Discover what's happening in Chicago on 14th February 2026, Saturday

• Sat, 14 Feb, 2026 - 10:30 AM

  Disney On Ice presents Jump In!

  United Center

  44+ Interested
• Sat, 14 Feb, 2026 - 07:30 PM

  Jessica Kirson at Riviera Theatre - IL

  Riviera Theatre - IL
• Sat, 14 Feb, 2026 - 01:00 AM

  Motion City Soundtrack with Say Anything

  Riviera Theatre - Chicago
• Sat, 14 Feb, 2026 - 06:15 PM

  Chicago, Bars, views in Chicago

  ANITA DEE (BURNHAM HARBOR) TEMPORARY ADDRESS
• Sat, 14 Feb, 2026 - 02:30 PM

  2026 Chicago Winter Tequila Tasting Festival (February 14)

  Downtown Chicago

  Free
• Sat, 14 Feb, 2026 - 10:00 PM

  Taiki Nulight in Chicago

  Concord Music Hall
• Sat, 14 Feb, 2026 - 07:00 PM

  Justin Furstenfeld

  House of Blues Chicago

  41+ Interested
• Sat, 14 Feb, 2026 - 06:15 PM

  Tipsy Cupid Sip & Sail Valentine's Day Yacht Cruise (Chicago)

  Burnham Harbor S Dock (Anita Dee 2)

  USD 39
• Sat, 14 Feb, 2026 - 09:00 PM

  Old Crow's Anti-Valentine's Day Party

  Old Crow Smokehouse

  USD 5
• Sat, 14 Feb, 2026 - 02:30 PM

  2026 Chicago Winter Tequila Tasting Festival (February 14) AE

  Kings Dining & Entertainment

  Newly Added

  |

  USD 20
• Sat, 14 Feb, 2026 - 04:00 PM

  The Official Mardi Gras Bar Crawl - Chicago ( Wicker Park )

  Black Hole Bar

  USD 16
• Sat, 14 Feb, 2026 - 01:00 AM

  Justin Furstenfeld of Blue October

  House of Blues Chicago
• Sat, 14 Feb, 2026 - 10:00 PM

  Taiki Nulight

  2047 N. Milwaukee Avenue, Chicago, IL, United States, Illinois 60647

  55+ Interested
• Sat, 14 Feb, 2026 - 07:00 PM

  Not Ur Baby

  Replay Lincoln Park

  25+ Interested
• Sat, 14 Feb, 2026 - 01:00 PM

  "Dealbreaker" By Lauren Kee

  Mrs. Murphy & Sons Irish Bistro

  5+ Interested
• Sat, 14 Feb, 2026 - 07:00 PM

  Meet Your Matchmaker: Four singles. Two blind dates. Live onstage.

  The Lincoln Lodge

  USD 18
• Sat, 14 Feb, 2026 - 09:30 PM

  The Heavyweights

  Garcia's Chicago

  9+ Interested
• Sat, 14 Feb, 2026 - 06:00 PM

  Black Belt Eagle Scout

  The Empty Bottle
• Sat, 14 Feb, 2026 - 02:45 PM

  Lovespell: Pole Dancing & Burlesque Show

  The Newport Theater

  USD 39
• Sat, 14 Feb, 2026 - 07:00 PM

  The Poetry Brothel Chicago: DEVOTION

  Aloft Circus Arts

  USD 7
• Sat, 14 Feb, 2026 - 09:00 PM

  Manic Focus in Chicago

  Chop Shop
• Sat, 14 Feb, 2026 - 08:00 PM

  The Barr Brothers at Thalia Hall

  Thalia Hall
• Sat, 14 Feb, 2026 - 11:00 AM

  Family Day: Rooted in Clay

  Hyde Park Art Center

  Free
• Sat, 14 Feb, 2026 - 01:00 AM

  Chicago Philharmonic Orchestra

  The Auditorium Theatre - Chicago
• Sat, 14 Feb, 2026 - 01:00 PM

  Koo Koo in Chicago

  Beat Kitchen
• Sat, 14 Feb, 2026 - 12:00 PM

  Paint & Sip Brunch | Color Me Calm

  Chicago Sip & Paint

  USD 72
• Sat, 14 Feb, 2026 - 07:00 PM

  Koffin Kats / The Last Gang / Crazy & The Brains / Clear Coat at Reggies

  Reggies

  140+ Interested
• Sat, 14 Feb, 2026 - 07:00 PM

  Lola Kirke in Chicago, IL at Old School Town

  Old Town School of Folk Music

  7+ Interested
• Sat, 14 Feb, 2026 - 07:30 PM

  2026 Valentine's Day Ball

  4039B N Ravenswood Ave, 60613
• Sat, 14 Feb, 2026 - 10:00 PM

  camoufly: new skin north american tour

  646 N Franklin St, Chicago, IL
• Sat, 14 Feb, 2026 - 09:30 PM

  Ship Wrek at Ramova Theatre

  Ramova Theatre
• Sat, 14 Feb, 2026 - 11:00 AM

  Latte art for beginners! (Valetine's Day edition)

  1806 W Cuyler Ave

  USD 86
• Sat, 14 Feb, 2026 - 07:00 PM

  Performance: BLIND LOVE - Valentine's Day with Rapt In Plastic

  International Museum of Surgical Science

  USD 29
• Sat, 14 Feb, 2026 - 12:00 PM

  “Love Is In The Air” Sip & Paint Saturdays 12:00 p.m. at Timeout Market

  TimeOut Market Chicago

  USD 39
• Sat, 14 Feb, 2026 - 07:30 PM

  Valentines Day Ball

  Ballroom Dance Chicago

  USD 269
• Sat, 14 Feb, 2026 - 10:15 AM

  Workshop: Japanese Papermaking

  International Museum of Surgical Science

  Free
• Sat, 14 Feb, 2026 - 11:00 PM

  Parking Josh Johnson

  The Chicago Theatre
• Sat, 14 Feb, 2026 - 08:00 PM

  Kink Night - Chicago

  Stars & Garters

  4+ Interested
• Sat, 14 Feb, 2026 - 07:00 PM

  A Taste of Love: 5 Course Dinner

  The Plant

  USD 121
• Sat, 14 Feb, 2026 - 07:00 PM

  Single & Mingle Grown and Sexy Way

  Qs Lounge

  USD 29
• Sat, 14 Feb, 2026 - 04:00 PM

  Heart of the Mask Masquerade Sneaker Ball

  1113 W Belmont Ave

  Free
• Sat, 14 Feb, 2026 - 02:00 PM

  3242 ESSENTIAL MIXOLOGY BARTENDING CLASS

  Discovery Center

  USD 42
• Sat, 14 Feb, 2026 - 06:00 PM

  Kristiane

  Schubas
• Sat, 14 Feb, 2026 - 10:00 PM

  Riordan at Cermak Hall - Radius Chicago

  Cermak Hall - Radius Chicago
• Sat, 14 Feb, 2026 - 02:00 PM

  Suminagashi - Ink Marbling Workshop

  Heritage Museum of Asian Art

  USD 71