1. Dreamlighting
Aired: Sep 10, 1988Brittany has a dream in which she and Alvin are a detective team and Simon is...
2. Elementary, My Dear Simon
Aired: Sep 17, 1988Simons hosts his own show in which he investigates robberies as Sherlock Holmes.
3. Dave's Getting Married
Aired: Oct 1, 1988The Chipmunks and Chipettes are given detention for knocking down the school ...
4. Brunch Club
Aired: Oct 15, 1988The Chipmunks and Chipettes are given detention for knocking down the school ...
5. No Chipmunk Is an Island/Babysitter Frightnight
Aired: Dec 2, 1988The boys want separate rooms; after watching a detective movie, Alvin thinks ...
6. Food for Thought
Aired: Oct 29, 1988Simon and Alvin walk Theodore through American History in hopes that he can p...
7. Going for Broke
Aired: Dec 5, 1988When Alvin wants to buy a toy, and nobody will lend him money for it, he gets...
8. Treasure Island
Aired: Dec 6, 1988The power goes out, leaving Alvin without his electric toys, television, or m...
9. Once Upon a Crime
Aired: Dec 7, 1988The boys steal a toy from Miss Miller; the boys learn a lesson from a story D...
10. The Phantom/Mad About Alvin
Aired: Dec 8, 1988Alvin enrolls himself and his brothers in boot camp, where a high-tech roboti...
11. Vinny's Visit
Aired: Dec 9, 1988The Chipmunks' mother visits, but she has a hard time adapting to modern life...
12. Uncle Adventure/Luck O' the Chipmunks
Aired: Sep 24, 1988Dave's Uncle Willy comes to visit; when a new Irish boy at school claims to h...
13. Wings Over Siesta Grande
Aired: Oct 8, 1988While vacationing in Mexico, the Chipmunks team up with a tribe of wild chipm...
14. Theodore and Juliet/Quarterback in Curlers
Aired: Oct 8, 1988Theodore has a crush, but Alvin accidentally catches her eye; Brittany become...
15. Chipmunkmania
Aired: Oct 22, 1988Fans go behind every memorial career of the chipmunks.
16. Grounded Chipmunk
Aired: Nov 5, 1988After he throws a wild party, Alvin isn't allowed to go to the amusement park...
17. Alvie's Angels
Aired: Nov 12, 1988The Chippettes run into a jewel thief and get knocked out, during which time ...
18. Cadet's Regrets
Aired: Nov 12, 1988The chipmunks go to Camp Eagleton, a military camp that trains cadets.
19. Alvin in Analysis
Aired: Nov 19, 1988Alvin talks to a therapist.
20. The Wall/The Amazing Chipmunks
Aired: Nov 26, 1988Chipmunks perform in Berlin during the Fall Of Berlin Wall(1989),meanwhile a...
21. Theodore's Life as a Dog/Queen of the High School Ballroom
Aired: Nov 26, 1988Alvin tricks Theodore into eating a dog biscuit; Miss Miller attends a high-s...
22. Psychic Alvin/A Special Kind of Champion
Aired: Dec 3, 1988Alvin passes a test that Simon fails; Alvin coaches a Special Olympics athlete.
23. Alvin's Obsession/Alvin's Not So Super Hero
Aired: Dec 3, 1988A new kid is better at everything than Alvin; Alvin meets his hero from his f...
24. Dave's Wonderful Life
Aired: Dec 17, 1988When Dave imagines a world in which he was never born, he is shown three visi...
25. The Amazing Chipmunks
Aired: Dec 17, 1988A crook uses the Chipmunks tour as camouflage for his own evil deeds: While p...
26. Theodore's Life as a Dog
Aired: Jan 7, 1989Alvin plays one prank on Theodore and gets him to eat a dog biscuit. To get e...
27. Queen of the High School Ballroom
Aired: Jan 7, 1989Miss Miller is invited to go to her High School reunion. But without her boyf...
28. Psychic Alvin
Aired: Jan 14, 1989By a fluke, Alvin actually passes his math test whereas, Simon mysteriously f...
29. Special Kind of Champion
Aired: Jan 14, 1989Alvin is upset that he can’t seem to keep up with the rest of his track race ...
30. Alvin's Obsession
Aired: Jan 21, 1989Alvin is upset that there is a new boy that just happens to be better at ever...
31. Alvin's Not So Super Hero
Aired: Jan 21, 1989Alvin gets an opportunity to meet his hero from his favorite TV show.
32. Dave's Wonderful Life
Aired: Jan 28, 1989Dave is feeling depressed and is thinking that the Chipmunks would do better ...