| Title | Season | Episode # | First Aired |
|---|---|---|---|
| Full Moon / Student Teacher | 4 | 60 | Wednesday March 10, 1999 |
| Big Gino / Jamie O. in Love | 4 | 61 | Monday March 15, 1999 |
| Eugene's Birthday / Stinky's Pumpkin | 4 | 62 | Wednesday March 17, 1999 |
| The Beeper Queen / Oskar Can't Read? | 4 | 63 | Monday March 29, 1999 |
| Dinner for Four / Phoebe Skips | 4 | 64 | Wednesday March 31, 1999 |
| Helga's Parrot / Chocolate Turtles | 4 | 65 | Monday April 5, 1999 |
| Love and Cheese / Weighing Harold | 4 | 66 | Wednesday April 7, 1999 |
| Back to School / Egg Story | 4 | 67 | Saturday September 11, 1999 |
| It Girl / Deconstructing Arnold | 4 | 68 | Saturday September 18, 1999 |
| Grudge Match / Polishing Rhonda | 4 | 69 | Saturday September 25, 1999 |
| Weird Cousin / Baby Oskar | 4 | 70 | Saturday October 9, 1999 |
| Grandpa's Sister / Synchronized Swimming | 4 | 71 | Saturday October 16, 1999 |
| Helga Sleepwalks / Fighting Families | 4 | 72 | Saturday October 23, 1999 |
| Friday the 13th / Headless Cabbie | 4 | 73 | Saturday October 30, 1999 |
| Veterans Day | 4 | 74 | Saturday November 6, 1999 |
| Helga on the Couch | 4 | 75 | Saturday December 4, 1999 |
| Dino Checks Out | 4 | 76 | Saturday December 11, 1999 |