A fateful event sends shockwaves through a community on the South Side of Chicago and connects the lives of Brandon, Ronnie, Emmett and Kevin in wholly unexpected ways.
Brandon reels from a loss as Ronnie realizes he’s made a grave mistake. Meanwhile, Emmett’s carefree life is upended. Best friends Papa and Jake taunt Kevin over his school crush Andrea. Detective Cruz is shaken by conflicting clues in the investigation.
Brandon asks Kevin for help. Laverne and Greavy make a life-changing decision. Meanwhile, Amir looks to capitalize on Emmett's side gig while Quentin returns to town to launch his own investigation.
Brandon seeks refuge after Jerrika kicks him out. A physically and mentally ailing Ronnie runs into Rafiq. Meanwhile, Quentin takes a valued item from Trice while Kevin's quest ends with Brandon making a bad deal with Reg.
A neighborhood block party brings Brandon, Ronnie, Emmett and Kevin together. Brandon has a confrontation with Ronnie and gets surprised by Jerrika.
Brandon’s actions jeopardize his relationship with Jerrika. Ronnie uncovers secrets about his surrogate son’s past and gives a crucial piece of information to the police. Meanwhile, Emmett’s shoe hustle goes awry.
Brandon compromises his employment by defending a co-worker. Emmett spends an eye-opening day with Quentin. At the roller rink, Kevin tries to get Andrea's attention.
Brandon branches out on his own, while Emmett searches for his son after Tiffany takes him away. Ronnie seeks redemption at a mosque where he meets Rafiq. Kevin tries to stop his best friend from going down a dark path.
Brandon attempts a reconciliation with Jerrika, but struggles to establish his business. Kevin realizes he can't stop Jake. Emmett reels when Jada is offered a job in another state.
Ronnie faces his past crimes. Meanwhile, Brandon's plan to finance his business goes awry. Kevin stars in the school play and attends a cast party with his friends. Emmett decides to fight for full custody. Season finale.
Brandon deals with an unfortunate turn of events that takes him back to Reg. Jada makes a decision that forces Emmett to grow up. Kevin, Jake and Papa hatch a plan to do a project for school. Ronnie takes an inmate under his wing.
Brandon begrudgingly puts on a front to help Jerrika land a new client. Reg must answer to the leadership of the 63rd St. Mob. Ronnie reels from devastating news and makes a deal with an inmate. Emmett adjusts to his new living situation and starts another side hustle with Amir. Kevin is forced to make a difficult decision. New Detective Toussaint investigates a South Side home invasion.
Brandon gets a new opportunity. Kevin and Maisha form an unlikely friendship. Emmett takes on more responsibility at work. Cruz deals with blowback from Ronnie’s confession. Ronnie receives some shocking news. Toussaint gets a lead on her case.
Brandon stresses over The After Taste Food Competition and makes a deal with Emmett, while an accident at Sonny’s threatens Emmett’s job. Kevin, Jake and Papa cause mayhem on picture day at school. Ronnie adjusts to a new life he didn’t expect. Reg gets called on the carpet by Douda and a revelation comes to light.
Brandon and Emmett come together for some Chicago summertime fun on one of the hottest days of the year. Kevin deals with a death in the family. Ronnie reconnects with Rafiq and gets some helpful advice. Toussaint and Cruz make a major move on the home invasion case. Reg and Douda form a plan to fix the gang’s problem.
Brandon competes in the finals of The After Taste Food Competition. Emmett tries to smooth things over with the women in his life. Kevin and Jake get into a fight, while Kevin’s friendship with Maisha blossoms. Ronnie and Jada grow closer after a family secret comes to light.
Detective Cruz is left to make a difficult choice. Brandon gets some insight into Douda's past. Jerrika drops a bomb about her career. Emmett tries to figure out who Keisha is dating. Ronnie opens up to Jada, who helps him heal old wounds.
Brandon takes a big step with Jerrika. A new opportunity forces Emmett's hand. Kevin makes a new friend and a fateful decision. Ronnie spirals out of control.
Brandon and Emmett hatch a plan. Emmett starts his new job. Ronnie deals with the consequences of his actions. Kevin gets into hot water with his mom. Detectives Toussaint and Cruz make an exciting discovery.
Brandon is faced with a life-altering decision. Emmett takes a step toward adulthood and Kevin tries out a new look. A trip down South leads Ronnie to confront his demons. Detectives Toussaint and Cruz make a big arrest.
A wedding alters Kevin and Kiesha's lives. Emmett juggles his business and his growing family. Ronnie struggles to find his way. Jake's estranged brother Trig lands back in town on a mission.
Kevin rallies Papa and Jake for help. Emmett finds a short-term solution to his food shortage problem. Jada samples the dating scene and a local trap kitchen run by Dom. Trig devises a plan to get custody of his brother Jake from Douda.
The Williams family goes into a tailspin. Emmett and Tiff devise a plan to move in with Jada while he gets his new business off the ground. Ronnie gets a not-so-friendly reminder that his neighborhood has a long memory of his past deeds.
Ronnie finds a new calling in his bid for redemption. Emmett lets his dad Darnell and his insecurities get the best of him. Kevin is weighed down by a lie. The mayoral race heats up when candidates Douda and Camille Halloway face off.
Ronnie’s memories threaten to drown his progress. An unexpected visit threatens Trig’s battle to get custody of Jake. Kevin and his friend’s adventure tests the limits of their fight-or-flight instincts. Emmett capitalizes on a predicament. Jada meets Tomas’ family.
Kevin’s birthday finds him in far from a celebrating mood. Ronnie takes his grandmother Ms. Ethel on a whirl back in time. Emmett goes on a cannabis run with Tiff. Douda’s campaign hits another speed bump when a past wound draws fresh blood.
Ronnie laments a loss. Emmett and Dom get help from landlord Zeke in their new effort. Kiesha is resigned to her fate but vows to fight. Jemma melts Kevin’s heart. Politics pit Douda against Camille.
Kiesha remains trapped in her own personal nightmare while Kevin, Nina and Dre worry about the future. Emmett and Jada bring comforting words and food to the Williams’. Ronnie hopes to be absolved of his past transgressions.
Ronnie is praised by his church community, while others won't let him forget his mistakes. Emmett and Dom prepare for their grand opening. Kevin tries to balance obligations.
Ronnie finds absolution. Emmett and Tiff take a step toward their future. Trig plays his final card against Douda. Life events mature Kevin, Jake and Papa.
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.
Tiff discovers a possible solution to her ongoing relationship woes with her new husband Emmett. Mayor Douda, Tracy and Trig decide it's time to take community protection into their own hands. Meanwhile, Kevin and Jemma hit a rough patch in their relationship.
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 care of the trap house for good. Kevin journeys to the West Side with a new friend. Papa teaches Jake how to woo his lady. Nina and Dre throw Kiesha an impromptu party.
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 quality time with Jada. Jake and Jemma attend the spring formal. Tensions between Douda and Marcus rise. Kevin makes his move on Lynae. Trig gets caught up 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.
Emmett attempts to win Tiff back. Kiesha looks to start a new chapter for her and her son. Kevin takes his passion to a new level. Jake tries out for the basketball team. Papa’s announcement at the school pep rally quickly takes a turn for the worse. Jada hits a roadblock in her relationship with Suede. Trig takes a major step while continuing his efforts to protect the community. Douda and an old face return to visit Tracy.
Emmett’s co-parenting struggles lead him to some questionable advice. Jake reconnects with someone from his past. Kiesha’s college housing plans go awry. Tiff’s relationship with Rob heats up. Kevin sets his sights on a new love interest while navigating his gaming club. Papa struggles with being cancelled. Jada reveals a secret to Suede. Trig considers a new role in the community.
Emmett and Kiesha bond over being single parents. A discovery prompts Jada to confront Suede. Trig and Jake enjoy Christmas morning with their family. Papa tries and fails to apologize. Tiff and Rob’s relationship grows stronger after a holiday mishap. Douda delivers a Christmas miracle for the community.
Emmett helps Kiesha as she struggles with balancing motherhood and college. Trig and Shaad canvas the community. Jemma confronts Jake. Douda issues Tracy an ultimatum.
Kiesha and Emmett's relationship takes a turn. Jemma and Jake confront the truth. Kevin attends a cosplay party. Trig finds an unexpected connection. Papa and Bakari bond.
Emmett comes clean. Darnell and Jada have a romantic date night. A big gaming win takes Kevin’s life in a new direction. Jemma makes a decision. Trig struggles with maintaining his truth.
Emmett and Tiff must unite as co-parents after learning unexpected news about their son. Kiesha gets advice from her counselor. Kevin struggles to balance dating and his gaming competitions. A shocking event leaves Jemma, Papa and Jake to deal with the aftermath.
Valentine’s Day brings unexpected developments. Trig and Shaad hit the town, while Jada and Darnell’s plans are ruined. Emmett makes a mature decision. Jake and Jemma’s day together ends in a confession. Kiesha and Tiff meet up.
Emmett and Kiesha explore the day. Tiff opens up to Rob. Kevin is confronted by his parents after they find a shocking discovery. Jake and Papa’s friendship is tested. Jada and Darnell make plans, while Douda makes a fateful decision.
Emmett supports Jada. Kiesha and Tiff come to a resolution. Pressure mounts on Douda. Trig makes a life-altering decision.
Emmett’s new venture yields big results for his bottom line but strains his personal life. Kiesha and Jake chart exciting new career paths. Victor awaits the election results. Kevin’s freedom comes at a cost. Papa falls for an older woman, while Jada advises her single friends. Douda makes a deal.
Emmett and Kiesha take a big leap while Shaad launches a new business with Deja’s help. Jamal returns to town on a mission. Papa struggles with his faith and Pastor Stanley’s interfering. Rob and Tiff make a potentially life-altering connection.
Emmett contends with an unexpected gift. Victor surprises Fatima. Lynae starts to doubt Bakari’s intentions. Papa defends Kenya. Darnell issues a warning, while Rob looks for clues.
A welcome new development in Douda’s life is complicated by Roselyn. The strains of their busy lives wear on Emmett and Kiesha. Tiff and Rob make strides with their business. Papa introduces Kenya to the crew, while Maisha questions Jemma’s dedication. The men of The Chi turn to each other for support.
Kevin, Jake, Papa and the crew celebrate a major milestone. Emmett questions Douda. Kiesha asks for help. Jamal issues a warning to Bakari. Shaad makes a potentially life-altering decision.
Pressure mounts on Victor. Emmett makes Douda an offer. A defiant Papa tests his father Pastor Stanley’s patience. Dre’s actions spark doubt in Nina. Kevin celebrates a major achievement.
The community reels at a loss. Jake’s sage advice to Victor provides clarity. A past memory sparks a breakthrough for Kiesha. Bakari confronts Nuck. Nina makes a startling confession.
The aftermath of unexpected events ripples through the city. Darnell makes a bold offer. Alicia confronts Tiff.
Kevin, Papa, and Jake give advice about handling questions from adults.
Kevin, Papa, and Jake talk about going to school on the South Side.
Kevin, Papa, and Jake talk about what they want to do when they grow up.
Kevin, Papa, and Jake discuss the pros and cons of living outside the law on the South Side.
