Upcoming cocktails events

• Fri, 27 Feb, 2026 - 06:00 PM

  THE Madonna Drag Dinner

  Kit Kat Club

  USD 71
• Sat, 28 Feb, 2026 - 11:00 AM

  Mean Girls Bottomless Drag Brunch

  Lark

  USD 76
• Sat, 28 Feb, 2026 - 12:00 PM

  West Loop Margarita Fest | Margarita Tastings & Pizza Included

  PB&J: Pizza Beer and Jukebox

  USD 29
• Sat, 28 Feb, 2026 - 08:00 PM

  AMERICAN DREAMIN AFFAIR

  Rebar

  USD 34
• Sun, 01 Mar, 2026 - 02:00 PM

  Dads of Love Day Party

  Rizzo's Bar & Inn

  Free
• Fri, 27 Feb, 2026 - 08:00 PM

  Cosmic Nightfall - Paint and Sip in Chicago | Classpop!™

  Pinot's Palette - Logan Square

  USD 56
• Fri, 27 Feb, 2026 - 07:00 PM

  BYOB Sip & Paint Event - GLOW IN THE DARK "50 Shades of Color"

  Sip & Paint

  USD 43
• Fri, 27 Feb, 2026 - 08:00 PM

  Black History In A Glass

  Coffee, Hip-Hop & Mental Health Cafe

  USD 43
• Sat, 28 Feb, 2026 - 05:00 PM

  Golden Hour featuring Julio Bishop

  Epiphany Center for the Arts

  Free
• Fri, 27 Feb, 2026 - 08:30 PM

  The Players Ball

  The Vault

  USD 23
• Sat, 28 Feb, 2026 - 11:00 AM

  10th Anniversary Celebration with Brunch

  Norwood Royal Cigars

  USD 34
• Sun, 01 Mar, 2026 - 06:30 PM

  Shy-Ways SAC 23rd Annual Scholarship Fundraising Dance

  The Mayfield

  USD 109
• Sat, 28 Feb, 2026 - 10:00 PM

  The Biggest Pisces ♓️ Bash Ladies Free Until 10:30pm With RSVP Only

  BASSLINE || 2239 - CHICAGO

  Free
• Fri, 27 Feb, 2026 - 06:00 PM

  The Chicago Pancakes and Booze Art Show

  Reggie's Rock Club
• Sat, 28 Feb Onwards

  Chicago, IL - Music Bingo at Punch Bowl Social

  Punch Bowl Social Chicago

  Free