Ep. 118: Ash challenges Gary to a battle and resolves to pursue him to Johto.
Aired on October 7, 1999

118
Following Gary's victory over Team Rocket, Ash initiates a Pokémon battle featuring Pikachu against Eevee, but Gary emerges as the winner. Disheartened by the loss, Ash resolves to follow Gary to the Johto region to defeat him definitively. Meanwhile, Tracey chooses to remain in Pallet Town to serve as Professor Oak's assistant. The group dynamic shifts as Brock rejoins Ash and Tracey, and the trio departs together for the Johto region to continue their journey.
Episodes
- Ep. 114 · Ash battles Drake's formidable Dragonite while striving for Orange League Championship victory
- Ep. 115 · Ash and friends help Lapras defend its pack from pirates in Kanto
- Ep. 116 · Ash and friends face Electrode attack on Hamlin Island while returning to Kanto
- Ep. 117 · Ash and friends return to Pallet Town while Team Rocket targets the GS Ball
- Ep. 118 · Ash challenges Gary to a battle and resolves to pursue him to Johto.
- Ep. 119 · Ash, Brock, and Misty face a challenge when Team Rocket abducts a Totodile in New Bark Town
- Ep. 120 · Ash defeats Casey with Charizard before she allies with Team Rocket in Violet City
- Ep. 121 · Ash encounters Heracross near Violet City and captures one after learning about their conflict with Pinsir.
- Ep. 122 · Ash meets Rochelle and her Donphan while searching for Amberite