Fiona tries to prove the Gallagher home is suitable for rehabilitating a delinquent after receiving a letter from Carl's teacher; Lip gets busted taking the SAT for fellow students in exchange for cash; Kash and Ian are ashamed at their failure to stop a string of robberies at the Kash and Grab; Frank's poor business acumen continues to have negative consequences.
Fiona hopes her moral compass isn't leading her astray when she reconnects with her married high school crush, but when she finds an abandoned purse with over five hundred dollars inside, she assumes her luck is finally changing; Frank is willing to do just about anything to stay in Dottie's good graces, even marry her; after Harry's passing, Debbie becomes obsessed with death; Kevin thinks about buying the Alibi; Lip meets with a colonel to glean information for Ian about West Point; Jody asks Frank for Karen's hand in marriage.
Fiona deals with the consequences of sleeping with Craig when his angry wife shows up at the door; Debbie develops a stress-rash and Fiona wonders if she's putting too much responsibility on the kids; Sheila has made it all the way to the hair salon and Frank realizes his days in the Jackson household are numbered; no longer having sex with Karen, Lip tries to dig up dirt on Jody; Ian continues on the path to West Point; Carl house-sits with his friend, Little Hank; Ethel meets Malik, a boy on Kevin's youth basketball team.
Grammy Gallagher shows up on a medical furlough and tries to track down a former meth lab protege that owes her money; Sheila plans Karen's wedding reception; Fiona double dates with Steve and his Brazilian girlfriend, and discovers that Steve is married; Ethel reacts to Clyde's death; Frank discovers the identity of Eddie's insurance beneficiary.
Lip tries to get back in Karen's good graces by crafting a prenuptial agreement for her and Jody, while Ian continues to give Lip the silent treatment; Frank wants to kick Grammy out but Fiona resists until the basement meth lab explodes; Fiona is invited on a boat trip but doesn't realize Steve and his girlfriend are also attending.
With Grammy near death, Frank exits the house but walks in on Ian and Mickey locked in passion at the Kash and Grab; when Lip drops out of school, Fiona proposes a deal where they both earn their diplomas, but Lip acts out and gets himself expelled when he realizes that Karen plans to sell their baby to the highest bidder.
Monica returns to party and plot scams with Frank, but the rest of the family suspects she hasn't returned to stay; Fiona reconsiders her decision to kick Lip out of the house; Grammy's death affects everyone differently, and leaves Frank determined to make sure he gets every last penny his mother left behind; Sheila and Jody think Eddie's ghost is haunting the house.
Fiona starts to plan for her future now that Monica is back but her reprieve may be short-lived as Monica falls apart, spends the squirrel fund and gets arrested; Steve conspires to reunite Estefania with her true love so that he can be with Fiona; Lip and Ian learn the true identity of Mandy's baby; Sheila takes in a homeless crack addict.
It's a typical Gallagher nontraditional Thanksgiving that includes a suicide attempt by Monica, Carl shooting a bald eagle, and Karen going into labor; Steve agrees to allow Estefania's boyfriend to steal his identity; Ian sleeps with a businessman named Ned; Frank tries to get his share of his mother's money from his brother Clayton.
Ian begins to regain some of his senses - and finds himself under a mandatory hold at the psych ward. Meanwhile, Sammi is forced to take drastic measures to teach Frank a lesson. Plus, Fiona makes a decision regarding her potential romantic futures with Jimmy and/or Gus, Lip learns that his tuition is short twelve grand, Carl seizes an opportunity to make Chuckie his slave, and after V moves out, Svetlana moves in with Kev in exchange for the performance of some odd 'wifely duties.'
Fiona is confused by the status of her relationship when Gus announces he's leaving to go on tour. Meanwhile, Carl is asked by his boss to run drugs to Indiana; Frank sees a way to get revenge on Sammi by using Chuckie as the mule and having him busted; and Lip, still in need of tuition money, convinces Kev to come to the dorms and sell drugs. Plus, as Ian refuses to accept his bipolar diagnosis, Debbie is tasked with minding his new meds
Frank has a check-up with his uptight doctor, Bianca, who's cracking up after getting a terminal cancer diagnosis. Discovering she hasn't truly 'lived,' he agrees to be her tour guide to the seedier side of life. Meanwhile, Fiona preps an uncooperative Carl for his sentencing hearing. Plus, Lip sleeps with a professor on the assumption he's only days away from being kicked out, Ian realizes it's time to get back on his meds and Kev finds himself enjoying college life as campus 'rapewalker.'
Frank wakes up after a month-long coma to find no one missed him. Worried she isn't a good mother, Debbie takes a criminal approach to making sure Franny grows up wealthy. Meanwhile, Lip successfully completes rehab and is determined to stay "sober;" Carl looks into surgery after learning he's the only uncircumcised brother; and Ian gets a bad feeling about Caleb's friend Denise.
Ready to disown his family, Frank takes Liam under wing and starts a new life barricaded on the top floor of the Gallagher home. Fiona, meanwhile, adopts a new, relaxed attitude and starts running Patsy's Pies on her own terms. Debbie gets into trouble in the stroller business; Ian tries out heterosexuality; and Carl finds himself forced into abstinence.
Kevin, Veronica and Svetlana start a topless maid service. At the shelter, meanwhile, Frank makes new friends to replace his old family - leading them to a for-sale house converted into the Gallagher Home for the Homeless. Plus, Debbie's new lifestyle comes to an abrupt end; Carl gets a syphilis scare; Ian struggles with a breakup; and with Fiona on the run to clean up after her siblings, business at Patsy's hits the skids.
The Gallaghers find themselves with money to burn as Carl sells their inheritance from Monica. Fiona swears off random hookups to focus on her new apartment building. Lip deals with the sacrifice that comes with sobriety. Frank emerges out of a meth-induced haze to make amends for decades of depravity.
Frank re-lives his 20s and joins the workforce for the first time! Fiona grapples with evicting someone from her building. Lip works out a plan to sabotage Charlie's chances with Sierra. Ian and Carl make a troubling discovery about Monica. Kev says his goodbyes as he prepares to go under the knife.
A blast from the past shakes up Fiona's view of her life. Frank gets involved with Liam's school and becomes the most popular dad in the PTA. Lip learns getting laid is harder than anticipated when sober. Ian crosses a boundary with a kid from the youth center. Kev and V take a trip to meet his birth family.
As Fiona tries to raise the profile of the neighborhood, Ian helps Trevor to raise money for a new youth shelter. Meanwhile, Carl loses his scholarship and gets creative with securing the tuition, Lip stands up to a friend and gets hurt and Frank teaches the parents at Liam's school all about the working class.
Fiona is forced to reflect on her own life after a lonely tenant dies and the duty of cleaning out the apartment falls upon her. Meanwhile, Debbie has a pregnancy scare and winds up in a compromising position, Lip enlists Carl's help to search for his sponsor and Frank enjoys having his first-ever credit card.
Ian tests Fiona's patience and resolve by bringing a messy “Occupy Fiona” movement right to her front door. Lip struggles to get Professor Youens to court for his DUI trial. Meanwhile, a now unemployed Frank goes on a job hunt and Carl gets a feisty new rehab client with a plan to help him get the rest of his tuition.
Frank starts a booming import-export business. Fiona considers moving into her own place after Ford shows her a side of Chicago she's never seen. Meanwhile, Lip interviews new sponsors, Ian confronts a pastor trying to "pray the gay away" and Debbie deals with being unemployed while looking for a way to afford school and raise Franny.
Most of the parents of The Hopkins Academy PTA test positive for STDs and is revealed that Frank had extramarital affairs with all infected females. Ian makes friends in jail, and continues his Gay Jesus antics inside. Debbie fights for equal pay at work after finding out she was being paid less. Lip juggles taking care of Xan. Carl has to prove himself at military school, while Kassidi is waiting for him outside the school.
Fiona makes a play for a risky investment opportunity, ignoring Ford’s advice. Frank discovers the financial incentives of local politics. Carl bolsters his West Point application in unexpected ways. Debbie struggles to find allies in her battle against sexual harassment. Ian is overwhelmed by the growth of the Gay Jesus movement. Kev and V try to find the perfect preschool for the twins.
Frank faces obstacles in his new role as a campaign manager. Fiona prepares to close her real estate deal. Carl enlists V to help him get a West Point recommendation from a congressman. Xan’s medical emergency puts Lip in a compromising position. Debbie gets closer with her partner in crime. Ian embarks on a spiritual journey.
Election day puts Frank and Fiona in a head to head battle as they each try to round up votes for their candidates. Lip has to make an important choice about Xan’s future. Debbie gets in over her head with Alex. Carl’s killer instinct is put to the test. With his trial looming, Ian struggles to decide how to plead. 100th episode!
Frank employs Liam to help him chase down a romantic connection. Lip spends the day wrangling an alcoholic actress who hired him to be her sober companion. Fiona struggles to keep up with the demands of her new investment as Ford pushes her to get serious about their relationship. Kev and V run into trouble at the twins' preschool when show and tell goes awry.
Debbie finds Fiona at a low point and helps her pick up the pieces as Fiona continues to face pressure from Max Whitford on her investment hubris. Tami stumbles back into Lip's life. Frank enjoys the honeymoon period of his relationship with Ingrid, but reality interferes soon enough. Kev and V disagree about the future of their family.
Frank searches for ways to finance Ingrid’s vision for their future together. Fiona’s anger issues cause problems at Patsy’s. Lip is forced to confront his real feelings for Tami. Kelly’s father attempts to get in the middle of her relationship with Carl. Kev and V realize they are in over their heads with their latest fostering endeavor.
Frank meets his match in a fellow participant in the Hobo Loco competition. Fiona has a dark encounter at Patsy’s that scares her into cleaning up her act. Debbie throws herself into home improvements as she gets closer with Kelly. Carl gets a job that is more dangerous than it looks. Lip sees another side of Tami when they spend the day together.
The finals of the Hobo Games have arrived, and Frank faces off against his friend and greatest opponent while Ingrid grows anxious about his commitment to their future family. Lip prepares to officially adopt Xan, but his plans collide with Fiona’s partying. Debbie starts developing feelings for someone surprising, and Carl excels at the shrimp shack.
Feeling the pressure from Debbie, Frank sets out to make money to keep his place in the house, but Mikey has bigger plans for him. Lip is overwhelmed by the demands of a newborn, and Carl learns more about his mysterious new coworker at Captain Bob’s. Ian and Mickey struggle to keep the romance alive in prison.
Frank and Mikey set off on a day of adventure around the city in pursuit of Mikey’s dreams. Debbie discovers a new way to make money in the midst of a strike as Lip leans on his new friend for parenting advice. Carl gets more than he bargained for when he offers to help Anne. Liam grows suspicious of his seemingly perfect mentor.
Frank hatches the idea for a new scheme when an unexpected visitor shows up at the Gallagher house. With Tami back in the house, Lip struggles to give up control of Fred. Debbie’s fight for child support escalates and Carl tries to juggle multiple romantic prospects. Ian returns home and is immediately thrown in with a corrupt parole officer.