Emmett's past threatens his new marriage. Kiesha wrestles with a decision that will affect the life of her unborn child. A run in with law enforcement leaves Kevin, Jake and Papa reeling. Douda tries to walk the line between gangster and mayor. Tiff and Dom go into business together. Marcus petitions to bring the Olympics to Chicago.

Emmett comes clean to Tiff. A college tour forces Kevin and Jake to consider their futures. Douda makes a decision that will change the face of Chicago. Jada gets some unexpected news. Papa starts a podcast. Trig reunites with an old friend.

Jake, Jemma and Kevin organize an on-campus protest. Emmett and Tiff set new boundaries for their relationship. Imani schemes to break a girl out of the 63rd St. Mob's trap house. Dre’s frequent disappearances leave Nina suspicious. Jada gives Emmett some unexpected news.

Douda, Roselyn and Marcus prepare for the gala. Kiesha goes into labor. Kevin and Jemma's relationship reaches a breaking point. Trig and Shaad have a falling out.

Kiesha adjusts to life after birth. Papa tries to broker peace between Kevin and Jake. Jada struggles under the weight of her condition. Nina’s suspicion of Dre reaches a peak. Tiff and Dom get a business opportunity.

Emmett and Tiff explore new things as a couple; Trig tries to counsel Jamal when he reaches his breaking point; Imani takes are of the trap house for good; Kevin journeys to the West Side with a new friend; Pap teaches Jake how to woo his lady

Kevin and Papa pull out all the stops to get their women back. Emmett treats Tiff to a night on the town. Kiesha and Christian get to know each other better.

Emmett and Darnell spend time with Jada; Jake and Jemma attend the spring formal; tensions between Douda and Marcus rise; Kevin makes his move; Trig gets caught in a mess he didn't create.

Emmett tells Tiff to make a decision. Imani and Shaad get a clean slate. Jake comes clean to Jemma. Trig gives Douda an ultimatum. Tracy throws a celebratory block party. Nina and Dre put their problems aside to help someone in need.