The iCarly gang are invited to a trip to Tokyo after being nominated for the annual iWeb Awards, where in order to qualify, they will be expected to perform a skit live on stage. Prior to their trip, they create a sketch called ''Melanie Higgles: Space Cheerleader''.

One year after the Diary of a Wimpy Kid: Dog Days (film), while at the Corny's family restaurant, the Heffley family — consists of Greg Heffley, Rodrick, Frank, Susan and Manny — plans to take a road trip across the USA to attend Meemaw's 90th birthday. However, after Greg and Rowley rescue his younger brother Manny, who got stuck inside a tube in the play area, Greg ends up in a ball pit with a diaper stuck on his hand, startling him. He subsequently becomes famous after the people around him record him and post the footage on the internet, leading Greg to be dubbed as "Diaper Hands", much to Greg's devastation.

Before NYC, college valedictorian Ben visits his trailer park loser dad. Same evening Ben argues with Larry about whose dad can kick the other dad's ass. Loser dad hears of this and tries to beat up doormat dad and chaos follows.

With his oldest daughter's wedding approaching, a father finds himself reluctant to let go.

The Heffley family attends a pool party at the community pool, where the family meets Lenwood Heath, a former trouble-making friend of Rodrick who is now a model student after attending a prep school known as Spag Union. Greg's father Frank thinks about enrolling Greg there. Greg's summer vacation starts off badly: Frank bans video games in anger at Greg's laziness, and his mother Susan starts a book club for all the boys in the neighborhood, but she does not see their books as real literature causing the boys to never come back the next day. Frank is also getting jealous of the neighbor's athletic kids, and after his video game ban, Susan forces Frank and Greg to bond with each other: their bonding activities end in disaster.

The Heffley family attends a party at a roller rink, where Greg Heffley reunites with his best friend List of Diary of a Wimpy Kid characters#Rowley Jefferson, meets a new girl at school named List of Diary of a Wimpy Kid characters#Holly Elizabeth Hills who Greg instantly has a crush on, and reveals he passed on the Cheese Touch. During the party, his older brother List of Diary of a Wimpy Kid characters#Rodrick Heffley advises Greg to ask Holly to skate with him when Couples Skate begins and then interferes with Couples Skate by persuading a crowd of hooligans to enter the rink, along with replacing "Always (Atlantic Starr song)" by Atlantic Starr with a heavy metal music song. This prompts Greg's parents, List of Diary of a Wimpy Kid characters#Frank Heffley and List of Diary of a Wimpy Kid characters#Susan Heffley (who misunderstand this) to speak to Greg on the rink's public address system and then carry him off the rink. Greg, extremely angry with Rodrick for humiliating him, tries to tackle him, but he misses and in turn, lands in a little girl's birthday cake. She and her friends then furiously proceed to beat up Greg as the intro starts.

Amy (Mila Kunis) is now in a happy relationship with Jesse (Jay Hernandez) and is looking forward to having a simple Christmas. Her plans are derailed when her overly critical mother, Ruth (Christine Baranski), texts her to say that she is coming for Christmas.

A girl navigates life with two intellectually-disabled parents and an extended family that can't quite agree on the best way to help.

Eddie thinks it is time for his father to remarry. However, in his opinion his father's taste in women leaves much to be desired. He believes the girl next door would be a far better choice...