The couple bids farewell to New York while preparing to move to a new Chicago home; Donnie and Jenny search for a delicate way to tell Macky that he will not be moving in with them.

Donnie, Jenny and Evan spend some quality time together in Los Angeles; the family heads to Donnie's Simi Valley house to help pack up for the move to Chicago; Jenny and Jojo search for a gift for Donnie.

Donnie tries to hide his disappointment when Jenny has to travel back to Chicago for an important doctor's appointment and miss the opening night of the New Kids on the Block tour in Los Angeles.

Jenny battles indecisiveness while decorating the new family home in Chicago. She also ends up locking horns with her sister Lynette. On the road with the New Kids on the Block, Donnie is reminded what it means to be a pop star.

After losing another family pet, Macky brings an unwelcome gift of chickens to lift Evan's spirits. Jenny is at her wits end and sends Macky out on tour with Donnie. While Jenny has her hands full teaching Evan about responsibility with the chicks, Donnie gets in over his head as Macky hits on all the fans.

Jenny and Donnie focus on blending their families this week at events that take them all over the country. Jenny and Elijah join Donnie in NYC for a concert at Madison Square Garden, before attending an Autism Gala for Evan. Later that week, Elijah and Evan bond at a local fair in Chicago while Donnie and the other New Kids On The Block revisit their old school where they first performed.

Season Finale - Donnie reconnects with a friend in New Orleans during the NKOTB tour. Back home, plans for Evan's birthday party are derailed when he suffers an unexpected injury.

Donnie has his heart set on buying a new motorcycle to help him keep his edge now that they are settling into suburban life. As he struggles to pass his motorcycle test, Jenny has her own business to take care of at the DMV.

As Jenny and Donnie settle into their new home, they celebrate Donnie's first birthday in St. Charles. Meanwhile, Evan is diving head first into adolescence and Jenny fears her affectionate baby boy is gone forever.

As Donnie and Jenny have settled in to their St. Charles home, they've noticed an increased number of fans coming onto their property. Donnie and Jenny must come up with a creative idea to get some privacy and follow the rules at the same time.

Jenny has her hands full planning an anniversary gift for Donnie and working on the charity auction for Generation Rescue. With a little help from Donnie, the event turns out to be the biggest fundraiser in Generation Rescue's history.

Donnie is being honored at Chicago's South Shore High School, which happens to be only a few miles away from Jenny's childhood home. Joined by Jenny's family, the couple takes a trip down memory lane exploring all the places that shaped Jenny into who she is today.

Donnie and Jenny head to Dallas where Jenny is giving the keynote speech at an autism conference. Once they return home to St. Charles, Jenny wants to show Donnie what a huge impact he's had on her and Evan's life.

Elijah is coming to visit St. Charles and Donnie wants to build a fort for him in the woods behind their house. Unfortunately, Jenny is at home sick, so Donnie has to juggle taking care of Jenny while overseeing construction with Johnny.

When Jenny and her family head to Florida to pitch a show for the Home Shopping Network, Donnie and Macky stay behind to plan a surprise for when she gets back. After spending quality time together, Donnie has a proposition for Macky.

With Halloween just around the corner, Jenny must also face an even scarier event: her 42nd birthday the day after! Donnie has a couple tricks up his sleeve to take her mind off getting older.