#1
Reid Murdoch Building – 333 N LaSalle, Downtown, the Loop & West LoopFri, Nov 13, 2026Tickets from $69
Theater of the Mind
Downtown, the Loop & West Loop
Theater of the Mind at Reid Murdoch Building – 333 N LaSalle.
Limited Run
Things to Do in Downtown, the Loop & West Loop Sunday Night, Halloween Weekend 2026
8 picks
The 8 best things to do in Downtown, the Loop & West Loop on Sunday night, Nov 1
- Theater of the Mind — Fri, Nov 13 · Tickets from $69 · Downtown
- Drunk Shakespeare: Drunk Dracula (21+ Event) — Fri, Nov 6 7:00pm · Downtown
- Bruce Liu — Sun, Nov 1 3:00pm · Downtown
- Día de los Muertos at Navy Pier — Sun, Nov 1 1:00pm · Free · Downtown
- Death By Disco: Chicago's Biggest Halloween Pop-Up — Fri, Oct 30, 8pm–2am; Sat, Oct 31, 8pm–1am · City Hall and Morgan MFG
- ART on THE Mart — Thursdays through Sundays, 7:30–8:00 PM · Free · Downtown
- The Winter's Tale — Sat, Nov 7 7:00pm · Downtown
- James Tom – Chicago, IL – Goes on a Mini-Tour, Casual Style — Sun, Nov 1 6:30pm · Downtown
Reid Murdoch Building – 333 N LaSalle, Downtown, the Loop & West Loop#1Fri, Nov 13, 2026 · Limited Run
Reid Murdoch Building – 333 N LaSalle, Downtown, the Loop & West Loop#2
The Lion Theatre, 182 N Wabash Ave, Downtown, the Loop & West LoopFri, Nov 6, 2026 · 7:00pm
Drunk Shakespeare: Drunk Dracula (21+ Event)
Downtown, the Loop & West Loop
Drunk Shakespeare: Drunk Dracula (21+ Event) at The Lion Theatre.
Limited Run
#2Fri, Nov 6, 2026 · 7:00pm · Limited Run
The Lion Theatre, 182 N Wabash Ave, Downtown, the Loop & West LoopDrunk Shakespeare: Drunk Dracula (21+ Event)
Drunk Shakespeare: Drunk Dracula (21+ Event) at The Lion Theatre.
Add to calendar#3
Orchestra Hall, Symphony Center, Downtown, the Loop & West LoopSun, Nov 1, 2026 · 3:00pm
Bruce Liu
Downtown, the Loop & West Loop
Bruce Liu at Orchestra Hall, Symphony Center.
One Day Only
#3Sun, Nov 1, 2026 · 3:00pm · One Day Only
Orchestra Hall, Symphony Center, Downtown, the Loop & West Loop#4
Navy Pier, Downtown, the Loop & West LoopSun, Nov 1, 2026 · 1:00pmFree
Día de los Muertos at Navy Pier
Downtown, the Loop & West Loop
Día de los Muertos at Navy Pier at Navy Pier.
FreeOne Day Only
#4Sun, Nov 1, 2026 · 1:00pm · One Day Only
Navy Pier, Downtown, the Loop & West Loop#5
Recess, City Hall and Morgan MFG, West LoopFri, Oct 30, 8pm–2am; Sat, Oct 31, 8pm–1am
Death By Disco: Chicago's Biggest Halloween Pop-Up
City Hall and Morgan MFG, West Loop
A two-night Halloween pop-up takes over three West Loop venues with DJs, performers and interactive rooms.
One Weekend Only
#5Fri, Oct 30, 8pm–2am; Sat, Oct 31, 8pm–1am · One Weekend Only
Recess, City Hall and Morgan MFG, West LoopDeath By Disco: Chicago's Biggest Halloween Pop-Up
A two-night Halloween pop-up takes over three West Loop venues with DJs, performers and interactive rooms.
Add to calendar#6
Chicago Riverwalk (Wells St. to Franklin St.), River North, Downtown, the Loop & West LoopChris Rycroft from Madison, Wisconsin, United States · CC BY 2.0 · Wikimedia CommonsThursdays through Sundays, 7:30–8:00 PM, through Nov 15, 2026Free and open to the public
ART on THE Mart
Downtown, the Loop & West Loop
ART on THE Mart is listed for Chicago this weekend.
FreeArt
#6Thursdays through Sundays, 7:30–8:00 PM, through Nov 15, 2026 · Limited Run
Chicago Riverwalk (Wells St. to Franklin St.), River North, Downtown, the Loop & West LoopChris Rycroft from Madison, Wisconsin, United States · CC BY 2.0 · Wikimedia Commons#7
Chicago Shakespeare Theater, 800 East Grand Avenue on Navy Pier, Downtown, the Loop & West LoopSat, Nov 7, 2026 · 7:00pm
The Winter's Tale
Downtown, the Loop & West Loop
The Winter's Tale at Chicago Shakespeare Theater.
Limited Run
#7Sat, Nov 7, 2026 · 7:00pm · Limited Run
Chicago Shakespeare Theater, 800 East Grand Avenue on Navy Pier, Downtown, the Loop & West Loop#8
House of Blues, River North, Downtown, the Loop & West LoopSun, Nov 1, 2026 · 6:30pm
James Tom – Chicago, IL – Goes on a Mini-Tour, Casual Style
Downtown, the Loop & West Loop
James Tom – Chicago, IL – Goes on a Mini-Tour, Casual Style has enough weekend energy to earn a spot on the board.
One Day Only
#8Sun, Nov 1, 2026 · 6:30pm · One Day Only
House of Blues, River North, Downtown, the Loop & West LoopJames Tom – Chicago, IL – Goes on a Mini-Tour, Casual Style
James Tom – Chicago, IL – Goes on a Mini-Tour, Casual Style has enough weekend energy to earn a spot on the board.
Add to calendarAbout this list
Stumblday's hand-checked ranking of the best things to do in Downtown, the Loop & West Loop on Sunday night of Halloween weekend, Nov 1: 8 picks.
