October Events and Things to do in Chicago, IL

Saturday Nights at Renaissance R&B Party
Sat, Oct 3, 9:00 PM + 4 more
Chicago · The Renaissance Bronzville
Saturday Nights at Renaissance R&B Party
Sat, Oct 3, 9:00 PM + 4 more
Chicago · The Renaissance Bronzville
Charnley-Persky House Tours FRIDAYS 2025-2026
Fri, Oct 2, 12:00 PM + 4 more
Chicago · Charnley-Persky House Museum
Charnley-Persky House Tours FRIDAYS 2025-2026
Fri, Oct 2, 12:00 PM + 4 more
Chicago · Charnley-Persky House Museum
Roses Are Red! Couples Typewriter Poetry & Candle Making Experience
Mon, Oct 5, 7:00 PM + 3 more
Chicago · 3414 W Foster Ave
Roses Are Red! Couples Typewriter Poetry & Candle Making Experience
Mon, Oct 5, 7:00 PM + 3 more
Chicago · 3414 W Foster Ave
Love After Dark - Sensual Couples Candle Making Experience
Fri, Oct 2, 9:00 PM + 9 more
Chicago · 3414 W Foster Ave
Love After Dark - Sensual Couples Candle Making Experience
Fri, Oct 2, 9:00 PM + 9 more
Chicago · 3414 W Foster Ave
Chicago Exotic Paintings BYOB Sip and Paint with Male Models
Fri, Oct 9, 8:30 PM
Chicago · 5425 W Lawrence Ave
Chicago Exotic Paintings BYOB Sip and Paint with Male Models
Fri, Oct 9, 8:30 PM
Chicago · 5425 W Lawrence Ave
Chicago Exotic Paintings BYOB Paint n Sip
Fri, Oct 9, 8:30 PM
Chicago · 5425 W Lawrence Ave
Chicago Exotic Paintings BYOB Paint n Sip
Fri, Oct 9, 8:30 PM
Chicago · 5425 W Lawrence Ave
Chicago BYOB Exotic Paintings Sip and Paint with Male Models
Fri, Oct 9, 8:30 PM
Chicago · 5425 W Lawrence Ave
Chicago BYOB Exotic Paintings Sip and Paint with Male Models
Fri, Oct 9, 8:30 PM
Chicago · 5425 W Lawrence Ave
Chicago BYOB Sip and Paint with Male Models
Fri, Oct 9, 8:30 PM
Chicago · 5425 W Lawrence Ave
Chicago BYOB Sip and Paint with Male Models
Fri, Oct 9, 8:30 PM
Chicago · 5425 W Lawrence Ave
Chicago Exotic Paintings BYOB Wine and Paint Male Model
Fri, Oct 9, 8:30 PM
Chicago · 5425 W Lawrence Ave
Chicago Exotic Paintings BYOB Wine and Paint Male Model
Fri, Oct 9, 8:30 PM
Chicago · 5425 W Lawrence Ave
Laugh Now Cry Later
Fri, Oct 16, 9:30 PM
Chicago · The Lincoln Lodge
Laugh Now Cry Later
Fri, Oct 16, 9:30 PM
Chicago · The Lincoln Lodge
FRIDAY OCTOBER 16: JOEY BRAGG
Fri, Oct 16, 7:00 PM
Chicago · The Comedy Bar - Chicago Main Stage
FRIDAY OCTOBER 16: JOEY BRAGG
Fri, Oct 16, 7:00 PM
Chicago · The Comedy Bar - Chicago Main Stage
Crisis Leadership® 1-Day Interactive Workshop in Chicago, IL | Wisdom Hub
Fri, Oct 16, 9:00 AM
Chicago · Chicago
Crisis Leadership® 1-Day Interactive Workshop in Chicago, IL | Wisdom Hub
Fri, Oct 16, 9:00 AM
Chicago · Chicago
The Ultimate Customer Care® 1 Day Expert-led Training in Chicago, IL
Fri, Oct 16, 9:00 AM
Chicago · Chicago
The Ultimate Customer Care® 1 Day Expert-led Training in Chicago, IL
Fri, Oct 16, 9:00 AM
Chicago · Chicago
West Coast Swing Crash Course
Sat, Oct 17, 11:00 AM
Chicago · Ballroom Dance Chicago
West Coast Swing Crash Course
Sat, Oct 17, 11:00 AM
Chicago · Ballroom Dance Chicago
PMP Certification Bootcamp – Weekend Classroom Training in Chicago, IL
Sat, Oct 17, 9:00 AM
Oak Park · 1010 Lake St
PMP Certification Bootcamp – Weekend Classroom Training in Chicago, IL
Sat, Oct 17, 9:00 AM
Oak Park · 1010 Lake St
Butoh Dance Workshop
Sat, Oct 17, 6:30 PM
Chicago · Japanese Culture Center
Butoh Dance Workshop
Sat, Oct 17, 6:30 PM
Chicago · Japanese Culture Center
NAUGHTY NITE LAUGHS: BEST R-RATED COMEDY SHOWCASE IN CHICAGOLAND
Sat, Oct 17, 9:30 PM
Oak Park · Comedy Plex Comedy Club
NAUGHTY NITE LAUGHS: BEST R-RATED COMEDY SHOWCASE IN CHICAGOLAND
Sat, Oct 17, 9:30 PM
Oak Park · Comedy Plex Comedy Club
Hyaluronic Acid Dermal Filler Cannula Techniques
Sun, Oct 18, 8:00 AM
Chicago · Impressions Face + Body
Hyaluronic Acid Dermal Filler Cannula Techniques
Sun, Oct 18, 8:00 AM
Chicago · Impressions Face + Body
Sunday Night Stretch
Sun, Oct 18, 4:00 PM
Chicago · Idea Box Integrated Arts
Sunday Night Stretch
Sun, Oct 18, 4:00 PM
Chicago · Idea Box Integrated Arts
NewRoot Open PD: Circle Training
Mon, Oct 19, 9:15 AM
Chicago · 910 W Van Buren St suite 200
NewRoot Open PD: Circle Training
Mon, Oct 19, 9:15 AM
Chicago · 910 W Van Buren St suite 200

Trends in Chicago

Explore more trends

Saturday Nights at Renaissance R&B Party

Saturday Nights at Renaissance R&B Party

Charnley-Persky House Tours FRIDAYS 2025-2026

Charnley-Persky House Tours FRIDAYS 2025-2026

Roses Are Red! Couples Typewriter Poetry & Candle Making Experience

Roses Are Red! Couples Typewriter Poetry & Candle Making Experience

Love After Dark - Sensual Couples Candle Making Experience

Love After Dark - Sensual Couples Candle Making Experience

Chicago Exotic Paintings BYOB Sip and Paint with Male Models

Chicago Exotic Paintings BYOB Sip and Paint with Male Models

Chicago Exotic Paintings BYOB Paint n Sip

Chicago Exotic Paintings BYOB Paint n Sip

Chicago BYOB Exotic Paintings Sip and Paint with Male Models

Chicago BYOB Exotic Paintings Sip and Paint with Male Models

Chicago BYOB Sip and Paint with Male Models

Chicago BYOB Sip and Paint with Male Models

Chicago Exotic Paintings BYOB Wine and Paint Male Model

Chicago Exotic Paintings BYOB Wine and Paint Male Model

Laugh Now Cry Later

Laugh Now Cry Later

FRIDAY OCTOBER 16: JOEY BRAGG

FRIDAY OCTOBER 16: JOEY BRAGG

Crisis Leadership® 1-Day Interactive Workshop in Chicago, IL | Wisdom Hub

Crisis Leadership® 1-Day Interactive Workshop in Chicago, IL | Wisdom Hub

The Ultimate Customer Care® 1 Day Expert-led Training in Chicago, IL

The Ultimate Customer Care® 1 Day Expert-led Training in Chicago, IL

West Coast Swing Crash Course

West Coast Swing Crash Course

PMP Certification Bootcamp – Weekend Classroom Training in Chicago, IL

PMP Certification Bootcamp – Weekend Classroom Training in Chicago, IL

Butoh Dance Workshop

Butoh Dance Workshop

NAUGHTY NITE LAUGHS: BEST R-RATED COMEDY SHOWCASE IN CHICAGOLAND

NAUGHTY NITE LAUGHS: BEST R-RATED COMEDY SHOWCASE IN CHICAGOLAND

Hyaluronic Acid Dermal Filler Cannula Techniques

Hyaluronic Acid Dermal Filler Cannula Techniques

Sunday Night Stretch

Sunday Night Stretch

NewRoot Open PD: Circle Training

NewRoot Open PD: Circle Training

Things to do around Chicago

Trends in Chicago

1. Mothers day

2. April events

3. May

4. Bollywood

5. Job fair

6. Live concerts

7. Randb cruise

8. Rave party

9. Easter egg hunt

10. Dating

11. Comedy

12. June