The BEST episodes of Pokémon season 2

Every episode of Pokémon season 2, ranked from best to worst by thousands of votes from fans of the show. The best episodes of Pokémon season 2!

A young boy named Ash Ketchum embarks on a journey to become a "Pokemon Master" with his first Pokemon, Pikachu. Joining him on his travels are Brock, a girl-obsessed Rock Pokemon Trainer, and Misty, a tomboyish Water Pokemon Trainer who may have a crush on him. Ash and Co. end up traveling through various regions, including Kanto, the Orange Islands, and Johto, and then enter the Pokemon League competitions there. Along the way, they run into many confrontations with Jessie, James, and Meowth, a trio of Pokemon thieves who are apart of an evil organization called "Team Rocket". But everytime Team Rocket try to do their evil deeds, they fail thanks to Ash and his Pokemon.

Last Updated: 11/17/2024Network: TV TokyoStatus: Continuing
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Enter the Dragonite
star
7.83
262 votes

#1 - Enter the Dragonite

Season 2 - Episode 32 - Aired 9/9/1999

As if a gym battle with a Dragonite isn't challenge enough for one day, Team Rocket secretly surveys the weakened state of Ash's battling Pokémon and plots to turn the situation to their advantage.

Charizard Chills
star
7.82
230 votes

#2 - Charizard Chills

Season 2 - Episode 25 - Aired 7/22/1999

Ash, Tracey and Misty are sailing along on Lapras when they almost crash into another Pokémon trainer wanting to battle Ash. This trainer heard about Ash from the Trovita Island gym leader and wants to put his Pokémon up against Ash's. When the new trainer uses a super-powerful Poliwrath on Charizard, it's more than anyone expects. Charizard finally decides to obey and respect Ash as not only his trainer but also his friend, and the two become closer than ever!

Pikachu Re-Volts
star
7.75
256 votes

#3 - Pikachu Re-Volts

Season 2 - Episode 6 - Aired 3/4/1999

The group are headed towards Mandarin Island on Lapras. When they arrive there, they see a person being attacked by some Pokémon. As they go to investigate; Pikachu stops, turns around, and attacks Ash. Togepi jumps out of Misty's arms. Then a group of Magnemite surround Ash, shocking him. To create a distraction, an Electrode rolls by and explodes in front of Ash. When the smoke clears Pikachu and Togepi are gone. They find out from Officer Jenny that the same thing has happened to many others. They believe it is some sort of psychic Pokémon behind all of this, because Jenny's Gastly is not effected. Meanwhile, Jessie and James are on the island and Meowth suddenly goes bad. They follow him to the source of all this, it is the work of Butch and Cassidy. They argue over the correct way to say the motto. They then send their evil Pokémon on Jessie and James. When they wake up a bit later after being unconscious they are with Ash and the group and Officer Jenny. Although not wanting to help, they agree to tell them who is behind this and come up with a plan. Jessie and James return to the building with a huge cart of Pokéballs. The rest of the gang are hiding inside. Once in; Ash, Misty, Tracy, and Officer Jenny burst out of the cart. The brainwashed Pokémon begin to attack, and Ash rushes to get Pikachu. Gastly protects Ash from the attacks, and he gets to Pikachu. Ash taunts Pikachu into attacking him, and he dodges the thunderbolts. Ash rushes towards the machine that which have been amplifying the Drowzee's psychic waves that have been causing all of this. Pikachu's thunderbolt, besides shocking Ash, destroys the machine. Pikachu and all the other Pokémon revert to their normal selves and return to their trainers. Outside of the place, they battle Butch and Cassidy. Drowzee tries a metronome attack, and Togepi starts one simultaneously. The whole building explodes, and it was because of Togepi's metronome. After receiving an award, Ash and the others get bac

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Snack Attack
star
7.56
242 votes

#4 - Snack Attack

Season 2 - Episode 14 - Aired 4/29/1999

While Ash and friends are still discovering new islands, they come upon the seven "Grapefruit Islands" where groves of giant grapefruit are ripe and in season. When it looks like thieves are stealing the grapefruit, Ash, Tracey and Misty volunteer to help catch them. Surprisingly enough, what looked like hundreds of thieves was actually just one giant, hungry… and sleepy culprit!

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Meowth Rules!
star
7.55
223 votes

#5 - Meowth Rules!

Season 2 - Episode 16 - Aired 5/13/1999

Team Rocket has engine trouble and lands on an island where the natives are waiting for the "Great Meowth of Bounty" to arrive and fulfill an ancient prophesy. When Meowth gets mistaken for this great creature with special powers, he enjoys the special treatment and decides to play along. But, when he's unable to perform the ancient ritual that's expected of him, the treatment he gets isn't quite so fun anymore.

Viva Las Lapras
star
7.54
186 votes

#6 - Viva Las Lapras

Season 2 - Episode 33 - Aired 9/16/1999

It's piracy on the open seas and Ash and friends must rescue a local school of Lapras from would-be poachers, but how can they be of help when the Lapras, conditioned to fear humans, shun the young Trainers?

Wherefore Art Thou, Pokémon?
star
7.52
189 votes

#7 - Wherefore Art Thou, Pokémon?

Season 2 - Episode 20 - Aired 6/10/1999

Our heroes are on their way to Trovita Island when they come across two Pokémon trainers who seemingly hate each other, even though their two Pokémon are in love. He has a male Nidoran and she has a female Nidoran and all that the two Pokémon want is to be together. It takes Misty, the true romantic, to see that perhaps it's the two trainers that are in love as well!

Pokémon Double Trouble
star
7.52
188 votes

#8 - Pokémon Double Trouble

Season 2 - Episode 28 - Aired 8/12/1999

Ash and co are headed towards the next island for the next gym to win the next badge. Ash is suddenly greeted by a mother mistaking Ash for her son Travis (in a similar fashion to the events of the start of Hypno's Naptime) After having thoroughly squished Ash into her breasts, and after staring at him for a while, she finally realizes that it isn't her son after all. So, then A giant Rhydon robot attacks all the people on the beach, being run by Jessie, James and Meowth. It's powered by Arbok and Lickitung with an automatic crack of the whip, and with Weezing at the head blowing out gas (because James was too lazy to teach it hyper-beam). It all seems hopeless as Arbok is sent forward to attack Ash with poison sting, but The lady's Alkazam teleports in at her command to block the attack, and to seal the robot's mouth shut. Ash's Charizard flames the giant robot which then explodes sending them blasting off again. Ash learns the lady is the Gym Leader, her name is Luanna. Ash goes to compete at the gym, which is also a hotel, to which the group get to stay while Ash has his competition. Prior to the match, they're in a hot tub discussing the upcoming match. Ash becomes overheated and turns bright red, and so they desperately take him out of the tub to cool off. When the match begins, Ash's team is Charizard and Pikachu, and Luanna's team is Alakazam and Marowak. Charizard and Pikachu don't seem to be getting along as a team and fight amongst themselves and refuse to help each other. They nearly lose the match, but as Pikachu sees Charizard struggling, he shocks Alakazam to set Charizard free. Marowak sends Pikachu flying with his attack, but Charizard catches Pikachu on his wing. They're finally working together and with Ash's direction for Charizard to fly upwards with Pikachu, as Alakazam is preparing a hyper-beam, Marowak's bone is returning just under them to hit Alakazam who loses control of the now large hyper-beam, which explodes in his face along with Marowa

Hello Pummelo
star
7.52
181 votes

#9 - Hello Pummelo

Season 2 - Episode 31 - Aired 9/2/1999

The episode starts with Ash, Misty, Tracey, and Pikachu riding on Lapras. Ash is talking about fighting the final member of the Orange Crew. This moment is suddenly interrupted by a shadowed Pokémon flying just above the water's edge. The Pokémon then flies up into the sky and out of sight. At the Pummelo Island Hall of Fame where records are kept of all the trainers who ever won in the Orange Islands, Ash sees a statue of the Pokémon he saw hover above the water. He takes out Dexter to find out that the Pokémon they saw earlier was the Dragon Pokémon, Dragonite. The caretaker of the Hall of Fame tells Ash that Dragonite is the most powerful Pokémon that Drake, the final Orange Island Crew Gym Leader, has. Ash then gets registered and is told that his battle with Drake will begin at 10:00 the next morning.Meanwhile, in the stadium, Drake is testing his Pokémon for the battle ahead. Team Rocket pops up wanting to steal Drake's Dragonite, but Drake commands Dragonite to use Hyper Beam and Team Rocket blasts off again just as soon as they had appeared. Team Rocket crash lands on the beach where they hear that Drake will face a challenger tomorrow morning. Meowth suddenly has an idea and whispers into Jesse's and James's ears.The next morning, Ash goes into the stadium with Misty and Tracy following shortly behind. Team Rocket is in the crowd spectating and reveal their plan of stealing Dragonite after Ash has weakened it. On the field, Drake and Ash shook hands and went to their separate parts of the stadium. Suddenly, the battle area of the stadium changes from a normal stone area, to a rocky area with a pond in the middle which slightly startled Ash.Drake calls out his first Pokémon, Ditto. Ash then chooses Pikachu. Ditto transforms into Pikachu. Ash then tells Pikachu to use Thunderbolt. Then Ditto uses the same attack. The two attacks cancel one another out. The two continue battling until finally Ditto faints. Drake recalls Ditto and Ash does the same with

The Mandarin Island Miss-match
star
7.48
241 votes

#10 - The Mandarin Island Miss-match

Season 2 - Episode 19 - Aired 6/3/1999

Ash, Misty and Tracey are on Mandarin Island where Ash has just won three battles in a row. But, he finally meets his match when they run into, Prima, one of the very best trainers on the Orange Islands. Misty is thrilled to meet her hero because she also trains water-type Pokémon, but, it's Ash who learns a very valuable lesson from this trainer who also sets him on course for a chance at another Orange League badge!

The Rivalry Revival
star
7.48
209 votes

#11 - The Rivalry Revival

Season 2 - Episode 36 - Aired 10/7/1999

An errand of Professor Oak's sets Ash on the road once again, but first he must face his old hometown rival, Gary, in a Pokémon battle.

Bound for Trouble
star
7.46
185 votes

#12 - Bound for Trouble

Season 2 - Episode 24 - Aired 7/15/1999

Pikachu and Meowth got bound together and lost in the middle of an island.

Fit to Be Tide!
star
7.46
258 votes

#13 - Fit to Be Tide!

Season 2 - Episode 5 - Aired 2/25/1999

Ash, Misty and their new friend, Tracey, are on a new adventure exploring the Orange Islands as Ash sets out to qualify for the Orange League Tournament. After hearing that the Mikan Gym Leader is known as one of the toughest trainers in the Orange Crew, Ash can't wait for the challenge. He learns that Pokémon battles are run a little differently on the Orange Islands, but he can always rely on his Squirtle to pull them through!

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Misty Meets Her Match
star
7.42
217 votes

#14 - Misty Meets Her Match

Season 2 - Episode 23 - Aired 7/1/1999

Floating their way to Trovita Island on Lapras, they spot a girl drowning by a whirlpool. Misty saves the girl with Staryu, while the girl's older brother watches most impressed with Misty. When they arrive on the island he greets Misty and has a quick dance with her. His name is Rudy, and he is the Trovita Gym leader. Rudy invites Misty to dinner and his little sister who Misty saved asks too. They are off at dinner and Rudy invites Misty to come check out the Pokémon in his gym. He has taught them all to dance, and he invites Misty to dance with him and the Pokémon. While dancing, he asks Misty if she'll stay and live on the island with him, asking for her decision after the match with Ash the next day. The next day the match begins, and Ash starts with Pikachu. Pikachu battles against Rudy's Electabuzz, but is quickly defeated. The next match is Bulbasaur against Exeggutor. Exeggutor looses and falls over the edge of the plateau they stand on. It falls and knocks Team Rocket off of the edge that they were climbing up to get to Ash. Ash has Bulbasaur save Exeggutor grabbing on with it's vine and returning it to the field. The final determining match is Squirtle against Starmie. Starmie spins fast to generate an electric charge weakening Squirtle. Squirtle is nearly defeated but saves himself learning a new attack, the hydro pump. Misty cheers on Ash the rest of the battle and Rudy realizes she likes Ash more than him. Starmie is defeated, Ash gets the badge, and they all leave the island.

Tracey Gets Bugged
star
7.41
194 votes

#15 - Tracey Gets Bugged

Season 2 - Episode 17 - Aired 5/20/1999

They land on another island known for all the bug Pokémon you can catch. Misty is afraid to go because of her fear of bugs. Anyway, they all go and search for bugs, eventually discovering an injured Scyther in the woods, they try to catch it, but it's reluctant to go anywhere, Tracey has Venonat put it to sleep so then they catch it and take it to Nurse Joy. It is upset to be taken away to be nursed, it's spirit destroyed having lost leadership of it's group to another Scyther. Meanwhile, Team Rocket schemes to catch the entire group of Scyther, first blasting them with glue so they can't move, then a net to trap them. This is revenge from Jessie for them having cut off her hair. Scyther rushes off to help his trapped friends, and Ash's group follows originally believing Scyther was just going to battle the leader again for the group. When they arrive, Scyther cuts the group free, except they are still stuck in the glue. Scyther beats all of Team Rocket's Pokémon with the help of one of the other Scyther. They all go to wash off in a small pond and Tracey having previously caught Scyther calls it back. He attempts Ash's pose for catching a Pokémon, but Ash corrects him on it, and shows him how to do it correctly.

The Crystal Onix
star
7.38
253 votes

#16 - The Crystal Onix

Season 2 - Episode 7 - Aired 3/11/1999

While riding around the Orange Islands on his Lapras, Ash finds a mysterious message in a bottle, which leads the gang on a new adventure. Ash, Misty and Tracey travel to Sunburst Island, which is famous for its artists and glassblowers. They meet a struggling young shopkeeper who's seeking inspiration from a legendary "Crystal Onix." Having been unable to find this special Pokémon, the shopkeeper turns to our heroes. With Tracey and his observational Pokémon on board, they set out to fire up a new friend's creative drive!

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Navel Maneuvers
star
7.36
228 votes

#17 - Navel Maneuvers

Season 2 - Episode 13 - Aired 4/22/1999

They land on Navel Island, where Ash plans on earning his 2nd Orange League badge. They see a guy ride in on a boat. His name is Danny, and he introduces himself to the group, taking a liking to Misty. They go to the bottom of the mountain where they find a cable car and a small sign. Anyone who wants to compete for the badge must climb the mountain without the help of any Pokémon. Tracey and Misty took the cable car to the top of the mountain to meet Ash and Danny at the top. While climbing, they see Misty and Tracey slowly riding up, cheering them on, although Misty was more interested in seeing Danny get to the top, Ash gets distracted and when some rock crumbles below his feet begins to fall. He grabs on, and almost calls out Bulbasaur to help, but is reminded by Danny not to, so he doesn't. Ash and Danny slowly make it to the top, when they get there Tracey and Misty are happy to see them, Misty again more interested in seeing Danny okay. They then realize Danny is going to be Ash's opponent as Danny is in a sense the gym leader. Ash must win two out of three competitions to earn the badge. They begin by determining who's Pokémon can freeze all the water gushing out of a geyser the fastest. Danny wins with his Nidoqueen, so they start the 2nd competition. The first one to carve a small ice sled out of ice is the winner. Ash uses Pikachu, Bulbasaur, and Charizard. Although Misty and Tracey believe using Charizard was a mistake, but after a little pleading from Ash, Charizard carves out the ice block in three single fire blasts, making Ash the winner of the 2nd competition. The final was to use the ice sled to race down the mountain to the finish line. They began down the hill, and Ash got out of control. Danny pulled far ahead until he fell into a trap by Team Rocket. Ash stopped to check on him, and they used the opportunity to get Pikachu. Dan was able to stop them with his Electrode, which exploded in their balloon. They restarted the ice-sled race from the

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Pokémon Food Fight
star
7.34
180 votes

#18 - Pokémon Food Fight

Season 2 - Episode 27 - Aired 8/5/1999

Ash and friends meet Gulzar.

The Pokémon Water War
star
7.34
188 votes

#19 - The Pokémon Water War

Season 2 - Episode 26 - Aired 7/29/1999

Our heroes try, but are unable to extinguish a dangerous fire, until the local fire brigade - a trained team of Wartortles - arrives and squelches the flames. As a second fire rages, however, Team Rocket abducts the Wartortles, leaving Ash, Misty, Brock, and their Pokémon to somehow save the nearby town from a fiery end.

In the Pink
star
7.31
248 votes

#20 - In the Pink

Season 2 - Episode 8 - Aired 3/18/1999

A raging whirlpool whisks our heroes to top-secret Pinkan Island, a magical place where sheer cliffs and special berries have created a plethora of pink Pokemon. Tracey's Pokemon watching skills are put to quite a test, while Ash's attempts at observing lead to trouble for both his friends and a feisty pink Rhyhorn. Officer Jenny and Professor Oak must explain to the gang why scientists alone are allowed on the island: poachers would run wild in such a unique environment. Have some found their way to Pinkan already?

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The Lost Lapras
star
7.31
299 votes

#21 - The Lost Lapras

Season 2 - Episode 4 - Aired 2/18/1999

After picking up the "GS Ball" from Professor Ivy, Brock decided to stay on the island so Ash and Misty head back home by blimp. Unfortunately, our duo gets double-crossed by Team Rocket once again, and Jigglypuff puts the whole crew to sleep. After another crash landing in the middle of nowhere they meet a new friend named Tracey while trying to help a Lapras that washed up on the beach.

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A Way-Off Day Off
star
7.30
161 votes

#22 - A Way-Off Day Off

Season 2 - Episode 18 - Aired 5/27/1999

Deciding to take a break on a nearby island, Ash, his friends, and all their Pokémon just use the time to relax and get better acquainted. However, Team Rocket has other plans for the Pokémon and intend to steal them.

The Mystery Menace
star
7.29
227 votes

#23 - The Mystery Menace

Season 2 - Episode 22 - Aired 6/24/1999

Ash and the group have finally made their way to the city of Trovitopolis, which should lead them right to Trovita Island and the next Orange League gym! Everything seems normal until the earth cracks right beneath their feet and they find themselves in the sewer underground, and not alone. There seems to be some sort of a "monster" living there that has been terrorizing the town. Will Ash, Misty and Tracey be able to find it, before it finds them?

The Wacky Watcher
star
7.28
208 votes

#24 - The Wacky Watcher

Season 2 - Episode 29 - Aired 8/19/1999

Continuing to float through the water on Lapras, the group encounter a large school of Magikarp swimming by, as well as an odd individual following and studying them. The Magikarp are headed for a deserted island and they follow. Watching for the Magikarp, the odd man meets Ash and co. His name is Dr. Quackenpoker. He is watching the Magikarp. The group are watching as the Magikarp are swimming upstream, and trying to climb a waterfall to return home. Team Rocket see all the Magikarp, and decide to try to steal them thinking they could have a huge army of Gyarados after they evolved. They have nets, because they cannot afford Pokéballs (heh, must've spent ALL their money on the Meowth-bot and the Giant Rhydon-bot in the last two episodes) and James makes a catch. The Magikarp flips away, and within the net, drag the three of them into the water to wash downstream. They continue studying Magikarp as well as sitting down for a while to have a quick discussion about Pikachu and Ash's relationship and about Togepi, making it quite clear this guy knows about more than just Magikarp. Later, they are noticing the Magikarp are worried about something, and soon enough, TR's Magikarp sub starts swallowing all the Magikarp whole. It becomes too much for the sub to hold, and they start sinking, but after spitting a bunch out, float back up. In their latest plan, they start throwing Magikarp at the group, who try to catch them in their arms to prevent the Magikarp hurting themselves falling into the water. So, with Ash's arms full, they steal Pikachu and put him under glass.. as usual. Ash attacks with Bulbasaur, except Jessie, James and Meowth keep passing Pikachu around amongst themselves. Then, James gets a Magikarp stuck on his head, to which they try to pull it off. Dr. Quackenpoker (or whatever) tries to stop them, because the Magikarp's grip is very strong and James is more likely to have his head pulled off. Calming down the Magikarp, it splashes off into the water. Tea

Shell Shock!
star
7.28
238 votes

#25 - Shell Shock!

Season 2 - Episode 9 - Aired 3/25/1999

Aboard Lapras, the group follows a news crew to an uninhabited island, where a scientific expedition is underway after the discovery of a fossilized Kabuto. A series of natural disasters place our heroes in mortal danger, with only the power of their Pokemon to help them. What is the secret of the Kabuto, and who wants that secret to remain hidden?

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