#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
Music in Pilsen, West Town & the West Side the Weekend of Oct 9–12, 2026
Stumblday's hand-checked ranking of the best music in Pilsen, West Town & the West Side the weekend of Oct 9–12, 2026: 7 picks, refreshed weekly.
7 picks · checked Sep 21
7 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
United Center, Near West Side, Pilsen, West Town & the West SideUser:JeremyA · CC BY-SA 2.5 · Wikimedia CommonsMonday, October 12, 2026, 7:00 PMTickets via Ticketmaster
Olivia Rodrigo: The Unraveled Tour – Night Two
The second of two United Center nights, on the holiday, is the other shot at a top pop act.
Limited Run
#2Monday, October 12, 2026, 7:00 PM · Limited Run
United Center, Near West Side, Pilsen, West Town & the West SideUser:JeremyA · CC BY-SA 2.5 · Wikimedia CommonsOlivia Rodrigo: The Unraveled Tour – Night Two
The second of two United Center nights, on the holiday, is the other shot at a top pop act.
Add to calendar#3
Thalia Hall, Pilsen, West Town & the West Sidevictorgrigas · CC BY-SA 3.0 · Wikimedia CommonsSaturday, October 10, 2026; doors 7:00 PMTicketed
Armand Hammer with Quelle Chris and Open Mike Eagle
Three sharp independent hip-hop acts share one bill at Thalia Hall in Pilsen.
Limited Run
#3Saturday, October 10, 2026; doors 7:00 PM · Limited Run
Thalia Hall, Pilsen, West Town & the West Sidevictorgrigas · CC BY-SA 3.0 · Wikimedia CommonsArmand Hammer with Quelle Chris and Open Mike Eagle
Three sharp independent hip-hop acts share one bill at Thalia Hall in Pilsen.
Add to calendar#4
Radius Chicago, Near South Side, Pilsen, West Town & the West SideFriday, October 9, 2026 · Doors 10 PMTicketed
Afrojack Presents: Control
Afrojack Presents: Control has enough weekend energy to earn a spot on the board.
Limited Run
#4Friday, October 9, 2026 · Doors 10 PM · Limited Run
Radius Chicago, Near South Side, Pilsen, West Town & the West SideAfrojack Presents: Control
Afrojack Presents: Control has enough weekend energy to earn a spot on the board.
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#5
Cermak Hall, East Pilsen, Pilsen, West Town & the West SideSaturday, October 10, 2026 · Doors 10 PMTicketed
Maddix
Maddix brings big-room techno to Cermak Hall in a separate late-night show.
Limited Run
#5Saturday, October 10, 2026 · Doors 10 PM · Limited Run
Cermak Hall, East Pilsen, Pilsen, West Town & the West Side#6
Thalia Hall, Pilsen, West Town & the West SideSat, Oct 10, 2026 · 11:30am
Rock and Roll Playhouse – The Music of Grateful Dead for Kids
Rock and Roll Playhouse – The Music of Grateful Dead for Kids has enough weekend energy to earn a spot on the board.
One Day Only
#6Sat, Oct 10, 2026 · 11:30am · One Day Only
Thalia Hall, Pilsen, West Town & the West SideRock and Roll Playhouse – The Music of Grateful Dead for Kids
Rock and Roll Playhouse – The Music of Grateful Dead for Kids has enough weekend energy to earn a spot on the board.
Add to calendar#7
Sun, Oct 11, 2026 · 7:30pm
Emei - Night at the Opera Tour
Emei plays Thalia Hall in Pilsen on the Night at the Opera Tour.
Limited Run
#7Sun, Oct 11, 2026 · 7:30pm · Limited Run
Emei - Night at the Opera Tour
Emei plays Thalia Hall in Pilsen on the Night at the Opera Tour.
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