Hey Chicagoland Singles!
(To see the entire list of events, click here)
The singles events and speed dating scene is heating up this week.
If you are worried about summer ending, fear not! The singles events monthly calendar has at least 120+ reasons for you to leave the house.
Perhaps you are looking for traditional speed dating? You’ve got options. Prefer to break the ice over board games, coffee, or pizza and pints? Those are on the calendar too, alongside rooftop mixers, a boat meet-and-mingle, and events for different ages, communities, and dating styles.
Let’s jump into this week’s events!
Singles Events Happening This Week
Some events may not share certain criteria like age ranges. If you would like to be certain, please reach out to the organizers of the events you are interested in attending. Also, certain event titles below may state ‘SOLD OUT’. In some cases that is not true. Please ensure to visit the event listing site to confirm.
Monday, September 14
Ivy Dating | Ivy App: Bringing Dating Back to Real Life — September 14 • An app that shows where singles are going out across Chicago each night. See which bars and clubs are active, where people are checked in, and choose your night based on where the energy is.
Hot Potato Hearts | Fat Speed Dating — September 14 @7:00 PM • Cafe Mustache, Chicago
The Office E.N.T (Coach Love Isn't Enough) | Mix & Mingle for Singles Only — September 14 @8:00 PM - 11:30 PM • Park Manor 75, Chicago, IL
Tuesday, September 15
Meet IRL | Meet IRL | Curated Speed Dating | Ages 30-39 ~Ladies tickets sold out~ (Ages 30-39) — September 15 @6:30 PM • Wolf & Company, Chicago
Shuffle Dating | Speed Dating (Men & Women) (Ages 27-35) — September 15 @7:00 PM • District Brew Yards, Chicago, IL
Matchify | Singles Mingle Mixer @ Empire Naperville — September 15 @7:30 PM - 9:30 PM • Empire Burgers + Brew, Naperville, IL
Wednesday, September 16
Hot Potato Hearts | Non Monogamous Speed Dating — September 16 @7:00 PM • Central Park Bar, Chicago
Quirk Events | Board Game Speed Dating for Jewish Singles (Ages 20s-30s) — September 16 @7:00 PM - 9:00 PM • Uptown Taproom, Chicago, IL
CitySwoon | Speed Dating Chicago | CitySwoon® | 40-55 years | at Bar Moxy (Ages 40-55) — September 16 @7:30 PM • Bar Moxy, Chicago
Thursday, September 17
Meet IRL | Meet IRL | Rooftop Singles Mixer ☀️ — September 17 @6:30 PM • Midwest Coast Brewing Company, Chicago
Pre-Dating Speed Dating and Lock & Key Events | Chicago Speed Dating for Singles (Ages 30s-40s) — September 17 @6:30 PM - 8:30 PM • Sterling Food Hall, Chicago, IL
Chicago First Dates | Singles Ages 20s & 30s - In-Person Speed Dating (Ages Women 24-38, Men 25-39) — September 17 @7:00 PM • Coach's Bar & Grill, Chicago
Shuffle Dating | Speed Dating (Professional Career Theme) (Ages 25-40) — September 17 @7:00 PM • The Albion Manor, Chicago, IL
Joey Scott | Boat Meet and Mingle Event — September 17 @7:00 PM - 9:00 PM • DuSable Harbor, Chicago, IL
Thursday Dating | Thursday | Pizza, Pints & Potential — September 17 @7:30 PM - 10:00 PM • PB&J: Pizza Beer and Jukebox, Chicago, IL
Friday, September 18
Break The Ice Social Events LLC | Singles Social Mixer St. Charles, IL Alley 64 — September 18 @6:30 PM • Alley 64, St. Charles
Wearebethelites | Kingdom Relationships: The Conversations We Need to Have — September 18 @6:30 PM - 9:00 PM • 4352 W Parker Ave, Chicago, IL
West Town Social Club | Singles & Social Folks Rooftop Mixer @ Joe's on Weed St! (Ages 20s-40s) — September 18 @6:30 PM - 9:00 PM • Joe's on Weed St., Chicago, IL
Chicago First Dates | Singles Ages 30s & 40s - Online Speed Dating (Ages Women 30-45, Men 30-45) — September 18 @8:00 PM • Online, Online
Birds of a Feather | ENM Social Club Classy Bar Crawl — September 18 @8:00 PM • Machine Cocktail Bar, Chicago, IL
Saturday, September 19
Hindu Vivah | Zoom Event (Ages 40+) — September 19 @11:00 AM - 1:00 PM • Online, Online
Thursday Dating | Saturday | Singles Day Party - Bean There, Done That — September 19 @1:00 PM - 4:00 PM • Beer Garden at Millennium Hall, Chicago, IL
Hindu Vivah | In-Person Event (Ages Ladies 24-46, Men 26-47) — September 19 @1:00 PM - 5:00 PM • National India Hub, Schaumburg, IL
Date Faster | Speed Dating Naperville Singles 24-39 (Ages 24-39) — September 19 @2:00 PM - 4:00 PM • TBD - Naperville Speed Dating, Naperville, IL
Jigsaw Dating | Coffee Shop Speed Dating 40-55, September 19th - Chicago (Ages 40-55) — September 19 @3:00 PM • Necessary & Sufficient Coffee - Printers Row, Chicago
Break The Ice Social Events LLC | Singles Social Mixer Brookfield, WI Bullwinkles — September 19 @6:30 PM • Bullwinkles at the Galleria, Brookfield
Break The Ice Social Events LLC | Singles Social Mixer Libertyville, IL Bar Crawl Starting at Morgan's — September 19 @6:30 PM • Morgan's - Saturday, September 19, 2026 at Morgan's Bar & Grill, Libertyville
Jigsaw Dating | Singles Happy Hour 40-55, September 19th - Chicago (Ages 40-55) — September 19 @7:00 PM • Singles Happy Hour 40-55, September 19th - Chicago, Chicago
Ermantourage Sports | Dinner with New Friends: Chicago | Single Parents Edition — September 19 @7:00 PM - 10:00 PM • Restaurant of the Week, Chicago, IL
Chicago First Dates | Singles Ages 20s & 30s - Online Speed Dating (Ages Women 24-36, Men 25-37) — September 19 @8:00 PM • Online, Online
Sunday, September 20
Shuffle Dating | Speed Dating (Men & Women) (Ages 32-42) — September 20 @6:00 PM • The Dandy Crown, Chicago, IL
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And a Sneak Peek into a Few Events Coming Up in the following weeks:
Pre-Dating Speed Dating and Lock & Key Events | Chicago Speed Dating for Singles (Ages 24-39) — September 23 @6:30 PM - 8:30 PM • Sterling Food Hall, Chicago, IL
River Shannon | Singles Night — September 23 @8:00 PM • River Shannon, Chicago, IL
AlwaysAnte | ANTE Private Dinner — September 24 @7:00 PM • Location Revealed to Selected Guests, Chicago, IL
Single N Minglin LLC | Thursday Night Football: Bingo Night — September 24 @7:00 PM - 10:00 PM • Darrin’s cocktail lounge, Chicago, IL
Meet Sweet | Singles Pillow Fight — September 27 @10:00 AM - 12:00 PM • North Pond, Chicago, IL
Meet Sweet | Singles Meet Up at the Museum of Contemporary Art (Ages 21-36) — September 29 @5:00 PM - 9:00 PM • Museum of Contemporary Art Chicago, Chicago, IL
Side Piece Somedays | Polyamorous: Straight & Queer, Speed Dating @ Chicago's Skyline Club — October 7 @6:00 PM - 9:00 PM • The Skyline Club, Chicago, IL
IYKYK Dating - Christian Speed Dating Events | Chicago Christian Speed Dating (Ages 20s-30s) — October 14 @6:30 PM - 8:30 PM • Recess, Chicago, IL
South Asian Socials | South Asian Singles Mixer | Healthcare, Tech & Finance Professionals — October 22 @6:00 PM - 9:00 PM • Barcocina West Town, Chicago, IL
(To see the entire list of events, click here)
That’s it for this week.
And as always, thank you for reading another edition of Where’s Your Boo?. Your boo is waiting for you. So get out there, and let us know how it goes!
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