#1
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
Things to Do in Uptown, Chicago on Saturday, Columbus Day Weekend 2026
11 picks
The 10 best things to do in Uptown, Chicago on Saturday, Oct 10
- 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
- The Paper Machete — Saturdays at 3pm (doors 1pm) · Free · Uptown
- Oktoberfestiversary — Saturday, October 10, 11:00 AM–9:00 PM · Free · 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
- Dance Divas 2026: “Everything Old Is New Again” — Sat, Oct 10 8:00pm · Andersonville
- Kino, Kaffee und Kuchen — Sep 19–Oct 17, 2026 · Andersonville
- Antepli Mediterranean Grill — Open this weekend — recently opened · Andersonville
- Ela Thai Kitchen — Open this weekend — recently opened · Andersonville
#1Sat, 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#2
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
#2Runs 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#3
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
#3Saturdays 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#4
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
#4Saturday, 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#5
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
#5October 8 – November 8, 2026 · Limited Run
Raven Theatre, Edgewater, Andersonville, Uptown & Lincoln Square#6
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
#6Saturday, 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 calendar#7
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
#7Sat, 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#8
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
#8Sep 19, 2026–Oct 17, 2026 · Limited Run
DANK Haus German American Cultural Center, Andersonville, Uptown & Lincoln Square#9
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
#9Open 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#10
Ela Thai Kitchen, North Center, Andersonville, Uptown & Lincoln SquareOpen this weekend — recently opened
Ela Thai Kitchen
Andersonville, Uptown & Lincoln Square
Ela Thai Kitchen is listed for Chicago this weekend.
Limited Run
#10Open this weekend — recently opened · Limited Run
Ela Thai Kitchen, North Center, Andersonville, Uptown & Lincoln SquareMore on Saturday
#11
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
#11Sep 5 – Oct 25, 2026 · Limited Run
Black Ensemble Theater, UptownAbout this list
Stumblday's hand-checked ranking of the best things to do in Uptown, Chicago on Saturday of Columbus Day weekend, Oct 10: 11 picks, refreshed weekly.
