#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
Things to Do in Andersonville, Uptown & Lincoln Square Columbus Day Weekend 2026
16 picks
The 10 best things to do in Andersonville, Uptown & Lincoln Square 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
- Idle Muse Theatre Company Presents “Witch” — Runs through Saturday, October 10. · $20–$30 · Andersonville
- 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
- The Paper Machete — Saturdays at 3pm (doors 1pm) · Free · Uptown
- Oktoberfestiversary — Saturday, October 10, 11:00 AM–9:00 PM · Free · Andersonville
- Unsettled Clay: Artwork by Carl Mankert — Friday, October 9 Opening 6–8 PM · Andersonville
- A Strange Loop — October 8 – November 8 · Andersonville
- Graceland Cemetery Tour with Author Adam Selzer — Saturday, October 10, 11:00 AM–12:30 PM · $22–$44.52 · Uptown
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
The Edge Off Broadway Theatre, Andersonville, Uptown & Lincoln SquareRuns through Saturday, October 10, 2026.$20–$30
Idle Muse Theatre Company Presents “Witch”
Andersonville, Uptown & Lincoln Square
Idle Muse Theatre Company stages Jen Silverman's Witch for its 20th season.
Limited Run
#3Runs through Saturday, October 10, 2026. · Limited Run
The Edge Off Broadway Theatre, Andersonville, Uptown & Lincoln SquareIdle Muse Theatre Company Presents “Witch”
Idle Muse Theatre Company stages Jen Silverman's Witch for its 20th season.
Add to calendar#4
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
#4Fri, 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#5
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
#5Sun, 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 calendar#6
Green Mill Cocktail Lounge, UptownKenneth C. Zirkel · CC BY-SA 4.0 · Wikimedia CommonsSaturdays at 3pm (doors 1pm); no end date announcedFREE
The Paper Machete
Green Mill Cocktail Lounge, Uptown
The script is new every week at this free two-hour show in the Green Mill, a bar since 1907.
FreeLimited Run
#6Saturdays at 3pm (doors 1pm); no end date announced · Limited Run
Green Mill Cocktail Lounge, UptownKenneth 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#7
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, 2026Free
Oktoberfestiversary
Andersonville, Uptown & Lincoln Square
Oktoberfestiversary has enough weekend energy to earn a spot on the board.
FreeOne Weekend Only
#7Saturday, 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#8
Swedish American Museum, AndersonvilleFriday, October 9, 2026 · Opening 6–8 PM
Unsettled Clay: Artwork by Carl Mankert
Swedish American Museum, Andersonville
Carl Mankert opens a ceramics exhibition on Swedish-American identity with a two-hour reception.
ArtOne Day Only
#8Friday, October 9, 2026 · Opening 6–8 PM · One Day Only
Swedish American Museum, AndersonvilleUnsettled Clay: Artwork by Carl Mankert
Carl Mankert opens a ceramics exhibition on Swedish-American identity with a two-hour reception.
Add to calendar#9
Raven Theatre, Edgewater, Andersonville, Uptown & Lincoln SquareOctober 8 – November 8, 2026Tickets via Raven Theatre
A Strange Loop
Andersonville, Uptown & Lincoln Square
A Strange Loop is listed for Chicago this weekend.
Limited Run
#9October 8 – November 8, 2026 · Limited Run
Raven Theatre, Edgewater, Andersonville, Uptown & Lincoln Square#10
Graceland Cemetery, UptownSaturday, October 10, 2026, 11:00 AM–12:30 PM$22–$44.52
Graceland Cemetery Tour with Author Adam Selzer
Graceland Cemetery, Uptown
Graceland Cemetery Tour with Author Adam Selzer has enough weekend energy to earn a spot on the board.
Limited Run
#10Saturday, October 10, 2026, 11:00 AM–12:30 PM · Limited Run
Graceland Cemetery, UptownGraceland Cemetery Tour with Author Adam Selzer
Graceland Cemetery Tour with Author Adam Selzer has enough weekend energy to earn a spot on the board.
Add to calendarMore this weekend
#11
The Rhapsody Theater, Andersonville, Uptown & Lincoln SquareSat, Oct 10, 2026 · 8:00pm
Dance Divas 2026: “Everything Old Is New Again”
Andersonville, Uptown & Lincoln Square
Dance Divas 2026: “Everything Old Is New Again” has enough weekend energy to earn a spot on the board.
One Day Only
#11Sat, Oct 10, 2026 · 8:00pm · One Day Only
The Rhapsody Theater, Andersonville, Uptown & Lincoln SquareDance Divas 2026: “Everything Old Is New Again”
Dance Divas 2026: “Everything Old Is New Again” has enough weekend energy to earn a spot on the board.
Add to calendar#12
DANK Haus German American Cultural Center, Andersonville, Uptown & Lincoln SquareSep 19, 2026–Oct 17, 2026
Kino, Kaffee und Kuchen
Andersonville, Uptown & Lincoln Square
Kino, Kaffee und Kuchen is listed for Chicago this weekend.
Limited Run
#12Sep 19, 2026–Oct 17, 2026 · Limited Run
DANK Haus German American Cultural Center, Andersonville, Uptown & Lincoln Square#13
Chicago Danztheatre Ensemble, Andersonville, Uptown & Lincoln SquareSun, Oct 11, 2026 · 2:00pm
Halloween Creepy Crawlies
Andersonville, Uptown & Lincoln Square
Halloween Creepy Crawlies has enough weekend energy to earn a spot on the board.
One Day Only
#13Sun, Oct 11, 2026 · 2:00pm · One Day Only
Chicago Danztheatre Ensemble, Andersonville, Uptown & Lincoln SquareHalloween Creepy Crawlies
Halloween Creepy Crawlies has enough weekend energy to earn a spot on the board.
Add to calendar#14
The Neo-Futurist Theater, Andersonville, Uptown & Lincoln SquareSun, Oct 11, 2026 · 4:00pm$15
Vintage Tunes, Modern Gal
Andersonville, Uptown & Lincoln Square
Vintage Tunes, Modern Gal has enough weekend energy to earn a spot on the board.
One Day Only
#14Sun, Oct 11, 2026 · 4:00pm · One Day Only
The Neo-Futurist Theater, Andersonville, Uptown & Lincoln SquareVintage Tunes, Modern Gal
Vintage Tunes, Modern Gal has enough weekend energy to earn a spot on the board.
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#15
Antepli Mediterranean Grill, Albany Park, Andersonville, Uptown & Lincoln SquareOpen this weekend — recently opened
Antepli Mediterranean Grill
Andersonville, Uptown & Lincoln Square
Antepli Mediterranean Grill is listed for Chicago this weekend.
Limited Run
#15Open this weekend — recently opened · Limited Run
Antepli Mediterranean Grill, Albany Park, Andersonville, Uptown & Lincoln SquareAntepli Mediterranean Grill
Antepli Mediterranean Grill is listed for Chicago this weekend.
Add to calendar#16
Black Ensemble Theater, UptownSep 5 – Oct 25, 2026Ticketed via Black Ensemble T…
You Can't Fake the Funk
Black Ensemble Theater, Uptown
You Can't Fake the Funk is listed for Chicago this weekend.
Limited Run
#16Sep 5 – Oct 25, 2026 · Limited Run
Black Ensemble Theater, UptownAbout this list
Stumblday's hand-checked ranking of the best things to do in Andersonville, Uptown & Lincoln Square over Columbus Day weekend 2026 (Oct 10–12): 16 picks.
