Chicago Events and Things to do in Flossmoor, IL
The Play Hooky Experience Chicago Black Yacht Weekend Kickoff
Fri, Jun 19, 12:00 PM
Chicago · Utopian Tailgate
The Play Hooky Experience Chicago Black Yacht Weekend Kickoff
Fri, Jun 19, 12:00 PM
Chicago · Utopian Tailgate
Brow Bootcamp Certification — Chicago, IL (June 13-14, 2026)
Sat, Jun 13, 9:00 AM
Chicago · Hampton Inn Chicago Downtown/Magnificent Mil 160 E Huron St., Chicago, IL 60611
Brow Bootcamp Certification — Chicago, IL (June 13-14, 2026)
Sat, Jun 13, 9:00 AM
Chicago · Hampton Inn Chicago Downtown/Magnificent Mil 160 E Huron St., Chicago, IL 60611
Relish | Saturday Night Ages 25-39 | Chicago’s Elevated Dating Experience
Sat, Jun 13, 7:30 PM
Chicago · Tabu
Relish | Saturday Night Ages 25-39 | Chicago’s Elevated Dating Experience
Sat, Jun 13, 7:30 PM
Chicago · Tabu
Chicago Bar Crawl in Wrigleyville | Great for Bday & Bachelor(ette) Parties
Saturday at 9:00 PM + 27 more
Chicago · Wrigleyville's BEST Bars TBA (Check your email before the crawl for full schedule!)
Chicago Bar Crawl in Wrigleyville | Great for Bday & Bachelor(ette) Parties
Saturday at 9:00 PM + 27 more
Chicago · Wrigleyville's BEST Bars TBA (Check your email before the crawl for full schedule!)
Chicago Circle Singing: June ALL SING + PALETA social
Wed, Jun 10, 7:00 PM
Chicago · Grace Episcopal Church
Chicago Circle Singing: June ALL SING + PALETA social
Wed, Jun 10, 7:00 PM
Chicago · Grace Episcopal Church
Chicago Labor Day Weekend All White Attire Party Cruise
Sun, Sep 6, 9:00 PM
Chicago · Spirit of Chicago Yacht
Chicago Labor Day Weekend All White Attire Party Cruise
Sun, Sep 6, 9:00 PM
Chicago · Spirit of Chicago Yacht
Father's Day Weekend Adults Only Evening River Cruise on Sunday, June 21
Sun, Jun 21, 8:30 PM
Chicago · 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 21
Sun, Jun 21, 8:30 PM
Chicago · Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
Booze N' Brush Next to Naked Sip n' Paint Chicago, IL - Exotic Male Model
Saturday at 4:00 PM + 167 more
Chicago · Booze N' Brush Next to Naked Sip n' Paint
Booze N' Brush Next to Naked Sip n' Paint Chicago, IL - Exotic Male Model
Saturday at 4:00 PM + 167 more
Chicago · Booze N' Brush Next to Naked Sip n' Paint
Sunday Night Skyline Cruise on Lake Michigan | 21+ | Live DJ | Full Bar
Sun, Sep 6, 8:30 PM
Chicago · Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
Sunday Night Skyline Cruise on Lake Michigan | 21+ | Live DJ | Full Bar
Sun, Sep 6, 8:30 PM
Chicago · Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
Relish | Saturday Night Ages 27–42 | Chicago’s Elevated Dating Experience
Sat, Jun 6, 7:30 PM
Chicago · Tabu
Relish | Saturday Night Ages 27–42 | Chicago’s Elevated Dating Experience
Sat, Jun 6, 7:30 PM
Chicago · Tabu
4th of July Late Afternoon Cruise on Lake Michigan
Sat, Jul 4, 4:30 PM
Chicago · Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
4th of July Late Afternoon Cruise on Lake Michigan
Sat, Jul 4, 4:30 PM
Chicago · Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
