Name: The 2025 Ball Out Spring Stumbler | Coed 4's Grass Volleyball Tournament
Start: 2025-05-17
Location: Humboldt Park Boathouse, Chicago

Apr
M28
- Senior Capstone: "Ironbound"
- Where We Go from Here
- Friday Pilots Club, Circa Waves in Chicago
- Show Up Chicago
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T29
- Robert Money, THE LOVE MOVEMENT 2025 FEMALE AWARD SHOW
- Ski Aggu, Ikkimel in Chicago
- In-person Book Launch: THE EDGE OF YESTERDAY by Rita Woods
- Brokencyde, Dot Dot Curve, Bayymack in Chicago
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W30
- Chicago, IL - Nationwide Day of Second Chances Job Fair
- Japanese Breakfast, Ginger Root in Chicago
- JAZZ OCCURRENCE with Isabella Isherwood Live at FSC
- Nightly & Brooke Alexx
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May
T1
- 4th Annual Airport Expo and Job Fair
- Video Game Music Night with Blueshift Big Band at FSC
- Japanese Breakfast, Ginger Root in Chicago
- Erin Kinsey in Chicago
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F2
- Joe, Musiq Soulchild, Eric Benét in Chicago
- Sensory Feast: A Magical Dining Experience
- Cumbia Cathedral
- Lucy Dacus in Chicago
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S3
- CHICAGO TAMASHA NIGHTS | BOLLYWOOD ZEHER | MAY 3 | LORE NIGHTCLUB
- Chicago Chamoy Fest - $10 Early Bird Tix - Flamin' Hot, Pica, & Everything In-Between!
- Chicago Cinco De Mayo Bar Crawl
- Cinco De Mayo Weekend Booze Cruise!
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S4
- Cinco de Mayo Fest - Plaza Garibaldi
- Margarita Fiesta On The Yacht (Cinco De Mayo WKD Celebration) Chicago
- Outcast Jazz Band at Epiphany Center for the Arts - Epiphany Hall
- October London, Tamar Braxton, Ro James in Chicago
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M5
- Cinco De Mayo
- Split Chain - BORED.TIRED.TOUR
- Kevin Kaarl in Chicago
- Deafheaven in Chicago
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T6
- BioTech Fermenter: Chicago's Biotechnology Meetup
- Meet IRL | Curated Speed Dating at Solemn Oath Brewery | Ages 30-39
- Shayfer James
- Marital Sax
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W7
- Halocene in Chicago
- Pan Arcadia & Cab Ellis
- Fame on Fire in Chicago
- Mark Mackay
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T8
- Harry Mack Anomaly Tour 2025 - CHICAGO
- Antigone Reimagined
- Kurt Rosenwinkel Quartet
- Mahler 6 with Jaap van Zweden
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F9
- Mother's Day Celebration
- Motown Mothers Day at City Winery - Chicago
- The Sky Affair on The 22nd Floor of Vu Rooftop. House Music + Drum and Bass
- VIAL in Chicago
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S10
- Chicago Margarita Festival - May 10
- Saturday Night at the Zoo - An Adults Only Evening at Lincoln Park Zoo
- Golden Hour featuring Fiesta Cuba
- The Killer Clown Tour: Execution Day.
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S11
- Chicago in Chicago
- Seandale's Mother's Day Comedy Xplosion
- Squid in Chicago
- Mother's Day 2025 ROOFTOP BRUNCH at Offshore Rooftop
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M12
- Salut! Julien Dassin Sings Joe Dassin
- Neoni in Chicago
- Katy Perry at United Center
- BWiFF 2025 Beyond • Traumnovelle
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T13
- Get Lit: Grown-Up Book Fair
- Meet IRL | Curated Speed Dating | Gold Coast | Ages 28-38
- Behind the Scenes: The Making of Chicago’s Most Iconic Events
- Astrology of Abundance: Unlock Your Money Magic + Align with Financial Flow
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W14
- All Things Beyoncé: 10th Anniversary Celebration
- Opening Day at Ravenswood Community Farmers Market!
- Rotimi in Chicago
- Kyle Gordon
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T15
- #WeTouchGrass presents: CHICAGO Anime Rave
- All Things K-Pop
- Restless Road
- Melanie Fiona in Chicago
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F16
- Harry Potter and the Chamber of Secrets™ in Concert
- Chicago Mayfest
- HUNKS The Show at Stereo Nightclub (Chicago, IL) 05/16/25
- Maverick City Music Tribute Night @Prāzbar
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S17
- Chicago in Chicago
- Anthony Hamilton, Vivian Green in Chicago
- Bidi Bidi Bom Bom Drag Brunch- Chicago
- Emo & Pop Punk Night with LOUDERNOW at Mayfest!!!
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S18
- CHICAGO : My Friend, My Soulmate, My Day Party
- Mike Hanford LIVE in Chicago!
- Beyoncé Drag Brunch w/Olivia Lux- Chicago
- Black Plant-It Activation : The Cultivation Exhibit
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M19
- Chicago 2025 Venture Capital World Summit
- Vivreau x Peet's Coffee Rooftop Party @ NRA 2025
- SUICIDAL-IDOL, rouri404, Vaeo in Chicago
- SUICIDAL-IDOL, rouri404, Vaeo in Chicago
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T20
- Ryan Ellis, Lee Vasi in Chicago
- North American Green Aluminium Summit 2025
- 2025 USA Trade Tasting
- TUESDAY MAY 20: TOMATO THROW SHOW
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W21
- Post Malone, Jelly Roll, Sierra Ferrell in Chicago
- DAME MYRA HESS MEMORIAL CONCERTS | LELAND KO, CELLO & VICTOR ASUNCION
- Summer Nights on the Oasis at Shore Club Chicago
- DePaul Symphony Orchestra Concert
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T22
- Post Malone with Jelly Roll Chicago Tickets
- Power Lines 25th Anniversary Celebration
- Colvin Concerts: Candlelight Voyage
- In-Person Mental Health First Aid Training (05/22/2025)
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F23
- MIKE in Chicago
- Dennis Cruz in Chicago
- Suenos Music Festival - Saturday (Time: TBD)
- Marija Serifovic
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S24
- Memorial Day Fireworks Cruise!
- Shakira in Chicago
- Paul Simon in Chicago
- Saturday Night Fireworks Cruise on Lake Michigan | 21+ | Live DJ | Full Bar
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S25
- AVLI NIGHTS IN MYKONOS - WHITE ATTIRE PARTY
- Memorial Day Sunday Funday Night Cruise.
- STOMPING GROUNDS - National Museum of Mexican Art
- Spring in the Garden at Chief O'Neill's
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M26
- C.R.D Southside Memorial Day Parade
- Nikka Costa
- MONDAY MAY 26 : LATE NITE MIC WITH VIK PANDYA
- FunkStick's Disco Detox
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T27
- Lights, KiNG MALA in Chicago
- Colvin Concerts: Kimberly Gordon
- The Unlikely Candidates, slo/tide in Chicago
- Shilpa Ray
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W28
- Art + Wine Guided Tour
- 2nd Annual Sprit Body Soul Mental Health Care Conference
- DAME MYRA HESS MEMORIAL CONCERTS | JOHANNES GRAY AND ANASTASIYA MAGAMEDOVA
- Peach Pit, Briston Maroney, Bnny in Chicago
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T29
- The Wonder Years, Kevin Devine in Chicago
- OUT OF THE OFFICE 2025
- Chicago Sky vs. Dallas Wings
- Schur
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Experience the best of chicago: events, music, fun & more

Enriched with suburban food, comedy clubs, and fabulous parades, events in Chicago are stacked across the year! The city brims with urban adventure with its rich culture, diverse festivals, and world-class museums, always making people wonder about Chicago events. From annual Marathons to the Jazz Festival, the Windy City is alive 24 hours a day! Get your checklist to "City that feels like home"!