Professor Kukui takes the class to Ula'ula Island's Mount Lanakila to meet with Hala and watch his Crabrawler evolve. As everyone else enjoys the snow, Kukui informs Lillie that Snowy's Egg was found on Mount Lanakila. The group makes their way up the mountain and observes a group of Snorunt and Alolan Sandshrew along the way. Kukui notes that there aren't many places in Alola to see snow-dwelling Pokémon. Following Hala's request, the group stops for a break, as everyone shows what food and drinks they brought. When Sophocles finds a mysterious footstep in the snow, Rotom Pokédex evaluates the footprints and believes it is an undiscovered 10-foot-tall Pokémon. Snowy sniffs the air before running off, and Lillie follows in pursuit, as does the rest of the class. Lillie catches up to Snowy when it suddenly stopped, and a yell breaks the silence. Just then, a woman riding on a snowboard has her Alolan Ninetales jump down and protect the duo with its Aurora Veil as she jumps over their heads on a snowmobile.
The woman immediately stops and apologizes to Lillie for the near-collision. However, Lillie is more focused on the woman's Ninetales, who is nudging up to Snowy. The woman reveals that Ninetales used Aurora Veil before, making Lillie eager to teach Snowy the move. Ash, Sophocles, and Rotom run to the scene; and Sophocles and Rotom recognize the woman as Cerah, Alola's best PokéSled Jumper. The group introduces themselves to Cerah, who notes that she will be late for an upcoming training session, with the event happening tomorrow.
She rides off just as Sophocles, Lillie, and Ash are called over to a battle between Hala's Crabrawler and a wild Sneasel. The match ends quickly, with Sneasel defeated after Crabrawler uses its Power-Up Punch. In a blue light, Crabrawler evolves into a Crabominable. Rotom quickly examines its footprint, and matches it to the footprint that was seen earlier. Hala admits he also came to the island to participate in the Pokémon Sled Jump Games. Ash remembers it as the tournament that Cerah spoke of, while Sophocles tells Mallow and Lana that they met her earlier, leaving the two envious. Hala explains that Cerah is a guest competitor, upon which Kukui encourages everyone to go see the venue.
The group makes their way to the venue and watches as a man's Glalie uses Double Team before descending down. Cerah catches up with the group, and informs them that they could rent a sled and enter the competition. Kiawe, Ash, and eventually Lillie, with some encouragement from Lana and Mallow, decide to take part. Team Rocket watches on and also decides to enter the tournament, hoping to win the prize.
Cerah escorts the group to her childhood jump track and demonstrates with her Ninetales. While up in the air, Ninetales emits Frost Breath, which dazzles everyone. Ash and Pikachu are next, but they merely slide down and jump. Rotom reminds Ash that Pikachu had to use a move, but Cerah still commends his effort and decides to have the group focus on jumping and landing first. Kiawe goes, but he falls down instead of flying over the snow jump, as Rotom informs him that Turtonator is quite heavy. Lillie goes with Snowy, but during the descent, she becomes overwhelmed by the speed and closes her eyes. Cerah reminds her to keep her eyes open, and Lillie does so just before she crashes into the snow. Then, Ash repeats the jump and has Pikachu use Thunderbolt, though he is electrocuted.
Meanwhile, Snowy wishes to continue, though Cerah senses Lillie's fear. Lillie remains adamant that she will be fine, but Cerah tells Lillie that she was much like her when she first started out. After watching a friend, Cerah was determined to learn to PokéSled Jump, despite her mother wishing her to take up piano lessons. After a bad fall with her then-Alolan Vulpix, she developed a fear of jumping that was quickly quashed by Vulpix's support. Cerah's story restores Lillie's focus, but Mallow interjects and says that she will have to get use to the speed first.
Kiawe calls on his Charizard to take him and Lillie across the sky. With that, Lillie gains confidence and overcomes her fear. She again attempts a jump with Snowy, and everyone is thrilled when it is successful. Lillie then moves on to the next stage; incorporating a move into the jump. She hopes to have Snowy use Aurora Veil, though Cerah informs her that in order to use the move, it must be hailing. Lillie replies that she and Snowy have been practicing their Hail as well. Lillie and Snowy return to the top of the slope and it uses Hail, but its first attempts to use Aurora Veil are unsuccessful. However, Lillie continues to practice, and by sunset, Snowy performs a successful Aurora Veil. Kukui calls it a day, and everyone returns to the Pokémon Center.
The next day, the Pokémon Sled Jump Games begins, with the announcer and a Pokémon Sled Jump Master with over 40 years of experience observing the event. The announcer is impressed by Kiawe and Turtonator's spinning Flamethrower, though the Pokémon Sled Jump Master criticizes the jump's distance as too short. Next is Jessie, posing as "Jessicle" with Mimikyu. The pair slide down, with Mimikyu using several Shadow Ball to speed up, though the Pokémon Sled Jump Master claims he invented that technique 50 years ago. Once they are up in the air, Mimikyu spins its tail, using Wood Hammer. Out of nowhere, Bewear appears and snatches Team Rocket away, leaving the judges confused. Next up are Hala and Crabominable. Before jumping, Crabominable launches a Power-Up Punch at the ground, sending the pair flying into the air, though the Pokémon Sled Jump Master claims that he would have gotten higher 60 years ago. Hala pulls out two fans and hits his belly to imitate Belly Drum. The judges are impressed by the Island Kahuna's display. Ash and Pikachu slide down, and once they are up, Ash presses his Z-Ring to have Pikachu use Gigavolt Havoc, though the move sends the pair backwards. The Pokémon Sled Jump Master is astounded and concedes that he believes his negative jump record from 70 years ago was just broken.
Eventually, it is now Lillie's turn, and after jumping, she has Snowy perform a Hail attack. A sudden gust of wind almost blows her off course, however, though she regains her composure and follows it with an Aurora Veil to make a successful landing. The crowd and announcer enjoy the spectacle, though the Pokémon Sled Jump Master states he could have done better 80 years ago. The announcer introduces the crowd to Cerah, there to perform an exhibition jump whilst the competitor's scores are tallied up. Ninetales' Frost Breath propels Cerah and the sled upwards, then they follow it with a combined Dazzling Gleam and Aurora Veil. The spectacular display amazes the crowd, and the Pokémon Sled Jump Master compares the performance to himself 90 years ago.
With the votes now in, the announcer declares Hala and Crabominable as the winner. The Pokémon Sled Jump Master announces the prize, a 99-year-old wooden Slowpoke sled, which leaves the crowd in disbelief over the anticlimax. Later, Lillie apologizes to Snowy for not winning, as she hoped to make her happy. Cerah approaches Lillie and reassures her that her frustrations are normal, and explains that it will turn into the drive needed to succeed. Lillie nods in agreement and thanks Snowy for its partnership. With everything over, Kukui announces that it is time for the group to return to Melemele Island.
The group is now aboard a ship destined for Melemele Island. However, Kukui, Kiawe, and Hala all regret their earlier decisions to endure the freezing temperatures at the mountain, for they have since caught colds.