Lily Manning, separated from her husband, and Rick Sammler, divorced for 3 years, meet by chance when her daughter, Grace, injures her ankle in a soccer game. They go out on a date, and are instantly attracted to each other.

Rick and Lily ponder taking their relationship to the next level.

Rick and Lily's families gather at the school carnival. Lily and Karen, who don't know of each other at this point, are paired to work together in a booth there.

Lily and Rick deal with the ghosts of their failed marriages. Rick's becoming consumed with a project at work triggers Lily's memories of Jake doing the same thing in their marriage, causing its downfall. Meanwhile, Eli's frustration with his schoolwork reaches new depths.

Lily and her family cope with a life-altering accident.

Lily and Rick try to blend their families together, but it doesn't go smoothly. Jesse has trouble adjusting to high school.

It's Thanksgiving and that means both the Sammler's and Manning's get together for dinner, whether they want to be there or not. It turns out that the two mothers get along quite well. It's Rick and his mom that have issues. She questions whether Rick knows that his children aren't doing as well as he would like to think. Barbara sees her son Aaron for the first time since Phil's funeral.

Jesse is taken to a psychiatrist to find out why she isn't eating. Karen's firm is hired to oppose the building of Miles' building -- the one Rick is designing.

Karen finds out that a grand jury is being impaneled to investigate the Atlantor project. The District Attorney wants Karen to help them, but she is reluctant. She acts nervously around Rick and refuses to discuss the investigation with him. Rick is subpoenaed to appear before the grand jury investigation of Atlantor. Allegations of bribery and arrests are floated about. Lily forces Christie not to print an unsubstantiated story concerning the grand jury. Rick fills his kids in on the situation. He finally talks to Miles, but Miles doesn't give him any assurances or definite answers. However, he does reveal that he has cancer, and it's advancing throughout his body rapidly, so he might not be around if the case goes to trial. Rick undergoes five hours of questioning by the grand jury. The episode ends with the Cook County sheriff arriving with a search warrant to search Rick's apartment...

Miles gets indicted and work on the Atlantor project is indefinitely suspended. Rick is invited to appear on a local talk show to tell his side of the story. But instead, he gets ambushed by the host on the air and leaves in the middle of the interview. The DA working on the case does everything but say that he is interested in Karen. They steal a ""moment"" at an awards dinner they both attended. After drinking a lot a a bar with co-workers, Rick comes home and get into an argument with Lily. Rick goes to Miles' suite and angrily confronts an obviously dying Miles. Rick rambles on to Lily about why she shouldn't marry him, but Lily tells him that she does want to marry him - faults and all.

As the two families merge into one house, disagreements over Jesse and Zoe's room decorations dominate the breakfast discussion. Lily's employer, Pages Alive, shuts down, so she's out of a job. Eli's busted for marijuana possession following a car accident. The officer finds Coop's marijuana in the car. This renews Karen's demands that Eli get a job and give up music. Lily, however, has a different opinion. Karen also talks with Rick about Eli living with her for a while. Predictably, Rick gets caught in the middle. Rick finally stands up to Karen and says that Eli will be okay. In the end, Eli ignores his mother's wishes and gets a job in a recording studio and continues to live with Rick and Lily.

Rick and Lily face more life-altering decisions when he is offered a major architectural position in Australia and she is offered a chance to take her Chicago-based radio show into national syndication.

The Series Finale Episode concludes with this show's traditionaly black and white breaking of the fourth wall but this time, its the actors and not the characters as they speak about the realtionships formed amid the cast and what the show has meant to them.