Discover what's happening in Chicago on 14th January 2026, Wednesday

• Sun, 21 Dec Onwards

  The Phantom of the Opera at Cadillac Palace

  Cadillac Palace
• Wed, 14 Jan, 2026 - 07:30 PM

  Mike Birbiglia at Nederlander Theatre Chicago

  Nederlander Theatre Chicago
• Wed, 14 Jan, 2026 - 07:00 PM

  Utah Jazz at Chicago Bulls at United Center

  United Center
• Wed, 14 Jan Onwards

  Chicago Blackhawks vs. Calgary Flames

  United Center

  USD 25
• Wed, 14 Jan, 2026 - 07:30 PM

  Chrisette Michele at City Winery - Chicago

  City Winery - Chicago
• Wed, 14 Jan, 2026 - 07:30 PM

  Chrisette Michele in Chicago

  City Winery Chicago
• Wed, 14 Jan, 2026 - 01:00 AM

  The Phantom of the Opera - Chicago

  Cadillac Palace Theatre
• Wed, 14 Jan, 2026 - 07:00 AM

  ABC 7 Great Chicago Blood Drive

  American Red Cross of Illinois

  35+ Interested
• Wed, 14 Jan Onwards

  Nathan Macintosh

  Zanies Comedy Club - Chicago
• Wed, 14 Jan, 2026 - 07:00 PM

  "You Got Gold" A Celebration of John Prine - Chicago Premiere

  Music Box Theatre

  184+ Interested
• Wed, 14 Jan, 2026 - 01:30 AM

  Paul Chowdhry

  Vic Theatre - Chicago
• Wed, 14 Jan, 2026 - 06:00 PM

  Cheekface

  Schubas
• Wed, 14 Jan, 2026 - 06:00 PM

  Hands-On: Pizza alla Pala

  Eataly Chicago

  USD 107
• Wed, 14 Jan, 2026 - 07:00 PM

  WEDNESDAY JANUARY 14: CROWD WORK WEDNESDAY

  The Comedy Bar - Chicago Main Stage

  Free
• Wed, 14 Jan, 2026 - 07:00 PM

  Sip & Paint Night Event Wednesdays 7:00 p.m. @ Tapster Lincoln Park

  Tapster Lincoln Park

  USD 39
• Wed, 14 Jan, 2026 - 06:00 PM

  Mark Curry

  City Winery - Chicago
• Wed, 14 Jan, 2026 - 05:30 PM

  Careers in the Age of AI | Hiring & Getting Hired in an Evolving Industry

  To Be Determined

  USD 23
• Wed, 14 Jan, 2026 - 06:00 PM

  Eureka Day

  Broadway Playhouse at Water Tower Place
• Wed, 14 Jan, 2026 - 06:00 PM

  The Ice Age: Preserving Beauty & Fertility

  The One Spa Chicago

  USD 34
• Wed, 14 Jan Onwards

  TimeLine Theatre’s EUREKA DAY

  Broadway Playhouse
• Wed, 14 Jan, 2026 - 06:00 PM

  2026 Miss "Not For Profit" Reveal and Fashion Networking @ Grapes and Grain

  Grapes & Grains Piano Bar Cocktail Lounge

  USD 24
• Wed, 14 Jan, 2026 - 07:00 PM

  Eureka Day at Broadway Playhouse at Water Tower Place

  Broadway Playhouse at Water Tower Place
• Wed, 14 Jan, 2026 - 06:30 PM

  Sapori Presents Vinos Libres Wine Dinner

  Sapori Trattoria

  USD 161
• Wed, 14 Jan, 2026 - 07:00 AM

  Authors on Tap: Sara Levine and Lindsay Hunter

  Exile in Bookville

  Free
• Wed, 14 Jan, 2026 - 06:00 PM

  The Next Evolution: Immersive Technology Meetup

  2112 Chicago

  Free
• Wed, 14 Jan, 2026 - 07:30 PM

  Chicago Retro Singers Auditions

  Mayfair Presbyterian Church

  Free
• Wed, 14 Jan, 2026 - 07:00 PM

  DePaul CHAARG Sample Workout: Title Boxing

  Title Boxing Club Chicago Lincoln Park

  Free
• Wed, 14 Jan, 2026 - 05:00 PM

  Side Hustle to Solopreneur: Learn • Connect • Grow

  Burke's Public House

  Free
• Wed, 14 Jan, 2026 - 06:00 PM

  Kenny Reichert Quartet

  Constellation - Chicago
• Wed, 14 Jan, 2026 - 06:00 PM

  Kayo Dot

  Reggie's Music Joint
• Wed, 14 Jan, 2026 - 06:00 PM

  Making Great Strides 2026 Kickoff!

  Begyle Brewing

  Free
• Wed, 14 Jan, 2026 - 12:00 PM

  Join Biggest Community | Investors Founders | Chicago | Online

  Chicago

  Free
• Wed, 14 Jan, 2026 - 05:00 PM

  Smooth Jazz Paint & Sip

  Privilege Restaurant Bar

  USD 34
• Wed, 14 Jan, 2026 - 06:00 PM

  Final Impressions: Angela Costner at The Gwen

  The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

  Free
• Wed, 14 Jan, 2026 - 06:00 PM

  54 Ultra

  Lincoln Hall
• Wed, 14 Jan, 2026 - 07:00 PM

  Chicago Circle Singing: January ALL SING

  Grace Episcopal Church

  Free
• Wed, 14 Jan, 2026 - 09:00 AM

  In-Person Youth Mental Health First Aid Training (1/14/2026)

  Association House of Chicago

  Free
• Wed, 14 Jan, 2026 - 06:00 PM

  Meet IRL | Singles Volunteer Evening | Ages 30+

  The Parlor

  USD 29
• Wed, 14 Jan, 2026 - 06:00 PM

  January Volunteer Night | Strong Towns Chicago

  310 W Division St

  Free
• Wed, 14 Jan, 2026 - 08:00 PM

  Wednesday Night Stand Up Comedy at Laugh Factory Chicago

  Laugh Factory Chicago

  USD 27
• Wed, 14 Jan, 2026 - 07:00 PM

  EmpowerHerCircle 2026 Goal Setting Event

  2435 N Western Ave

  USD 31
• Wed, 14 Jan, 2026 - 07:30 PM

  Realm of Whiskeys: Tea for Two Tasting

  The CheckOut

  USD 55
• Wed, 14 Jan, 2026 - 06:00 PM

  Beginner Crochet Workshop

  3248 N Pulaski Rd

  USD 23
• Wed, 14 Jan, 2026 - 06:00 PM

  Wait Wait...Don't Tell Me

  Studebaker Theater
• Wed, 14 Jan, 2026 - 08:00 PM

  SILENT PARTY CHICAGO "NO SKIPS" (R&B • Hip-Hop • Pop) l FREE ENTRY

  Elston Electric

  Free