May Events and Things to do in Chicago, IL

Sales end soon
The Darkroom Chicago: Date Night in Logan Sqaure
Saturday at 1:00 PM + 1 more
Chicago · Mobile Makers Chicago
Sales end soon
The Darkroom Chicago: Date Night in Logan Sqaure
Saturday at 1:00 PM + 1 more
Chicago · Mobile Makers Chicago
Sales end soon
Open Improv Jam (Ages 21+)
Saturday at 7:00 PM
Chicago · Idea Box Integrated Arts
Sales end soon
Open Improv Jam (Ages 21+)
Saturday at 7:00 PM
Chicago · Idea Box Integrated Arts
Sales end soon
Nervous Laughter Comedy Show: Laugh now, overthink later
Saturday at 9:30 PM
Chicago · The Lincoln Lodge
Sales end soon
Nervous Laughter Comedy Show: Laugh now, overthink later
Saturday at 9:30 PM
Chicago · The Lincoln Lodge
Sales end soon
Opossum Paint Party for Kids ages 5-17
Saturday at 2:00 PM
chicago · The Insect Asylum
Sales end soon
Opossum Paint Party for Kids ages 5-17
Saturday at 2:00 PM
chicago · The Insect Asylum
Sales end soon
Weekend Release - Sound Bath
Saturday at 9:00 AM
Chicago · Yoga Sound Bath
Sales end soon
Weekend Release - Sound Bath
Saturday at 9:00 AM
Chicago · Yoga Sound Bath
Sales end soon
PMP Weekend Training in Chicago, IL – 4-Day PMP Bootcamp
Saturday at 9:00 AM
Chicago · 515 N State St 14th floor
Sales end soon
PMP Weekend Training in Chicago, IL – 4-Day PMP Bootcamp
Saturday at 9:00 AM
Chicago · 515 N State St 14th floor
Sales end soon
DoNskI ENT PRESENTS STAR POWER SATURDAYS THE HOTTEST DANCE PARTY IN CHICAGO
Saturday at 9:00 PM
Chicago · THE BAR 10 DOORS
Sales end soon
DoNskI ENT PRESENTS STAR POWER SATURDAYS THE HOTTEST DANCE PARTY IN CHICAGO
Saturday at 9:00 PM
Chicago · THE BAR 10 DOORS
Sales end soon
Bloom & Pour - Fragrance/Candle Making +Bloom Bar
Saturday at 12:00 PM + 1 more
Chicago · 3414 W Foster Ave
Sales end soon
Bloom & Pour - Fragrance/Candle Making +Bloom Bar
Saturday at 12:00 PM + 1 more
Chicago · 3414 W Foster Ave
Sales end soon
Saturday Night Live Chicago!
Saturday at 10:00 PM
Chicago · Y Bar
Sales end soon
Saturday Night Live Chicago!
Saturday at 10:00 PM
Chicago · Y Bar
Sales end soon
Draglicious
Saturday at 9:00 PM
Chicago · Hydrate Nightclub
Sales end soon
Draglicious
Saturday at 9:00 PM
Chicago · Hydrate Nightclub
Sales end soon
Charnley-Persky House Tours SATURDAYS 2025-2026
Saturday at 10:00 AM + 1 more
Chicago · Charnley-Persky House Museum
Sales end soon
Charnley-Persky House Tours SATURDAYS 2025-2026
Saturday at 10:00 AM + 1 more
Chicago · Charnley-Persky House Museum
Sales end soon
Yoga Tolteca: Saludo a tu sol
Saturday at 10:00 AM
Chicago · Casa Ilumina
Sales end soon
Yoga Tolteca: Saludo a tu sol
Saturday at 10:00 AM
Chicago · Casa Ilumina
Sales end soon
Drop-In Figure Drawing
Saturday at 11:00 AM
Chicago · Art City
Sales end soon
Drop-In Figure Drawing
Saturday at 11:00 AM
Chicago · Art City
Sales end soon
Zack Fox at Radius Chicago
Saturday at 10:00 PM
Chicago · Radius Chicago
Sales end soon
Zack Fox at Radius Chicago
Saturday at 10:00 PM
Chicago · Radius Chicago
Sales end soon
Meet New People Bar Crawl Chicago - Welcome Shots at Every Bar!
Saturday at 9:00 PM
Chicago · Wrigleyville's BEST Bars TBA (Check your email before the crawl for full schedule!)
Sales end soon
Meet New People Bar Crawl Chicago - Welcome Shots at Every Bar!
Saturday at 9:00 PM
Chicago · Wrigleyville's BEST Bars TBA (Check your email before the crawl for full schedule!)
Sales end soon
In the Jungle Sip and Paint
Saturday at 7:00 PM
Chicago · Toast To Paint
Sales end soon
In the Jungle Sip and Paint
Saturday at 7:00 PM
Chicago · Toast To Paint
Sales end soon
PMP Certification Bootcamp Chicago, IL | PMI® Authorized Training
Saturday at 9:00 AM
Chicago · 515 N State St 14th floor
Sales end soon
PMP Certification Bootcamp Chicago, IL | PMI® Authorized Training
Saturday at 9:00 AM
Chicago · 515 N State St 14th floor
Sales end soon
PMP Training in Chicago, IL – 4-Day PMP Certification Bootcamp
Saturday at 9:00 AM
Chicago · 515 N State St 14th floor
Sales end soon
PMP Training in Chicago, IL – 4-Day PMP Certification Bootcamp
Saturday at 9:00 AM
Chicago · 515 N State St 14th floor
Sales end soon
Saturday Nights at Renaissance R&B Party
Saturday at 9:00 PM
Chicago · The Renaissance Bronzville
Sales end soon
Saturday Nights at Renaissance R&B Party
Saturday at 9:00 PM
Chicago · The Renaissance Bronzville
Sales end soon
Small Group Restorative Yoga + Reiki
Sunday at 6:00 PM
Chicago · Moksha Yoga Center
Sales end soon
Small Group Restorative Yoga + Reiki
Sunday at 6:00 PM
Chicago · Moksha Yoga Center

Trends in Chicago

Explore more trends

The Darkroom Chicago: Date Night in Logan Sqaure

The Darkroom Chicago: Date Night in Logan Sqaure

Open Improv Jam (Ages 21+)

Open Improv Jam (Ages 21+)

Nervous Laughter Comedy Show: Laugh now, overthink later

Nervous Laughter Comedy Show: Laugh now, overthink later

Opossum Paint Party for Kids ages 5-17

Opossum Paint Party for Kids ages 5-17

Weekend Release - Sound Bath

Weekend Release - Sound Bath

PMP Weekend Training in Chicago, IL – 4-Day PMP Bootcamp

PMP Weekend Training in Chicago, IL – 4-Day PMP Bootcamp

DoNskI ENT PRESENTS STAR POWER SATURDAYS THE HOTTEST DANCE PARTY IN CHICAGO

DoNskI ENT PRESENTS STAR POWER SATURDAYS THE HOTTEST DANCE PARTY IN CHICAGO

Bloom & Pour - Fragrance/Candle Making +Bloom Bar

Bloom & Pour - Fragrance/Candle Making +Bloom Bar

Saturday Night Live Chicago!

Saturday Night Live Chicago!

Draglicious

Draglicious

Charnley-Persky House Tours SATURDAYS 2025-2026

Charnley-Persky House Tours SATURDAYS 2025-2026

Yoga Tolteca: Saludo a tu sol

Yoga Tolteca: Saludo a tu sol

Drop-In Figure Drawing

Drop-In Figure Drawing

Zack Fox at Radius Chicago

Zack Fox at Radius Chicago

Meet New People Bar Crawl Chicago - Welcome Shots at Every Bar!

Meet New People Bar Crawl Chicago - Welcome Shots at Every Bar!

In the Jungle Sip and Paint

In the Jungle Sip and Paint

PMP Certification Bootcamp Chicago, IL | PMI® Authorized Training

PMP Certification Bootcamp Chicago, IL | PMI® Authorized Training

PMP Training in Chicago, IL – 4-Day PMP Certification Bootcamp

PMP Training in Chicago, IL – 4-Day PMP Certification Bootcamp

Saturday Nights at Renaissance R&B Party

Saturday Nights at Renaissance R&B Party

Small Group Restorative Yoga + Reiki

Small Group Restorative Yoga + Reiki

Things to do around Chicago

Trends in Chicago

1. Mothers day

2. May

3. Memorial day weekend

4. June

5. Randb cruise

6. Job fair

7. Bollywood

8. Live concerts

9. Cinco de mayo party

10. Rave party

11. Mother's day brunch

12. Juneteenth