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Adult fun events in Chicago, IL

Summer & Fall Afterwork Sunset Cruises on Lake Michigan
Mon, May 26, 7:30 PM + 3 more
Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
Summer & Fall Afterwork Sunset Cruises on Lake Michigan
Mon, May 26, 7:30 PM + 3 more
Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
Sales end soon
Unwind & Create: Exotic BYOB Paint & Sip for Young CHICAGO Professionals
Saturday at 9:00 PM + 3 more
633 N Kedzie Ave
Sales end soon
Unwind & Create: Exotic BYOB Paint & Sip for Young CHICAGO Professionals
Saturday at 9:00 PM + 3 more
633 N Kedzie Ave
Sales end soon
In-person class: Classic French Macaron (Chicago)
Sunday at 6:00 PM + 3 more
Gateway To Learning
Sales end soon
In-person class: Classic French Macaron (Chicago)
Sunday at 6:00 PM + 3 more
Gateway To Learning
Sales end soon
BYOB Sip & Paint Event - "Chicago Skyline"
Tomorrow at 7:00 PM
Sip & Paint
Sales end soon
BYOB Sip & Paint Event - "Chicago Skyline"
Tomorrow at 7:00 PM
Sip & Paint
Mother’s Day Cake Decorating Workshop
Sun, May 11, 10:30 AM
1859 N Talman Ave
Mother’s Day Cake Decorating Workshop
Sun, May 11, 10:30 AM
1859 N Talman Ave
Sales end soon
BYOB Sip & Paint Event - "Sailboat in Paradise"
Thursday at 7:00 PM
Sip & Paint
Sales end soon
BYOB Sip & Paint Event - "Sailboat in Paradise"
Thursday at 7:00 PM
Sip & Paint
Selling quickly
Chicago Exotic Paintings BYOB Wine and Paint Male Model
Saturday at 9:00 PM + 2 more
5425 W Lawrence Ave
Selling quickly
Chicago Exotic Paintings BYOB Wine and Paint Male Model
Saturday at 9:00 PM + 2 more
5425 W Lawrence Ave
Sales end soon
Jessica Holter's Soul Singer Showcase and Literary Salon ~ Adults Only
Saturday at 6:30 PM
Bughouse Theater
Sales end soon
Jessica Holter's Soul Singer Showcase and Literary Salon ~ Adults Only
Saturday at 6:30 PM
Bughouse Theater
Sales end soon
Bad & Boujee Exotic Paint & Sip – BYOB Edition! CHICAGO
Saturday at 6:30 PM + 8 more
633 N Kedzie Ave
Sales end soon
Bad & Boujee Exotic Paint & Sip – BYOB Edition! CHICAGO
Saturday at 6:30 PM + 8 more
633 N Kedzie Ave
Comedy F*ck Fest
Sun, May 18, 8:00 PM + 1 more
The Lincoln Lodge
Comedy F*ck Fest
Sun, May 18, 8:00 PM + 1 more
The Lincoln Lodge
Spring Field Day! (Volleyball, Kickball & More)
Sat, May 17, 1:00 PM
Wicker (Charles, Joel) Park
Spring Field Day! (Volleyball, Kickball & More)
Sat, May 17, 1:00 PM
Wicker (Charles, Joel) Park
BUZZED WORDS - The Open Books Adult Spelling Bee!
Wed, Jun 25, 6:00 PM
Prost!
BUZZED WORDS - The Open Books Adult Spelling Bee!
Wed, Jun 25, 6:00 PM
Prost!
Sales end soon
Come test your homebuying knowledge with a fun, interactive Kahoot game!
Saturday at 3:00 PM
Guaranteed Rate Affinity, LLC
Sales end soon
Come test your homebuying knowledge with a fun, interactive Kahoot game!
Saturday at 3:00 PM
Guaranteed Rate Affinity, LLC
Selling quickly
Train O' Lakes 2025 - Adult Overnight
Sat, Jun 28, 6:30 AM
Dark Matter Star Lounge
Selling quickly
Train O' Lakes 2025 - Adult Overnight
Sat, Jun 28, 6:30 AM
Dark Matter Star Lounge
Frame Your Insect: Intro to Insect Mounting & Framing
Sunday at 3:00 PM
The Insect Asylum
Frame Your Insect: Intro to Insect Mounting & Framing
Sunday at 3:00 PM
The Insect Asylum
Copy of Marsupial Masterpiece: Opossum Paint and Sip! +21 BYOB
Fri, May 16, 6:00 PM
The Insect Asylum
Copy of Marsupial Masterpiece: Opossum Paint and Sip! +21 BYOB
Fri, May 16, 6:00 PM
The Insect Asylum
Father's Day Weekend Adults Only Evening River Cruise on Sunday, June 15th
Sun, Jun 15, 8:30 PM
Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
Father's Day Weekend Adults Only Evening River Cruise on Sunday, June 15th
Sun, Jun 15, 8:30 PM
Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
40+ Speed Dating
Tue, May 27, 7:00 PM
The Getaway
40+ Speed Dating
Tue, May 27, 7:00 PM
The Getaway
Paint, Craft N Vybe - LET'S TALK ABOUT IT
Sat, May 24, 7:00 PM
Creative Minds - Center of the Arts
Paint, Craft N Vybe - LET'S TALK ABOUT IT
Sat, May 24, 7:00 PM
Creative Minds - Center of the Arts
Father's Day Weekend Adults Only Sunset River Cruise on Sunday, June 15th
Sun, Jun 15, 5:30 PM
Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
Father's Day Weekend Adults Only Sunset River Cruise on Sunday, June 15th
Sun, Jun 15, 5:30 PM
Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)

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