Hey Chicagoland Singles!
(To see the entire list of events, click here)
We’re back! And this time with 140+ events for the next month!
We also have a discount code for an upcoming event in the next few weeks. For anyone who is Christian and ready to mingle, IYKYK Dating is running it back with another Christian singles event. And they have a discount code for the first five people who buy tickets. Checkout the details below before the code expires.
And just to repeat myself again: 140+ events! Not kidding. Companies like North Face maybe on a mission to keep you warmed up, but events run by our Chicagoland singles organizers are definitely on a mission to keep you boo’ed up!
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 21
Ivy Dating | Ivy App: Bringing Dating Back to Real Life — September 21 • 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.
Tuesday, September 22
Meet IRL | Meet IRL | Curated Speed Dating | Ages 25-32 ~Men's tickets sold out~ (Ages 25-32) — September 22 @6:30 PM • Way Out, Chicago
Lectures on Tap | Dating Apps, Endless Choice, and Why Modern Love Is Hard — September 22 @6:30 PM - 8:30 PM • Wicker Park, Chicago, IL
ThrowbackDating | Get Your Mojo Back: Energy, Confidence & Performance for Men After 50 (Virtual) — September 22 @7:00 PM • Google Meets, Chicago
Quirk Events | Board Game Speed Dating - Kibbitznest - Chicago (Ages 20s-30s) — September 22 @7:00 PM - 9:00 PM • Kibbitznest Books, Brews & Blarney, Chicago, IL
Wednesday, September 23
Dorothy | IRL: Singles Mixer at Dorothy — September 23 @6:00 PM - 11:00 PM • Dorothy, Chicago, IL
Meet IRL | Meet IRL | Curated Speed Dating | Ages 35-50ish ~Women's tickets sold out~ (Ages 35-50) — September 23 @6:30 PM • Passages Wine and Books, Chicago
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
Hot Potato Hearts | Speed Dating — September 23 @7:00 PM • The Native, Chicago
Shuffle Dating | Speed Dating (Child-Free: No Kids, No Plans for Kids) (Ages 30-45) — September 23 @7:00 PM • District Brew Yards, Chicago, IL
Intelligent Singles Network | Intelligent Singles Mixer at Four Seasons Hotel in Chicago! — September 23 @7:00 PM - 10:00 PM • Adorn Bar & Restaurant (Four Seasons Hotel), Chicago, IL
Quirk Events | Board Game Speed Dating for Queer Women — September 23 @7:00 PM • Uptown Taproom, Chicago, IL
River Shannon | Singles Night — September 23 @8:00 PM • River Shannon, Chicago, IL
Thursday, September 24
Meet IRL | Meet IRL | Curated Speed Dating at The Dawson | Ages 28-38 (Ages 28-38) — September 24 @6:30 PM • The Dawson | Ages 28-38 - Thursday, September 24, 2026 at The Dawson, Chicago
Single + Social Events | 30 & Up | Thursday Night Singles Mixer (Naperville, IL) @ Noon Whistle — September 24 @6:30 PM - 8:30 PM • Noon Whistle Brewing, Naperville, IL
Chicago First Dates | Singles Ages 20s & 30s - In-Person Speed Dating (Ages Women 24-38, Men 25-39) — September 24 @7:00 PM • Coach's Bar & Grill, Chicago
Hot Potato Hearts | Neurodivergent Speed Dating — September 24 @7:00 PM • Dandy Crown, Chicago
Shuffle Dating | Speed Dating (Queer Women) (Ages 25-40) — September 24 @7:00 PM • The Albion Manor, Chicago, IL
AlwaysAnte | ANTE Private Dinner — September 24 @7:00 PM • Location Revealed to Selected Guests, Chicago, IL
West Town Social Club | Thirsty Thursday Singles & Social Folks Patio Mixer @ Bunker! — September 24 @7:00 PM - 9:30 PM • Bunker, 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
CitySwoon | Speed Dating Chicago | CitySwoon® | 50-65 years | at Machine Cocktail Bar (Ages 50-65) — September 24 @7:30 PM • Machine Cocktail Bar, Chicago
Thursday Dating | Thursday | Meet Cute at The Moxy — September 24 @7:30 PM • Mosaic Events, Chicago, IL
Friday, September 25
Marcellous Johnson | House Music Singles Happy Hour @ Martini Lounge — September 25 @5:30 PM - 7:30 PM • Martini Lounge, Chicago, IL
Meet IRL | Meet IRL | Friday Night Pickleball for Singles | SPF Lincoln Park — September 25 @6:15 PM • SPF Pickleball, Chicago
Break The Ice Social Events LLC | Singles Social Mixer McHenry, IL DC Cobbs — September 25 @6:30 PM • D.C. Cobb's, McHenry
Matchify | Singles Mingle Mixer @ Flight Club Chicago — September 25 @7:00 PM - 9:30 PM • Flight Club Chicago, Chicago, IL
Chicago First Dates | Singles Ages 30s & 40s - Online Speed Dating — September 25 @8:00 PM • Chicago
Joey Scott Media | Suit Friday's — September 25 @8:30 PM • Location TBD, Chicago, IL
Saturday, September 26
Hindu Vivah | Zoom Event: Single Parents, All Ages (Ages All ages) — September 26 @11:00 AM - 1:00 PM • Online
Shuffle Dating | Speed Dating (Men & Women) (Ages 28-38) — September 26 @3:00 PM • The Dandy Crown, Chicago, IL
Jigsaw Dating | Sunset Speed Dating 30-45, September 26th - Chicago (Ages 30-45) — September 26 @6:00 PM • Sunset Speed Dating 30-45, September 26th - Chicago, Chicago
CitySwoon | Speed Dating Chicago | CitySwoon® | 33-45 years | at Bar Moxy (Ages 33-45) — September 26 @6:00 PM • Bar Moxy, Chicago
Sunday, September 27
GoForDesi | Indian Matrimonial Matchmaking Event (Ages 20s) — September 27 @10:00 AM - 3:00 PM • IMLI Indian Restaurant, Schaumburg, IL
Meet Sweet | Singles Pillow Fight — September 27 @10:00 AM - 12:00 PM • North Pond, Chicago, IL
Chicago Chapter of American Singles Golf Association | Singles Golf at Bowes Creek — September 27 @1:00 PM - 6:00 PM • Bowes Creek Country Club, Elgin, IL
Maddie Sweeney | Singles Serving Chi: Volunteer with Cardz for Kidz at Logan 11 — September 27 @1:00 PM - 4:00 PM • 2230 N California Ave, Chicago, IL
Media Naranja | Margaritas y Mujeres Bonitas: A dating event for millennial singles — September 27 @2pm-4pm • Lalo's on Maxwell, Chicago, IL
Hot Potato Hearts | Sunday FunGAY — September 27 @4:00 PM • The Hi-Lo, Chicago
Break The Ice Social Events LLC | Singles Social Mixer Morton Grove, IL Cooper's Hawk — September 27 @6:00 PM • Cooper’s Hawk Winery & Restaurant, Morton Grove
Made to Disciple | Rooftop Tapas and Conversations — September 27 @6:00 PM - 8:00 PM • Oak Park, IL
Priscilla's Kitchen Catering | Imperfect Pairings (Chicago Singles Supper Club) — September 27 @6:30 PM - 10:30 PM • 3331 W 26th St, Chicago, IL
Shuffle Dating | Speed Dating (Queer Men) (Ages 30-45) — September 27 @7:00 PM • The Dandy Crown, Chicago, IL
Discount code for upcoming event!
IYKYK Dating Presents: Christian Speed Dating
Meet fellow Christian singles for an evening of conversation and connection at Recess in Chicago!
Date: October 14, 2026
Time: 6:30–8:30 PM
Location: Recess, 838 W Kinzie St, Chicago, IL 60642
Get your tickets here. The first 5 people to use code CHINH10 will receive 10% off.
Know a single friend who’d love Where’s Your Boo? Forward this email to them, or send them this link to sign up!
And a Sneak Peek into a Few Events Coming Up in the following weeks:
Meet IRL | Meet IRL x Theater of the Mind: A Special Singles Performance & Mixer — October 1 @6:30 PM • 333 N LaSalle St, Chicago
EarlyBurdz | Chicago Art Date Night (Ages 30s/40s) — October 3 @4:00 PM • Chicago, IL
ThrowbackDating | Game Night at Aster Hall (CHICAGO) — October 8 @6:00 PM • Aster Hall, Chicago
AlwaysAnte | ANTE Private Dinner — October 8 @7:00 PM • Location Revealed to Selected Guests, Chicago, IL
Jigsaw Dating | Singles Pickleball Night 30-45, October 9th - Chicago (Ages 30-45) — October 9 @7:00 PM • Big City Pickle - Fulton Market, Chicago
Skip the Small Talk | Millennial Speed-Dating (Monogamous) — October 14 @7:00 PM - 9:00 PM • Kibbitznest Books, Brews & Blarney, 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
Single N Minglin LLC | Halloween Party — October 31 @7:00 PM - 1:00 AM • Privilege Restaurant Bar, 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!
And for more, subscribe to Where’s Your Boo?