Chasing Sun(Sets) III — JOEZI x MASSUMA Sat, 19 Sep at 12:00 pm Castaways Beach Club USD 30 TO 65 ART
Saturday, 31st of October, 2026: Annual Nocturna All Hallows’ Eve Ball w/ DJ Scary Lady Sarah + more Sat, 31 Oct at 10:00 pm Metro Chicago ENTERTAINMENT
Chicago Halloween Bar Crawl - West Loop - Sat, Oct 24 Sat, 24 Oct at 05:00 pm Esco USD 16 TO 33 FITNESS
The Halloween Bar Crawl - Chicago - River North - Sat, Oct 31 Sat, 31 Oct at 05:00 pm Joy District USD 16 TO 19 FITNESS
R&B Boo Bash Sweetest Day Yacht Party (3 Levels) Chicago Sat, 17 Oct at 06:45 pm Anita Dee Yacht Charters USD 61 TO 562 ENTERTAINMENT
Chicago Official Halloween Bar Crawl - West Loop - Sat, Oct 31 Sat, 31 Oct at 05:00 pm Esco USD 16 TO 55 FITNESS
Chicago's Hottest Halloween Bar Crawl 2026 - River North - Fri, Oct 30 Fri, 30 Oct at 05:00 pm Joy District USD 19 TO 63 FITNESS
RNB Vs Hip Hop 2000s Yacht Party FT: DJ Nehpets Power 92.3 (Chicago) Sat, 10 Oct at 06:45 pm Anita Dee Yacht Charters USD 45 TO 550 FITNESS
The Boos & Booze Chicago Halloween Saturday Bar Crawl | Lincoln Park Sat, 31 Oct at 02:00 pm Lincoln Park USD 8 TO 31 FITNESS
R&B Fall Ball Yacht Party (3 Levels) Chicago Sun, 25 Oct at 06:45 pm Anita Dee Yacht Charters USD 45 TO 562 ENTERTAINMENT
The Official Halloween Bar Crawl - Chicago - Lincoln Park - Sat, Oct 31 Sat, 31 Oct at 05:00 pm Brando's Lincoln Park USD 19 TO 62 FITNESS
Chicago Halloween Bar Crawl 2026 Sat, 31 Oct at 04:00 pm Kitchen + Kocktails By Kevin Kelley - Chicago USD 18 TO 24 FITNESS
Chicago Official Halloween Bar Crawl 2026 Sat, 31 Oct at 02:00 am PB&J: Pizza Beer and Jukebox PARTIES
R&B Halloween Costume Yacht Party (Chicago) Anita Dee II Sat, 31 Oct at 12:45 pm Anita Dee Yacht Charters USD 50 TO 589 FITNESS
PILSEN HALLOWEEN BAR CRAWL PARTY! 2026 Sat, 31 Oct at 12:00 pm Pilsen, Chicago, IL, USA USD 36 TO 83 PARTIES
106 & Scales: Libras Taking Over From The 99' to 2000s Sat, 17 Oct at 06:00 pm Pitch & Pour Supper Club USD 14 TO 92 ENTERTAINMENT
SELVEDGE: The Blueprint - Chicago Fashion Week Industry Social Fri, 09 Oct at 09:00 pm Blue Leopard Lounge FASHION
Rebecca Norris Webb: Photopoetry: Selected Works, 1998-2026 Sat, 10 Oct at 03:00 pm Leica Store and Gallery Chicago FREE ART
R&B Vs Hip Hop Black Attire Yacht Party (3 Levels) Chicago Sat, 07 Nov at 06:45 pm Anita Dee Yacht Charters USD 45 TO 562 ENTERTAINMENT
Fall Mini Sessions 2026- Winnemac Park- Oct. 10th Sat, 10 Oct at 09:00 am Winnemac Park USD 295 FITNESS
Book Signing & Q&A with Ronnie Frey Sun, 18 Oct at 10:00 am necessary & sufficient coffee - Printers Row, South Dearborn Street, Chicago, IL, USA FREE ART
Juke Me Til I Scream Friday The 13th Yacht Party (3 Levels) Chicago Fri, 13 Nov at 06:45 pm Burnham Harbor S Dock - Anita Dee 2 - Temporary Docking Area USD 45 TO 562 FRIDAY-THE-13TH
Archival Fashion with Marco Sqrd and Stylist/Photographer Josh Ray Fri, 16 Oct at 06:00 pm Sofitel Chicago Magnificent Mile BUSINESS
Singles Meet Up at The Museum of Contemporary Art 45-55 October- Chicago Tue, 27 Oct at 05:00 pm Museum Of Contemporary Art Chicago USD 15 TO 29 FITNESS
Alternative Endings: The Watermelon Woman @ 30 Sat, 17 Oct at 09:30 am Northwestern Downtown Campus (Abbott Hall) FREE FITNESS
SANDRO MILLER: A New American Landscape Thu, 15 Oct at 06:00 pm Leica Store and Gallery Chicago FREE FITNESS
Fall Mini Sessions 2026- Gompers Park- Oct 11th & 24th Sun, 11 Oct at 08:30 am Gompers Park USD 295 FITNESS
Faces of Black American Spirit Fri, 16 Oct at 06:00 pm St Benedict the African Catholic Church FREE FITNESS
Fall Family Minis 2026 - Lincoln Park - Oct 4, Oct 17-18, Oct 25 Sun, 04 Oct at 03:00 pm Lincoln Park USD 295 FITNESS
Meet Elvin in Person at Fall Open Studios! Sat, 17 Oct at 12:00 pm Mana Contemporary Chicago FREE FITNESS
Perfume Festival & Exchange at Pullman Block House Gallery Sat, 24 Oct at 12:00 pm Pullman Artspace Lofts USD 0 TO 7 FITNESS
RNB Red Attire Yacht Party + Fireworks (3 Levels Indoor/Outdoor) Chicago Sat, 12 Dec at 06:45 pm Burnham Harbor S Dock - Anita Dee 2 - Temporary Docking Area USD 40 TO 562 ENTERTAINMENT
Artist Talk | Amanda Christine Harth: The Sacred Place of the Most High Sat, 10 Oct at 01:00 pm Design Museum of Chicago ART
Opossum Photobooth & Pet Toy Drive for National Opossum Day Sun, 18 Oct at 01:00 pm The Insect Asylum USD 32 TOY-DRIVES
St. Patrick's Day Lucky Charms Lincoln Park Bar Crawl Sat, 13 Mar at 12:00 pm Lincoln Park USD 14 TO 37 PARTIES
St. Patrick's Day Lucky Charms River North Bar Crawl | Afternoon Sat, 13 Mar at 12:00 pm Headquarters Beercade USD 14 TO 37 FITNESS
COFFEE + CONNECTION + PORTRAITS "The Empowered You" Sun, 18 Oct at 11:00 am Blue Bottle Coffee USD 55 FITNESS
Kranti Revolution Sat, 17 Oct at 05:00 pm Exhibition: Fine Arts Building & Founders Talk: Location TBD FREE FITNESS
Once Upon A Brunch for Book Lovers Spooky Halloween Edition Sat, 31 Oct at 12:00 pm Da Book Joint USD 53 TO 77 BRUNCH
Offsite: Ten Lives by Mona Chalabi at Haymarket House Sun, 15 Nov at 06:30 pm Women & Children First USD 0 TO 53 FITNESS
CONVERSATIONS OVERHEARD: No Tricks, Just Truths and Treats! Sun, 25 Oct at 03:00 pm 4507 S Indiana Ave USD 43 FITNESS
St. Patrick's Day Lucky Charms West Loop Bar Crawl Sat, 13 Mar at 12:00 pm West Loop USD 14 TO 37 FITNESS
St. Patrick's Day Lucky Charms Wicker Park Bar Crawl Sat, 13 Mar at 12:00 pm Chop Shop USD 8 TO 25 FITNESS
Open Lab Series: Intro to B&W Darkroom Printing Tue, 20 Oct at 11:00 am Tuley Park USD 96 PHOTOGRAPHY
St. Patrick's Day Lucky Charms River North Bar Crawl | Morning Sat, 13 Mar at 09:00 am River North USD 14 TO 37 FITNESS
St. Patrick's Day Lucky Charms Wrigleyville Bar Crawl Sat, 13 Mar at 10:00 am Blue Bayou USD 19 TO 37 FITNESS
BORNVAIN ART PRESENTS: THE COLLECTION Sat, 07 Nov at 04:00 pm David Rubenstein Forum at the University of Chicago USD 29 FITNESS
Dorothy's Trials of Oz: City Exploration Quest in Chicago Sun, 01 Nov at 12:00 am Oz Park Basketball Court USD 10 TRIPS-ADVENTURES
Chicago Creative Networking at Chi’Tiva Downtown | CLVR LABs Sun, 18 Oct at 03:00 pm THC by Chitiva South Loop USD 0 TO 120 BUSINESS
DIY Perfume & Charm Jewelry Making Workshop Thu, 14 May at 12:00 pm 3414 W Foster Ave USD 71 TO 141 FITNESS
Mud Stencils! An Intro to Green Graffiti with Ari Mulch Sun, 11 Oct at 01:00 pm 1754 N Kimball Ave USD 34 FITNESS
Dan Ryan Woods Stewardship Kickoff: Info Session, Tutorials, and Art! Sat, 10 Oct at 10:00 am Dan Ryan Woods-91st Street FREE FITNESS
Emotional Release Group Healing Meditation Sat, 10 Oct at 09:30 am Wild Blossom Meadery and Winery USD 61 FITNESS
AFROINTL FASHION SHOW CHICAGO Sun, 29 Nov at 07:00 pm Embassy Suites by Hilton Chicago Downtown River North USD 44 TO 122 FITNESS
a ChicagoRican Story - Free and Open to the Public Mon, 31 Aug at 09:30 am Puerto Rican Arts Alliance FREE FITNESS
The Wild Worth Protecting Thu, 24 Sep at 07:00 am necessary & sufficient coffee - Printers Row, South Dearborn Street, Chicago, IL, USA FREE FITNESS
FashionCamp: WINTER HOLIDAY EDITION 2026 Sat, 12 Dec at 10:00 am FashionBar (Level 3) USD 530 FITNESS
Spooky Student Showcase: Pole Icons & Brass Ring ‘26 Fri, 23 Oct at 07:00 pm The Brass Ring USD 0 TO 18 FITNESS
On The Road Of Dreams / Screen Print Exhibition / Chicago! Sat, 07 Nov at 06:00 pm All Star Press Chicago EXHIBITIONS
ATLYS String Quartet | Photographer Glenn Hansen Sun, 14 Feb at 02:30 pm Artifact Events USD 34 ENTERTAINMENT
FashionCamp: SPRING BREAK - EDITION 2027 Sat, 20 Mar at 11:00 am FashionBar (Level 3) USD 637 FITNESS
Runway Walking Class & Compcard Shoot 2027- FashionBar The Shows Session 3 Sat, 12 Dec at 02:00 pm Water Tower Place (FashionBar Space on Level 3) USD 82 TO 226 WORKSHOPS
Runway Walking Class & Compcard Shoot 2027- FashionBar The Shows Session 1 Sat, 17 Oct at 02:00 pm Water Tower Place (FashionBar Space on Level 3) USD 82 TO 226 FITNESS
Runway Walking Class & Compcard Shoot 2027- FashionBar The Shows Session 2 Sat, 14 Nov at 02:00 pm Water Tower Place (FashionBar Space on Level 3) USD 82 TO 226 WORKSHOPS
Runway Walking Class & Compcard Shoot 2027- FashionBar The Shows Session 5 Sat, 13 Feb at 02:00 pm Water Tower Place (FashionBar Space on Level 3) USD 82 TO 226 FITNESS
Fashion Photography Workshop - 1ST QUARTER 2027 EDITION (FOR ADULTS) Sat, 30 Jan at 12:00 pm Water Tower Place ( Level 3 at FASHIONBAR) USD 449 FITNESS
Runway Walking Class & Compcard Shoot 2027- FashionBar The Shows Session 4 Sat, 09 Jan at 02:00 pm Water Tower Place (FashionBar Space on Level 3) USD 82 TO 226 FITNESS
North Side Wedding Walk - Year 3! Sun, 07 Mar at 12:00 pm North Side Event Venues USD 14 TO 32 PHOTOGRAPHY
Runway Walking Class & Compcard Shoot 2027- FashionBar The Shows Session 6 Sat, 13 Mar at 02:00 pm Water Tower Place (FashionBar Space on Level 3) USD 82 TO 226 WORKSHOPS
Laura Lee on Contemporary Art and Technology Thu, 14 Jan at 05:30 pm Smart Museum of Art FREE FITNESS
Fashion Runway Photography - SPRING SUMMER 2027 EDITION (FOR ADULTS) Sat, 27 Mar at 12:00 pm Water Tower Place ( Level 3 at FASHIONBAR) USD 449 FITNESS