#1
Sun, Oct 11, 2026 · 7:00pm
Olivia Rodrigo – The Unraveled Tour
Pop star's arena tour opens its two-night Chicago stand, with Wolf Alice as special guest.
One Weekend Only
Things to Do in Chicago Sunday Night, Oct 11
Stumblday's hand-checked ranking of the best things to do in Chicago on Sunday night, Oct 11: 54 picks, refreshed weekly.
54 picks · checked Sep 21
54 picks
#1Sun, Oct 11, 2026 · 7:00pm · One Weekend Only
Olivia Rodrigo – The Unraveled Tour
Pop star's arena tour opens its two-night Chicago stand, with Wolf Alice as special guest.
Add to calendar#2
Humboldt (Alexander Von) Park, Humboldt Park, Logan Square, Wicker Park & BucktownGazeboJake · CC0 · Wikimedia CommonsSunday, October 11, 2026, 3:00–5:00 PMFREE
Chicago Latino Dance Festival at Humboldt
Eight companies dance free and outdoors in Humboldt Park, from Afro-Latin to folkloric styles.
FreeOne Day Only
#2Sunday, October 11, 2026, 3:00–5:00 PM · One Day Only
Humboldt (Alexander Von) Park, Humboldt Park, Logan Square, Wicker Park & BucktownGazeboJake · CC0 · Wikimedia CommonsChicago Latino Dance Festival at Humboldt
Eight companies dance free and outdoors in Humboldt Park, from Afro-Latin to folkloric styles.
Add to calendar#3
CIBC Theatre, Downtown, the Loop & West LoopOnasill - Bill Badzo - 144 Million Views from Canada · Public domain · Wikimedia CommonsThrough Oct 11, 2026
Operation Mincemeat: A New Musical
The Olivier-winning musical about a WWII deception plot built around a dead body.
One Weekend Only
#3Through Oct 11, 2026 · One Weekend Only
CIBC Theatre, Downtown, the Loop & West LoopOnasill - Bill Badzo - 144 Million Views from Canada · Public domain · Wikimedia CommonsOperation Mincemeat: A New Musical
The Olivier-winning musical about a WWII deception plot built around a dead body.
Add to calendar#4
Sun, Oct 11, 2026 · 7:00pm
Interpol – 2026 North American Tour
The band's North American tour hits the Salt Shed, with DIIV as special guest.
One Day Only
#4Sun, Oct 11, 2026 · 7:00pm · One Day Only
Interpol – 2026 North American Tour
The band's North American tour hits the Salt Shed, with DIIV as special guest.
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#5
Steppenwolf Downstairs Theater, Lincoln Park, Lakeview & WrigleyvilleFri, Oct 9, 2026 · 7:30pm
Topdog/Underdog
Topdog/Underdog follows brothers Lincoln and Booth, getting by in America, at Steppenwolf.
Limited Run
#5Fri, Oct 9, 2026 · 7:30pm · Limited Run
Steppenwolf Downstairs Theater, Lincoln Park, Lakeview & WrigleyvilleTopdog/Underdog
Topdog/Underdog follows brothers Lincoln and Booth, getting by in America, at Steppenwolf.
Add to calendar#6
Jonquil Park, Lincoln Park, Lakeview & WrigleyvilleWarren LeMay from Chicago, IL, United States · CC BY-SA 4.0 · Wikimedia CommonsOctober 9–11, 2026; Friday 5–10pm, Saturday 11am–10pm, Sunday 11am–7pmGeneral admission from $30
Lincoln Park Wine Fest
The 10th Lincoln Park Wine Fest pours in two-hour sessions in a small neighborhood park; 21+.
One Weekend Only
#6October 9–11, 2026; Friday 5–10pm, Saturday 11am–10pm, Sunday 11am–7pm · One Weekend Only
Jonquil Park, Lincoln Park, Lakeview & WrigleyvilleWarren LeMay from Chicago, IL, United States · CC BY-SA 4.0 · Wikimedia CommonsLincoln Park Wine Fest
The 10th Lincoln Park Wine Fest pours in two-hour sessions in a small neighborhood park; 21+.
Add to calendar#7
Studebaker Theater, The Loop, Downtown, the Loop & West LoopAlexanderUtz · CC BY-SA 4.0 · Wikimedia CommonsSunday, October 11, 2026, 6:30 PMTicketed via the Fine Arts Bu…
Exile in Bookville Presents Hernan Diaz in Conversation with Greta Johnsen
The Pulitzer winner's follow-up to Trust, in conversation at the 1898 Studebaker.
Limited Run
#7Sunday, October 11, 2026, 6:30 PM · Limited Run
Studebaker Theater, The Loop, Downtown, the Loop & West LoopAlexanderUtz · CC BY-SA 4.0 · Wikimedia CommonsExile in Bookville Presents Hernan Diaz in Conversation with Greta Johnsen
The Pulitzer winner's follow-up to Trust, in conversation at the 1898 Studebaker.
Add to calendar#8
Chicago Botanic Garden, Glencoe, Far Suburbscultivar413 · CC BY 2.0 · Wikimedia CommonsFriday–Sunday, October 9–11, 2026 · 6:30–10:30 PM nightlyAdults from $24 for nonmember…
Night of 1,000 Jack-o'-Lanterns
Seventy-five giant pumpkins, live carving and performers light a three-night garden walk.
One Weekend Only
#8Friday–Sunday, October 9–11, 2026 · 6:30–10:30 PM nightly · One Weekend Only
Chicago Botanic Garden, Glencoe, Far Suburbscultivar413 · CC BY 2.0 · Wikimedia CommonsNight of 1,000 Jack-o'-Lanterns
Seventy-five giant pumpkins, live carving and performers light a three-night garden walk.
Add to calendar#9
Griffin Museum of Science and Industry, Hyde Park, Bronzeville & the South SideSaturday–Sunday, October 10–11, 2026 · Start times 5–8:30 PM$40 adults
Escape the Museum: The Infinite Grid
A museum-wide escape game turns exhibits into clues across two after-hours nights.
ArtOne Weekend Only
#9Saturday–Sunday, October 10–11, 2026 · Start times 5–8:30 PM · One Weekend Only
Griffin Museum of Science and Industry, Hyde Park, Bronzeville & the South SideEscape the Museum: The Infinite Grid
A museum-wide escape game turns exhibits into clues across two after-hours nights.
Add to calendar#10
The Yard at Chicago Shakespeare Theater, Navy Pier, Downtown, the Loop & West LoopSeptember 11–October 18, 2026; selected performances
Play On! — Chicago Shakespeare Theater
A new play runs select dates at Chicago Shakespeare's Navy Pier stage.
Limited Run
#10September 11–October 18, 2026; selected performances · Limited Run
The Yard at Chicago Shakespeare Theater, Navy Pier, Downtown, the Loop & West LoopPlay On! — Chicago Shakespeare Theater
A new play runs select dates at Chicago Shakespeare's Navy Pier stage.
Add to calendar#11
Paramount Theatre, Aurora, Far SuburbsJoseph Gage · CC BY-SA 2.0 · Wikimedia CommonsThrough Oct 11, 2026From $34 in person
Mean Girls
The Chicago-area premiere of the Tina Fey musical, a big Equity production in Aurora from $34.
Limited Run
#11Through Oct 11, 2026 · Limited Run
Paramount Theatre, Aurora, Far SuburbsJoseph Gage · CC BY-SA 2.0 · Wikimedia CommonsMean Girls
The Chicago-area premiere of the Tina Fey musical, a big Equity production in Aurora from $34.
Add to calendar#12
Sun, Oct 11, 2026 · 8:00pm
Metaphor: ReFantazio Orchestra Concert
A live orchestra plays Shoji Meguro's score for the ATLUS RPG, touring after selling out in Japan.
One Day Only
#12Sun, Oct 11, 2026 · 8:00pm · One Day Only
Metaphor: ReFantazio Orchestra Concert
A live orchestra plays Shoji Meguro's score for the ATLUS RPG, touring after selling out in Japan.
Add to calendar#13
Aragon Ballroom, 1106 W Lawrence, Andersonville, Uptown & Lincoln SquareSun, Oct 11, 2026 · 6:00pm
Taste of Chaos: Hollywood Undead & In This Moment
This touring concert plays the Aragon Ballroom's big room for one night only.
Limited Run
#13Sun, Oct 11, 2026 · 6:00pm · Limited Run
Aragon Ballroom, 1106 W Lawrence, Andersonville, Uptown & Lincoln SquareTaste of Chaos: Hollywood Undead & In This Moment
This touring concert plays the Aragon Ballroom's big room for one night only.
Add to calendar#14
Music Box Theatre, Southport Corridor, Lakeview, Lincoln Park, Lakeview & WrigleyvilleSunday–Monday, October 11–12, 2026 · Sun 7–10 PM; Mon 5–11 PM$20 individual programs
Cinema Femme Short Film Festival 2026
The festival opens Sunday, then pairs a panel with two shorts programs.
One Weekend Only
#14Sunday–Monday, October 11–12, 2026 · Sun 7–10 PM; Mon 5–11 PM · One Weekend Only
Music Box Theatre, Southport Corridor, Lakeview, Lincoln Park, Lakeview & WrigleyvilleCinema Femme Short Film Festival 2026
The festival opens Sunday, then pairs a panel with two shorts programs.
Add to calendar#15
Fri, Oct 9 · 7 PM; Sat, Oct 10 · 7:30 PM; Sun, Oct 11 · 2 PM
Music Theater Works Presents: Escape to Margaritaville
Music Theater Works stages Escape to Margaritaville at the North Shore Center.
One Weekend Only
#15Fri, Oct 9 · 7 PM; Sat, Oct 10 · 7:30 PM; Sun, Oct 11 · 2 PM · One Weekend Only
Music Theater Works Presents: Escape to Margaritaville
Music Theater Works stages Escape to Margaritaville at the North Shore Center.
Add to calendar#16
Smart Museum of Art, Hyde Park, Bronzeville & the South SideSunday, October 11, 2026 · 4–5 PMFREE
teamLab & Allison Martino in Conversation
A teamLab member and the exhibition curator discuss the collective’s creative practice.
FreeOne Day Only
#16Sunday, October 11, 2026 · 4–5 PM · One Day Only
Smart Museum of Art, Hyde Park, Bronzeville & the South SideteamLab & Allison Martino in Conversation
A teamLab member and the exhibition curator discuss the collective’s creative practice.
Add to calendar#17
Green Mill Cocktail Lounge, Uptown, Andersonville, Uptown & Lincoln SquareKenneth C. Zirkel · CC BY-SA 4.0 · Wikimedia CommonsSaturdays at 3pm (doors 1pm); no end date announcedFREE
The Paper Machete
The script is new every week at this free two-hour show in the Green Mill, a bar since 1907.
FreeLimited Run
#17Saturdays at 3pm (doors 1pm); no end date announced · Limited Run
Green Mill Cocktail Lounge, Uptown, Andersonville, Uptown & Lincoln SquareKenneth C. Zirkel · CC BY-SA 4.0 · Wikimedia CommonsThe Paper Machete
The script is new every week at this free two-hour show in the Green Mill, a bar since 1907.
Add to calendar#18
Park West, Lincoln Park, Lakeview & WrigleyvilleSun, Oct 11, 2026 · 7:00pm
Kanan Gill: Not This Again
Comedian Kanan Gill brings a brand-new stand-up show to Park West.
One Day Only
#18Sun, Oct 11, 2026 · 7:00pm · One Day Only
Park West, Lincoln Park, Lakeview & WrigleyvilleKanan Gill: Not This Again
Comedian Kanan Gill brings a brand-new stand-up show to Park West.
Add to calendar#19
Northlight Theatre, Evanston, Evanston & Oak ParkSeptember 9 – October 25, 2026 (extended)Ticketed
The Front Page
The classic Chicago newspaper comedy continues its extended run at Northlight in Evanston.
Limited Run
#19September 9 – October 25, 2026 (extended) · Limited Run
Northlight Theatre, Evanston, Evanston & Oak ParkThe Front Page
The classic Chicago newspaper comedy continues its extended run at Northlight in Evanston.
Add to calendar#20
Arcada Theatre, St. Charles, Far SuburbsSaturday, October 10 and Sunday, October 11, 2026, 7:00 PMTicketed via the Arcada Theat…
W.a.s.p. – 1984 to Headless, with special guest KK's Priest
W.a.s.p. – 1984 to Headless, with special guest KK's Priest has enough weekend energy to earn a spot on the board.
One Weekend Only
#20Saturday, October 10 and Sunday, October 11, 2026, 7:00 PM · One Weekend Only
Arcada Theatre, St. Charles, Far SuburbsW.a.s.p. – 1984 to Headless, with special guest KK's Priest
W.a.s.p. – 1984 to Headless, with special guest KK's Priest has enough weekend energy to earn a spot on the board.
Add to calendar#21
Begyle Brewing and Dovetail Brewery, Ravenswood, Andersonville, Uptown & Lincoln SquareSaturday, October 10, 11:00 AM–9:00 PM, and Sunday, October 11, 11:00 AM–8:00 PM, 2026$5 suggested donation at the…
Oktoberfestiversary
Oktoberfestiversary has enough weekend energy to earn a spot on the board.
One Weekend Only
#21Saturday, October 10, 11:00 AM–9:00 PM, and Sunday, October 11, 11:00 AM–8:00 PM, 2026 · One Weekend Only
Begyle Brewing and Dovetail Brewery, Ravenswood, Andersonville, Uptown & Lincoln SquareOktoberfestiversary
Oktoberfestiversary has enough weekend energy to earn a spot on the board.
Add to calendar#22
Mandel Hall, University of Chicago, Hyde Park, Bronzeville & the South SideSun, Oct 11, 2026 · 3:00pm
CSO Chamber Music at the University of Chicago
Six Chicago Symphony players fill Mandel Hall with a food-themed program, Martinu included.
One Day Only
#22Sun, Oct 11, 2026 · 3:00pm · One Day Only
Mandel Hall, University of Chicago, Hyde Park, Bronzeville & the South SideCSO Chamber Music at the University of Chicago
Six Chicago Symphony players fill Mandel Hall with a food-themed program, Martinu included.
Add to calendar#23
The Factory Theater, Andersonville, Uptown & Lincoln SquareFri, Oct 9, 2026 · 7:30pm$30
The Factory Theater Presents the World Premiere of “Radical Futures”
The Factory Theater Presents the World Premiere of “Radical Futures” has enough weekend energy to earn a spot on the board.
One Weekend Only
#23Fri, Oct 9, 2026 · 7:30pm · One Weekend Only
The Factory Theater, Andersonville, Uptown & Lincoln SquareThe Factory Theater Presents the World Premiere of “Radical Futures”
The Factory Theater Presents the World Premiere of “Radical Futures” has enough weekend energy to earn a spot on the board.
Add to calendar#24
Drury Lane Theatre, Oakbrook Terrace, Far SuburbsAugust 19–October 18, 2026Tickets via Drury Lane box of…
The Buddy Holly Story
Buddy Holly’s songs drive this biographical musical at Drury Lane Theatre.
Limited Run
#24August 19–October 18, 2026 · Limited Run
Drury Lane Theatre, Oakbrook Terrace, Far SuburbsThe Buddy Holly Story
Buddy Holly’s songs drive this biographical musical at Drury Lane Theatre.
Add to calendar