#1
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
Date night in Chicago the Weekend of Nov 6–8, 2026
70 picks
The 10 best date night picks in Chicago next weekend (Nov 6–8)
- A Strange Loop — October 8 – November 8 · Andersonville
- Comedy Hour at Annoyance Theatre — Runs through Nov 13 · Free · Annoyance Theatre & Bar
- A Map of Me — Sat, Nov 7 2:00pm · $5 – $30
- Redtwist Theatre Presents The First Show of Its 22nd Season, “Prayer Circle” — Fri, Nov 6 7:30pm · $50 · Redtwist Theatre
- Standup Throw Down: Millennials vs Gen X — Sat, Nov 7 7:00pm · $25
- Drunk Shakespeare: Drunk Dracula (21+ Event) — Fri, Nov 6 7:00pm · Downtown
- Kokandy Productions Jekyll & Hyde — Fri, Nov 6 7:00pm · Downtown
- Top Shelf Comedy — Sat, Nov 7 10:00pm · The Lincoln Lodge
- Abanitu: A Family Documentary — Sunday 3pm · Downtown
- About HIM — Saturday 8:15pm · Downtown
Raven Theatre, Edgewater, Andersonville, Uptown & Lincoln Square#1October 8 – November 8, 2026 · Limited Run
Raven Theatre, Edgewater, Andersonville, Uptown & Lincoln Square#2
Annoyance Theatre & BarRuns through Nov 13, 2026Free
Comedy Hour at Annoyance Theatre
Annoyance Theatre & Bar
Comedy Hour at Annoyance Theatre at Annoyance Theatre & Bar.
FreeLimited Run
#2Runs through Nov 13, 2026 · Limited Run
Annoyance Theatre & BarComedy Hour at Annoyance Theatre
Comedy Hour at Annoyance Theatre at Annoyance Theatre & Bar.
Add to calendar#3
The Theatre School at DePaul UniversitySat, Nov 7, 2026 · 2:00pm$5 – $30
A Map of Me
The Theatre School at DePaul University
A Map of Me at The Theatre School at DePaul University.
Limited Run
#3Sat, Nov 7, 2026 · 2:00pm · Limited Run
The Theatre School at DePaul University#4
Redtwist TheatreFri, Nov 6, 2026 · 7:30pm$50
Redtwist Theatre Presents The First Show of Its 22nd Season, “Prayer Circle”
Redtwist Theatre
Redtwist Theatre Presents The First Show of Its 22nd Season, “Prayer Circle” at Redtwist Theatre.
Limited Run
#4Fri, Nov 6, 2026 · 7:30pm · Limited Run
Redtwist TheatreRedtwist Theatre Presents The First Show of Its 22nd Season, “Prayer Circle”
Redtwist Theatre Presents The First Show of Its 22nd Season, “Prayer Circle” at Redtwist Theatre.
Add to calendar#5
Judy’s Beat Lounge at the Second City Training CenterSat, Nov 7, 2026 · 7:00pm$25
Standup Throw Down: Millennials vs Gen X
Judy’s Beat Lounge at the Second City Training Center
Standup Throw Down: Millennials vs Gen X at Judy’s Beat Lounge at the Second City Training Center.
Limited Run
#5Sat, Nov 7, 2026 · 7:00pm · Limited Run
Judy’s Beat Lounge at the Second City Training CenterStandup Throw Down: Millennials vs Gen X
Standup Throw Down: Millennials vs Gen X at Judy’s Beat Lounge at the Second City Training Center.
Add to calendar#6
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
#6Fri, 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#7
Broadway Playhouse at Water Tower Place, 175 E. Chestnut St, Downtown, the Loop & West LoopFri, Nov 6, 2026 · 7:00pm
Kokandy Productions Jekyll & Hyde
Downtown, the Loop & West Loop
Kokandy Productions Jekyll & Hyde at Broadway Playhouse at Water Tower Place.
Limited Run
#7Fri, Nov 6, 2026 · 7:00pm · Limited Run
Broadway Playhouse at Water Tower Place, 175 E. Chestnut St, Downtown, the Loop & West LoopKokandy Productions Jekyll & Hyde
Kokandy Productions Jekyll & Hyde at Broadway Playhouse at Water Tower Place.
Add to calendar#8
The Lincoln LodgeSat, Nov 7, 2026 · 10:00pm
Top Shelf Comedy
The Lincoln Lodge
Top Shelf Comedy at The Lincoln Lodge.
Limited Run
#8Sat, Nov 7, 2026 · 10:00pm · Limited Run
The Lincoln Lodge#9
Gene Siskel Film Center, Downtown, the Loop & West LoopSunday 3pm
Abanitu: A Family Documentary
Downtown, the Loop & West Loop
ABANITU: A FAMILY DOCUMENTARY at Gene Siskel Film Center.
Limited Run
#9Sunday 3pm · Limited Run
Gene Siskel Film Center, Downtown, the Loop & West LoopAbanitu: A Family Documentary
ABANITU: A FAMILY DOCUMENTARY at Gene Siskel Film Center.
Add to calendar#10
Gene Siskel Film Center, Downtown, the Loop & West LoopSaturday 8:15pm
About HIM
Downtown, the Loop & West Loop
ABOUT HIM at Gene Siskel Film Center.
Limited Run
#10Saturday 8:15pm · Limited Run
Gene Siskel Film Center, Downtown, the Loop & West LoopMore picks for Nov 6–8, 2026
#11
Gene Siskel Film Center, Downtown, the Loop & West LoopSunday 12:30pm
Black Panther & THE Sight Unseen
Downtown, the Loop & West Loop
BLACK PANTHER & THE SIGHT UNSEEN at Gene Siskel Film Center.
Limited Run
#11Sunday 12:30pm · Limited Run
Gene Siskel Film Center, Downtown, the Loop & West LoopBlack Panther & THE Sight Unseen
BLACK PANTHER & THE SIGHT UNSEEN at Gene Siskel Film Center.
Add to calendar#12
Northwestern University Chicago Campus – Abbott Hall Wirtz TheatreFri, Nov 6, 2026 · 7:30pm
73 Seconds
Northwestern University Chicago Campus – Abbott Hall Wirtz Theatre
73 Seconds at Northwestern University Chicago Campus – Abbott Hall Wirtz Theatre.
One Day Only
#12Fri, Nov 6, 2026 · 7:30pm · One Day Only
Northwestern University Chicago Campus – Abbott Hall Wirtz Theatre73 Seconds
73 Seconds at Northwestern University Chicago Campus – Abbott Hall Wirtz Theatre.
Add to calendar#13
Hollywood Casino Joliet, 1401 Gateway Blvd, Far SuburbsSat, Nov 7, 2026 · 8:00pm
Alfred Robles: Vatos with Gatos Tour
1401 Gateway Blvd, Far Suburbs
Alfred Robles: Vatos with Gatos Tour at Hollywood Casino Joliet.
Limited Run
#13Sat, Nov 7, 2026 · 8:00pm · Limited Run
Hollywood Casino Joliet, 1401 Gateway Blvd, Far SuburbsAlfred Robles: Vatos with Gatos Tour
Alfred Robles: Vatos with Gatos Tour at Hollywood Casino Joliet.
Add to calendar#14
Stolp Island Theatre, Aurora, Far SuburbsOctober 7, 2026 – January 3, 2027$87 in person
Million Dollar Quartet
Aurora, Far Suburbs
Million Dollar Quartet is listed for Chicago this weekend.
Limited Run
#14October 7, 2026 – January 3, 2027 · Limited Run
Stolp Island Theatre, Aurora, Far SuburbsPlanning ahead for Nov 6–8, 2026?
It lands the Friday before, plus every Friday until then. Unsubscribe anytime.
#15
Northwestern University – Ethel M. Barber TheaterFri, Nov 6, 2026 · 9:20am
Imagine U: Grace and the Butterfly Effect
Northwestern University – Ethel M. Barber Theater
IMAGINE U: Grace and the Butterfly Effect at Northwestern University – Ethel M. Barber Theater.
Limited Run
#15Fri, Nov 6, 2026 · 9:20am · Limited Run
Northwestern University – Ethel M. Barber TheaterImagine U: Grace and the Butterfly Effect
IMAGINE U: Grace and the Butterfly Effect at Northwestern University – Ethel M. Barber Theater.
Add to calendar#16
Open Space ArtsFri, Nov 6, 2026 · 7:30pm$30.00
Jerker, or The Helping Hand
Open Space Arts
Jerker, or The Helping Hand at Open Space Arts.
Limited Run
#16Fri, Nov 6, 2026 · 7:30pm · Limited Run
Open Space Arts#17
Aguijón TheaterRuns through Nov 15, 2026
I.A. Inteligencia Actoral – Destinos: 9th Chicago International Latino Theater Festival
Aguijón Theater
I.A. Inteligencia Actoral – Destinos: 9th Chicago International Latino Theater Festival at Aguijón.
Limited Run
#17Runs through Nov 15, 2026 · Limited Run
Aguijón TheaterI.A. Inteligencia Actoral – Destinos: 9th Chicago International Latino Theater Festival
I.A. Inteligencia Actoral – Destinos: 9th Chicago International Latino Theater Festival at Aguijón.
Add to calendar#18
KermessRuns through Nov 15, 2026
Premonitions Inc. at Kermess
Kermess
Premonitions Inc. at Kermess at Kermess.
Limited Run
#18Runs through Nov 15, 2026 · Limited Run
Kermess#19
The Second City Training Center: Blackout CabaretSat, Nov 14, 2026 · 7:30pm$25
Clued In
The Second City Training Center: Blackout Cabaret
Clued In at The Second City Training Center: Blackout Cabaret.
Limited Run
#19Sat, Nov 14, 2026 · 7:30pm · Limited Run
The Second City Training Center: Blackout Cabaret#20
Redtwist TheatreFri, Nov 13, 2026 · 7:30pm$10 – $60
Redtwist Theatre’s “‘Night Mother” By Marsha Norman
Redtwist Theatre
Redtwist Theatre’s “‘Night Mother” By Marsha Norman at Redtwist Theatre.
Limited Run
#20Fri, Nov 13, 2026 · 7:30pm · Limited Run
Redtwist TheatreRedtwist Theatre’s “‘Night Mother” By Marsha Norman
Redtwist Theatre’s “‘Night Mother” By Marsha Norman at Redtwist Theatre.
Add to calendar#21
Albany Park, Andersonville, Uptown & Lincoln SquareFri, Nov 13, 2026 · 7:30pm$45 – $180
Atpt Announces Final Season of “Port of Entry”
Andersonville, Uptown & Lincoln Square
ATPT Announces Final Season of “Port of Entry” at Albany Park.
Limited Run
#21Fri, Nov 13, 2026 · 7:30pm · Limited Run
Albany Park, Andersonville, Uptown & Lincoln SquareAtpt Announces Final Season of “Port of Entry”
ATPT Announces Final Season of “Port of Entry” at Albany Park.
Add to calendar#22
Steppenwolf Ensemble TheaterFri, Nov 13, 2026 · 7:30pm
Adirondack Chair Circle
Steppenwolf Ensemble Theater
Adirondack Chair Circle at Steppenwolf Ensemble Theater.
Limited Run
#22Fri, Nov 13, 2026 · 7:30pm · Limited Run
Steppenwolf Ensemble Theater#23
Theater Wit, Lincoln Park, Lakeview & WrigleyvilleFri, Nov 13, 2026 · 7:30pm$28 – $37
Babes With Blades Theatre Company Presents William Shakespeare’s “King Lear”
Lincoln Park, Lakeview & Wrigleyville
Babes With Blades Theatre Company Presents William Shakespeare’s “King Lear” at Theater Wit.
Limited Run
#23Fri, Nov 13, 2026 · 7:30pm · Limited Run
Theater Wit, Lincoln Park, Lakeview & WrigleyvilleBabes With Blades Theatre Company Presents William Shakespeare’s “King Lear”
Babes With Blades Theatre Company Presents William Shakespeare’s “King Lear” at Theater Wit.
Add to calendar#24
The Second City, Lincoln Park, Lakeview & WrigleyvilleSat, Nov 14, 2026 · 7:30pm$25
Baby Wants Candy! The Original Completely Improvised Musical
Lincoln Park, Lakeview & Wrigleyville
Baby Wants Candy! The Original Completely Improvised Musical at The Second City.
Limited Run
#24Sat, Nov 14, 2026 · 7:30pm · Limited Run
The Second City, Lincoln Park, Lakeview & WrigleyvilleBaby Wants Candy! The Original Completely Improvised Musical
Baby Wants Candy! The Original Completely Improvised Musical at The Second City.
Add to calendarAbout this list
Stumblday's hand-checked ranking of the best date night in Chicago the weekend of Nov 6–8, 2026: 70 picks, refreshed weekly.
