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Go BackAlvin and the Chipmunks

Alvin and the Chipmunks Season 5

Here's where to watch every episode of Alvin and the Chipmunks season 5. Mouseover or tap an episode to see where to stream it. Click or tap the play icon to stream it on the best available service.
Season 05, Episode 01 Back To Dave's Future

S05 E01

Sep 12, 1987
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Back To Dave's Future Sep 12, 1987 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.

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Season 05, Episode 02 Tell It To the Judge

S05 E02

Sep 12, 1987
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Tell It To the Judge Sep 12, 1987 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.

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Season 05, Episode 03 Sincerely Theodore

S05 E03

Sep 19, 1987
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Sincerely Theodore Sep 19, 1987 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.

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Season 05, Episode 04 My Pharaoh Lady

S05 E04

Sep 19, 1987
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My Pharaoh Lady Sep 19, 1987 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.

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Season 05, Episode 05 Simon Says

S05 E05

Sep 26, 1987
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Simon Says Sep 26, 1987 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.

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Season 05, Episode 06 When the Chips Are Down

S05 E06

Sep 26, 1987
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When the Chips Are Down Sep 26, 1987 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.

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Season 05, Episode 07 Alvin, Alvin, Alvin!

S05 E07

Oct 3, 1987
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Alvin, Alvin, Alvin! Oct 3, 1987 Alvin goes through an identity crisis and starts trying all kinds of different personalities, with embarrassing results.

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Season 05, Episode 08 Dave's Dream Cabin

S05 E08

Oct 3, 1987
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Dave's Dream Cabin Oct 3, 1987 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.

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Season 05, Episode 09 Old Friends

S05 E09

Oct 10, 1987
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Old Friends Oct 10, 1987 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.

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Season 05, Episode 10 The Secret of Seville Manor

S05 E10

Oct 10, 1987
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The Secret of Seville Manor Oct 10, 1987 While in England, the Chipmunks check out Seville Manor to investigate if they have any relation to the man who owned it.

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Season 05, Episode 11 Ask Alvin

S05 E11

Oct 17, 1987
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Ask Alvin Oct 17, 1987 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.

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Season 05, Episode 12 Theodore Lucks Out

S05 E12

Oct 17, 1987
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Theodore Lucks Out Oct 17, 1987 Theodore is feeling unlucky in the track and field. He finds a bent out of shape dime and his luck changes.

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Season 05, Episode 13 Big Dreams

S05 E13

Oct 24, 1987
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Big Dreams Oct 24, 1987 Alvin gets a registered letter from the Publishing Warehouse stating he's a winner! He either could take $500 or the mystery prize, but had to call by 6:00 pm to decide.So with Simon's time machine help, the Chipmunks & Chipettes view what would happen if Alvin took...$500 - Alvin & Brittany are married with two kids & they live in a mansion. Simon & Jeanette are married as they both got Nobel Prizes while Theodore & Eleanor are married, owning a restaurant/nightclub. They are rich!Mystery Prize - Alvin loses his singing voice after being food poisoned over that mystery prize. All three couples live in poverty.So Alvin calls the Publishing Warehouse to take the $500. Then he's heartbroken to learn that you have to be @ least 18 to qualify for the Publishing Warehouse Sweepstakes!

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Season 05, Episode 14 Island Fever

S05 E14

Oct 24, 1987
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Island Fever Oct 24, 1987 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.

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Season 05, Episode 15 Just One of the Girls

S05 E15

Oct 31, 1987
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Just One of the Girls Oct 31, 1987 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!

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Season 05, Episode 16 Going Down To Dixie

S05 E16

Oct 31, 1987
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Going Down To Dixie Oct 31, 1987 The Chipettes get an opportunity to star on the River Ritz Hotel in New Orleans, Louisiana.

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