After The Chipettes rig Miss Miller’s button poker game, she takes them to Las Vegas to gamble their vacation money. The girls find out The Chipmunks are performing at the casino so Brittany decides to find Alvin to convince Miss Miller to stop gambling. Her surprise wins compel her to risk more each game. 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, in disguise, and the money he gives her was the boy's vacation savings.
- "The Gambler" originally performed by Kenny Rogers.
- This is the first time Miss Miller's first name (Beatrice) is mentioned. (Rebecca in The Chipmunk Adventure)
- At the beginning of this episode, The Chipettes are seen wearing different outfits, other than their regular outfits.