The Orange League beckons and Ash answers the call, taking on the Orange Crew and their leader, Drake. Upon returning to Pallet Town, Ash and Misty reunite with Brock and set out on the next stage of their Pokémon journey—the Johto region! Though he still has an errand to run for Professor Oak, Ash jumps with both feet into the Johto League, taking on a couple of Gym Leaders and adding Pokémon like Totodile and Chikorita to his team.
Ash, Brock and Misty arrive in New Bark Town and Ash's plan to register for the Johto League hit a snag when he and the team get involved in a case of a Totodile that Team Rocket has kidnapped.
Heading to Violet City for the first gym, Ash and company meet Casey, a new Trainer who just got her first Pokémon, a Chikorita who eagerly challenges Ash to a battle. When Ash easily beats her with his Charizard, she gets upset and runs off wanting revenge. She makes an alliance with Team Rocket, who agree to help her beat Ash, that is, until she finds out that Team Rocket was just using her.
Heading towards Violet City, Ash and company see some Heracross. Ash, eager to get one, disturbs them and gets told off by an expert. He tells about how Heracross and Pinsir are at war due to something disturbing their honey flow. Later, Heracross expresses his desire to come with Ash and thus Ash captures Heracross.
Ash encounters a Donphan and wants to capture it, thinking it's wild, but finds out it is owned by a trainer who is looking for Amberite. Team Rocket however wants to get the Amberite and steal Donphan.
Heading into a forest which is inhabited by ghost Pokémon, Ash and company get tricked by illusions, but Gary tells them to see through them by getting a Hoothoot. Ash goes to get one and when he finds the rental place, he discovers the Hoothoot he can rent is a rowdy one.
On their trip to Violet City, Ash and company come across a trainer with two Bellossom who are trying to participate in a contest but just can't get their rhythm right. Ash decides to try to help them out.
In the next town, Ash and company see a Jenny who has a Spinarak to help her solve crimes. Knowing Ash and company as the trainers who helped her sister in New Bark Town, Jenny asks them for their help in solving some crimes that bear a resemblance to the crimes of the Black Arachnid, a figure who eight generations previously was known for being a legendary thief and for the Meowth that assisted him in his crimes.
Still on their path to Violet City, Ash and company find a Snubbull clinging to a Growlithe's tail. They decide to find the owner of the Snubbull and return it, but when the Snubbull goes missing again, they have to get it.
When a town keeps getting attacked by a herd of Stantlers, Brock thinks there is something awry. Standing up against them, he finds it is an illusion made by one baby Stantler which is injured.
Heading to Violet City Gym, Ash comes across a wild Chikorita and battles it. But when it is hurt in battle he rushes it to the Pokémon Center only to find Team Rocket are wanting that Chikorita for themselves. Chikorita becomes Ash's newest Pokémon in the end.
While polishing the GS Ball in Cherrygrove City, Ash soon finds that a Quagsire has stolen the GS Ball. Trying to get it back, he gets arrested for interfering in the Quagsire Festival where the Quagsire take round things and send them upstream, where the last object to be returned gives good luck to its owner.
In a forest, Ash meets a girl and her group of Ledyba who tend the gardens and follow the girl's whistle. However in a battle with Team Rocket, all the Ledyba dispel and its up to Ash and company to find them.
At a Pokémon Center, Ash and company discover a Blissey, the evolved form of Chansey. While relaxing, Ash keeps getting hurt by Blissey accidentally, but Team Rocket soon arrives, and since the Blissey is an old friend of Jessie, Jessie regrets accepting food from her.
Finally in Violet City, Ash and company find a school and he gets asked to give a small talk about Pokémon Training to the kids. However a kid is convinced that Ash's Pikachu is to be his, and when Pikachu runs off, he takes chase with one of Ash's empty Pokéballs.
Ash finally arrives at the Violet City Gym and begins his campaign of earning eight gym badges to qualify for the Johto League by taking on the Violet City Gym Leader, Falkner but Ash soon discovers that Falkner's a force to be reckoned with due to Falkner's Pokémon overwhelming Ash's. Ash soon realizes that he needs to come up with some kind of strategy instead of his usual approach of brutal force if he's to stand any chance of winning his first gym badge.
Cute and cuddly is one thing, but this fragile baby Marill is too much even for Misty. When all Misty's attempts to toughen up the little Pokémon fall short, Team Rocket takes her by surprise.
Team Rocket's new super vehicle, the Arbotank, is their ticket to world domination. That is, until Togepi and its new-found buddy, Sentret, climb inside and accidentally wreak havoc on everything in their path.
When Ash hears of the Charicific Valley, he is sure a trip there will boost his Charizard's spirits, but when they reach the valley, they find its dragon denizens are anything but cordial.
The annual Sunflora contest is only a day away, but our heroes' new friend, and Sunflora trainer, is unable to convince her star Pokémon to compete.
A severe case of sibling rivalry between Pikachu and Chikorita calls for therapy sessions with Nurse Joy. In such delicate matters, there's no such thing as an overnight cure, or is there?
Our heroes chance upon a Hoppip, a fluffy Pokémon that is able to catch passing winds and drift for miles through the sky. The Hoppip's trainer uses it to help her forecast the weather. One of the Hoppip is actually a little Oddish.
The legendary Gligarman is getting too old to fight crime. When Ash and friends wander into town, they bring with them a challenge that threatens to be Gligarman's last: Team Rocket.
Team Rocket comes in sheep's clothing to relieve a kind Mareep-herder of her flock. Ash and friends are eager to help, but will first have to convince the Mareep trainer to have faith in herself.
When a promising trainee at a Pokémon battle dojo abandons battle altogether, it is up to Ash and friends to convince him that battling, and life for that matter, is more than just a matter of probability.
With no fire Pokémon to call his own, Ash is overjoyed to find a Cyndaquil in the wild. But before Ash captures the little Pokémon, he'll have to face another trainer with similar desires.
Ash carelessly makes enemies of the Slowpoke-worshipping residents of the latest town in his path, but sees a chance at redemption when Team Rocket arrives to capture these revered Pokémon.
Ash delivers the mysterious GS Ball to a renowned Pokémon expert, but Team Rocket threatens the entire operation when they attempt to harvest the Apricorn resources essential to Pokéball production.
When Ash reaches the Azalea City Gym, he has just the Pokémon to challenge the gym leader's Bug Pokémon. But what will happen when Cyndaquil, the Fire Pokémon, can't get its burner's going?
After an inexperienced young trainer mistakenly scares off his own Farfetch'd, Ash and friends are happy to help, but can they find it before Team Rocket can get their hands on this savory Pokémon?
At the Pokémon Swap Meet in Pompona Town, our heroes befriend a young trainer who's having difficulties finding a trading partner willing to accept his Wobbuffet. In the end, Jessie accidentally trades her Lickitung for the Wobbuffet and learns about Wobbuffet's Counter attack.
An unexpected Pokémon fire-fighting competition reunites our heroes with old rivals. Ash's Squirtle is reunited with the Squirtle Squad. In the end, Ash returns Squirtle to the Squirtle Squad.
Ash and friends enthusiastically volunteer to watch over a troubled trainer's school of Wooper, but as always Team Rocket interferes, this time hoping to use the Wooper to pacify Giovanni.
When a Snubbull and a Jigglypuff get into a great disagreement, they threaten to draw everyone else into their conflict.
Investigating a string of mysterious thefts, our heroes discover a pack of Houndour, struggling to survive in the wild. In order to help mend their ways, Ash will have to earn their trust first.
Unable to settle their differences over who should get ownership of a Totodile, Ash and Misty engage in a fierce three-on-three Pokémon battle.
Ash faces a young female trainer who possess an unbeatable Skarmory, a Steel-type bird and to win, Ash and his Cyndaquil must undergo intense training if they're to have any hope of beating Skarmory.
Ash's Totodile falls in love with a Azumarill but Totodile isn't successful in confessing its feelings to the Azumarill. But when Team Rocket kidnaps Azumarill, it falls to Totodile to save the day.
Ash has his sights set on a rare and brightly colored Noctowl, but this Pokémon's hypnosis leaves Ash's team unable to tell reality from illusion, much less stand up to another Pokémon in battle.
An Ursaring attack forces our heroes to team up with Team Rocket, members of each team being paired with members of the other; Misty ends up with James and Meowth, and Jessie ends up with Ash, Brock and Pikachu.
Team Rocket attacks a town that is protected by Psychic Pokémon with a machine that is impervious to Psychic attacks, and begins to steal all the Pokémon in town.
A Pokémon Fortune Telling boom turns out to be a Team Rocket plot to steal Pokémon from local trainers.