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Halloweener Circle
Chicago Party Aunt - S1 - E5
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.
Chicago Party Aunt: Season 1 - 16 Episode s
1x1 - Chicago Party Aunt
September 17, 2021
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.
1x2 - Helicopter Aunt
September 17, 2021
Diane studies for a corporate test while Daniel moves in with her and begins job hunting, leading to some unfortunate encounters with city wildlife.
1x3 - Ribs for Her Pleasure
September 17, 2021
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.
1x4 - Tailgate Jailgate
September 17, 2021
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.
1x5 - Halloweener Circle
September 17, 2021
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.
1x6 - Twenty-Six Point Tattoo
September 17, 2021
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.
1x7 - The Beefys
September 17, 2021
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.
1x8 - Emergency Contact
September 17, 2021
On Christmas Eve, everyone has plans that don't involve Diane — until a glitchy voicemail has her panicked family searching hospitals to find her.
1x9 - Doppel Änger
December 30, 2022
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.
1x10 - St. Patrick's Day
December 30, 2022
Diane must wear a court-ordered breathalyzer bracelet, but it jeopardizes her living out one of her biggest dreams. Daniel's boss loses control.
1x11 - Go Scratch
December 30, 2022
Diane uses a dating app and matches with someone she least expected. Daniel starts seeing a professional baseball player for the Chicago Cubs.
1x12 - Swing and a Ms.
December 30, 2022
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.
1x13 - Empire State of Mind
December 30, 2022
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.
1x14 - Tits Up, Tits Out
December 30, 2022
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.
1x15 - Breaking Balm
December 30, 2022
Diane partners with Gideon to sell homemade lotion but its secret ingredient proves costly. Bonnie wants to return to work as an event planner.
1x16 - Lotion Commotion
December 30, 2022
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.