Before Midnight - A Cinderella Tea Experience at The Ritz-Carlton, Chicago Sat, 19 Sep The Ritz-Carlton, Chicago FREE
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 FITNESS
The Bacon Brothers People in the World Tour – Concert Cruise Sat, 17 Oct at 06:00 pm 600 E Grand Ave Chicago, IL CONCERTS
Espresso Martini Fest at Hubbard Inn, Chicago - Tastings Included Sat, 03 Oct at 05:00 pm Hubbard Inn USD 25 TO 42 FESTIVALS
The Beer Garden at Gallagher Way Sat, 17 Oct at 11:00 am Gallagher Way, North Clark Street, Chicago, IL, USA USD 37 OKTOBERFEST
Día de los Muertos Ritmo del Mar Fri, 30 Oct at 06:00 pm 1200 S. DuSable Lake Shore Drive, Chicago, IL, United States, Illinois 60605 DAY-OF-THE-DEAD
Chicago BRA Crawl: Benefiting Breast Cancer Research Sat, 17 Oct at 12:00 pm Wrigleyville's BEST Bars TBA USD 10 TO 28 FITNESS
Jewel-Osco’s Shiploads of Celebrations & 3rd Annual Beach Volleyball Charity Classic Sat, 10 Oct at 06:00 pm North Avenue Beach SPORTS
Strapped Presents: Sappho Bingo - Jennifer's Body at Fathom Sun, 11 Oct at 04:00 pm Fathom FREE BINGO
You Win Some, You Dim Sum: an uplifting comedy show Sun, 10 Nov at 05:00 pm The Lincoln Lodge USD 10 TO 18 FITNESS
ART X TACOS : Art Show + Taco Party : Chicago Sat, 24 Oct at 07:00 pm North Ashland Avenue USD 0 TO 66 FITNESS
Whisky Jewbilee Chicago 2026! Celebrating 15 years of Single Cask Nation Thu, 15 Oct at 06:00 pm Artifact Events USD 82 TO 125 FESTIVALS
Chicago Wine Fest at Hubbard Inn - Tastings Included Sat, 26 Dec at 05:00 pm Hubbard Inn USD 25 TO 42 FITNESS
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
Monstrosity: A Halloween Experience at Colvin House Sat, 24 Oct at 08:00 pm 5940 N Sheridan Rd USD 62 PARTIES
Black is Gold 6: Culture Xchange (Supported by Tito's Handmade Vodka) Sat, 17 Oct at 05:00 pm Vjosa Cafe & Events USD 0 TO 71 FITNESS
"DANCE OF THE DEAD" | Chicago Halloween Party Fri, 30 Oct at 10:00 pm BAR22 USD 0 TO 44 ENTERTAINMENT
Handmade Pappardelle with Creamy Alfredo - Chicago Sat, 17 Oct at 06:15 pm Sip & Savor | 53rd Street - Hyde Park USD 69 ART
The Palm's 100th Anniversary Wine Dinner - Chicago Sat, 17 Oct at 06:00 pm The Palm - Chicago USD 193 WORKSHOPS
Coffee, Carbs & Miles: Wahoo Shakeout Run w/ Rory Linkletter & Eric Floberg Sat, 10 Oct at 08:00 am Goldn Bakes FREE SPORTS
Romansia: A La Orient Romantic Dinner & Show Sun, 13 Sep at 06:00 pm Alhambra Palace Restaurant USD 77 FITNESS
THE DAY SESSION presents HOUSE-O-WEEN Sat, 31 Oct at 11:00 am Visions Odeum and Events USD 13 TO 162 PARTIES
Graveyard Bash Hosted By: DJ Saggitari Sat, 31 Oct at 09:00 pm Backporch Stage at House of Blues Chicago MUSIC
Casino Uptown: Celebrating 100 Years of the Aragon Ballroom Thu, 15 Oct at 05:30 pm Aragon Ballroom MUSIC
Kincade's Wrigleyville's Halloween DAY Party Sat, 31 Oct at 01:00 pm Kincade's Wrigley USD 20 TO 37 ENTERTAINMENT
Dead City Oddities Market Sat, 24 Oct at 12:00 pm 201 S. Ashland Avenue, Chicago, IL, United States, Illinois 60607 MUSIC
Moe's Wrigleyville's $30 Wristband Pkg - Every Fri & Sat in Chicago Sat, 11 Jul at 10:00 pm Moe's Cantina (Wrigleyville) USD 34 FOOD-DRINKS
Hands-On : Filled Pasta - Sardinian Culurgiones Sat, 17 Oct at 04:00 pm Eataly Chicago USD 120 FITNESS
Handmade Dumplings: Mandu, Gyoza & Siu Mai - Chicago Thu, 15 Oct at 06:00 pm Pilot Project Brewing - Wrigleyville USD 69 WORKSHOPS
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 FITNESS
SATURDAY OCTOBER 17: CHICAGO'S BEST COMEDY SHOW Sat, 17 Oct at 09:00 pm The Comedy Bar - Chicago Main Stage FREE FITNESS
Beyond Lifestyle™ — Wellness Travel & Biohacking Expo in Chicago Thu, 29 Oct at 09:00 am Marriott Marquis Chicago USD 187 TO 396 FITNESS
FRIDAY OCTOBER 16: CHICAGO'S BEST COMEDY SHOW Fri, 16 Oct at 09:00 pm The Comedy Bar - Chicago Main Stage FREE FITNESS
Harvest Hangout at Gallagher Way Sat, 10 Oct at 11:00 am 3637 N Clark St, Chicago, IL, Chicago, IL, United States, Illinois 60613 MUSIC
The Chicago Great Wicker Park Modern Maker & Handcrafted Goods Showcase Fri, 09 Oct at 09:00 am Gallagher Way FREE FITNESS
Golden Hour Featuring DJ Ravenettcha Fri, 16 Oct at 05:00 pm Epiphany Center for the Arts FREE FITNESS
Dr. Ian K Smith The New Menopause Kitchen Book Signing with Cheryl Burton Sat, 10 Oct at 03:00 pm Da Book Joint USD 32 FITNESS
In-person class: Pasta Perfection: Fresh Pasta from Scratch (Chicago) Thu, 09 Jul at 06:30 pm Gateway To Learning (4925 N Lincoln Ave, Chicago, IL 60625) USD 65 FITNESS
In-person class: Authentic Handmade Pasta (Chicago) Sat, 25 Apr at 06:00 pm Sip & Savor | 53rd Street - Hyde Park USD 65 WORKSHOPS
South Loop Doods Spooky Night Out at City Paws Sat, 17 Oct at 03:00 pm ChiTown Drive In FREE HALLOWEEN
JEOPARDY! Bar League - Snakes & Lattes Chicago (US) Mon, 26 Jan at 07:00 pm Snakes & Lattes Chicago FREE CONTESTS
Erin French, "Seize the Supper" Cookbook Chat and Q&A Fri, 23 Oct at 07:00 pm Everybody's Coffee (Wilson Abbey) USD 57 FITNESS
In Conversation with Ina Garten at Auditorium Theatre Chicago Thu, 19 Nov at 07:30 pm Auditorium Theatre Chicago ART
DJ Sean Mac and Joe Global - RnB Brunch at City Winery - Chicago Sun, 08 Nov at 12:00 pm City Winery - Chicago BRUNCH
Asian Dumplings Class - Chicago Thu, 15 Oct at 06:00 pm Pilot Project Brewing - Wrigleyville USD 69 WORKSHOPS
Skip the Small Talk Night at kibbitznest Wed, 01 Apr kibbitznest books, brews & blarney USD 24 FOOD-DRINKS
Godzilla Comedy with Musical Guest DAKKO at Best Sake Bar in Chicago Sat, 17 Oct at 07:00 pm Konbini & Kanpai Wrigleyville USD 8 TO 18 FITNESS
Wagyu, Whiskey, and Wine - Morton's Chicago (Downtown) Sat, 07 Nov at 06:00 pm Morton's The Steakhouse WORKSHOPS
The Second City Improv Social at Sheraton Grand Chicago Riverwalk Sat, 08 Aug at 07:00 pm Sheraton Grand Chicago Riverwalk USD 65 FOOD-DRINKS
Sourdough for Beginners Baking Class with Baker Bettie Sat, 17 Oct at 10:30 am 853 N Larrabee St., Chicago, IL, United States, Illinois 60610 WORKSHOPS
Green Bay Packers Watch Party at Cheesie's Wrigleyville Sun, 13 Sep at 12:00 pm Cheesie's Pub & Grub - Wrigleyville FREE FITNESS
FIND YOUR THING at the Fall 2026 Volunteer Fair! Sun, 18 Oct at 12:00 pm Royal Palms Shuffleboard Club FREE FOOD-DRINKS
Chicago - Holiday Cocktail Tasting Festival - November 14 Sat, 14 Nov at 02:30 pm Utopian Tailgate USD 0 TO 67 FITNESS
In-person class: The Ramen Experience: From Broth to Bowl (Chicago) Fri, 05 Jun at 06:15 pm Sip & Savor | 53rd Street - Hyde Park USD 65 FITNESS