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Lookingglass Theatre, The Joan and Paul Theatre, Streeterville, Downtown, the Loop & West LoopChris Rycroft · CC BY 2.0 · Wikimedia CommonsDowntown, the Loop & West Loop
Johnny Galecki stars in this limited engagement about Williams meeting Brando.
Lookingglass Theatre, The Joan and Paul Theatre, Streeterville, Downtown, the Loop & West LoopChris Rycroft · CC BY 2.0 · Wikimedia CommonsJohnny Galecki stars in this limited engagement about Williams meeting Brando.
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Broadway Playhouse at Water Tower Place, 175 E. Chestnut St, Downtown, the Loop & West LoopDowntown, the Loop & West Loop
Jekyll& Hyde at Broadway Playhouse at Water Tower Place.
Broadway Playhouse at Water Tower Place, 175 E. Chestnut St, Downtown, the Loop & West Loop
The Lion Theatre, 182 N Wabash Ave, Downtown, the Loop & West LoopDowntown, the Loop & West Loop
Drunk Shakespeare: Drunk Dracula (21+ Event) at The Lion Theatre.
The Lion Theatre, 182 N Wabash Ave, Downtown, the Loop & West LoopDrunk Shakespeare: Drunk Dracula (21+ Event) at The Lion Theatre.
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Reid Murdoch Building – 333 N LaSalle, Downtown, the Loop & West LoopDowntown, the Loop & West Loop
Theater of the Mind at Reid Murdoch Building – 333 N LaSalle.
Reid Murdoch Building – 333 N LaSalle, Downtown, the Loop & West Loop
Chicago Shakespeare Theater, 800 East Grand Avenue on Navy Pier, Downtown, the Loop & West LoopDowntown, the Loop & West Loop
The Winter's Tale at Chicago Shakespeare Theater.
Chicago Shakespeare Theater, 800 East Grand Avenue on Navy Pier, Downtown, the Loop & West Loop
Auditorium Theatre - IL, 50 East Ida B. Wells Drive, Downtown, the Loop & West LoopDowntown, the Loop & West Loop
Edward Scissorhands w/ Chicago Philharmonic Orchestra at Auditorium Theatre - IL.
Auditorium Theatre - IL, 50 East Ida B. Wells Drive, Downtown, the Loop & West LoopEdward Scissorhands w/ Chicago Philharmonic Orchestra at Auditorium Theatre - IL.
Add to calendarStumblday's hand-checked ranking of the best date night in Downtown, the Loop & West Loop the weekend of Oct 23–25, 2026: 6 picks, refreshed weekly.
