As the family prepares for a day trip to Disneyland, Claire (Julie Bowen) upsets Haley (Sarah Hyland) by bringing her friend's college-aged nephew, Ethan (Matt Prokop), with the intent of setting them up. However, Haley, as well as Alex (Ariel Winter), both take a liking to him. Phil (Ty Burrell) and Luke (Nolan Gould) are excited when Luke measures taller than forty-eight inches. Gloria (Sofía Vergara) insists that she will be fine wearing high-heeled shoes to the park despite Jay (Ed O'Neill) knowing she won't while Manny (Rico Rodriguez) is upset that the trip conflicts with a school project involving the stock market. Mitchell (Jesse Tyler Ferguson) and Cam (Eric Stonestreet) use a child leash on Lily (Aubrey Anderson-Emmons) as she's going through a phase of running away.
Phil and Luke ride Indiana Jones Adventure, but to his dismay, Phil disembarks the ride feeling unwell. Jay explains that it's a normal part of aging, but Phil refuses to hear it and joins Luke in riding Big Thunder Mountain Railroad to prove he's still young; it backfires and Phil, now feeling very ill, tells Luke to ride Space Mountain without him.
While walking, the family encounters Dylan (Reid Ewing), Haley's on-and-off ex-boyfriend, who is surprised by her presence at the park and explains he was fired from the dude ranch in Wyoming; Haley loses interest in Ethan, who begins taking interest in Alex. Later, Haley and Claire see Dylan is working as a Dapper Dan, which upsets Haley and causes her to return to Ethan who leaves Alex. That afternoon, while the two are taking pictures, Dylan reveals himself to be in the Little John costume; he tells them that he still loves Haley, but Ethan pushes him onto the ground and he is unable to get up.
After riding Splash Mountain, Jay suggests that Gloria's choice of shoe is getting to her. She dismisses him, though he's right. Later, gives her comfortable slippers that he's purchased and suggests that her constant wearing of uncomfortable shoes makes her irritable; she agrees it may be true and is grateful to be able to walk the rest of the day without pain. When Mitchell, worried about being judged, unhooks Lily's leash, she immediately runs off but Jay catches her. He then purchases her child-sized high-heeled shoes and she is rendered unable to run away. On Dumbo the Flying Elephant, Gloria tells Manny to stop caring so much about his project, as he's been making phone calls all day.
Jay reflects on how he once took Claire and Mitch to Disneyland after a fight with Dede as the family attends Great Moments with Mr. Lincoln. He had initially planned to end his marriage that night, but instead stuck it out for Claire and Mitch; he believes that the universe rewarded him with Gloria.