Chicago Halloween Party Cruise | Pier Pressure® Black Pearl Sat, 31 Oct at 08:45 pm Spirit of Chicago Yacht USD 50 TO 94 ENTERTAINMENT
Boo Bash - A Halloween Bar Crawl in Wrigleyville Sat, 24 Oct at 06:00 pm Wrigleyville's BEST Bars TBA USD 5 TO 28 PARTIES
Haunted Halloween Night Lake Cruise on Friday, October 30th Fri, 30 Oct at 08:00 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 20 TO 57 FITNESS
TRICK OR DRINK: Adult Trick-or-Treating Bar Crawl | River North Sat, 31 Oct at 03:00 pm ROCBAR USD 14 TO 26 FITNESS
Haunted Halloween Night Lake Cruise on Saturday, October 31st Sat, 31 Oct at 08:00 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 30 TO 68 HALLOWEEN
MEMENTO MORI Halloween Gala Fri, 30 Oct at 07:00 pm International Museum of Surgical Science USD 0 TO 157 FITNESS
Bottomless Mimosas on the Riverwalk - Every Saturday in Chicago Sat, 02 May at 11:00 am Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk) USD 25 TO 31 PARTIES
R&B Halloween Costume Yacht Party (Chicago) Anita Dee II Sat, 31 Oct at 12:45 pm Anita Dee Yacht Charters USD 45 TO 550 FITNESS
Espresso Martini Fest at Hubbard Inn, Chicago - Tastings Included Sat, 03 Oct Hubbard Inn USD 25 TO 42 FITNESS
Day of the Dead Crawl - Tix Include 3 Welcome Shots Sun, 01 Nov at 01:00 pm River North's BEST Bars TBA USD 5 TO 28 DAY-OF-THE-DEAD
Kincade's Wrigleyville's Halloween DAY Party Sat, 31 Oct at 01:00 pm Kincade's Wrigley USD 20 TO 42 FITNESS
R&B Vs Hip Hop Black Attire Yacht Party (3 Levels) Chicago Sat, 07 Nov at 06:45 pm Anita Dee Yacht Charters USD 40 TO 525 FITNESS
Legado Cultural - Concierto de 50 Aniversario Sat, 14 Nov at 07:00 pm Benito Juarez Community Academy USD 40 TO 50 FITNESS
Barks & Brews Halloween: Rescue Puppy Yoga at Midwest Coast Brewing Sun, 01 Nov at 10:00 am Midwest Coast Brewing Company USD 50 FITNESS
River North Pole - A family fun indoor event with Santa and Mrs. Claus! Sat, 21 Nov at 11:00 am Trump International Hotel & Tower® Chicago USD 0 TO 146 FITNESS
Gourmand Gala - A Symphony of Senses Thu, 12 Nov at 06:30 pm 500 W Jackson Blvd, Chicago, IL 60661, USA FOOD-DRINKS
Celestial Odyssey Thu, 05 Nov at 05:30 pm The Metropolitan at the Willis(Sears) Tower USD 162 TO 2,136 NONPROFIT
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 FESTIVALS
IPH's Fall Fest on The Riverwalk w/ Hayrides on the River & More in Chicago Sat, 19 Sep at 12:00 pm Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk) USD 40 FITNESS
Crawl to Christkindlmarket: A Holiday Pub Crawl to Christkindlmarket Fri, 27 Nov at 04:00 pm River North's BEST Bars On Your Way to Christkindlmarket USD 28 FITNESS
RNB Friendsgiving Yacht Party (3Levels Indoor/Outdoor) Chicago Sat, 28 Nov at 06:45 pm Burnham Harbor S Dock - Anita Dee 2 - Temporary Docking Area USD 45 TO 562 ENTERTAINMENT
Skip the Small Talk Night at kibbitznest Wed, 01 Apr kibbitznest books, brews & blarney USD 24 FOOD-DRINKS
11th Annual PGMF Ales Against ALS Sat, 07 Nov at 03:00 pm Heineken 2nd Star Tavern USD 0 TO 109 NONPROFIT
Parranda Bar Crawl en Wrigleyville | Tix Include Brunch Buffet & 2 Shots! Sat, 28 Nov at 12:00 pm Wrigleyville's Best Bars TBA USD 11 TO 41 PARTIES
Lavender Laugh Lounge (Sober Friendly, Queer Stand Up Comedy) Sat, 06 Dec Loaves & Witches FREE COMEDY
Keeping the City Warm - Coat Drive & Pre-Thanksgiving Event Sat, 21 Nov at 01:00 pm 955 E 131st St FREE THANKSGIVING
Chicago's Hottest Networking Event For Young Professionals Wed, 02 Dec at 07:00 pm Joy District USD 10 TO 21 FITNESS
Dinner with Entrepreneurs: Chicago (Giving Back Edition) Sat, 31 Oct Restaurant of the Week USD 54 FITNESS
Club Millennial (MLNL) - Chicago - Stereo Nightclub - 10/31 Sat, 31 Oct at 05:00 pm Stereo Nightclub USD 14 TO 38 FITNESS
Soulful Holiday Lights Trolley Celebrating Motown, R& B & House Sat, 28 Nov at 06:30 pm 230 W North Ave USD 79 FITNESS
GSDC 2026 Gala: Greater Together Wed, 28 Oct at 05:30 pm South Shore Cultural Center USD 189 TO 375 FITNESS
The Rock and Roll Playhouse plays Music of Taylor Swift for Kids @ Thalia Hall Sun, 22 Nov at 11:00 am Thalia Hall KIDS
4TH ANNUAL FREEDOM CONCERT & Early Voter Accompaniment ! Sun, 01 Nov at 01:00 pm Willye B. White Park FREE FITNESS
Cross-Border Retirement: Planning Your Retirement France-USA Mon, 09 Nov at 05:30 pm Willis Tower FREE FITNESS
Honores + Conexiones 2026: Identity. Influence. Impact. Thu, 05 Nov at 05:00 pm Morningstar USD 0 TO 99 FITNESS
Exoneration is a Marathon: Release is Just the Starting Line Sat, 21 Nov at 01:00 pm Francis W. Parker School FREE
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
House of Heroines: A Bollywood Diva Night Sat, 07 Nov at 08:00 pm Dorothy USD 18 TO 28 BOLLYWOOD-PARTIES
Marti & Mimi's "Back to School" Charity Ball Sun, 16 Aug at 08:30 pm Stars and Garters Theater USD 20 TO 31 FITNESS
Chicago Wicker Park Naughty Santa Bar Crawl Sat, 05 Dec at 06:00 pm DSTRKT and Wicker Park Venues USD 0 TO 18 FITNESS
Comedy Night With the Black Cat Coffee House! Sat, 07 Nov at 07:00 pm The Claddagh Ring Pub USD 13 FITNESS
The Swedish Hospital Foundation Luminescence Gala Sat, 14 Nov at 06:00 pm Hilton Chicago Hotel NONPROFIT
Hyde Park Art Center Gala After Party 2026 Sat, 14 Nov at 08:30 pm Hyde Park Art Center USD 75 FITNESS
Hip Hop Vs Juke 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 ENTERTAINMENT
Project Management ( PMP ) Exam Prep Classroom Training in Chicago, IL Tue, 03 Feb Regus - Chicago - Hyde Park USD 1,599 WORKSHOPS
Anti Dating App Social (Chicago BODA launch - singles drinks) Fri, 04 Dec at 01:00 am Moxy Chicago Downtown SINGLES-PARTIES
Lee Bains at Apricot Vintage, Chicago, IL - Fri., Nov. 6 Fri, 06 Nov at 08:00 pm Apricot Vintage FREE FITNESS
Monthly Group Ukulele Lessons in Pilsen. FREE Ukulele Giveaway! Sun, 08 Nov 1637 W 18th St USD 7 TO 13 WORKSHOPS
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 NEW-YEAR
Lavender Virtual Race 1M 5K 10K 13.1 26.2 | Language of Flowers Collection Sat, 27 Jun at 01:00 pm Chicago USD 4 TO 47 SPORTS
HeRose + Heroines: Chicago | Christians in the Creative Arts Wed, 28 Oct at 07:00 pm Restaurant of the Week USD 23 FITNESS
In-Person Support Group for Women Narcissistic Abuse Survivors Thu, 29 Oct at 07:00 pm 4801 W Peterson Ave suite 608 FREE FITNESS
Health & Wellness Resource Fair Sat, 14 Nov at 11:00 am Hamilton Park Cultural Center Fieldhouse FREE FITNESS
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 FESTIVALS
SAVE THE DATE: Sones de México Ensemble Gala Dinner Thu, 19 Nov at 06:00 pm National Museum of Mexican Art MUSIC
Philosophy in the Graveyard: The Egyptian Book of the Dead Sun, 08 Nov at 02:00 pm Graceland Cemetery FREE ART
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 535 ENTERTAINMENT
With The Fam Presents: Lets Talk About It Sat, 07 Nov at 06:00 pm Bethel New Life USD 13 TO 34 FITNESS
Curious Hour: Inside the Mind of a Serial Killer Fri, 11 Dec at 06:00 pm The iO Theater USD 33 ENTERTAINMENT
Community training: 1on1s- The Art of Building Relationships Thu, 12 Nov at 05:30 pm Alliance of the SouthEast (ASE) FREE FITNESS
6th Annual Halloween Dog Costume Contest and Cupcake Truck Wed, 28 Oct at 05:30 pm 849 N Franklin St FREE FITNESS
Bee Happy Race 2026 | Fun Virtual 5K, 10K, Half Marathon Sat, 16 May at 01:00 pm Chicago USD 4 TO 47 SPORTS
Zeus Virtual Race 2026 | Gods & Warriors Virtual Running Series Sat, 13 Jun at 01:00 pm Chicago USD 4 TO 47 SPORTS
Ukrainians for Mike Quigley for Mayor Sat, 07 Nov at 06:00 pm 2848 W Chicago Ave, Chicago, IL 60622-4409, United States NONPROFIT
An Artful Endeavor: The Architecture of Joseph Lyman Silsbee Thu, 05 Nov at 05:30 pm Charnley-Persky House Museum USD 23 ART
The Chicago Art Girls Holiday Pop-Up Shop Sat, 12 Dec at 11:00 am Alexander Graham Bell Elementary School POP-UPS
Press Start with Second City Gaming & Friends Fri, 06 Nov at 07:00 pm The Insect Asylum USD 0 TO 23 ART