#1
Byline Bank Aragon Ballroom, UptownFri, Oct 9, 2026 · 7:30pm
Shaboozey – Outlaws Never Die Tour
Byline Bank Aragon Ballroom, Uptown
The singer behind the smash "A Bar Song (Tipsy)" brings his tour to the Aragon Ballroom.
One Day Only
Music in Uptown, Chicago Columbus Day Weekend 2026
4 picks
The 4 best music picks in Uptown, Chicago over Columbus Day Weekend (Oct 9–12)
- Shaboozey – Outlaws Never Die Tour — Fri, Oct 9 7:30pm · Uptown
- Jpegmafia – The Experimental Rap Tour — Sat, Oct 10 7:30pm · Uptown
- Audrey Hobert – Chicago – The Staircase To Stardom Tour — Fri, Oct 9 7:30pm · Andersonville
- Taste of Chaos: Hollywood Undead & In This Moment — Sun, Oct 11 6:00pm · Andersonville
Byline Bank Aragon Ballroom, Uptown#1Fri, Oct 9, 2026 · 7:30pm · One Day Only
Byline Bank Aragon Ballroom, UptownShaboozey – Outlaws Never Die Tour
The singer behind the smash "A Bar Song (Tipsy)" brings his tour to the Aragon Ballroom.
Add to calendar#2
Sat, Oct 10, 2026 · 7:30pm
Jpegmafia – The Experimental Rap Tour
Byline Bank Aragon Ballroom, Uptown
JPEGMAFIA takes the Aragon Ballroom stage with special guests redveil and matt proxy.
One Day Only
#2Sat, Oct 10, 2026 · 7:30pm · One Day Only
Jpegmafia – The Experimental Rap Tour
JPEGMAFIA takes the Aragon Ballroom stage with special guests redveil and matt proxy.
Add to calendar#3
Riviera Theatre, Andersonville, Uptown & Lincoln SquareKenneth C. Zirkel · CC BY-SA 4.0 · Wikimedia CommonsFri, Oct 9, 2026 · 7:30pm
Audrey Hobert – Chicago – The Staircase To Stardom Tour
Andersonville, Uptown & Lincoln Square
Audrey Hobert brings high-energy indie-pop to the Riviera on the final, expanded leg of her tour.
One Day Only
#3Fri, Oct 9, 2026 · 7:30pm · One Day Only
Riviera Theatre, Andersonville, Uptown & Lincoln SquareKenneth C. Zirkel · CC BY-SA 4.0 · Wikimedia CommonsAudrey Hobert – Chicago – The Staircase To Stardom Tour
Audrey Hobert brings high-energy indie-pop to the Riviera on the final, expanded leg of her tour.
Add to calendar#4
Aragon Ballroom, 1106 W Lawrence, Andersonville, Uptown & Lincoln SquareSun, Oct 11, 2026 · 6:00pm
Taste of Chaos: Hollywood Undead & In This Moment
Andersonville, Uptown & Lincoln Square
This touring concert plays the Aragon Ballroom's big room for one night only.
One Day Only
#4Sun, Oct 11, 2026 · 6:00pm · One Day Only
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 calendarAbout this list
Stumblday's hand-checked ranking of the best music in Uptown, Chicago, Andersonville, Uptown & Lincoln Square over Columbus Day weekend 2026 (Oct 10–12): 4 picks.
