Festival of Wood and Barrel Aged Beers Fri, 13 Nov at 05:00 pm 525 S. Racine Ave., Chicago, IL, United States, Illinois 60607 FESTIVALS
BANDERA A BANDERA | Chinchorreo Sidewalk Sale & Lighting of the Flag Sat, 28 Nov at 03:00 pm Humboldt Park, 2800 W Division St, Chicago, IL, USA FREE CHRISTMAS-LIGHTS
Last Tickets - Chicago Holiday Cocktail Tasting Festival - Nov 14 Sat, 14 Nov at 02:30 pm Utopian Tailgate USD 0 TO 111 FITNESS
Celebrate Diwali at the Field Museum! Sun, 15 Nov at 12:30 pm 1400 S. Jean Baptiste Pointe DuSable Lake Shore Drive , Chicago, IL, United States, Illinois 60605 FESTIVALS
RiverNorth Pole 2026 | Santa, Live Reindeer & Holiday Magic for St. Jude Sat, 21 Nov at 11:00 am Trump International Hotel & Tower® Chicago USD 0 TO 146 FITNESS
Espresso Martini Fest at Hubbard Inn, Chicago - Tastings Included Sat, 03 Oct at 05:00 pm Hubbard Inn USD 25 TO 42 FESTIVALS
Dan Slater Live | House, Circuit, & Tech House Dance Party Sat, 14 Nov at 11:00 pm Hydrate Nightclub USD 29 FITNESS
Randolph Christmas Market - A Windy City Market Experience Sat, 05 Dec at 12:00 pm Experience 113 (Former House of Vans) USD 0 TO 9 FITNESS
Godfrey Holiday Cocktail Fest - Cocktail Tasting at I|O Godfrey Rooftop Sat, 05 Dec at 12:00 pm IO Godfrey Rooftop Lounge USD 25 TO 58 FESTIVALS
️ WALK PILSEN’S PAINTED STREETS: A MURAL TOUR WITH LUIS TUBENS! Sun, 15 Nov at 12:00 pm Lozano Branch, Chicago Public Library USD 31 FITNESS
Godfrey Wine Fest - Wine Tasting at I|O Godfrey Rooftop in Chicago Sat, 14 Nov at 01:00 pm IO Godfrey Rooftop Lounge USD 25 TO 42 FITNESS
MONDAY NOVEMBER 23: LATE NITE MIC WITH VIK PANDYA Mon, 23 Nov at 07:00 pm The Comedy Bar - Chicago Main Stage FREE COMEDY
NATURAL HAIR FEST Kick-Off Celebration -Vendor Opportunity -Evening Event Sun, 29 Nov at 06:00 pm Hilton Garden Inn Chicago Downtown/Magnificent Mile USD 122 FESTIVALS
All Inclusive New Year's Eve 2027 Fireworks River Cruise on Thurs, Dec 31 Thu, 31 Dec at 10:30 pm Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 123 TO 154 NEW-YEAR
Official Chicago Burning Man Decompression - 2026 Fri, 20 Nov at 08:00 pm Epiphany Center for the Arts ART
Screenings of THE ADDAMS FAMILY and ADDAMS FAMILY VALUES Fri, 13 Nov at 11:30 pm Music Box Theatre FESTIVALS
Winterland Tree Lighting Ceremony Fri, 04 Dec at 06:00 pm 3637 N Clark St, Chicago, IL, Chicago, IL, United States, Illinois 60613 CHRISTMAS-LIGHTS
Fa La La Fabulous Holiday Market - Chicago Sat, 14 Nov at 11:00 am 3656 N Halsted St, Chicago, IL, United States, Illinois 60613 HOLIDAY
Lev Fer ONE NIGHT ONLY at The Lincoln Lodge 10/29/26 Sun, 29 Nov at 07:00 pm The Lincoln Lodge USD 30 FITNESS
New Year's Eve Sunset Cocktail Cruise on Thursday, December 31st Thu, 31 Dec at 04:30 pm Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) USD 20 TO 42 FITNESS
Chicago Hottest Entrepreneur Networking Event Thu, 19 Nov at 07:00 pm Joy District USD 18 TO 29 BUSINESS
NATURAL HAIR FEST CHICAGO - MAIN EVENT - Become our CITY ACTIVATION PARTNER Sun, 29 Nov at 10:00 am Hilton Garden Inn Chicago Downtown/Magnificent Mile USD 5,818 FITNESS
WINTER WONDERFEST 2026/27 Caricature & Face Painting Positions Fri, 27 Nov at 05:00 pm The Loop FESTIVALS
Laura Jane Grace / Direct Hit! Thu, 10 Dec at 06:00 pm 235 N Ashland Ave, Chicago, IL 60607, USA FESTIVALS
STATEWIDE GLOW PARTY: CHICAGO'S OFFICIAL COLLEGE GLOW BASH 18+ Sat, 21 Sep at 09:00 pm Bellagio 223 USD 0 TO 178 FITNESS
Wicker Park Bucktown's Winter Wonderland & Tree Lighting Sat, 05 Dec at 12:00 pm Metzger Court CHRISTMAS
5th Annual Words of Wonder Literary Festival Sat, 14 Nov at 11:00 am Wendell Smith School FREE FITNESS
NATURAL HAIR FEST CHICAGO - DAYTIME VENDOR OPPORTUNITY Sun, 29 Nov at 10:00 am Hilton Garden Inn Chicago Downtown/Magnificent Mile USD 122 TO 301 FESTIVALS
A Front-Row Affair | The Magnificent Mile Lights Festival At Rebar Sat, 21 Nov at 05:00 pm Trump International Hotel & Tower® Chicago USD 93 TO 242 FITNESS
All Inclusive New Year's Eve 2027 Fireworks Cruise aboard Anita Dee II Thu, 31 Dec at 09:45 pm Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) USD 99 TO 165 FITNESS
4th Annual Autumn Vintage & Artisan Fest in Ravenswood Sat, 14 Nov at 12:00 pm Artifact Events USD 0 TO 9 FESTIVALS
AFROINTL FASHION SHOW CHICAGO Sun, 29 Nov at 07:00 pm Hilton Garden Inn Chicago Downtown/Magnificent Mile USD 44 TO 122 FASHION
2026 UIC Native American Support Program Powwow Fri, 20 Nov at 05:00 pm 1200 W Harrison St FREE FITNESS
Tightwire / Canadian Rifle / Budget Cuts Sun, 15 Nov at 06:00 pm 235 N Ashland Ave, Chicago, IL 60607, USA FESTIVALS
Home for the Holiday Show with Action/Adventure, Hit The Lights, and more Sun, 20 Dec at 05:00 pm Bottom Lounge TRIPS-ADVENTURES
Fiestas Patrias Panamá 2026 | Una Noche de Orgullo Panameño en Chicago Sat, 14 Nov at 07:00 pm Restaurant Guatemalteco Latin Patio USD 39 TO 45 CORONATION-WEEKEND
Eve of the Eve Lake Cocktail Cruise on Wednesday, December 30th Wed, 30 Dec at 08:00 pm Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) USD 20 TO 42 FITNESS
Lists and Letters: An Author Conversation Sat, 14 Nov at 02:00 pm Pilsen Community Books FREE FITNESS
Gumbo Cook-Off Sun, 15 Nov at 01:00 pm 3369 N Clark St, Chicago, IL, United States, Illinois 60657 SPORTS
Chicago Wine Fest at Hubbard Inn - Tastings Included Sat, 26 Dec at 05:00 pm Hubbard Inn USD 25 TO 42 FITNESS
RIOT FEST Presents: T I G H T W I R E / C A N A D I A N R I F L E SPLIT EP RELEASE @ Cobra Lounge Sun, 15 Nov at 06:00 pm Cobra Lounge FESTIVALS
Festival of Lights Chanukah Soiree Sun, 06 Dec at 07:00 pm The Old Post Office USD 20 TO 500 FESTIVALS
The Du Kwanzaa Celebration Tue, 29 Dec at 10:00 am The DuSable Black History Museum and Education Center FREE FITNESS
Volunteer at Magnificent Mile Lights Festival Sat, 21 Nov at 03:30 pm N Michigan Ave, Chicago, IL, United States FESTIVALS
Monthly Group Ukulele Lessons in Pilsen. FREE Ukulele Giveaway! Sun, 11 Oct 1637 W 18th St USD 7 TO 13 FITNESS
Music In the Garden 2026 (CoPresented by Elastic Arts & Homeroom) Thu, 19 Nov at 08:00 pm Elastic Arts USD 18 TO 35 FITNESS
Project Cinema: Films for South London Thu, 19 Nov at 07:00 pm National Public Housing Museum FREE ENTERTAINMENT
Sounding/BODY: V. Vecker, Casey Adams, & Paige Alice Naylor Fri, 20 Nov at 07:00 pm International Museum of Surgical Science USD 0 TO 18 FITNESS
Threshold: Conversations on the Stoop featuring Roy Kinsey Fri, 11 Dec at 06:00 pm Washington Park Arts Incubator FREE FITNESS
Chicago Gourmet Food & Specialty Market 2026 Fri, 11 Dec at 10:00 am 1300 S Linn White Dr FREE FITNESS
Jade Maze's Holiday Golden Hour w/ Chris Mahieu Thu, 03 Dec at 05:00 pm 201 S. Ashland Avenue, Chicago, IL, United States, Illinois 60607 MUSIC
CIRCLE JERK and THIS AMERICAN WIFE: The Internet Theater of Fake Friends Mon, 16 Nov at 07:30 pm The Understudy Coffee and Books FREE FITNESS
MOSTRA XVII: Brazilian Film Festival - Closing Night Sat, 21 Nov at 05:00 pm Instituto Cervantes - Chicago USD 38 TO 62 FITNESS
MONDAY NOVEMBER 9: LATE NITE MIC WITH VIK PANDYA Mon, 07 Dec at 07:00 pm 162 E Superior St, Chicago, IL, United States, Illinois 60654 COMEDY
Usama Siddiquee at Zanies Chicago Thu, 14 Jan at 07:00 pm 1548 N Wells St, Chicago, IL, United States, Illinois 60610 COMEDY
OT Staged Reading: Sip & Share- CHICAGO Fri, 20 Nov at 07:00 pm Jamii Center for Arts and Media USD 23 FITNESS
Music Moves Chicago Presents Future Folk Festival Wed, 16 Dec at 06:00 pm Austin Town Hall Park FREE FITNESS