Chicago Events and Things to do in Oswego, IL
**MEN SOLD OUT**Relish | Ages 27-42| Chicago’s Elevated Dating Experience
Saturday at 7:30 PM
Chicago · Tabu
**MEN SOLD OUT**Relish | Ages 27-42| Chicago’s Elevated Dating Experience
Saturday at 7:30 PM
Chicago · Tabu
Divine Comedy: Chicago's Unholiest Funniest Standup Comedians
Sun, May 24, 8:00 PM
Chicago · The Lincoln Lodge
Divine Comedy: Chicago's Unholiest Funniest Standup Comedians
Sun, May 24, 8:00 PM
Chicago · The Lincoln Lodge
Drag Bingo Chicago- Ultimate Drag Queen Bingo & Drag Show in Chicago
Thursday at 7:00 PM + 192 more
Chicago · Drag Bingo Chicago
Drag Bingo Chicago- Ultimate Drag Queen Bingo & Drag Show in Chicago
Thursday at 7:00 PM + 192 more
Chicago · Drag Bingo Chicago
Starry Night Sunflower - Paint and Sip in Chicago | Classpop!™
Saturday at 3:30 PM
Chicago · Pinot's Palette - Logan Square
Starry Night Sunflower - Paint and Sip in Chicago | Classpop!™
Saturday at 3:30 PM
Chicago · Pinot's Palette - Logan Square
Scavenger Hunt Adventure in Chicago by Operation City Quest
Tomorrow at 9:00 AM + 325 more
Chicago · Congress Plaza Garden - South
Scavenger Hunt Adventure in Chicago by Operation City Quest
Tomorrow at 9:00 AM + 325 more
Chicago · Congress Plaza Garden - South
Cubist Portrait - Paint and Sip in Chicago | Classpop!™
Fri, Jun 12, 7:30 PM
Chicago · Pinot's Palette - Logan Square
Cubist Portrait - Paint and Sip in Chicago | Classpop!™
Fri, Jun 12, 7:30 PM
Chicago · Pinot's Palette - Logan Square
Chicago Greek Film Expo 2026 - Ένας ήσυχος άνθρωπος - A Simple Man
Saturday at 2:30 PM
Park Ridge · Pickwick Theatre
Chicago Greek Film Expo 2026 - Ένας ήσυχος άνθρωπος - A Simple Man
Saturday at 2:30 PM
Park Ridge · Pickwick Theatre
Chicago Urban Makers Fair & Contemporary Brands Showcase 2026
Fri, Jun 12, 10:00 AM
Chicago · Morgan MFG
Chicago Urban Makers Fair & Contemporary Brands Showcase 2026
Fri, Jun 12, 10:00 AM
Chicago · Morgan MFG
Meet IRL | Singles Trivia Night!
Thu, May 28, 6:30 PM
Chicago · Fatpour Wicker Park: Ultimate Chicago Sports Bar
Meet IRL | Singles Trivia Night!
Thu, May 28, 6:30 PM
Chicago · Fatpour Wicker Park: Ultimate Chicago Sports Bar
Wednesday Fireworks Cruises on Lake Michigan | 21+ | Full Bar
Wed, May 27, 7:30 PM + 13 more
Chicago · Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
Wednesday Fireworks Cruises on Lake Michigan | 21+ | Full Bar
Wed, May 27, 7:30 PM + 13 more
Chicago · Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
NonProfits: NonProfitConnect - Professional Networking Event NonprofitConnect - Chicago
Tue, May 26, 4:00 PM
Chicago · Location TBD; Register Online
NonProfits: NonProfitConnect - Professional Networking Event NonprofitConnect - Chicago
Tue, May 26, 4:00 PM
Chicago · Location TBD; Register Online
Grandmaster Bobby Taboada Seminar – Chicago (Balintawak Eskrima)
Saturday at 12:00 PM
Chicago · Rizal Center
Grandmaster Bobby Taboada Seminar – Chicago (Balintawak Eskrima)
Saturday at 12:00 PM
Chicago · Rizal Center
The Ohio Comedy Showcase: One Night Takeover at The Lincoln Lodge 6/12/26
Fri, Jun 12, 10:00 PM
Chicago · The Lincoln Lodge
The Ohio Comedy Showcase: One Night Takeover at The Lincoln Lodge 6/12/26
Fri, Jun 12, 10:00 PM
Chicago · The Lincoln Lodge
Sunday FUNday Cruises on Lake Michigan | 21+ | Live DJ | Full Bar
Sunday at 4:30 PM + 16 more
Chicago · Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
Sunday FUNday Cruises on Lake Michigan | 21+ | Live DJ | Full Bar
Sunday at 4:30 PM + 16 more
Chicago · Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
Memorial Weekend 90's Party at Howl at the Moon Chicago
Friday at 6:00 PM
Chicago · Howl at the Moon Chicago
Memorial Weekend 90's Party at Howl at the Moon Chicago
Friday at 6:00 PM
Chicago · Howl at the Moon Chicago
Pickwick Vintage Show in Chicago | June 2026
Sun, Jun 21, 9:30 AM
Chicago · Chicago Athletic Association - The Unbound Collection by Hyatt
Pickwick Vintage Show in Chicago | June 2026
Sun, Jun 21, 9:30 AM
Chicago · Chicago Athletic Association - The Unbound Collection by Hyatt
