27 picks The 10 best things to do in Wrigleyville, Chicago over Halloween Weekend (Oct 30 – Nov 1) List view Haunted Halsted Fest and Halloween Parade — Sat, Oct 31 fest 11am–6pm; parade 7–8pm · Free · Lincoln ParkTopdog/Underdog — Fri, Oct 30 7:30pm · Lincoln ParkVladimir — Fri, Nov 13 7:30pm · Tickets $20–$60 · Lincoln ParkBaby Wants Candy! The Original Completely Improvised Musical — Sat, Nov 14 7:30pm · $25 · Lincoln ParkThe Second City's: Pandemonium, Please Hold — Fri, Nov 13 6:30pm · Lincoln ParkSaturday Night Sketch — Sat, Nov 14 7:30pm · $25 · Lincoln ParkKohl’s Cash: Tgif (That’s Good Improv Friday) — Fri, Nov 13 9:30pm · $15 · Lincoln ParkMarquee: Musical Improv — Sun, Nov 15 6:00pm · $15 · Lincoln ParkBabes With Blades Theatre Company Presents William Shakespeare’s “King Lear” — Fri, Nov 13 7:30pm · $28 – $37 · Lincoln ParkBest of the Second City — Fri, Nov 13 8:00pm · Lincoln Park#1
North Halsted Street, Northalsted, Lincoln Park, Lakeview & Wrigleyville Sat, Oct 31, 2026 · fest 11am–6pm; parade 7–8pm Free
Lincoln Park, Lakeview & Wrigleyville
Northalsted's 30th Halloween parade expands into an all-day block party before the costumed procession.
Free One Day Only
#1 Sat, Oct 31, 2026 · fest 11am–6pm; parade 7–8pm · One Day Only
North Halsted Street, Northalsted, Lincoln Park, Lakeview & Wrigleyville Free One Day Only
Northalsted's 30th Halloween parade expands into an all-day block party before the costumed procession.
Add to calendar#2
Steppenwolf Downstairs Theater, Lincoln Park, Lakeview & Wrigleyville Fri, Oct 30, 2026 · 7:30pm Tickets required
Lincoln Park, Lakeview & Wrigleyville
Topdog/Underdog at Steppenwolf Downstairs Theater.
Limited Run
#2 Fri, Oct 30, 2026 · 7:30pm · Limited Run
Steppenwolf Downstairs Theater, Lincoln Park, Lakeview & Wrigleyville Tickets required Limited Run
Topdog/Underdog at Steppenwolf Downstairs Theater.
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Theater Wit, Lincoln Park, Lakeview & Wrigleyville Fri, Nov 13, 2026 · 7:30pm Tickets $20–$60
Lincoln Park, Lakeview & Wrigleyville
Vladimir at Theater Wit.
Limited Run
#3 Fri, Nov 13, 2026 · 7:30pm · Limited Run
Theater Wit, Lincoln Park, Lakeview & Wrigleyville Tickets $20–$60 Limited Run
Vladimir at Theater Wit.
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The Second City, Lincoln Park, Lakeview & Wrigleyville Sat, Nov 14, 2026 · 7:30pm $25
Lincoln Park, Lakeview & Wrigleyville
Baby Wants Candy! The Original Completely Improvised Musical at The Second City.
Limited Run
#4 Sat, Nov 14, 2026 · 7:30pm · Limited Run
The Second City, Lincoln Park, Lakeview & Wrigleyville $25 Limited Run
Baby Wants Candy! The Original Completely Improvised Musical at The Second City.
Add to calendar#5
Second City-Chicago: Mainstage, 1616 N. Wells St., Lincoln Park, Lakeview & Wrigleyville Fri, Nov 13, 2026 · 6:30pm
Lincoln Park, Lakeview & Wrigleyville
The Second City's: Pandemonium, Please Hold at Second City-Chicago: Mainstage.
Limited Run
#5 Fri, Nov 13, 2026 · 6:30pm · Limited Run
Second City-Chicago: Mainstage, 1616 N. Wells St., Lincoln Park, Lakeview & Wrigleyville Limited Run
The Second City's: Pandemonium, Please Hold at Second City-Chicago: Mainstage.
Add to calendar#6
iO Theater, Lincoln Park, Lakeview & Wrigleyville Sat, Nov 14, 2026 · 7:30pm $25
Lincoln Park, Lakeview & Wrigleyville
Saturday Night Sketch at iO Theater.
Limited Run
#6 Sat, Nov 14, 2026 · 7:30pm · Limited Run
iO Theater, Lincoln Park, Lakeview & Wrigleyville $25 Limited Run
Saturday Night Sketch at iO Theater.
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iO Theater, Lincoln Park, Lakeview & Wrigleyville Fri, Nov 13, 2026 · 9:30pm $15
Lincoln Park, Lakeview & Wrigleyville
Kohl’s Cash: TGIF (That’s Good Improv Friday) at iO Theater.
Limited Run
#7 Fri, Nov 13, 2026 · 9:30pm · Limited Run
iO Theater, Lincoln Park, Lakeview & Wrigleyville $15 Limited Run
Kohl’s Cash: TGIF (That’s Good Improv Friday) at iO Theater.
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iO Theater, Lincoln Park, Lakeview & Wrigleyville Sun, Nov 15, 2026 · 6:00pm $15
Lincoln Park, Lakeview & Wrigleyville
Marquee: Musical Improv at iO Theater.
Limited Run
#8 Sun, Nov 15, 2026 · 6:00pm · Limited Run
iO Theater, Lincoln Park, Lakeview & Wrigleyville $15 Limited Run
Marquee: Musical Improv at iO Theater.
Add to calendar#9
Theater Wit, Lincoln Park, Lakeview & Wrigleyville Fri, Nov 13, 2026 · 7:30pm $28 – $37
Lincoln Park, Lakeview & Wrigleyville
Babes With Blades Theatre Company Presents William Shakespeare’s “King Lear” at Theater Wit.
Limited Run
#9 Fri, Nov 13, 2026 · 7:30pm · Limited Run
Theater Wit, Lincoln Park, Lakeview & Wrigleyville $28 – $37 Limited Run
Babes With Blades Theatre Company Presents William Shakespeare’s “King Lear” at Theater Wit.
Add to calendar#10
The Second City, Lincoln Park, Lakeview & Wrigleyville Fri, Nov 13, 2026 · 8:00pm
Lincoln Park, Lakeview & Wrigleyville
Best of the Second City at The Second City.
Limited Run
#10 Fri, Nov 13, 2026 · 8:00pm · Limited Run
The Second City, Lincoln Park, Lakeview & Wrigleyville Limited Run
Best of the Second City at The Second City.
Add to calendarMore this weekend #11
Vic Theatre, 3145 N Sheffield Ave, Lincoln Park, Lakeview & Wrigleyville Sat, Oct 31, 2026 · 7:30pm
Lincoln Park, Lakeview & Wrigleyville
Allison Russell w/ Autumn Nicholas at Vic Theatre.
Limited Run
#11 Sat, Oct 31, 2026 · 7:30pm · Limited Run
Vic Theatre, 3145 N Sheffield Ave, Lincoln Park, Lakeview & Wrigleyville Limited Run
Allison Russell w/ Autumn Nicholas at Vic Theatre.
Add to calendar#12
iO Theater, Lincoln Park, Lakeview & Wrigleyville Sat, Nov 14, 2026 · 11:00pm $10
Lincoln Park, Lakeview & Wrigleyville
Harolds After Dark at iO Theater.
Limited Run
#12 Sat, Nov 14, 2026 · 11:00pm · Limited Run
iO Theater, Lincoln Park, Lakeview & Wrigleyville $10 Limited Run
Harolds After Dark at iO Theater.
Add to calendar#13
iO Theater, Lincoln Park, Lakeview & Wrigleyville Fri, Nov 13, 2026 · 11:00pm $8
Lincoln Park, Lakeview & Wrigleyville
The 11pm Show at iO Theater.
Limited Run
#13 Fri, Nov 13, 2026 · 11:00pm · Limited Run
iO Theater, Lincoln Park, Lakeview & Wrigleyville $8 Limited Run
The 11pm Show at iO Theater.
Add to calendar#14
iO Theater, Lincoln Park, Lakeview & Wrigleyville Sat, Nov 14, 2026 · 6:00pm $15
Lincoln Park, Lakeview & Wrigleyville
Main Character Syndrome at iO Theater.
Limited Run
#14 Sat, Nov 14, 2026 · 6:00pm · Limited Run
iO Theater, Lincoln Park, Lakeview & Wrigleyville $15 Limited Run
Main Character Syndrome at iO Theater.
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Send me this weekend's list #15
Vic Theatre, 3145 N Sheffield Ave, Lincoln Park, Lakeview & Wrigleyville Sun, Nov 1, 2026 · 7:30pm
Lincoln Park, Lakeview & Wrigleyville
L7 at Vic Theatre.
Limited Run
#15 Sun, Nov 1, 2026 · 7:30pm · Limited Run
Vic Theatre, 3145 N Sheffield Ave, Lincoln Park, Lakeview & Wrigleyville Limited Run
L7 at Vic Theatre.
Add to calendar#16
iO Theater, Lincoln Park, Lakeview & Wrigleyville Sat, Nov 14, 2026 · 9:30pm $18
Lincoln Park, Lakeview & Wrigleyville
D.A.R.E Dropouts at iO Theater.
Limited Run
#16 Sat, Nov 14, 2026 · 9:30pm · Limited Run
iO Theater, Lincoln Park, Lakeview & Wrigleyville $18 Limited Run
D.A.R.E Dropouts at iO Theater.
Add to calendar#17
iO Theater, Lincoln Park, Lakeview & Wrigleyville Sun, Nov 15, 2026 · 7:30pm $15
Lincoln Park, Lakeview & Wrigleyville
Harold Night at iO Theater.
Limited Run
#17 Sun, Nov 15, 2026 · 7:30pm · Limited Run
iO Theater, Lincoln Park, Lakeview & Wrigleyville $15 Limited Run
Harold Night at iO Theater.
Add to calendar#18
iO Theater, Lincoln Park, Lakeview & Wrigleyville Sat, Nov 14, 2026 · 9:00pm $15
Lincoln Park, Lakeview & Wrigleyville
Secret Sketch Show at iO Theater.
Limited Run
#18 Sat, Nov 14, 2026 · 9:00pm · Limited Run
iO Theater, Lincoln Park, Lakeview & Wrigleyville $15 Limited Run
Secret Sketch Show at iO Theater.
Add to calendar#19
iO Theater, Lincoln Park, Lakeview & Wrigleyville Sat, Nov 14, 2026 · 7:30pm $22
Lincoln Park, Lakeview & Wrigleyville
The Best of IO at iO Theater.
Limited Run
#19 Sat, Nov 14, 2026 · 7:30pm · Limited Run
iO Theater, Lincoln Park, Lakeview & Wrigleyville $22 Limited Run
The Best of IO at iO Theater.
Add to calendar#20
iO Theater, Lincoln Park, Lakeview & Wrigleyville Fri, Oct 30, 2026 · 7:30pm $20 – $50
Lincoln Park, Lakeview & Wrigleyville
“The Last Word,” an Adventure Screenplay with a Cocktail Experience at iO Theater.
One Day Only
#20 Fri, Oct 30, 2026 · 7:30pm · One Day Only
iO Theater, Lincoln Park, Lakeview & Wrigleyville $20 – $50 One Day Only
“The Last Word,” an Adventure Screenplay with a Cocktail Experience at iO Theater.
Add to calendar#21
iO Theater, Lincoln Park, Lakeview & Wrigleyville Fri, Nov 13, 2026 · 7:30pm $22
Lincoln Park, Lakeview & Wrigleyville
Devil’s Daughter at iO Theater.
Limited Run
#21 Fri, Nov 13, 2026 · 7:30pm · Limited Run
iO Theater, Lincoln Park, Lakeview & Wrigleyville $22 Limited Run
Devil’s Daughter at iO Theater.
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iO Theater, Lincoln Park, Lakeview & Wrigleyville Sun, Nov 15, 2026 · 8:00pm $15
Lincoln Park, Lakeview & Wrigleyville
Deep Schwa at iO Theater.
Limited Run
#22 Sun, Nov 15, 2026 · 8:00pm · Limited Run
iO Theater, Lincoln Park, Lakeview & Wrigleyville $15 Limited Run
Deep Schwa at iO Theater.
Add to calendar#23
iO Theater, Lincoln Park, Lakeview & Wrigleyville Fri, Oct 30, 2026 · 7:00pm
Lincoln Park, Lakeview & Wrigleyville
The Last Word at iO Theater.
Limited Run
#23 Fri, Oct 30, 2026 · 7:00pm · Limited Run
iO Theater, Lincoln Park, Lakeview & Wrigleyville Limited Run
The Last Word at iO Theater.
Add to calendar#24
Theater Wit, Lincoln Park, Lakeview & Wrigleyville Fri, Nov 13, 2026 · 7:30pm $34 – $55
Lincoln Park, Lakeview & Wrigleyville
Remy Bumppo Theatre Company Presents “Mud Row” at Theater Wit.
Limited Run
#24 Fri, Nov 13, 2026 · 7:30pm · Limited Run
Theater Wit, Lincoln Park, Lakeview & Wrigleyville $34 – $55 Limited Run
Remy Bumppo Theatre Company Presents “Mud Row” at Theater Wit.
Add to calendarReality Detox: The Improv Experience Vape! The Grease Parody Knock, Knock You There?