#1
United Center, Pilsen, West Town & the West SideUser:JeremyA · CC BY-SA 2.5 · Wikimedia CommonsSat, Oct 3, 2026 · 7:30pm
Doja Cat – Tour Ma Vie World Tour
Doja Cat brings her Tour Ma Vie World Tour to United Center.
One Day Only
Date night in Chicago Saturday Night, Oct 3
Stumblday's hand-checked ranking of the best date night in Chicago on Saturday night, Oct 3: 9 picks, refreshed weekly.
9 picks · checked Sep 10
9 picks
United Center, Pilsen, West Town & the West SideUser:JeremyA · CC BY-SA 2.5 · Wikimedia Commons#1Sat, Oct 3, 2026 · 7:30pm · One Day Only
United Center, Pilsen, West Town & the West SideUser:JeremyA · CC BY-SA 2.5 · Wikimedia CommonsDoja Cat – Tour Ma Vie World Tour
Doja Cat brings her Tour Ma Vie World Tour to United Center.
#2
Orchestra Hall, Symphony Center, Downtown, the Loop & West LoopI'm nonpartisan · CC BY-SA 3.0 · Wikimedia CommonsRuns through Oct 4, 2026
Mäkelä Conducts Mahler 9
Mäkelä leads the orchestra through Mahler's Ninth at Orchestra Hall.
One Weekend Only
#2Runs through Oct 4, 2026 · One Weekend Only
Orchestra Hall, Symphony Center, Downtown, the Loop & West LoopI'm nonpartisan · CC BY-SA 3.0 · Wikimedia CommonsMäkelä Conducts Mahler 9
Mäkelä leads the orchestra through Mahler's Ninth at Orchestra Hall.
#3
The Yard at Chicago Shakespeare Theater, Navy Pier, Downtown, the Loop & West LoopSeptember 11–October 18, 2026; selected performances
Play On! — Chicago Shakespeare Theater
Duke Ellington’s music carries Twelfth Night’s disguises and romantic mix-ups into 1930s Harlem in Play On!
Limited Run
#3September 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
Duke Ellington’s music carries Twelfth Night’s disguises and romantic mix-ups into 1930s Harlem in Play On!
#4
Goodman Albert Theatre, Downtown, the Loop & West LoopRuns through Oct 4, 2026
The Goodman Premieres The 7 Fingers’ THE Attic – Things I’VE Seen While Lying ON MY Back
The Goodman premieres a 7 Fingers acrobatic theater piece set inside an attic.
Limited Run
#4Runs through Oct 4, 2026 · Limited Run
Goodman Albert Theatre, Downtown, the Loop & West LoopThe Goodman Premieres The 7 Fingers’ THE Attic – Things I’VE Seen While Lying ON MY Back
The Goodman premieres a 7 Fingers acrobatic theater piece set inside an attic.
#5
Radius - Chicago, 640 West Cermak Rd, Downtown, the Loop & West LoopSat, Oct 3, 2026 · 10:00pm
Rupaul (18 and Over with Valid Government ID)
RuPaul takes the decks at Radius for an Auris house-and-disco night.
Limited Run
#5Sat, Oct 3, 2026 · 10:00pm · Limited Run
Radius - Chicago, 640 West Cermak Rd, Downtown, the Loop & West LoopRupaul (18 and Over with Valid Government ID)
RuPaul takes the decks at Radius for an Auris house-and-disco night.
#6
The Vic Theatre, Lincoln Park, Lakeview & Wrigleyvilleswimfinfan from Chicago · CC BY-SA 2.0 · Wikimedia CommonsSat, Oct 3, 2026 · 7:30pm
Band-maid – Chicago, IL – World Tour 2026
Japanese rock band Band-maid brings its World Tour 2026 to The Vic Theatre.
One Day Only
#6Sat, Oct 3, 2026 · 7:30pm · One Day Only
The Vic Theatre, Lincoln Park, Lakeview & Wrigleyvilleswimfinfan from Chicago · CC BY-SA 2.0 · Wikimedia CommonsBand-maid – Chicago, IL – World Tour 2026
Japanese rock band Band-maid brings its World Tour 2026 to The Vic Theatre.
#7
Rosemont Theatre, Evanston & Oak ParkZol87 from Chicago, Illinois, USA · CC BY-SA 4.0 · Wikimedia CommonsSat, Oct 3, 2026 · 8:00pm
Cristian Castro – Nada Solo Exitos Tour
Cristian Castro plays his Nada Solo Exitos Tour at Rosemont Theatre.
One Day Only
#7Sat, Oct 3, 2026 · 8:00pm · One Day Only
Rosemont Theatre, Evanston & Oak ParkZol87 from Chicago, Illinois, USA · CC BY-SA 4.0 · Wikimedia CommonsCristian Castro – Nada Solo Exitos Tour
Cristian Castro plays his Nada Solo Exitos Tour at Rosemont Theatre.
#8
Steppenwolf Downstairs Theater, Lincoln Park, Lakeview & WrigleyvilleRuns through Oct 4, 2026
Topdog/Underdog
Steppenwolf's Downstairs Theater stages Topdog/Underdog, the two-brother drama.
Limited Run
#8Runs through Oct 4, 2026 · Limited Run
Steppenwolf Downstairs Theater, Lincoln Park, Lakeview & WrigleyvilleTopdog/Underdog
Steppenwolf's Downstairs Theater stages Topdog/Underdog, the two-brother drama.
#9
The Den Theatre, Logan Square, Wicker Park & BucktownFri, Oct 2, 2026 · 7:30pm$12 – $40
Refracted Theatre Company Presents “I’m Gonna Marry You Tobey Maguire”
The Den Theatre hosts Refracted Theatre Company's new play about Tobey Maguire, $12–$40.
One Weekend Only
#9Fri, Oct 2, 2026 · 7:30pm · One Weekend Only
The Den Theatre, Logan Square, Wicker Park & BucktownRefracted Theatre Company Presents “I’m Gonna Marry You Tobey Maguire”
The Den Theatre hosts Refracted Theatre Company's new play about Tobey Maguire, $12–$40.
