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Adult fun events in Chicago, IL

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SPRING CLEANING WITH TRASH PEOPLE OF MCKINLEY PARK x 12th Ward
Saturday at 10:00 AM
3442 S Hamilton Ave
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SPRING CLEANING WITH TRASH PEOPLE OF MCKINLEY PARK x 12th Ward
Saturday at 10:00 AM
3442 S Hamilton Ave
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
Fifth Annual Run for Rosé 5K!
Sunday at 9:00 AM
BottlesUp!
Fifth Annual Run for Rosé 5K!
Sunday at 9:00 AM
BottlesUp!
Teen's Improv Workshop at BABS: Ages 15-18
Mon, Jun 9, 3:00 PM
BABS Comedy Club
Teen's Improv Workshop at BABS: Ages 15-18
Mon, Jun 9, 3:00 PM
BABS Comedy Club
Chicago Commons 2025 Spring Luncheon & Marketplace
Fri, May 9, 11:00 AM
Radisson Blu Aqua Hotel, Chicago
Chicago Commons 2025 Spring Luncheon & Marketplace
Fri, May 9, 11:00 AM
Radisson Blu Aqua Hotel, Chicago
Father's Day Weekend Adults Only Afternoon River Cruise on Sunday June 15th
Sun, Jun 15, 2:30 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 Afternoon River Cruise on Sunday June 15th
Sun, Jun 15, 2:30 PM
Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
Chicago Singles Online Trivia Night - A Fun Speed Dating Alternative
Tue, May 27, 8:00 PM + 4 more
Chicago
Chicago Singles Online Trivia Night - A Fun Speed Dating Alternative
Tue, May 27, 8:00 PM + 4 more
Chicago
Second Sunday Teen Program
Sun, May 11, 10:00 AM + 7 more
Unity of Oak Park
Second Sunday Teen Program
Sun, May 11, 10:00 AM + 7 more
Unity of Oak Park
Mather Workshop at the American Writers Museum (55+)
Wed, May 7, 1:00 PM
American Writers Museum
Mather Workshop at the American Writers Museum (55+)
Wed, May 7, 1:00 PM
American Writers Museum
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Ravenswood 5k
Sunday at 8:00 AM
Ravenswood
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Ravenswood 5k
Sunday at 8:00 AM
Ravenswood
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Unwind & Create: Exotic BYOB Paint & Sip for Young CHICAGO Professionals
Saturday at 9:00 PM + 3 more
633 N Kedzie Ave
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Unwind & Create: Exotic BYOB Paint & Sip for Young CHICAGO Professionals
Saturday at 9:00 PM + 3 more
633 N Kedzie Ave
The 2025 Chicago Sexcon Returns
Tue, May 20, 7:00 PM
Joy District
The 2025 Chicago Sexcon Returns
Tue, May 20, 7:00 PM
Joy District
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Proteintech Trivia Night at AACR: Food, Facts, and Fun!
Monday at 6:30 PM
Hyatt Regency McCormick Place Chicago
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Proteintech Trivia Night at AACR: Food, Facts, and Fun!
Monday at 6:30 PM
Hyatt Regency McCormick Place Chicago
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Family StARTs at the Oak Park Art League
Saturday at 10:00 AM
Oak Park Art League
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Family StARTs at the Oak Park Art League
Saturday at 10:00 AM
Oak Park Art League
Get Lit: Grown-Up Book Fair
Tue, May 13, 5:30 PM
American Writers Museum
Get Lit: Grown-Up Book Fair
Tue, May 13, 5:30 PM
American Writers Museum
SWMI: South West Michigan 4 Night Ride 2025- Adult Overnight
Thu, Jul 10, 8:30 AM
12th Street Beach
SWMI: South West Michigan 4 Night Ride 2025- Adult Overnight
Thu, Jul 10, 8:30 AM
12th Street Beach
Paint in the Park: a free event for those healing from addiction and trauma
Sat, May 3, 2:00 PM
West Ridge Nature Park
Paint in the Park: a free event for those healing from addiction and trauma
Sat, May 3, 2:00 PM
West Ridge Nature Park
CHICAGO SPOTLIGHT COMEDY W/HOST @KRISTENTOOMEY 5/1@9PM @LAUGHFACTORYCHI
Thu, May 1, 9:00 PM
Laugh Factory
CHICAGO SPOTLIGHT COMEDY W/HOST @KRISTENTOOMEY 5/1@9PM @LAUGHFACTORYCHI
Thu, May 1, 9:00 PM
Laugh Factory
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Chicago Exotic Paintings BYOB Wine and Paint Male Model
Saturday at 9:00 PM + 2 more
609 Howard St unit b
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Chicago Exotic Paintings BYOB Wine and Paint Male Model
Saturday at 9:00 PM + 2 more
609 Howard St unit b
Hands-On: Tortellini-Making & Brunch (Mother’s Day Edition)
Sun, May 11, 11:00 AM
Eataly Chicago
Hands-On: Tortellini-Making & Brunch (Mother’s Day Edition)
Sun, May 11, 11:00 AM
Eataly Chicago

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