#1
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
Date night in Downtown, the Loop & West Loop the Weekend of Nov 6–8, 2026
18 picks
The 10 best date night picks in Downtown, the Loop & West Loop next weekend (Nov 6–8)
- Drunk Shakespeare: Drunk Dracula (21+ Event) — Fri, Nov 6 7:00pm · Downtown
- Kokandy Productions Jekyll & Hyde — Fri, Nov 6 7:00pm · Downtown
- Abanitu: A Family Documentary — Sunday 3pm · Downtown
- About HIM — Saturday 8:15pm · Downtown
- Black Panther & THE Sight Unseen — Sunday 12:30pm · Downtown
- Theater of the Mind — Fri, Nov 13 · Downtown
- “Hollywood Hit” at Dinner Detective Chicago — Sat, Nov 14 6:00pm · $75.95
- The Winter's Tale — Sat, Nov 7 7:00pm · Downtown
- TO Know HER IS TO Love HER — Saturday 5pm · Downtown
- Where DO WE GO From Here? — Saturday 5:15pm · Downtown
The Lion Theatre, 182 N Wabash Ave, Downtown, the Loop & West Loop#1Fri, 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#2
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
#2Fri, 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#3
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
#3Sunday 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#4
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
#4Saturday 8:15pm · Limited Run
Gene Siskel Film Center, Downtown, the Loop & West Loop#5
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
#5Sunday 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#6
Reid Murdoch Building – 333 N LaSalle, Downtown, the Loop & West LoopFri, Nov 13, 2026
Theater of the Mind
Downtown, the Loop & West Loop
Theater of the Mind at Reid Murdoch Building – 333 N LaSalle.
Limited Run
#6Fri, Nov 13, 2026 · Limited Run
Reid Murdoch Building – 333 N LaSalle, Downtown, the Loop & West Loop#7
Courtyard by Marriott Chicago Downtown Magnificent MileSat, Nov 14, 2026 · 6:00pm$75.95
“Hollywood Hit” at Dinner Detective Chicago
Courtyard by Marriott Chicago Downtown Magnificent Mile
“Hollywood Hit” at Dinner Detective Chicago at Courtyard by Marriott Chicago Downtown Magnificent.
Limited Run
#7Sat, Nov 14, 2026 · 6:00pm · Limited Run
Courtyard by Marriott Chicago Downtown Magnificent Mile“Hollywood Hit” at Dinner Detective Chicago
“Hollywood Hit” at Dinner Detective Chicago at Courtyard by Marriott Chicago Downtown Magnificent.
Add to calendar#8
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
#8Sat, Nov 7, 2026 · 7:00pm · Limited Run
Chicago Shakespeare Theater, 800 East Grand Avenue on Navy Pier, Downtown, the Loop & West Loop#9
Gene Siskel Film Center, Downtown, the Loop & West LoopSaturday 5pm
TO Know HER IS TO Love HER
Downtown, the Loop & West Loop
TO KNOW HER IS TO LOVE HER at Gene Siskel Film Center.
Limited Run
#9Saturday 5pm · Limited Run
Gene Siskel Film Center, Downtown, the Loop & West Loop#10
Gene Siskel Film Center, Downtown, the Loop & West LoopSaturday 5:15pm
Where DO WE GO From Here?
Downtown, the Loop & West Loop
WHERE DO WE GO FROM HERE? at Gene Siskel Film Center.
Limited Run
#10Saturday 5:15pm · Limited Run
Gene Siskel Film Center, Downtown, the Loop & West LoopMore picks for Nov 6–8, 2026
#11
Chicago Cultural Center, Downtown, the Loop & West LoopSun, Nov 8, 2026 · 5:00pm$35
Echoes Across the Atlantic
Downtown, the Loop & West Loop
ECHOES Across the Atlantic at Chicago Cultural Center.
One Day Only
#11Sun, Nov 8, 2026 · 5:00pm · One Day Only
Chicago Cultural Center, Downtown, the Loop & West Loop#12
Gene Siskel Film Center, Downtown, the Loop & West LoopFri, Nov 6, 2026 · 7:00pm$40
Black Harvest Film Festival Opening Night
Downtown, the Loop & West Loop
Black Harvest Film Festival Opening Night at Gene Siskel Film Center.
One Day Only
#12Fri, Nov 6, 2026 · 7:00pm · One Day Only
Gene Siskel Film Center, Downtown, the Loop & West LoopBlack Harvest Film Festival Opening Night
Black Harvest Film Festival Opening Night at Gene Siskel Film Center.
Add to calendar#13
Gene Siskel Film Center, Downtown, the Loop & West LoopSaturday 11am
Community Film Workshop OF Chicago Showcase
Downtown, the Loop & West Loop
COMMUNITY FILM WORKSHOP OF CHICAGO SHOWCASE at Gene Siskel Film Center.
Limited Run
#13Saturday 11am · Limited Run
Gene Siskel Film Center, Downtown, the Loop & West LoopCommunity Film Workshop OF Chicago Showcase
COMMUNITY FILM WORKSHOP OF CHICAGO SHOWCASE at Gene Siskel Film Center.
Add to calendar#14
Gene Siskel Film Center, Downtown, the Loop & West LoopSunday 5:30pm
Dreams IN Nightmares
Downtown, the Loop & West Loop
DREAMS IN NIGHTMARES at Gene Siskel Film Center.
Limited Run
#14Sunday 5:30pm · Limited Run
Gene Siskel Film Center, Downtown, the Loop & West LoopPlanning ahead for Nov 6–8, 2026?
It lands the Friday before, plus every Friday until then. Unsubscribe anytime.
#15
Gene Siskel Film Center, Downtown, the Loop & West LoopSaturday 2:15pm
Everyday People
Downtown, the Loop & West Loop
EVERYDAY PEOPLE at Gene Siskel Film Center.
Limited Run
#15Saturday 2:15pm · Limited Run
Gene Siskel Film Center, Downtown, the Loop & West Loop#16
Gene Siskel Film Center, Downtown, the Loop & West LoopSaturday 8pm
IF I GO Will They Miss Me?—visionary Award Presentation
Downtown, the Loop & West Loop
IF I GO WILL THEY MISS ME?—VISIONARY AWARD PRESENTATION at Gene Siskel Film Center.
Limited Run
#16Saturday 8pm · Limited Run
Gene Siskel Film Center, Downtown, the Loop & West LoopIF I GO Will They Miss Me?—visionary Award Presentation
IF I GO WILL THEY MISS ME?—VISIONARY AWARD PRESENTATION at Gene Siskel Film Center.
Add to calendar#17
Gene Siskel Film Center, Downtown, the Loop & West LoopSunday 2:30pm
Listen TO ME
Downtown, the Loop & West Loop
LISTEN TO ME at Gene Siskel Film Center.
Limited Run
#17Sunday 2:30pm · Limited Run
Gene Siskel Film Center, Downtown, the Loop & West Loop#18
Gene Siskel Film Center, Downtown, the Loop & West LoopSaturday 11:30am
Space IS THE Place
Downtown, the Loop & West Loop
SPACE IS THE PLACE at Gene Siskel Film Center.
Limited Run
#18Saturday 11:30am · Limited Run
Gene Siskel Film Center, Downtown, the Loop & West LoopAbout this list
Stumblday's hand-checked ranking of the best date night in Downtown, the Loop & West Loop the weekend of Nov 6–8, 2026: 18 picks, refreshed weekly.
