Alvin has a harmonica solo at the famed carnegie hall. But there is a slight problem-- Alvin has given his harmonica to a sick boy!
After Alvin, Simon and Theodore use Dave's antique gold pocket watch for Show & Tell at school, neighborhood bullies steal it. The Chipmunks find Mr.T to ask him for some advice and with his help they manage to get the watch back.
For the first time The Chipmunks meet their female counterparts, The Chipettes: Brittany, Jeanette and Eleanor.
A charaltan chipmunk named Harry claims to be Alvin, Simon and Theodore's 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 carnival strongman who he has owed 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 beserk when it begins to capture every hat it sees, like the video game, it was created from, and It's up to Alvin, Simon, and Theodore to stop the robot.
Alvin tells a girl he wants to impress that they are famous and that they are going to be starring in a rock concert on live t.v., but Alvin must convince the producer to let him 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 the Chipmunks 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 montrous 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 ufo's. 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 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 that their choice wins.
Alvin decided to change the Chipmunks image to gain more publicity, but end up running from the police, when they attend a rave.
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 dollar 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 highschoolers who are bored.
The boys enter a contest so that they can win a chance to sing with Dolly Parton. But, the only way they can win is if they are from Nashville. The boys enter the contest anyway, but make an enemy when they win. The person who got second place in the drawing is determined to prove that the Chipmunks aren't from Nashville, and win his chance to sing with Dolly Parton.
Dave has a nightmare of himself getting smaller and smaller.
Alvin loses his memory and thinks that he is an angel.
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 bulley begins to torment Alvin, he shows the bulley 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 before it's to late.
Dave drags the Chipmunks unwillingly on a camping trip in the great out doors. When they finally arrive, the Chipmunks discover large footprints and think they are being followed by Bigfoot. Eventually they build a treehouse for Dave, when he falls and injures himself badly, and Alvin and Simon go in search for Big Foot.
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 animalfund raiser, and discovers that they don't have any money. In, an attempt toearn some money, they decide to sell the cookies that Theodore spent their, money on. But, when the Chipmunks find a dog, they must hide it from Dave.
When the Chipmunks go to Hawaii, Alvin enters a surfing contest, and becomes convinced that he is cursed when he finds a medallian on the beach that is suppose 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 pick pocket 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.
The Chipettes are looking forward to be spending Valentine's Day with the Chipmunks. Simon and Theodore are also looking forward in spending the day with them, except Alvin. He is afraid of being crushed again due to the fact that a girl he once had a crush on broke his heart on Valentines. In order to rebuild his confidence, Simon makes a tape for Alvin to listen to while he sleeps. Without realizing, the tape hypnotizes Alvin into believing he is a Casanova named Captain Chipmunk while sleepwalking and is finally able to gather up the courage to ask Brittany... although once he awakens, he cannot remember. So, once he finally gathers the courage to ask her, she rejects him, since she has already been invited by the wonderful, dashing, charming Captain Chipmunk. But of course, the special ends with both Alvin and Brittany finally going together and being voted King and Queen Valantine.
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 rich as his rival.
Alvin, Simon, and Theodore each make their own music videos for the group.
The Chipmunks invest in an old 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 to be a disasterous 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 gets to see the (Buckingham?) Palace, and Alvin, in an attempt to impress a girl whose a big fan, tells her he's 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 aquarium, but Max, a former employee, who got fired for animal abuse, cooks up a scheme to force the Chipmunks out of a job and work again, by capturing one of 2 whales.
Alvin and Simon turn Theodore into a record mascot in order to win a radio contest.
The Chipmunks attempt to sell Theodore's famous muffins so they may buy Dave a new tape recorder for Father's Day, but Simon's hardening agent accidentally ending up in the batter causes the muffins to harden.
Alvin plans to get a famous figure skater, Heather Williams, to appear at the school Pageant.
While the Chipettes volunteer at the local hospital, a terrified tonsillectomy-bound kid goes missing, so until Brittany finds him, Theodore must step in to substitute, but the doctors, thinking he's the kid, take him into surgery.
Alvin ends up being challenged by a gang called the Steam Rollers. Will he, his brothers, and the Chipettes pull together a gang of their own to help beat the Steam Rollers?
Alvin is determined in getting an invitation to participate 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 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 play on Snow White. After the audition, the director selects Brittany for the role of Snow White. However, the director's demanding daughter, Tara-Marie, who had flopped big-time in the auditions for the title role, plans to make her father reconsider.
When they can't determine when their birthday is, the Chimpunks set out to find their mother, who abandoned them as babies.
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.
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.
Simon feels unloved and unappreciated, so he 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 goes 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 water-skiing 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.
The Chipette's successfully make their way into the U.S.A., yet they find out the hard way that getting there is only half the battle. After taking various odd jobs in middle management, the Chipette's travel across the continent to California. There the girls manage to find a famous record producer who after hearing their first song, gives the Chipette's the break they were looking for. The rest of course, is history.
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. They meet a younger Dave. Without the boys' help in winning a band contest, he will spend his life as an accountant. When they are spun into the present, Alvin isn't sure whether he visited the past or bumped his head in a fall off the merry-go-round.
Alvin "borrows" Dave's new bike, and while he is out riding he accidentally hits Brittany who is out roller skating. The bike is ruined, and something is wrong with her skates. 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 justice, face off in a "who can tell a better lie about what happened" court battle.
Theodore goes on a diet so he could go on a date with a pen pal, 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.
Brittany makes a bet with Missy Snootson, another girl in her class, that if the mummy of king Rooten Tooten does not rise from the dead and go to her home by midnight, Brittany must drop out of the race to be the school Carnival Queen.
While Dave is out of town, Miss Miller babysits the boys and they go to a movie about killer space squids attacking the earth. Accidentally miss Miller breaks Simon's glasses. When they get out a telescope that evening, Simon thinks he sees killer 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 feels bad because they always have problems with Alvin's ideas. Later Alvin have them to go to a mansion of a now dead criminal. Alvin is convinced that a never found loot from a bankrobbery is still hidden there. They go because Alvin promises to paint all the garage if he's wrong, but they feel a little bad with 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 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. He finds a bent out of shape dime and his luck changes.
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 instead they end up ship wrecked on an island.
Miss Miller & the Chipettes are vacationing in Hollywood, as well as Miss Miller reuniting with her girl singing group, The Thrillers. In the lobby of the hotel, they learn that some producers are looking for new acts on their new show, "Girls of Rock & Roll". Sneaking behind each others backs, the Chipettes along with Miss Miller & The Thrillers try to get an audition set @ the hotel restaurant. The producers chose both of them (without the other knowing). When each group arrives @ the studio, they perform "Boogie Woogie Bugle Boy". But just as they confessed to each other that they were auditioning, the producers find a punk girl band touring the studio & hired them over both acts!
The Chipettes get an opportunity to star on the River Ritz Hotel in New Orleans, Louisiana.
While waiting for 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.
The Chipmunks and Chipettes are in detention. 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.
The Chipmunks go on a treasure hunt and meet the ancient Chipmunk tribe called the Twee-Twee Tribe.
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.
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 to hunt down the most popular jewel thief named Chazz Fleming.
Alvin enrolls himself and his brothers in cadet camp.
Alvin sees a psychologist to go over his issues with his family.
Dave meets a woman he really feels a strong connection with. At first the boys disagree, but finds 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.
Brothers will fight every so often, but will they fight too much leading to each of the Chipmunks get their own separate rooms?
Dave is stuck at the studio all night to mix the boy's next album. But he leaves a Babysitter to after the Chipmunks while he's gone. After watching a detective movie, Alvin suspects her to be a murderer.
Alvin is desperate to try and buy a 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.
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, 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. Will they set aside their differences and help each other succeed?
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 whom has a brother named Eric that lives on the other side.
A crook uses the Chipmunks tour as camouflage for his own evil deeds: While people is out watching the Chipmunks concerts, his trained chimpanzees raid the empty houses.
Alvin plays one prank on Theodore and gets him to eat a dog biscuit. To get even, Theodore, with Simon's help, plays a trick 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 her 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 can’t seem to keep up with the rest of his track race team. Being that so, his 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 is feeling depressed and is thinking that the Chipmunks would do better if he had never been apart of his life. Will the spirits of the Chipmunks convince him that he is indeed been an impact on Alvin, Simon, and Theodore’s lives?
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, 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 smarts that he signs them up to be on a genius game show. But before he could give his family another boost of the thinking cap, he loses it.
Alvin is desperate to write an essay on George Washington, that he uses Simon's time machine to bring George into the future.
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 is nervous when Simon’s video will air on TV.
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.
Alvin tampers with Simon's hair growth formula and instead having it grow Simon's hair, it turns him into a heartthrob.
Dave gets a bump on the head and forgets who he is. After seeing a commercial, Dave becomes a trendy stylish man.
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 40s. He is on a case to find a famous rich girl named Brittany.
The Chipettes discover the joys of writing in a diary. Tension builds between them when they deliberately sneak a peak at what the other Chipette 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 carriers.
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. They end up covering the story of "Sleeping Beauty". During the investigation, Brittany pricks her finger on the spin 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.
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.
Cruise leads to the Fountain of Youth.
Brittany works at a farm.
A girl rejects Alvin because he's 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 around to being Christmas. He is so focused on receiving presents that he fails to think of poor Mr. Carroll, who just wants his morning paper. Will the spirits of Christmas past, present, and future help Alvin learn the error of his ways?
A play-off of Back To The Future. The Chipmunks travel back in time where Alvin doesn't know if he wants to be a musician anymore. Simon and Theodre have some convincing to do.
Alvin wishes he is bigger so he wouldn’t be treated as a child all the time. His wish does come true over night and now he has to learn to live life as an adult.
Alvin creates a lot of attention for the legendary King Kong so that he could benifit by shooting a movie. Kiki, Alvins new friend, has a differnent idea of how Kong should be treated.
Simon transforms into the legandary Batmunk. This is a play off of Batman. Batmunk must stop an evil plan that involves a large toy heist.
Alvin, Simon, and Theodore are show as if they were in an Indiana Jones film. This episode is filled with adventure, humor, and courage.
Responding to a distress call, the USS Booby Prize encounters a dangerous alien race that wishes everything in the entire galaxy exactly the same. Captain James T. Dirk (Alvin), Mr. Speck (Simon), Dr. Moamz McRoy (Theodore), Lt. Uhaha (Jeanette) and Ms. Supra (Eleanor).
This episode placed Alvin, Simon, and Theodore right in the middle of the Robocop movie.
The boys meet a real life alien, and they try to hide him from a pair of scientists who wish to capture the alien and do experiments on him.
After winning first prize on "America's Most Embarrassing Home Videos", Clark Sevillewald (Dave Seville), and the boys get to go to Wacky World in Europe.
In this adventure the chipmunks are placed in a mod ran city where they had to fight crime. This was a play off of Dick Tracy.
The Chipmunks go up against a bunch of ancient gremlins that originated from Italy.
Jeanette is a beautiful mermaid who meets a shy scientist's assistant named Simon.
Alvin and the boys get a little carried away when they mistakenly use Simon's shrinking machine on Dave and Mrs. Miller. However this makes for a wide-open musical skateboarding rally, which is their current fad.
When Dave leaves on a trip to Europe leaving the kids home with Miss Miller, Alvin starts competing with Brittany on the video arcade game, "Around the World in 30 Days". This grabs the attention of two diamond swindlers, who trick them into going on a balloon race, trading dolls filled with diamonds for dolls filled with cash.
A documentary special look of the Chipmunks' past throughout the decades. Will Smith hosts this special.
Alvin wants to join a gang that is well known for playing pranks on Halloween. One target they wish to pull a prank on is a boy with a deformed face who Theodore befriends.
The Chipmunks celebrate Thanksgiving with the family. They are also involved in a Thanksgiving play. But instead of getting the jobs they normally would be good at, the teacher decides to try something new with them. She gives the job of costume designer to Alvin, set technician to Theodore, and the starring role to Simon.
Alvin finds out that his Grandpa was the original Easter Chipmunk, and tries to sue Mr. Hoppity, the Easter Bunny for the rights.
While the Chipmunks are working in a famous movie studio park called Majestic Studios in a singing attraction, the real Dr. Frankenstein comes to work in the studio's most famous attraction, Frankenstein's Castle. After Alvin drives a crazy bus chase, they miss their next performance and get locked in the studio after closing time. Dr. Frankenstein figures the castle is not scary enough so he re-builds the real Frankenstein. IT COMES ALIVE! So it finds the boys and starts a wild and scary adventure!
Alvin thinks of himself as an expert on spooky stuff such as vampires and werewolves, so when a mysterious stranger moves in next door, Alvin's convinced he's a werewolf. Then, when Theodore gets bitten by a "dog", he starts chewing socks, eating meaty stuff, and is a lot faster, even Simon thinks something's not right. But at the moment, he's more like a werepuppy. They now have to find a way to cure him before the next full moon – during the school play, "Dr. Jekyll and Mr. Hyde" – or else Theodore will become a werewolf – forever!
Join the Chipmunks and Chipettes, as you've never seen them before, as they spend a magical weekend at Lalu's cottage.
Dave Seville meets Alvin, Simon, and Theodore for the first time.
Playing around while aboard a cruise ship, The Chipmunks and The Chipettes accidentally go overboard and end up marooned in a tropical paradise. They discover their new turf is not as deserted as it seems.
Through a series of misunderstandings, Alvin, Simon and Theodore come to believe that Dave is going to propose to his new girlfriend in Miami... and dump them. They have three days to get to him and stop the proposal, saving themselves not only from losing Dave but possibly from gaining a terrible stepbrother.
In this story, Alvin finds himself center stage as a Scroogelike little chipmunk.
