Now that Donnie and Jenny have purchased their house in Chicago, they need to move out of their New Jersey townhouse. After a whirlwind day of dates to say goodbye to New York City, Jenny worries that Donnie doesn't actually want to move back because he loves their adopted city so much.

Donnie, Jenny and Evan are in LA to spend some quality family time together before Donnie hits the road with New Kids On the Block for two months.

Donnie and Jenny are in LA for the final week of rehearsals before New Kids On the Block go on tour. Unfortunately Jenny has to go back to Chicago to take Evan for an important doctor's appointment, meaning she'll miss opening night. Donnie confides in his band-mate, Danny, how disappointed he is that Jenny can't make it.

Jenny settles into the new family home in Chicago while Donnie is on tour; Johnny and Danny hatch a plan to help remind Donnie what it means to be a pop star.

After losing another family pet, Macky brings Evan chickens to lift his spirits; Jenny sends Macky out on tour with Donnie; Macky hits on the band's fans.

Jenny and Donnie focus on blending their families; Jenny and Elijah join Donnie for a concert in New York; Elijah and Evan bond at a local fair in Chicago; the New Kids on the Block visit their former school.

New Orleans performer Big Freedia encourages Donnie to return to Chicago for Evan's birthday; Jenny brings Evan to the hospital following an unexpected injury.