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  • Right at the beginning there's Alvin begging Dave to take him on his trip:
    Alvin: Please, Dave! I've always wanted to see Europe! I need a little culture in my life! The Eiffel Tower! The Sistene Chapel! The Louvre in Rome!
    Simon: The Louvre is in Paris, Alvin.
    Alvin: See? I don't even know where the Louvre is!
  • The recording:
    Alvin: Hello? Dave! What a coincidence! We were just talking about you! Sure. Miss Miller, it's Dave. He wants to talk to you.
    Ms. Miller: Hello?
    (Theodore press a button to play the recorder. But it's playing in reverse)
    David (recording): Eyb eyb. Eporue ni em teem ot, Erodoeht dna, Nomis, Nivla tnaw I. Rellim sm, olleh? Eporue ni em teem ot...
    (Ms. Miller rubs her ear)
    Simon: It's not your hearing aid, Ms. Miller.
    Alvin: (nervous laugh) It's a bad connection.
    (Theodore trying to press the right buttons; he presses the slow motion button)
    David (recording): Heeelllloooo, Miiiissss Miilleeeer?
    (Alvin face palms and Simon is all "What the... ?")
    Ms. Miller: David, are you drunk?
    (Theodore presses the correct button; he faints)
    David (recording): Hello, Ms. Miller? I want Alvin, Simon, and Theodore, to meet me in Europe. Bye bye.
    Ms. Miller: Could you repeat that, David?
    (Alvin throws his arms up and groans in frustration)
  • Simon barely catches the edge of the hot air balloon as it takes off.
  • Then, Simon getting drenched from the fountain while hanging on to his dear life. Then he gets crushed between two hot air balloon baskets.
    Brittany: Watch where you're going!
    Alvin: We have the right-of-way!
    Both: WHOA!
  • Every interaction between Klaus and Sophie.
    • Klaus very grudgingly playing tug-of-war with Sophie. He's satisfied with winning, only to belatedly realize the "rope" was one of his favorite socks.
    • Claudia blaming Sophie for the broken vase (Claudia was the one who did it).
      Klaus: Why, you little mutt. That was a priceless antique!
      Claudia: KLAUS! HEEL!! Really, Klaus, you're such a bully.
    • When the three are lounging on inflatable chairs in the pool, Klaus flicks a few drops of water on Sophie and laughs about it. Sophie responds by popping his chair with her claw which sends him flying into the pool fountain... but also results in Sophie getting a little soaked. When Claudia hears her whimper, she rushes to comfort her dog, and harshly scolds Klaus who's still stuck in the fountain and half-drowned.
  • This moment that happens just before "The Girls of Rock and Roll" starts, and Simon tells Jeanette what the audience was probably thinking.
    Simon: We've got to keep these two apart.
  • The Gilligan Cut:
    Alvin: You take'm all this wampum, and we take'm little butterball you stealed from us last night. How about it?
    (Alvin and Simon tied up)
    Simon: Brilliant negotiating, Alvin.
    • Even better, from the moment Alvin says he'll take care of it all the way to the wipe, Simon can be seen facepalming behind him.
    • After realizing that the village natives are going to sacrifice Theodore:
      Alvin: Over my dead body!
      (Alvin, Simon, and Theodore are tied to wooden posts on a platform hanging over a crocodile-filled pool)
      Simon: You mean, over our dead bodies.
    • The village chief keeps setting fire to his headdress with his torch during "Wooly Bully".
    • Also during "Wooly Bully", the antics of the crocodiles the Chipmunks are expected to be sacrificed to.
  • The Running Gag of Theodore just about to take a bite of some food and being dragged off at the last minute.
    • Taken up to eleven during Off To See The World when a monkey tries to hand him a banana when the Chipmunks pass the Amazon, but they're not quite close enough.
    • Almost as hopeless is the two Interpol agents attempts at stopping the two groups, they keep missing out just as they close in.
  • Speaking of said agents, the verbal thrashing they receive from Jamal for returning empty-handed also deals a good chuckle.
    Jamal: (Looking royally pissed off) You imbeciles! I ask you to take candy from a baby and you FAILED me! I can see I need bigger, tougher men to handle this job!
  • While sneaking though the village:
    Alvin: Theodore?
    Simon: Theodore.
    Alvin: Theodore?
    Simon: Theodore.
    Alvin: THEO-- (suddenly surrounded by spear-weilding villagers shouting in their native tongue)
  • Most of Simon's Deadpan Snarker tendencies, but special mention goes to...
    Simon: Alvin, land the balloon by the fountain. (Crash!) Like I said, in the tree.
  • After Ms. Miller causes Klaus and Claudia's car to crash, sending the siblings sprawling onto the floor of their limo, Theodore says this:
    Theodore: You should have been wearing your seatbelts.
  • Ms. Miller's reckless driving, which ends up saving the kids when she drives Klaus and Claudia off the road when she drives the wrong way. Their car is a wreck. Hers merely has a busted rear-view mirror. However...
    Ms. Miller: (Mirror falls off) Huh? (Sobs hysterically) MY CAR! (Angrily storms out of the vehicle) I HOPE YOU HAVE INSURANCE, BUSTER! Huh? (Looks the right way to where the villains' wrecked car is) Never in all my life have I seen such reckless driving!
  • Alvin's final plea for the prize money, which goes over about as well as you'd expect, given the crooks just got arrested and thus the kids had lost all claim to the prize they were "promised".
    Alvin: But, Dave, they promised us $100,000!
    Dave: Not now, Alvin.
    Alvin: But they've got $5,000,000 in diamonds! Don't we get anything?!
    Dave: Alvin!
    Alvin: But we've just cracked a huge smuggling ring!
    Ms. Miller: Shut up, Alvin!
    Alvin: Okay, okay, we'll give you half.

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