Alvin and the Chipmunks Movies: Animated Films
The classic animated era of Alvin and the Chipmunks captures the traditional charm of the Chipmunks through hand-drawn animation and connects to the popular 1980s television series. The Chipmunk Adventure provides an excellent introduction to this era, featuring the trio on a globe-trotting adventure involving diamond smuggling and exotic locations.
The later entries include comedic crossovers with classic Universal Monsters and a prequel featuring the characters as children. These films maintain the episodic, family-friendly tone that made the franchise a staple of children's entertainment.
There are 2 other watch orders available - see the links up above.

The Chipmunk Adventure
Alvin and the Chipmunks compete against the Chipettes in a hot air balloon race around the world for a $10,000 prize. Little do they know, they've been unwittingly drawn into an international diamond smuggling operation.
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Alvin and the Chipmunks Meet Frankenstein
When Alvin and the Chipmunks get locked in an amusement park after hours, they encounter the real Dr. Frankenstein who has created his monster for a new attraction. The chipmunks must face off against the classic movie monster in this animated adventure.
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Alvin and the Chipmunks Meet the Wolfman
When Alvin is suspended from the school's Jekyll & Hyde play, shy Theodore steps up to take the lead role while strange canine transformations begin affecting him. The Chipmunks must deal with werewolf nightmares and mysterious changes as they prepare for their theatrical performance.
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Little Alvin and the Mini-Munks
When Dave Seville leaves his six adopted chipmunk children with a friend for the day, they learn valuable lessons about honesty, sharing, and other important moral values through various adventures and activities.
Other Film Series
Despicable Me
A popular animated franchise following supervillain-turned-father Gru and his loyal Minions through heartwarming adventures, including prequel films that explore the Minions' origins.
Hotel Transylvania
An animated comedy series following Dracula and his monster friends through four connected films, chronicling family adventures and generational change.
Lilo & Stitch
The adventures of a lonely Hawaiian girl and her chaotic alien companion as they learn about family, belonging, and the true meaning of ohana.
Peanuts
Animated feature films based on Charles M. Schulz's popular comic strip, following Charlie Brown, Snoopy, and the gang through standalone adventures.
Toy Story
Pixar's groundbreaking animated franchise following the secret lives of toys and their adventures with their human owners.
Winnie the Pooh
Disney's beloved animated and live-action films based on A.A. Milne's classic stories about a honey-loving bear and his friends in the Hundred Acre Wood.