Singles Events and Things to do in Oswego, IL
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
Healing Heart Program for Single Mothers (Free 6-Week Series)
Thursday at 6:00 PM
Yorkville · East Veterans Parkway
Healing Heart Program for Single Mothers (Free 6-Week Series)
Thursday at 6:00 PM
Yorkville · East Veterans Parkway
Chicago Singles Event: Sunset Speed Dating (Ages 25–40)
Sat, Jun 20, 7:00 PM
Chicago · Carnivale Chicago
Chicago Singles Event: Sunset Speed Dating (Ages 25–40)
Sat, Jun 20, 7:00 PM
Chicago · Carnivale Chicago
Dinner with Entrepreneurs | Elgin: Small Business Owners Edition
Wednesday at 7:00 PM + 7 more
Elgin · Restaurant of the Week
Dinner with Entrepreneurs | Elgin: Small Business Owners Edition
Wednesday at 7:00 PM + 7 more
Elgin · Restaurant of the Week
**MEN SOLD OUT**⚡ SpeedChicago Dating | Ages 25–39 | Chicago’s Dating
Sat, May 30, 7:30 PM
Chicago · Tabu
**MEN SOLD OUT**⚡ SpeedChicago Dating | Ages 25–39 | Chicago’s Dating
Sat, May 30, 7:30 PM
Chicago · Tabu
Shades of HUNKS at Corrigan's Pub (Shorewood, IL) 06/03/26
Wed, Jun 3, 8:00 PM
Shorewood · Corrigan's Pub
Shades of HUNKS at Corrigan's Pub (Shorewood, IL) 06/03/26
Wed, Jun 3, 8:00 PM
Shorewood · Corrigan's Pub
2026 Scottish Festival & Highland Games
Fri, Jun 12, 9:00 AM
Wheaton · DuPage Event Center & Fairgrounds
2026 Scottish Festival & Highland Games
Fri, Jun 12, 9:00 AM
Wheaton · DuPage Event Center & Fairgrounds
Restaurant of the Week: Tinley Park | Dinner with New Friends
Wed, Jun 17, 7:00 PM + 6 more
Tinley Park · Restaurant of the Week
Restaurant of the Week: Tinley Park | Dinner with New Friends
Wed, Jun 17, 7:00 PM + 6 more
Tinley Park · Restaurant of the Week
Chicago Singles Event: Arcade Night (Ages 25–40)
Thu, Jun 18, 7:00 PM
Rosemont · Dave & Buster's Rosemont
Chicago Singles Event: Arcade Night (Ages 25–40)
Thu, Jun 18, 7:00 PM
Rosemont · Dave & Buster's Rosemont
Table 4 Tonight: Arlington Heights | Dinner with Strangers
Thu, Jun 11, 7:00 PM + 6 more
Arlington Heights · Restaurant of the Week
Table 4 Tonight: Arlington Heights | Dinner with Strangers
Thu, Jun 11, 7:00 PM + 6 more
Arlington Heights · Restaurant of the Week
A Night Out in Des Plaines | Dinner with New Friends: Small Town Edition
Thu, Jun 18, 7:00 PM + 6 more
Des Plaines · Restaurant of the Week
A Night Out in Des Plaines | Dinner with New Friends: Small Town Edition
Thu, Jun 18, 7:00 PM + 6 more
Des Plaines · Restaurant of the Week
Table 4 Tonight: Palatine | Dinner with New Friends
Sat, May 30, 7:00 PM + 7 more
Palatine · Restaurant of the Week
Table 4 Tonight: Palatine | Dinner with New Friends
Sat, May 30, 7:00 PM + 7 more
Palatine · Restaurant of the Week
Phil Yates with The Transference and Joe Dilillo
Sat, Jun 6, 8:00 PM
Chicago · UncommonGround - Lakeview
Phil Yates with The Transference and Joe Dilillo
Sat, Jun 6, 8:00 PM
Chicago · UncommonGround - Lakeview
My 20's in the City: Glenview | Dinner with New Friends
Sun, Jun 21, 7:00 PM + 6 more
Glenview · Restaurant of the Week
My 20's in the City: Glenview | Dinner with New Friends
Sun, Jun 21, 7:00 PM + 6 more
Glenview · Restaurant of the Week
