.

The origin of the Chipmunks is revealed, including how Dave ended up with them in the first place, as well as how their musical career got started.

Alvin and Simon have Theodore enter a wrestling exhibition under the name "Mr. Fabulous" and he goes up against a monstrous Russian wrestler called Ivan the Terrible.

The Chipmunks meet their grandparents for the first time. Then, when they discover that someone is trying to take over their grandparents' farm, they decide to raise the money needed to save the farm.

Alvin convinces Theodore to dress up as an alien to attract more fans, but they also attract some investigators with the government who research UFOs. The investigators decide to kidnap Theodore and perform experiments on him and Alvin and Simon must think of a way to save him.

Alvin, Simon and Theodore go in search for a mother to attend their school Mother's Day picnic. Each choose the person that they each think Dave will like best. But, when all three of their choices arrive at their house, Alvin, Simon, and Theodore will do anything to make sure their choice wins.

Alvin decides to change the Chipmunks' clean-cut image to a punkier, more rebellious one in order to gain more publicity, but the trio ends up running from the police when they attempt to perform in an underground club.

The Chipmunks make up a singing telegraph service to help buy some golf clubs for Dave's birthday. But when Theodore loses the addresses, the boys are sent on a birthday mission, for a $100 bonus. Except, that when Theodore wrote the number he wrote it upside down, so the Chipmunks end up going to the wrong house and are tricked into doing some different pranks for some college students who are bored.

The boys enter a contest so that they can win a chance to sing with Dolly Parton. But contest rules state only natives of Nashville, Tennessee are eligible. The boys enter the contest anyway, but make an enemy when they win. Fiddlin' Freddie, a fiddle player who got second place in the contest, is determined to prove that the Chipmunks are not from Nashville, and win his chance to sing with Dolly Parton.

Dave has a nightmare of himself getting smaller and smaller.

Alvin is upset about his role as an angel in the school play. However, after a bump on the head, he believes he really IS an angel. It is now up to Simon and Theodore to make sure he does not mess up things TOO badly with his so-called "good deeds".
Note: For unknown reasons, this segment was not shown on Nickelodeon. Instead, "A Dog's Best Friend Is His Chipmunk" was shown.

Dave hires a nanny to take care of the Chipmunks when he is away at work, and the Chipmunks will do anything to get rid of her.

The Chipmunks invite a boy to stay with them who is a ballet dancer, and when a bully begins to torment Alvin, he shows the bully that ballet is cool.

Alvin demands a short trip away from obsessed fans who begin following him everywhere he goes. So, the Chipmunks go for a picnic out in the woods, only to be found again by their fans. Alvin runs off into the woods, and runs into a wild chipmunk. He decides to change places with the chipmunk, and he stays in the chipmunk's tree, while the wild chipmunk takes his place. All goes well until the real Alvin is caught by a hunter that holds him hostage. Simon, Theodore, and the wild chipmunk must save Alvin.

Hoping to get away from Shifty Jackson and his team of tabloid reporters, Dave drags the Chipmunks unwillingly on a camping trip in the great outdoors. When they finally arrive, the Chipmunks discover large footprints and think they are being followed by Bigfoot. Eventually they build a tree house for Dave, when he falls and injures himself badly, and Alvin and Simon go in search for Bigfoot.

Charlatan chipmunk Harry returns and this time pretends to be Santa Claus and cons Alvin, Simon and Theodore into building a Christmas-themed amusement park called "Santa's Place".

Alvin donates money to an animal fund and discovers that they do not have any money. In an attempt to earn some money, the boys decide to resell the cookies that Theodore bought with their money by dressing as Girl Cadets. When Theodore finds a dog, he feeds it all their cookies. His brothers find out and decide to hide the dog from Dave. Simon later finds the dog's name is Pretty and that she belongs to an elderly man, Mr. Veevers, so the boys reunite Pretty with her owner.

When the Chipmunks go to Hawaii, Alvin enters a surfing contest, and becomes convinced that he is cursed when he finds a medallion on the beach that is supposed to bring bad luck.

The Chipmunks get a job as vendors at a baseball stadium to pay for new uniforms for their baseball team, and in the process stop a pickpocket who has been stealing money.

The Chipettes move to the Chipmunks' school and Alvin and Brittany run against each other for class president. Both will stop at nothing to win, but when the polls are revealed they discover that Jeanette has the deciding vote.

While on a train from Paris, the famed Orient Express, some important papers are stolen and Alvin uses his recently acquired Official Top Secret Spy Manual to help solve the real-life mystery.

Alvin and a rich kid compete for a girl's affections. Alvin pretends he is as rich as his rival.

Alvin, Simon and Theodore each make their own music videos for the group.

The Chipmunks invest in an old broken-down horse to win a race.

The Chipmunks compete against the Chipettes in a camp battle of the sexes.

"Uncle" Harry is up to no good again. This time, he makes Alvin a movie star so he can break up the Chipmunks.

The Chipmunks put Dave on the show "This Is Your Father", but he is nervous about it. So a hypnotist makes him have Alvin's personality, which turns out to be a disastrous move.

The Chipmunks trick Dave to play golf with a man that Alvin made a wager with. What Dave does not realize is that Alvin bet his signed "Elmer Palmer" golf club.

Alvin decides that he, Simon and Theodore all need to join a gym, but to get in for free they have to go through some pretty strange "transformations".

Alvin and the Chipmunks attempt to grab good publicity shots of them doing positive deeds in order to win the fabulous Victrola Award.

The Chipmunks get to see Buckingham Palace, and Alvin, in an attempt to impress a girl who is a big fan, tells her he is there to play for the Queen. Now, all he has to do is find the Queen and convince her to let them play.

Alvin and the Chipmunks get a job working in an aquarium to help Simon with his science project, and help stop a jealous former worker after he kidnaps one of the aquarium's two prized dolphins.

Alvin and Simon turn Theodore into a record mascot in order to win a radio contest.

The Chipmunks sell Theodore's famous muffins so they can buy Dave a new tape recorder, but a mix-up in making the batter causes the muffins to become hard.

Alvin plans to get a famous figure skater, Heather Williams, to appear at the school pageant.

The Chipettes are volunteering at the local hospital, and Theodore stops by to bring Eleanor her homework, but Theodore ends up missing.

Alvin ends up being challenged by a gang called the Steam Rollers.

Alvin is determined in getting an invitation to participate in the Celebrity Ski Tournament. Once he convinces Mr. Colorado, the man hosting the event, to let him participate, all Alvin has to do then is learn how to ski.

Alvin signs him and his brothers up to be in a Kabuki theater in order to gain publicity in Japan. Instead of getting lessons, they are forced to perform as the actual players.

Alvin makes a bet with Brittany to see if he could make anyone into a beauty pageant winner. The challenge gets interesting when Jeanette is the girl he has to transform into beauty pageant material.

Simon has a crush on a girl named Jillian. Alvin works at changing his image in order to impress this girl.

The Chipmunks and Chipettes volunteer their talents to raise the money to keep Uncle Ben's Circus going, as well as saving Pinky, the circus's elephant.

Dave starts up a neighborhood watch to catch a cat burglar. Alvin and the Chipmunks take it upon themselves to capture the cat burglar single-handedly.

The Chipmunks get the measles. Dave spends so much time taking care of his boys that he becomes sick with the measles and is not able to fix his car for the car show. It is up to the boys to take care of everything for Dave.

Alvin goes crazy when he loses his beloved red cap, and starts searching for it.

The Chipmunks and Chipettes audition to be in a Snow White play.

The Chipmunks decide to make a greatest hits video, but they hire a cut-rate film editor to produce it. He accidentally switches the video with Dave’s old home movies of the Chipmunks as infants.

Alvin suspects that Dave is leading some kind of double life. He, Simon and Theodore each interview some of Dave’s old friends to find out what his secret might be.

The Chipmunks are stuck at home without lights, and think the house is haunted.

Alvin gets a crush on his teacher, Miss Stone. He later becomes jealous when Dave starts dating her.

Theodore loses a tooth, and Alvin dresses up as the Tooth Fairy to try to cash in.

The Chipmunks decide to start their own fire department to gain publicity. They do not really have any emergencies, but when Theodore spots a real fire, it is up to the Chipmunk Fire Dept. to extinguish the blaze. But then the real fire department has to rescue the Chipmunks.
Note: For unknown reasons, this segment was not shown on Nickelodeon. Instead, "Staying Afloat" was shown.

Brittany tries to join the Sisters, a club of the best-dressed, most popular girls in school. But in order to do so she has to avoid her own sister Jeanette, whose clumsiness and unpopularity would destroy her chances of getting into the club. Since she and Jeanette are working on a science project that involves taking care of a baby pig, this leaves Jeanette to do the project alone.

Alvin plagiarizes his book report and will not be allowed to play in the championship basketball game until the Student Honor Court acquits him. But it is Theodore’s turn to be the judge.

Feeling unloved and unappreciated, Simon runs away and decides to stow away on a cargo ship. Theodore and Alvin find him, but not before the ship leaves for parts unknown.

Dave, the Chipmunks and Chipettes go to Washington, D.C. to lobby the president to save a nest of bald eagles on Mount Placid that has been threatened by a condominium development.

Alvin needs one more player for his soccer team. The only one qualified to play is Brittany's little sister Eleanor.

While Dave is out, his piano, laden with instant pudding, mysteriously crashes to the floor from the top of the staircase and is destroyed. But Alvin, Simon and Theodore each have a different version of what happened.

"Uncle" Harry returns, this time to con the Chipettes while they are visiting New York.

While on a waterskiing vacation with the Chipettes, Alvin forgets to tie up the boat belonging to Dave’s friend Ed, and it sinks.

The origin of the Chipettes is revealed when they are reunited with their old Australian friend Olivia, which prompts the singers to remember their younger days when they were just little tiny baby Chipettes living in Miss Grudge's orphanage in Australia with Olivia not trying to have a career, only trying to survive. The Chipettes successfully make their way into the United States, yet they find out the hard way that getting there is only half the battle. After taking various odd jobs in middle management, the Chipettes travel across the country to California. There, the girls manage to find a famous record producer who after hearing their first song, gives the Chipettes the break they were looking for.

Simon goes on a trivia game show, but he gets the flu before he can show up for subsequent appearances. Theodore and Alvin dress up as Simon and go in his place.

Alvin sells Dave's motor home to buy their own gold claim land.

While the Chipmunks are on tour in Switzerland, Brittany is depressed about the Chipettes’ relative lack of fame. So Alvin arranges for the ultimate Swiss publicity stunt: the gang will climb the Matterhorn and the Chipettes will give a concert at the mountain’s peak. But they soon become trapped in an avalanche.

Alvin devises a publicity contest where one of Alvin's fans can win a date with him. Unfortunately for Alvin, the winner is an old lady named Honey Ginger, and he tries to get rid of her for another, younger date.

Miss Mooney, the Chipmunks’ teacher, discovers that the Chipettes live alone, thanks to Brittany's ruse that went awry, and has to report them to social services. Dave takes them in, but they begin fighting with the Chipmunks, so Alvin arranges for next-door spinster Miss Miller to take them in.

The Chipmunks are scheduled to appear on The Johnny Letterman Show, but their act is canceled when a Russian Premier also scheduled to appear announces he will be arriving early. The Chipmunks follow Johnny and his crew to the airport and try to sneak in so they can play their act on television.

The Chipmunks start a babysitting service, only to be bombarded with wall-to-wall babies.

When Dave wins a producer’s award, a wax figure of him for a Hall of Fame is delivered, unbeknownst to the Chipmunks. While playing ball in the house, which Dave strictly forbid before he left, Alvin hits the wax figure of Dave with his ball, toppling him over. After watching a soap opera, they think he has developed a strange disease called "Zomboid rigidosis" and begin retelling his life for him, hoping he will snap out of it.

Alvin becomes jealous when Simon becomes a celebrity in Australia, so he arranges for the group to get lost in the Australian outback so he can "rescue" them and co-opt Simon's fame.

After the Chipettes rig Miss Miller’s poker game, she takes them to Las Vegas and becomes a compulsive gambler. She is finally cured when another gambler defeats her in a high-stakes game of blackjack, only to return his winnings after she learns her lesson. The other gambler turns out to be David Seville, the Chipmunks' father, in disguise.

Brittany attempts to market her own perfume by giving some to the Queen of Bulgravia, the wife of Dave's former college roommate, but it ends up getting switched with a bottle of fish soup, and the gang must find a way to switch them back before the Queen notices.

When Brittany refuses to do her chores, Miss Miller tells her that she must mop if she wishes to go to a dance that night. Brittany falls asleep and dreams she is Cinderella. She awakens to find a new party dress and Miss Miller mopping half the floor for her. Brittany realizes she is not living with the wicked stepmother after all.

Alvin refuses to take Brittany to the Black and White Ball, the biggest social event of the season. So after Alvin causes Brittany to get into an accident in Simon’s laboratory, she convinces him into believing that she has turned into a zombie so he will take her to the ball.

Theodore goes on the lam to help save Clarence, Grandpa Seville’s prize-winning calf, from becoming veal.

Dave starts feeling old on his birthday, so the Chipmunks set him up on a date with Marcy Apple, his old college sweetheart. But she was soon going to be married, so he goes out with Bambi, her younger sister (who is young enough to be his daughter) and they soon begin seeing each other regularly, to the Chipmunks’ chagrin.

Alvin is obsessed with getting a star on the Hollywood Walk of Fame before Dan the Dog gets his, and cooks up a number of schemes to try to get one.

In a spoof of Miami Vice. Alvin is sick with the flu, and in a dream, is a slick detective in pastel shirts looking for his missing prized baseball card who he believes a mysterious criminal called the "Shadow" took.

The Chipmunks, the Chipettes, and a tough group of older students participate in a 1950s-themed scavenger hunt at school.

A wild ride on a merry-go-round sends the Chipmunks back to 1962, where they meet a younger Dave. Without the boys' help in winning a band contest, he will spend his life as an accountant.

Alvin "borrows" Dave's new bike, and while he is out riding he almost hits Brittany who is out roller skating, causing him to crash. The bike is ruined, and her skates are scratched. They each blame each other, and Alvin demands Brittany pay for Dave's bike, while she insists he pay for her roller skates. All of this brings us to court, where Brittany and Alvin, ignoring the "TRUTH" part in "truth, justice and the American way" face off in a "who can tell a better lie about what happened" televised court battle.

Theodore goes on a diet so he can go on a date with a pen pal, Molly, who is also one of Alvin's biggest fans. Things go wrong when Alvin finds out that Theodore's date is actually the daughter of a famous film director. Alvin then takes her out instead, breaking Theodore's heart. In order for Alvin to make it to his play and the date, Alvin gets Theodore to switch back and forth to his play and on his date.

Miss Miller has broken her leg. Jeanette and Eleanor are taking care of her, bringing her food, pillows, and her cat. Dave voluntarily takes both the girls and boys to the downtown Museum of History as part of their school field trip. Brittany makes a bet with Missy Snootson (voiced by Tress MacNeille), another girl in her class, that if the Egyptian mummy of Rootentooten does not temporarily resurrect from his sarcophagus and visit her home by midnight, Brittany must drop out of the final school Carnival Queen election.

While Dave is out of town, Miss Miller babysits the boys and they go to a movie about killer space squids attacking the earth. Miss Miller breaks Simon's glasses accidentally. When they get out a telescope that evening, Simon thinks he sees killer space squids coming toward earth, just like in the movie.

The boys have to paint the garage after they got spray paint on the walls while repainting their bicycles. Simon and Theodore feel bad because they always have problems with Alvin's ideas. Later Alvin have them to go to a mansion of a dead criminal. Alvin is convinced that never found loot from a bank robbery is still hidden there. They go because Alvin promises to paint the entire garage if he is wrong, but they feel a little bad about Alvin.

Alvin goes through an identity crisis and starts trying all kinds of different personalities, with embarrassing results.

After years of scrimping and saving, Dave is finally able to afford their own vacation cabin. Alvin hears that Robby Leach, the host of the show “Lifestyles of the Truly Fabulous” lives nearby. Alvin tries to get Leach to interview him, and at the same time he makes a few quick changes to Dave's cabin.

Alvin nearly runs over an elderly woman in the mall with his skateboard. When Alvin finds out that she is wealthy, he sends out invitations for a senior citizens' party in order to find her.

While in England, the Chipmunks check out Seville Manor to investigate if they have any relation to Lord Seville, the man who owned it.

The family becomes fed up with Alvin, who always gives out advice whether it is wanted or not. So Simon and Theodore get Alvin to become the new host on the talk show “Mr. Advice” so he will not have time to badger them.

Theodore is feeling unlucky in the track and field, particularly since Dave won the pole vault in his younger years. Theodore finds a bent out of shape dime and after qualifying for the big game, passing a spelling test and meeting a new girl, he is convinced he now has good luck.

Alvin gets a registered letter from the Publishing Warehouse stating he is a winner. He either can take $500 or the mystery prize (which might end up to be a million dollars or nothing more than a free lunch), but has to call by 6:00 p.m. to decide. So Simon uses his experimental time machine to get a glimpse into two futures for them all, dependent on whether Alvin accepts the mystery prize or the $500 cash prize.

The Chipmunks and Chipettes get to perform on a high class cruise ship, the Island Lady, but Alvin is angry at Brittany for making a colorful poster of the Chipettes while putting embarrassing baby pictures of the Chipmunks in a small corner of it. Things get worse when the group gets tossed overboard and stranded on an island, leading to more infighting.

While on vacation in Hollywood with Miss Miller and her old singing group “The Thrillers,” the Chipettes decide to audition to be on a television program—while the Thrillers decide to do the same thing, after Brittany and Miss Miller promised each other they would steer clear of seeking stardom.

• On NBC's Pacific Time Zone feed of the episode, the first minute of the episode's premiere was interrupted due to an NBC News Special Report on President Ronald Reagan's nomination to Douglas H. Ginsburg as part of the Supreme Court of the United States.

Song: Boogie Woogie Bugle Boy

The Chipettes get an opportunity to star on the River Ritz Hotel in New Orleans, Louisiana, but Miss Miller can not get tickets on a full flight to New Orleans. Their only chance is through a sleazy man who grossly exaggerates his cut-rate travel service.

While waiting for a procrastinating Alvin on one of their dates, Brittany has a dream and becomes "Bratty Hayes" and Alvin becomes "David Alvinson", detective team. The plot revolves around Alvin trying to stop Brittany from marrying an evil villain – played by Simon.

Simon hosts his own show, playing Sherlock Holmes investigating several mysterious robberies.

In a parody/homage to The Breakfast Club, the Chipmunks and Chipettes are in detention in the school library, when they figure out together who could have knocked over the statue of Thomas Edison.

Alvin and Simon work together to help Theodore pass his American History test.

While on vacation in Mexico, the Chipmunks stop a thief who is after ancient treasure with the help of a tribe of wild chipmunks.

After playing a video game, the TV blows up. Dave decides to distract the Chipmunks with the book Treasure Island.

This episode takes a look back at the history of the Chipmunks' career by narrating flashbacks to past episodes. The episodes that the flashes are taken from are; "The Victrola Awards", "Big Dreams", "How You Gonna Keep 'Em Down on the Farm?", "Don't Be a Vidiot", "The Chipmunk Story", "Alvin's Oldest Fan", "Alvin, Alvin, Alvin!", "Maids in Japan", "The Chip-Punks", "Alvin on Ice", "A Horse, of Course", "My Fair Chipette", and "A Rash of Babies".

Alvin is forced to clean up the house after throwing a wild party while Dave is away and is not allowed to go with his brothers to Fantasy Park, during which he combats his fear of loneliness, and experiences bizarre incidents including an alien.

The Chipettes are Alvie's Angels, a crime fighting team out to hunt down the most popular jewel thief named Chazz Fleming.

Alvin enrolls himself and his brothers in cadet camp. The brothers consider running away when they think it is too tough, but an experience with a high-tech robotic jeep shows the Chipmunks that they must face their full potential.

Alvin sees a psychologist to discuss family issues.
Note: this is the last episode to be produced by Murakami-Wolf Swenson

Dave meets a woman he really feels a strong connection with. At first, the boys disagree, but find she can get along with all of them. The only thing preventing this relationship to work is her own three boys clashing with the Chipmunks.
Note: this is the first episode to be produced by DiC.

Brothers will fight every so often, but will they fight too much, leading to each of the Chipmunks get their own separate rooms?

Problems with the mix of the Chipmunks' new album cause Dave to be stuck at the studio all night, so he hires a babysitter to look after the Chipmunks while he is gone. After watching a detective movie, Alvin suspects her to be a murderer.

Alvin is desperate to try to buy a $700 Trans-Go-Go-Bot, but Dave and his brothers will not lend him the money to get it. He decides to do the grown-up thing and get a job at the zoo.
Note: This episode was re-titled on VHS as "Alvin's Summer Job".

Alvin, Simon, and Theodore find a huge attraction to one of Miss Miller's toys. Instead of asking her if they could keep it, they steal it from her attic. Dave tells them the beginning of a story but chooses to let the boys come up with the conclusion.

As an experiment Dave tries his skill as a rock singer and becomes a success.

Alvin has a misunderstanding with a tough kid in his class, and ends up being challenged to a fight with him.

Vinny, the Chipmunks' mother, comes for a visit for "Parents' Day", but has difficulties adapting to the modern way of life.

Dave's Uncle Willy comes for visit. Although he gets along well with the Chipmunks and shares many of their interests, Dave is worried that his uncle is a senior citizen. It is up to the Chipmunks to show Dave that gray hair does not necessarily change a man's core.

Micky, a new Irish boy at school, claims that he has his very own leprechaun. The Chipmunks are keen to investigate.

Theodore develops a crush on a girl in his class named Juliet. Wanting some expert advice, Theodore asks Alvin for his help. Unwillingly, Alvin says a romantic line that Juliet overhears and she ends up developing a crush on Alvin instead of Theodore.

Brittany tries out for Alvin's football team. To get even, Alvin joins her cheerleading squad.

The Chipmunks go to Berlin to play in the "Wall of Iron" concert by the Berlin Wall. There they meet and befriend a young girl named Caterina who has a brother named Eric that lives on the other side. The Chipmunks inspire the Germans to tear down the wall.^[3]

A crook uses the Chipmunks' tour as camouflage for his own evil deeds: While people are out watching the Chipmunks' concerts, his trained chimpanzees raid the empty houses.

Alvin plays a prank on Theodore and gets him to eat a dog biscuit. To get even, Theodore, with Simon's help, plays a prank on Alvin and makes him think that his younger brother is actually turning into a were-dog.

Miss Miller is invited to go to her high school reunion. But without a boyfriend to go with, the Chipettes try to get one of the Chipmunks to dress up to be Miss Miller's date.

By a fluke, Alvin actually passes his math test, whereas Simon mysteriously fails. Afterwards, Alvin believes he is psychic, and so does everyone else, except Simon.

Alvin is upset that he cannot seem to keep up with the rest of his track race team, so the coach decides to let him become a trainer for one of the athletes of the Special Olympics.

Alvin is upset that there is a new boy that just happens to be better at everything. To prove that Alvin has what it takes to beat this kid, he challenges him to anything he can think of.

Alvin gets an opportunity to meet his hero from his favorite TV show.

Dave has been suffering financial setbacks when all of his recent songs got rejected, which triggers feelings of depression and worthlessness. Dave starts believing that it would be easier if he never existed, and is then shown visions of all three of the Chimpunks' futures if that were indeed so.

Theodore encounters a stray kitten that entered through an open window in the house. He and the boys take an instant liking to the kitten, and after some compromising, they name the kitten Cookie Chomper III, and after Dave is cured of his allergy to cats, he comes to like the kitten as well. After Cookie Chomper gets run over by a car and dies, the boys have a hard time dealing with it. Eventually, they get a new pet, a puppy they name Lilly.

Alvin lies to his classmates that he will be singing on stage with Michael Jackson. As Alvin tries to find Michael in order to see if it really is possible he could perform with him, he meets up with the big star's manager. To Alvin's surprise, this so-called manager is a homeless man looking to find a place to stay.

The Chipmunks overhear Dave suggesting that he would prefer Alvin to be a gymnastic pizza twirler, Simon a pogo stick tester, and Theodore an iguana trainer, and immediately start to pursue those careers.

The boys disobey Dave and instead of seeing a kid's movie, they go in and see a horror movie. The movie ends up scaring the Chipmunks out of their wits. All night, the boys think that Hideous Harold, the creature from the horror film, is after them.

Simon is frustrated being the smartest member of the family. He invents a cap that helps Dave and his brothers become smarter. Simon is so confident with his family's new intellects that he signs them up to be on a genius game show. But before he can give his family another boost of the thinking cap, he loses it.

Alvin is in danger of failing his American History class unless he can pass a test on the American Revolution. He thinks he can get an easy A by using Simon's time machine to go to Revolutionary War battles, but a mishap instead causes George Washington to be brought to the 20th Century. Through getting to know General Washington and introducing him to modern technology, the boys learn that Washington is disheartened from suffering defeat after defeat and is reluctant to return to his proper time as he is now questioning his contribution, which could result in problems for all Americans if history changes.

Simon makes a video of his family for his class project. Unfortunately for Dave and his brothers, he took the video in not their greatest moments, and are nervous when Simon's video will air on TV. Alvin, Dave and Theodore decide to resort to drastic action by breaking into the TV studio.

Alvin is tired of being treated like a kid and trades place with Dave for a day to feel what it is like to be a grown-up, where he gets a prompt lesson in responsibility as the head of a household.

Alvin accidentally tampers with Simon's hair growth formula and instead of having it grow Simon's hair, it turns him into a heartthrob. The new Simon charms all the ladies and threatens Alvin's status as a teen idol, but Simon ultimately learns what happens when he is not himself.

Dave gets a bump on the head and forgets who he is. After seeing a commercial, Dave becomes a trendy stylish man. Because the amnesiac Dave does not recognize the Chipmunks, he feels no responsibility to be their guardian, and the Chipmunks must work to jog his memory.

The Chipettes are excited for the summer holidays, but not when Miss Miller keeps making other plans for them. The girls decide to hook her up with an elderly man by the name of Mr. Flowers.

Alvin has a dream that he is a detective from the 1940s. He is on a case to find Brittany, a rich woman who has vanished without explanation, and Dave plays a police lieutenant who thinks the detective Alvin is nothing but a troublemaker.

The Chipettes discover the joys of writing in a diary. Tension builds between them when they each deliberately sneak a peak at what the other Chipettes has written.

All three boys find themselves having a crush on the science substitute teacher. In order to impress her, they each make a project for the science fair.

The Chipmunks decide to have a family reunion with their aunts and uncle, but things are not well between them. Each Chipmunk finds out that the three of them have issues and believes many years ago each of them tried to sabotage the other in their chosen careers.

The boys are accidentally shrunk by one of Simon's inventions. They end up going inside Dave's head in order to try telling him what happened.

The Chipmunks and Chipettes participate in the school journalism class. They end up covering the story of "Sleeping Beauty". During the investigation, Brittany pricks her finger on the spinning wheel and becomes cursed, just like the real story.

The boys are fed up with their puppy's antics and set out to train Lilly to behave. But soon the Chipmunks feel they are not qualified to raise her and they give her away, only to regret their chance when Dave tells them of times he had to learn patience with their antics during their younger years.

The Chipmunks participate in an opera which they learned has been subject to problems. When they learn a janitor was denied a chance to star on stage, the boys work to get him his deserved chance.

A cruise leads to the Fountain of Youth.

Brittany works at a farm.

A girl rejects Alvin because he is too childish. Therefore, Alvin decides to go prematurely adult, and only do grown-up things – and he forces his brothers to do the same. But by reading him the story of Peter Pan, Dave makes Alvin understand what a wonderful adventure childhood can be.

Alvin, as usual, is thinking of himself when it comes to Christmas. He is so focused on receiving presents that he fails to think of poor Mr. Carroll, who just wants his morning paper. He is then taught a lesson in an homage to A Christmas Carol.

The Alvin, Simon, and Theodore from the 1990s meet their "Alvin Show" counterparts.

Parody: Back to the Future

Alvin wishes he was bigger so he would not be treated as a child all the time. His wish comes true overnight and now he has to learn to live life as an adult.

Parody: Big

Buster Bardom (Alvin), a famous Broadway producer meets a large ape named Kong. The only way Buster can convince Kong to come back to America with him is if Kiki (Theodore), Kong's best friend, and Nola (Brittany), a famous and beautiful actress go with him.

Parody: King Kong

The Chipmunks watch Theodore's favorite movie "Batmunk," where Simon plays the role of Batmunk/Brice Wayne. A string of crimes happen, and all the Batmunk toys are being stolen. There could only be one criminal mad enough to commit this terrible crime-the Jokester (Alvin).

Parody: Batman

Daytona Jones (Alvin) along with his brother, Saratoga (Simon), are off to find the Pearl of Wisdom.

Parody: The Indiana Jones franchise

Responding to a distress call, the crew of the USS Booby Prize encounters a dangerous alien race that wishes everything in the entire galaxy was exactly the same.

Parody: The Star Trek franchise

Officer Malone (Alvin) suffers a terrible accident and thanks to Dr. Simonize (Simon), he is now half-robot and half-chipmunk.

Parody: RoboCop

The boys meet an alien, and they try to hide him from a pair of scientists who wish to capture the alien and do experiments on him.

Parody: E.T. the Extra-Terrestrial

After winning first prize on "America's Most Embarrassing Home Videos", Clark Sevillewald (Dave) and the boys get to go to Wacky World in Europe.

Parody: National Lampoon's European Vacation

Chip Tracy (Alvin) is going up against serious criminals that are plaguing the city.

Parody: Dick Tracy

The Chipmunks go up against a bunch of ancient gremlins that originated from Italy.

Parody: Gremlins

A scientist's assistant named Trusty (Simon) meets the mermaid Princess Montana (Jeanette), but his boss Dr. Bubbles finds out. Montana is then captured by the fame-hungry scientist who plans to reveal her to the world on a popular talk show.

Parody: Splash

Thanks to one of Simon's inventions, Dave and Zelda (Miss Miller) are accidentally shrunk, leaving the Chipmunks and the new neighborhood kids – Deena and her brothers; Tariq and Ali – to create chaos around the house.

Parody: Honey, I Shrunk the Kids