1. Masera Town! A New Journey
Aired: Jan 28, 1999 Prof. Oak sends the gang on an errand to the Orange Islands to retrieve a mys...
2. Blimp Accident!?
Aired: Feb 4, 1999 While on their way to the Orange Islands, Team Rocket tricks the gang into ri...
3. Southern Land Pokémon and the GS Ball
Aired: Feb 11, 1999 The gang finally reach Prof. Ivy's lab and find the mysterious G.S. Ball. But...
4. Save Laplace!
Aired: Feb 18, 1999 After waking up from Jigglypuff's song, Ash and Misty find themselves deeper ...
5. Orange League! Natsukan Gym!
Aired: Feb 25, 1999 With Lapras and Tracy as their new traveling companions, Ash, Misty, and Pika...
6. Mystery of the Disappearing Pokémon!
Aired: Mar 4, 1999 Ash and his crew reach Mandarin city, where mysterious occurrences of Pokémon...
7. The Crystal Iwark
Aired: Mar 11, 1999 Ash finds a bottled letter floating in the sea that mentions a mysterious cry...
8. Island of Pink Pokémon
Aired: Mar 18, 1999 After getting caught in a whirlpool, Ash and his crew get washed up at Pinkan...
9. Kabuto and the Fossil's Secret!
Aired: Mar 25, 1999 A pokémon fossil is tracked back to a deserted island where an archaeological...
10. Dance! Pokémon Showboat!
Aired: Apr 1, 1999 Ash and his friends visit the Pokémon Showboat, where the Pokémon can talk an...
11. Goodbye Koduck! Come Again Golduck?
Aired: Apr 8, 1999 Misty meets another trainer who also is an expert on water Pokémon. The new t...
12. Sailing Joy! Cross the Raging Waves!
Aired: Apr 15, 1999 While sailing between small islands, the group encounters an extremely busy N...
13. Navel Gym! Snowy Mountain Battle!
Aired: Apr 22, 1999 Ash faces Danny, the second of the four Orange Island gym leaders. But Misty'...
14. Big Eater Kabigon! Big Panic!
Aired: Apr 29, 1999 While Ash and friends are still discovering new islands, they come upon the s...
15. Phantom Ship and Phantom Pokémon!
Aired: May 6, 1999 Ash, Tracey, and Misty find more excitement than they bargain for when they r...
16. Nyarth-sama's Island!?
Aired: May 13, 1999 Team Rocket has engine trouble and lands on an island where the natives are w...
17. Strike Soldier's Pride
Aired: May 20, 1999 The gang visit Murcott Island, where they encounter an injured Scyther.
18. It's the Southern Island! All Members Assemble!
Aired: May 27, 1999 Ash and friends decide to take a break, but Charizard and Scyther can't seem ...
19. Kanna of the Shitenno! Ice Battle!!
Aired: Jun 3, 1999 The gang runs into Lorelai, one of the Elite Four, and Ash challenges her to ...
20. Nidoran's Love Story
Aired: Jun 10, 1999 Ash and friends meet young trainers named Emily and Ralph, who dislike each o...
21. Coil-tachi of the Big Prairie!
Aired: Jun 17, 1999 The gang is traveling through a desert when they encounter Cowboy Ethan, who ...
22. Phantom of the Sewers!?
Aired: Jun 24, 1999 After Team Rocket tries once again to steal Pikachu, Ash and company fall int...
23. Yuzu Gym! Type Battle 3 vs 3!!
Aired: Jul 1, 1999 Ash faces Rudy, the Orange League gym leader of Trovita Island. But Rudy has ...
24. Pikachu vs Nyarth!?
Aired: Jul 15, 1999 Team Rocket tries to steal Pikachu by tying him to Meowth. When a Pidgeot fli...
25. Lizardon! I Choose You!!
Aired: Jul 22, 1999 When Charizard gets frozen by an ice beam, Ash does his best to help him. Cou...
26. Firefighting Showdown! Zenigame vs Kameil
Aired: Jul 29, 1999 The gang meets Captain Aidan - a local firefighter - and his team of fire-fig...
27. Crush 'em! Kabigon!!
Aired: Aug 5, 1999 In a fight with a kid, Ash accidentally breaks Snorlax's poke-ball. To repair...
28. Tag Battle! The Final Gym!!
Aired: Aug 12, 1999 Ash has his battle with the final Orange League gym leader, as a two-on-two b...
29. Koiking! The Secret of Evolution!!
Aired: Aug 19, 1999 Ash and friends encounter Quincy T. Quackenpoker, a Pokémon watcher who studi...
30. Nyoromo and Kasumi
Aired: Aug 26, 1999 Ash, Tracey and Jessie accidentally breathe in vile-plume's stun spore. Misty...
31. Winner's Cup! Full Battle 6 vs 6!!
Aired: Sep 2, 1999 The gang make it to Pumello Island, and Ash is psyched for his battle with Dr...
32. Final Battle! Enter Kairyu!!
Aired: Sep 9, 1999 The champion battle concludes with Ash facing off against Dragonite.
33. Goodbye Laplace!
Aired: Sep 16, 1999 After winning the Orange League, Ash and friends start heading back toward Pa...
34. Big Explosion of Marumine!?
Aired: Sep 23, 1999 The gang arrives on Hamlin Island, which has a ferry that goes to Pallet Town...
35. Return to Masara Town!
Aired: Sep 30, 1999 Ash and his friends finally arrive at Pallet Town, where they're surprised to...
36. Satoshi vs Shigeru!!
Aired: Oct 7, 1999 Ash and Gary battle one-on-one. After the battle, Professor Oak asks Ash to t...