May Events and Things to do in Chicago, IL

“Ask a Comedian” Comedy Show w/ Kyrie Da Comic
Sat, May 16, 7:30 PM
Chicago · The Lincoln Lodge
“Ask a Comedian” Comedy Show w/ Kyrie Da Comic
Sat, May 16, 7:30 PM
Chicago · The Lincoln Lodge
In My 2000s Era Yacht Party (Chicago) 3 Levels
Sat, May 16, 6:45 PM
Chicago · Anita Dee Yacht Charters
In My 2000s Era Yacht Party (Chicago) 3 Levels
Sat, May 16, 6:45 PM
Chicago · Anita Dee Yacht Charters
WHINE DOWN & COME CLOSER: AFTER DARK CHICAGO AFRO-CARIBBEAN SILENT PARTY
Sat, May 16, 9:00 PM
Chicago · 952 W Fulton Market
WHINE DOWN & COME CLOSER: AFTER DARK CHICAGO AFRO-CARIBBEAN SILENT PARTY
Sat, May 16, 9:00 PM
Chicago · 952 W Fulton Market
Kabuki Heroes & Samurai Imagery: Ukiyo-e Woodblock Printing Workshop
Sat, May 16, 3:30 PM
Chicago · Japanese Culture Center
Kabuki Heroes & Samurai Imagery: Ukiyo-e Woodblock Printing Workshop
Sat, May 16, 3:30 PM
Chicago · Japanese Culture Center
Muse: Pure Magic (Chicago Cabaret Week 2026)
Sun, May 17, 3:00 PM
Chicago · The Newport Theater
Muse: Pure Magic (Chicago Cabaret Week 2026)
Sun, May 17, 3:00 PM
Chicago · The Newport Theater
Pretty In Pink Daytime Yacht Party (Chicago)
Sun, May 17, 12:45 PM
Chicago · Anita Dee Yacht Charters
Pretty In Pink Daytime Yacht Party (Chicago)
Sun, May 17, 12:45 PM
Chicago · Anita Dee Yacht Charters
Sautéed Standup: Chicago's Only Live Comedy Cooking Competition Show!
Sun, May 17, 7:00 PM
Chicago · The Lincoln Lodge
Sautéed Standup: Chicago's Only Live Comedy Cooking Competition Show!
Sun, May 17, 7:00 PM
Chicago · The Lincoln Lodge
Breakfast Pastries Baking Class
Sun, May 17, 10:30 AM
Chicago · Bettie's Chicago
Breakfast Pastries Baking Class
Sun, May 17, 10:30 AM
Chicago · Bettie's Chicago
BYOS: Bring Your Own Shirt (an indigo dye party!)
Sun, May 17, 2:00 PM
Chicago · Inclement Craft's Studio
BYOS: Bring Your Own Shirt (an indigo dye party!)
Sun, May 17, 2:00 PM
Chicago · Inclement Craft's Studio
Hyaluronic Acid Dermal Filler Cannula Techniques
Sun, May 17, 8:00 AM
Chicago · Impressions Face + Body
Hyaluronic Acid Dermal Filler Cannula Techniques
Sun, May 17, 8:00 AM
Chicago · Impressions Face + Body
Blossom & Build
Sun, May 17, 2:00 PM
Chicago · 3535 W North Ave
Blossom & Build
Sun, May 17, 2:00 PM
Chicago · 3535 W North Ave
Just added
5/17- Oak Park, IL- A Derby Soiree
Sun, May 17, 5:00 PM
Oak Park · Cooper’s Hawk Winery & Restaurant
Just added
5/17- Oak Park, IL- A Derby Soiree
Sun, May 17, 5:00 PM
Oak Park · Cooper’s Hawk Winery & Restaurant
John Doyle in Concert
Tue, May 19, 7:30 PM
Chicago · Chief O'Neill's Pub Restaurant Beer Garden
John Doyle in Concert
Tue, May 19, 7:30 PM
Chicago · Chief O'Neill's Pub Restaurant Beer Garden
Just added
Austria - "The Many Voices of My Brother"
Tue, May 19, 6:00 PM
Chicago · Instituto Cervantes
Just added
Austria - "The Many Voices of My Brother"
Tue, May 19, 6:00 PM
Chicago · Instituto Cervantes
Unlocking Essential Management Skills: 1 Day Session | Chicago, IL
Tue, May 19, 9:00 AM
Chicago · Regus IL, Chicago - 111 W. Jackson
Unlocking Essential Management Skills: 1 Day Session | Chicago, IL
Tue, May 19, 9:00 AM
Chicago · Regus IL, Chicago - 111 W. Jackson
Read the Room: A Literary Competition Comedy Show
Tue, May 19, 7:00 PM
Chicago · The Lincoln Lodge
Read the Room: A Literary Competition Comedy Show
Tue, May 19, 7:00 PM
Chicago · The Lincoln Lodge
Just added
5/19- City, ST- A Derby Soiree
Tue, May 19, 7:00 PM
Oak Park · Cooper’s Hawk Winery & Restaurant
Just added
5/19- City, ST- A Derby Soiree
Tue, May 19, 7:00 PM
Oak Park · Cooper’s Hawk Winery & Restaurant
Lil Weenieprov
Wed, May 20, 7:30 PM
Chicago · The Lincoln Lodge
Lil Weenieprov
Wed, May 20, 7:30 PM
Chicago · The Lincoln Lodge
May Flowers Sip & Paint Night at Eris Brewery!
Wed, May 20, 6:30 PM
Chicago · ERIS Brewery and Cider House
May Flowers Sip & Paint Night at Eris Brewery!
Wed, May 20, 6:30 PM
Chicago · ERIS Brewery and Cider House
Setting Others Up for Success – 1 Day Workshop in Chicago, IL
Wed, May 20, 9:00 AM
Chicago · Regus IL, Chicago - 111 W. Jackson
Setting Others Up for Success – 1 Day Workshop in Chicago, IL
Wed, May 20, 9:00 AM
Chicago · Regus IL, Chicago - 111 W. Jackson

Trends in Chicago

Explore more trends

“Ask a Comedian” Comedy Show w/ Kyrie Da Comic

“Ask a Comedian” Comedy Show w/ Kyrie Da Comic

In My 2000s Era Yacht Party (Chicago) 3 Levels

In My 2000s Era Yacht Party (Chicago) 3 Levels

WHINE DOWN & COME CLOSER: AFTER DARK CHICAGO AFRO-CARIBBEAN SILENT PARTY

WHINE DOWN & COME CLOSER: AFTER DARK CHICAGO AFRO-CARIBBEAN SILENT PARTY

Kabuki Heroes & Samurai Imagery: Ukiyo-e Woodblock Printing Workshop

Kabuki Heroes & Samurai Imagery: Ukiyo-e Woodblock Printing Workshop

Muse: Pure Magic (Chicago Cabaret Week 2026)

Muse: Pure Magic (Chicago Cabaret Week 2026)

Pretty In Pink Daytime Yacht Party (Chicago)

Pretty In Pink Daytime Yacht Party (Chicago)

Sautéed Standup: Chicago's Only Live Comedy Cooking Competition Show!

Sautéed Standup: Chicago's Only Live Comedy Cooking Competition Show!

Breakfast Pastries Baking Class

Breakfast Pastries Baking Class

BYOS: Bring Your Own Shirt (an indigo dye party!)

BYOS: Bring Your Own Shirt (an indigo dye party!)

Hyaluronic Acid Dermal Filler Cannula Techniques

Hyaluronic Acid Dermal Filler Cannula Techniques

Blossom & Build

Blossom & Build

5/17- Oak Park, IL- A Derby Soiree

5/17- Oak Park, IL- A Derby Soiree

John Doyle in Concert

John Doyle in Concert

Austria - "The Many Voices of My Brother"

Austria - "The Many Voices of My Brother"

Unlocking Essential Management Skills: 1 Day Session | Chicago, IL

Unlocking Essential Management Skills: 1 Day Session | Chicago, IL

Read the Room: A Literary Competition Comedy Show

Read the Room: A Literary Competition Comedy Show

5/19- City, ST- A Derby Soiree

5/19- City, ST- A Derby Soiree

Lil Weenieprov

Lil Weenieprov

May Flowers Sip & Paint Night at Eris Brewery!

May Flowers Sip & Paint Night at Eris Brewery!

Setting Others Up for Success – 1 Day Workshop in Chicago, IL

Setting Others Up for Success – 1 Day Workshop in Chicago, IL

Things to do around Chicago

Trends in Chicago

1. St pattys day river north bar crawl

2. Bar crawl

3. March

4. St patrick day

5. St patricks day

6. River north bar crawl

7. St patricks day bar crawl

8. April events

9. St patrick's day bar crawl

10. St patrick

11. Job fair

12. Bollywood