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NewSidequest

Your city is full of side quests — events, concerts, food, comedy, and hidden gems waiting to be discovered.

Cities

Atlanta
Austin
Baltimore
Boston
Calgary
Charlotte
Chicago
Cincinnati
Cleveland
Dallas

View all cities →

Explore

All Events
Calendar
Map
Submit an Event

Company

About
Contact
Terms
Privacy

Home Events Map Groups Sign In

Chicago Events Calendar

month week day

May 2026 Today

All 🎵Music 🎭Theatre 😂Comedy 🍽️Food & Drink 🌙Nightlife 🎨Art & Museums 🏆Sports 🌲Outdoors 🏪Markets 🎉Festivals 👶Family 🎓Classes & Workshops 🏛️Tours & Attractions 🎬Film 👥Community ❤️Free Events 💕Date Ideas 👥Group Activities

Sun

Mon

Tue

Wed

Thu

Fri

Sat

Wednesday, May 275 events

Birding is for Everyone at Northerly Island

7:30 PM · Chicago Park District Fieldhouses

May in Motion: Yoga at Valley Forge

10:00 PM · Chicago Park District Fieldhouses

May in Motion: Circuit Training at Ping Tom

10:00 PM · Chicago Park District Fieldhouses

May in Motion: Pilates at Norwood

10:00 PM · Chicago Park District Fieldhouses

JOE POLICASTRO & FRIENDS on the PATIO!

10:30 PM · FITZGERALDS PATIO

Thursday, May 284 events

275

Birding is for Everyone at Northerly Island May in Motion: Yoga at Valley Forge May in Motion: Circuit Training at Ping Tom +2 more

284

Job Fair for Canadian Immigrants & Networking Webinar: il Concorso AD5 per le Istituzioni Europee Wednesday Night Jazz w/ MATT KAVANAUGH!+1 more

297

Anakana Schofield: Library of Brothel Curare la Persona con il Neo-Funzionalismo/ Webinar Gratuito 2026 CPAC Job Fair +4 more

305

*FREE* Friday Night In The NIGHTCLUB w/ CANNOBALL!!!Friday Night in the SIDEBAR w/ DOC WATTSON & FRIENDS!JAZZ BRUNCH on the PATIO ft. ALYSSA ALLGOOD!+2 more

313

FAMILY DAY Edmonton Grand Opening | Free Kids Activities & Food!City of Calgary Emergency Services Career Fair Country Brunch on the Patio w/ DIAMONDBACK!

Ice Cream Social 2026

WDCB Bluesday Tuesday w/ host "Hambone" Hammer: STEFAN HILLESHEIM

Supplier Connect - Mississauga's Reverse Supplier Trade Show POST WDCB Bluesday Tuesday Blues in the SIDEBAR w/ The GERRY HUNDT TRIO!PATIO JAZZ w/ HENRY CARPENDER!

Celebrate 100 Years of Social Work in Canada Wednesday Night Jazz w/ The Andy Brown Trio!

Thursday Night in SIDEBAR w/ LOEWY!FRIDAY NIGHT ON THE PATIO w/ THE MENARDS!

Supporting Your Child's Well-being: Free webinars for parents and caregiver Friday Night in the Sidebar w/ THE NEW HEARTACHES & THE NOBODIES Saturday afternoon on the Patio w/ SOUL MESSAGE BAND +1 more

Job Fair for Canadian Immigrants & Networking

12:00 AM · York Civic Centre

Webinar: il Concorso AD5 per le Istituzioni Europee

12:00 AM · Eventbrite API

Wednesday Night Jazz w/ MATT KAVANAUGH!

12:30 AM · FITZGERALDS SIDEBAR

Pachanka Music Presents: Olya Prohorova’s Soviet Jazz!

11:00 PM · FITZGERALDS PATIO

Friday, May 297 events

Anakana Schofield: Library of Brothel

12:00 AM · Bram & Bluma Appel Salon

Curare la Persona con il Neo-Funzionalismo/ Webinar Gratuito

12:00 AM · Eventbrite API

2026 CPAC Job Fair

12:00 AM · North York Memorial Community Hall

Previdenza integrativa: tra novità normative e opportunità da cogliere

12:00 AM · Eventbrite API

GERALD DOWD'S Song Of The Month Club w/ Special Guest Jon Goldfine!

12:30 AM · FITZGERALDS SIDEBAR

**The GRAND FINALE!** FITZGERALDS TEACHER HAPPY HOUR on the Patio w/ THE BLOCK PARTY BROS!

7:00 PM · FITZGERALDS PATIO

Friday Night on the Patio w/ THE HEARTWRECKERS!

11:00 PM · FITZGERALDS PATIO

Saturday, May 305 events

*FREE* Friday Night In The NIGHTCLUB w/ CANNOBALL!!!

12:30 AM · FITZGERALDS NIGHTCLUB

Friday Night in the SIDEBAR w/ DOC WATTSON & FRIENDS!

1:00 AM · FITZGERALDS SIDEBAR

JAZZ BRUNCH on the PATIO ft. ALYSSA ALLGOOD!

4:00 PM · FITZGERALDS PATIO

Saturday afternoon on the PATIO w/ Michelle Billingsley

8:00 PM · FITZGERALDS PATIO

Saturday Night on the PATIO w/ Greg Jacks & Brother Help!

11:00 PM · FITZGERALDS NIGHTCLUB

Sunday, May 313 events

FAMILY DAY Edmonton Grand Opening | Free Kids Activities & Food!

12:00 AM · 18439 104 Ave NW

City of Calgary Emergency Services Career Fair

12:00 AM · City of Calgary Multi-Agency Training (MAT) Centre

Country Brunch on the Patio w/ DIAMONDBACK!

4:00 PM · FITZGERALDS PATIO