Holiday events in Chicago

• Sat, 27 Dec Onwards

  Chicago's Byob Party Bus Holiday Lights Tour 'Tis The Season | Navy Pier

  Santa's Workshop at Old Crow Smokehouse

  6+ Interested

  |

  USD 75
• Sat, 27 Dec, 2025 - 04:00 PM

  BYOB Party Bus Holiday Lights Tour

  Old Crow Smokehouse

  USD 75
• Fri, 26 Dec, 2025 - 07:00 PM

  The Chosen Few Djs Holiday Party.

  Bourbon on Division

  USD 18
• Trending
  Fri, 26 Dec Onwards

  Chicago's BYOB Party Bus Holiday Light's Tour 'Tis The Season

  Headquarters Beercade

  102+ Interested

  |

  USD 60
• Fri, 26 Dec, 2025 - 10:00 PM

  Sleigh All Night

  Hubbard Inn

  USD 23
• Thu, 25 Dec, 2025 - 07:00 AM

  Christmas Day Masses

  1351 W Evergreen Ave, Chicago, IL, United States, Illinois 60642

  10+ Interested
• Wed, 31 Dec, 2025 - 03:00 PM

  New Year's Eve Dinner at Boleo

  Kimpton Gray Hotel
• Wed, 24 Dec, 2025 - 07:00 PM

  Wrigleyville Holiday Cavalcade!

  The Newport Theater

  5+ Interested

  |

  USD 15
• Sat, 27 Dec, 2025 - 10:00 AM

  2025 Bronzeville Kwanzaa Celebration & Vendor Fair

  4131 S State St, Chicago, IL 60609-2942, United States

  85+ Interested
• Wed, 31 Dec, 2025 - 05:00 PM

  New Year’s Celebration at The Crab Pad!

  The Crab Pad

  Free
• Fri, 30 Jan, 2026 - 06:00 PM

  Holiday - Play

  Albert Ivar Goodman Theatre
• Fri, 26 Dec, 2025 - 12:00 PM

  Chicago - HoHo Holiday Classic

  Fifth Third Arena

  4+ Interested
• Fri, 26 Dec, 2025 - 05:00 PM

  OneOne Club Happy Hour

  Chef Art Smith’s Reunion, Navy Pier, East Grand Avenue, Chicago, IL, USA

  Free
• Sat, 27 Dec, 2025 - 09:00 AM

  Dance Camp

  Ballroom Dance Chicago

  USD 97
• Sat, 27 Dec, 2025 - 10:00 AM

  Holiday Affair 2025: A Pink and Green Celebration

  Hyatt Regency Chicago

  38+ Interested