Chicago Party Aunt — Season 1

Sept 202125m

After one late night too many, Diane worries she’s out of step with the times but vows to school her nephew in living life.

Sept 202125m

Diane studies for a corporate test while Daniel moves in with her and begins job hunting, leading to some unfortunate encounters with city wildlife.

Sept 202124m

An unwanted senior citizen discount at Ribfest sends Diane on a quest to reassert her youth that runs into just one problem: she's getting older.

Sept 202124m

Diane and Bonnie's parents, Big Lou and Peg, fly in to tailgate at a Bears-Packers game, where a longstanding feud between rival families is reignited.

Sept 202125m

Hoping to score his first kiss, Daniel suits up for the Halloween costume party at Roscoe's Tavern, where Diane blabs a big secret about Gideon.

Sept 202123m

Mark overhears Bonnie saying he won't go the distance in the Chicago Marathon. Daniel is delayed in meeting the CEO of Kreativ Jus at the finish line.

Sept 202125m

Diane is thrilled to see the '85 Bears re-create the Super Bowl Shuffle at the Beefy Awards, but her son, Mikey, plans a dinner party for the same night.

Sept 202125m

On Christmas Eve, everyone has plans that don't involve Diane — until a glitchy voicemail has her panicked family searching hospitals to find her.

Dec 202225m

Diane seems to find a kindred soul in a new neighbor. Bonnie and Mark want to have a new baby, while Daniel is shocked while taking an art class.

Dec 202225m

Diane must wear a court-ordered breathalyzer bracelet, but it jeopardizes her living out one of her biggest dreams. Daniel's boss loses control.

Dec 202226m

Diane uses a dating app and matches with someone she least expected. Daniel starts seeing a professional baseball player for the Chicago Cubs.

Dec 202224m

Daniel doesn't want his Aunt Diane to know who he's dating because he fears what she may do. Diane tries dating a nice guy, for once.

Dec 202225m

Diane tries to find a way to cheer Daniel up, but they then get into a big fight. Mark goes to stay with Diane after he and Bonnie argue.

Dec 202224m

Diane wins a free mammogram and needs to see a specialist after the results, so Bonnie helps out. Daniel tries to overcome his anxiety over driving.

Dec 202225m

Diane partners with Gideon to sell homemade lotion but its secret ingredient proves costly. Bonnie wants to return to work as an event planner.

Dec 202229m

Gideon wants to take their lotion global, but Diane has second thoughts. Mark and Bonnie have financial trouble and may need to sell the condo.