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Theater in Chicago this weekend

13–15 November 2026

Chicago has 10 theater performances on this weekend: plays, musicals and shows. Sunday is the busiest day, with 6 of them. The fullest calendars are at The Lion Theater, The Den Theater and Second City-Chicago: Mainstage.

Updated 14 Nov, 22:57 · Event data from Ticketmaster

10events
13–15 Nov 2026this weekend

The best things to do in Chicago this weekend

  1. Vape! The Grease ParodySun 14:30 Theater / Musical

    Vape! The Grease Parody

    Apollo Theater
  2. Jersey Boys (Chicago)Sun 13:00 · 18:30 Theater / Musical

    Jersey Boys (Chicago)

    CIBC Theater · 2 showtimes
  3. Ralph BarbosaSat 21:30On now Theater

    Ralph Barbosa

    The Den Theater
  4. The Second City's: Pandemonium, Please HoldSat 21:30On now Theater

    The Second City's: Pandemonium, Please Hold

    Second City-Chicago: Mainstage
  5. A Midsummer Night's DreamSun 14:00 Theater

    A Midsummer Night's Dream

    Chicago Shakespeare Theater

All theater in Chicago this weekend

Saturday

144 events
  1. Sat 21:00On now Theater

    Drunk Shakespeare: A Drunk Christmas Carol (21+ Event)

    The Lion Theater
  2. Ralph BarbosaSat 21:30On now Theater

    Ralph Barbosa

    The Den Theater
  3. The Second City's: Pandemonium, Please HoldSat 21:30On now Theater

    The Second City's: Pandemonium, Please Hold

    Second City-Chicago: Mainstage
  4. Sat 21:30On now Theater

    Michelle Wolf - Ages 18+

    Vic Theater

Sunday

156 events
  1. Jersey Boys (Chicago)Sun 13:00 · 18:30 Theater / Musical

    Jersey Boys (Chicago)

    CIBC Theater · 2 showtimes
  2. A Midsummer Night's DreamSun 14:00 Theater

    A Midsummer Night's Dream

    Chicago Shakespeare Theater
  3. Vape! The Grease ParodySun 14:30 Theater / Musical

    Vape! The Grease Parody

    Apollo Theater
  4. Sun 17:00 Theater

    Drunk Shakespeare: A Drunk Christmas Carol (21+ Event)

    The Lion Theater
  5. The Second City's: Pandemonium, Please HoldSun 19:00 Theater

    The Second City's: Pandemonium, Please Hold

    Second City-Chicago: Mainstage
  6. Ralph BarbosaSun 19:15 · 21:30 Theater

    Ralph Barbosa

    The Den Theater · 2 showtimes

Busiest venues

  1. The Fields Studiosupcoming events
  3. United Centerupcoming events
  5. Symphony Center-ILupcoming events
  7. Cadillac Palaceupcoming events

Theater in Chicago this weekend: 13–15 November 2026

Chicago has 10 theater performances on this weekend: plays, musicals and shows. Here is what is on, who it suits and how to plan your days out.

Choose between Drunk Shakespeare: A Drunk Christmas Carol (21+ Event) at The Lion Theater (Saturday to Sunday), Ralph Barbosa at The Den Theater (Saturday to Sunday) and The Second City's: Pandemonium, Please Hold at Second City-Chicago: Mainstage (Saturday to Sunday), plus 4 more in the listings above.

Planning your days out

Start times run from 13:00 to 21:30, so there is something for an early evening or a later night. 8 of them are within 3 km of the center.

Sunday is the busiest day, with 6 events.

Chicago this weekend: quick answers

What’s on in Chicago this weekend?

10 events, including Drunk Shakespeare: A Drunk Christmas Carol (21+ Event) at The Lion Theater, Ralph Barbosa at The Den Theater and The Second City's: Pandemonium, Please Hold at Second City-Chicago: Mainstage.

Which venues are busiest?

The Lion Theater (2 events), The Den Theater (2 events) and Second City-Chicago: Mainstage (2 events).