March 10, 1999
Helga's sister Olga comes home for spring break and becomes a classroom aid in Helga's class, much to Helga's chagrin.
Episode 3
Big Gino
March 15, 1999
After Sid works off a debt with loan shark Big Gino, the two become friends, but when Sid is told to give Arnold a swirlie, he has to choose between the two.
Episode 4
Jamie O in Love
March 15, 1999
Gerald's older brother Jamie O has a sudden burst of kindness when he finds a girlfriend, but Arnold and Gerald soon find out that the girl is just using Jamie O.
Episode 5
Eugene's Birthday
March 17, 1999
After losing Eugene's birthday party invitations, Arnold feels obliged to throw him another party, but it doesn't work out.
Episode 6
Stinky's Pumpkin
March 17, 1999
Stinky grows a huge pumpkin to enter in a city competition.
Episode 7
The Beeper Queen
March 29, 1999
After Bob pops his spine, Miriam runs Big Bob's Beepers. She gets in over her head and forgets about her family.
Episode 8
Oskar Can't Read?
March 29, 1999
Arnold finds out that Oskar is illiterate and tries to teach him to read.
Episode 9
Dinner for Four
March 31, 1999
Helga wants to show Arnold that she can be as sophisticated as Lila is by taking him, Gerald, and Phoebe out to dinner with a coupon she won. She devises a plan to get out of paying when she discovers they're at the wrong restaurant.
Episode 10
Phoebe Skips
March 31, 1999
Phoebe is promoted to the sixth grade, but realizes that her new so-called "friends" are just using her to do their homework.
Episode 11
Helga's Parrot
April 5, 1999
A sleep-talking Helga confides into Bob's parrot about her love for Arnold. The next day, the parrot flies into Arnold's window, and it is up to Helga to get it.
Episode 12
Chocolate Turtles
April 5, 1999
Crisis strikes when Gerald's little sister, Timberly, eats a stock of chocolate turtles that he and Arnold are supposed to sell for a local scout organization.
Episode 13
Love and Cheese
April 7, 1999
Helga tries to separate Arnold from Lila while at the annual Cheese Fair.
Episode 14
Weighing Harold
April 7, 1999
Harold, after discovering his friends think he is obese, decides to go on a weight-loss cruise. When he comes back, though, he is noticeably larger.
Episode 15
Back to School
September 11, 1999
After Grandpa tells Arnold that he never got his grade school diploma, Arnold convinces him to come to go back to school at P.S. 118.
Episode 16
Egg Story
September 11, 1999
Arnold and Helga must care for an egg for a school project about parenting. Meanwhile, Rhonda and Harold are project partners and must also take care of an egg.
Episode 17
It Girl
September 18, 1999
Helga becomes a model, but she quits after she gets irritated at everyone dressing like her.
Episode 18
Deconstructing Arnold
September 18, 1999
Arnold's classmates are tired of constantly telling them the right thing to do, so he stops giving them advice. Nevertheless, when his classmates get into sticky situations, they are in desperate need of his advice.
Episode 19
Grudge Match
September 25, 1999
After getting in a car accident, Bob and Grandpa face off on the golf green, with the loser having to pay for the damage to both cars.
Episode 20
Polishing Rhonda
September 25, 1999
Rhonda attends a finishing school, but is far from impressive with her stroppy attitude, and seeks help from fellow student Big Patty.
Episode 21
Weird Cousin
October 9, 1999
Arnold's bland country cousin, Arnie, comes to visit. Arnold begins to notice that Arnie and Lila show interest in each other, making him jealous.
Episode 22
Baby Oskar
October 9, 1999
Oskar has to take care of his infant cousin-in-law (also named Oskar), while both Susie and her cousin are gone.
Episode 23
Grandpa's Sister
October 16, 1999
Phil's twin sister comes for a visit, bringing along an unsettled conflict between them.
Episode 24
Synchronized Swimming
October 16, 1999
Arnold and the gang are part of a synchronized swimming team led by Coach Wittenburg.
Episode 25
Helga Sleepwalks
October 23, 1999
After eating pork rinds, Helga sleepwalks, uttering her secret about Arnold as she does so.
Episode 26
Fighting Families
October 23, 1999
Arnold, Grandpa, Grandma, Ernie, and Mr. Hyunh compete on a game show against a "perfect" family from PS 119
Episode 27
Headless Cabbie
October 30, 1999
Arnold tells an urban legend about a decapitated taxi driver. The gang goes out, only to find the details in the story are becoming real.
Episode 28
Friday the 13th
October 30, 1999
Arnold and Gerald try to prove superstitions are fictitious, only for it all to backfire on them.
Episode 29
Veterans Day
November 6, 1999
Arnold's Grandpa recalls his adventures as a soldier in the Second World War, outwitting a regiment of Nazis, while Gerald's dad, Martin, remembers his own time serving in Vietnam.
Episode 30
Helga on the Couch
December 4, 1999
Helga confides in the school psychiatrist about her social life, family life, and her love for Arnold.
Episode 31
Dino Checks Out
December 11, 1999
Dino Spumoni is found missing and then declared dead after what appears to be a suicide attempt. but Arnold finds out that this isn't the case, and he secretly lives in the boarding house, believing that his work will skyrocket in value after his "death".
