When enters Duel Academy, Leo gets very suspicious about him and tries to protect his sister from him. Lester does all he can so he can keep him separated from Luna. While stuck at school, later knowing it was a trick, he sets out to find Lester's mansion and discovers he Duels using a skateboard for . After finding this out he asks Yusei to construct a similar device in order to challenge Lester. Yusei constructs a Dueling skateboard dubbed a for Leo. He tries to gain some experience riding it, though he has difficulty at first. He then meets up with his sister, who is also trying to practice with the board Lester gave her. However, the skateboard Luna receives is controlled by Lester and forces her to Duel him. Leo then joins the Duel to protect his sister.
Leo, after getting a strategy together, is able to push Devack back by destroying "Zeman the Ape King". He gets backed into a corner again when Devack Summons "". After Luna comes back, she sees her brother in trouble and takes over for Leo as a way of making it up to him. She and Leo then win the Duel together.
Inside the palace, Leo and Kabu fought their way through Doflamingo's men as they search for their princess. On their way to the palace chapel, Leo and Kabu were informed by Viola through Den Den Mushi that Mansherry was taken by and was being forced to use her healing powers. Leo and Kabu made haste, but Kabu was later caught in an explosion, forcing Leo to go ahead without him. Leo soon burst into the room where Mansherry was located. Jora was about to sprinkle Mansherry's tears on the defeated Donquixote Pirates' officers, but Kabu arrived and knocked them away. While Jora was caught off guard, Leo stitched the officers and subordinates onto Jora's girth and pulled the string, sending them headfirst onto Jora and knocking her out. Leo then caught Mansherry as she fell to the floor.