The Second City — Upcoming Events in Chicago, IL

The Second City is a comedy club and theater in Chicago’s Old Town neighborhood, known for sketch comedy, improv, and comedy revues. It has long been one of the most influential comedy venues in the U.S. and is famous for launching many notable comedians.

The Second City, 1616 N Wells St, Chicago, IL 60614

Browse upcoming events at The Second City in Chicago, IL on VibeHawk — dates, showtimes, and ticket prices, with full details and tickets one tap away on any listing.

Upcoming events at The Second City

• Whodunnit Anyway?

  Thursday, September 24, 2026 · 7:00 PM

  $15

• Fellowship Thursdays

  Thursday, September 24, 2026 · 8:30 PM

  $1

• Improv Movie Night

  Thursday, September 24, 2026 · 11:30 PM

  $25

• Live Sketch Comedy

  Friday, September 25, 2026 · 6:30 PM

  $45–$50

• Cowbell Comedy presents Canadian Famous

  Friday, September 25, 2026 · 8:00 PM

  $25

• Best of The Second City

  Sep 25 – Oct 24, 2026 · Start times 3:00 PM – 8:00 PM

  See tickets

• Shamilton

  Friday, September 25, 2026 · 8:30 PM

  $25

• No Grown-Ups Allowed

  Sep 26 – Oct 24, 2026 · 1:00 PM

  $29

• Pink Chicken

  Saturday, September 26, 2026 · 7:00 PM

  $25

• Standup Throw Down: Millennials vs Gen X

  Saturday, September 26, 2026 · 7:00 PM

  $25

• Baby Wants Candy! The Original Completely Improvised Musical

  Saturday, September 26, 2026 · 7:30 PM

  $25

• Clued In

  Sep 26 – Oct 15, 2026 · 7:30 PM

  $25

• The Improvised Movie: Summer Blockbusters

  Saturday, September 26, 2026 · 9:30 PM

  $20

• Edie Arnold Is a Loser

  Sunday, September 27, 2026 · 7:00 PM

  $15

• Second City Presents – Thank You, Goodnight

  Tuesday, September 29, 2026 · 7:30 PM

  $25

• Lowkey Lit

  Thursday, October 1, 2026 · 7:00 PM

  $20

• Set in Chicago: Improvised Spooky Movie Sequels

  Thursday, October 1, 2026 · 7:30 PM

  $20

• $20 Sandwich Ruins Your Childhood

  Thursday, October 1, 2026 · 8:00 PM

  $25

• Live at the Second City: Spotlight

  Friday, October 2, 2026 · 11:30 PM

  $25

• Poison

  Saturday, October 3, 2026 · 9:30 PM

  $25

• Sketch Playlist Night Live

  Saturday, October 3, 2026 · 10:00 PM

  $25

• The Pitch

  Sep 24 – Oct 4, 2026 · Start times 6:30 PM – 9:30 PM

  $30

• Legs Will Be Broken: A Play, Improvised

  Sunday, October 4, 2026 · 7:00 PM

  $15

• The Freaks Come Out at Night: Hollyween Season 4

  Wednesday, October 7, 2026 · 9:00 PM

  $20

• Call It A Night Show

  Thursday, October 8, 2026 · 9:00 PM

  $15

• An Improv Halloween

  Friday, October 9, 2026 · 7:30 PM

  $25

• Worlds Collide

  Saturday, October 10, 2026 · 11:30 PM

  $25

• Knock Knock

  Sunday, October 11, 2026 · 7:00 PM

  $25

• Married Without Children

  Tuesday, October 13, 2026 · 7:30 PM

  $25

• Men from Then

  Tuesday, October 13, 2026 · 11:30 PM

  $25

• 20s Happy Hour

  Thursday, October 15, 2026 · 5:30 PM

  $15

• Meat Market

  Thursday, October 15, 2026 · 11:00 PM

  $25

• Anarchy: The Improvised Rock Opera

  Friday, October 16, 2026 · 7:00 PM

  $25

• Gluten Free Comedy

  Saturday, October 17, 2026 · 7:30 PM

  $25

• Writing 4 Show

  Tuesday, October 20, 2026 · 7:00 PM

  $10

• Improv 4 & Grad Revue 2 Show

  Wednesday, October 21, 2026 · 10:30 PM

  $10

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