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Hey Chicagoland Singles!
(To see the entire list of events, click here)
We’re in the thick of October, and Halloween is about 2 weeks away. But that doesn’t mean it’s time to hibernate until then.
We’re still in our IRL-Maxxing Era! And Chicagoland’s singles organizers have a big lineup of events this week to help you keep thriving in this era!
This week has speed dating events across various venues, including bars, restaurants, farms, etc. There are also mixers in museums, mini golf venues, bowling alleys, and many of Chicagoland’s iconic bars/pubs.
So while you do want to prioritize planning out your costumes for the many upcoming Halloween-themed singles events, you also do deserve to treat yourself to an event this week too!
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, October 12
Ivy Dating | Ivy App: Bringing Dating Back to Real Life — October 12 • 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 | Not Hot — October 12 @7:00 PM • The Getaway, Chicago
The Office E.N.T | Mix & Mingle Cuffing Season Edition — October 12 @8:00 PM - 11:30 PM • Park Manor 75, Chicago, IL
Tuesday, October 13
Meet Sweet | Singles Meet Up at the Museum of Contemporary Art (Ages 21-36) — October 13 @5:00 PM - 9:00 PM • Museum of Contemporary Art Chicago, Chicago, IL
Meet IRL | Meet IRL | Christian Speed Dating | Ages 26-39 ~Ladies tickets sold out~ (Ages 26-39) — October 13 @6:30 PM • Wolf & Company, Chicago
Shuffle Dating | Speed Dating (Professional Career Theme) (Ages 30-45) — October 13 @7:00 PM • The Albion Manor, Chicago, IL
ADDVentures | Single Awareness Dinner Monthly: Downers Grove | Foodies + New Friends — October 13 @7:00 PM - 10:00 PM • Restaurant of the Month, Downers Grove, IL
Wednesday, October 14
Meet Sweet | Sapphic Singles Meet Up (Ages 21-35 and 36-50) — October 14 @5:00 PM - 8:00 PM • Andersonville Farmers Market, Chicago, IL
IYKYK Dating - Christian Speed Dating Events | Chicago Christian Speed Dating (Discount code: The first 5 people to use code CHINH10 will receive 10% off) (Ages 20s-30s) — October 14 @6:30 PM - 8:30 PM • Recess, Chicago, IL
ThrowbackDating | How to Date Over 50, Masterclass Series - You're Too Nice & It's Killing Your Love Life (Virtual) — October 14 @7:00 PM • Google Meets, Chicago
Shuffle Dating | Speed Dating (Men & Women) (Ages 28-38) — October 14 @7:00 PM • The Parlour at Park & Oak, Glen Ellyn, IL
Skip the Small Talk | Millennial Speed-Dating (Monogamous) — October 14 @7:00 PM - 9:00 PM • Kibbitznest Books, Brews & Blarney, Chicago, IL
AlwaysAnte | Next ANTE Social: Puttery West Loop Free Mini Golf First 100 RSVPS — October 14 @7:00 PM • West Loop, Chicago, IL
Thursday, October 15
Meet Sweet | Singles Mixer with Complimentary Cosmo at Check-In (Ages 50+) — October 15 @5:30 PM - 6:00 PM • Jolli Nail Studio, Chicago, IL
Intelligent Singles Network | Intelligent Singles Mixer in South Barrington IL! — October 15 @6:00 PM - 9:00 PM • Cooper’s Hawk Winery & Restaurant, South Barrington, IL
CircleOneEvents | Circle One: Book Share & Swap for Singles (Ages 35+) — October 15 @6:00 PM - 8:15 PM • Modern Ravenswood Cafe, Chicago, IL
Meet Sweet | Singles Mixer with Complimentary Cosmo at Check-In (Ages 21-35) — October 15 @6:00 PM - 6:30 PM • Jolli Nail Studio, Chicago, IL
Meet IRL | Meet IRL | Singles Trivia Night: Spooky Theme! — October 15 @6:30 PM • Fatpour Wicker Park: Ultimate Chicago Sports Bar, Chicago
Meet IRL | A Better Way to Connect | Meet IRL NAPERVILLE | Speed Dating | Ages 26-39 ~Men's tickets sold out~ (Ages 26-39) — October 15 @6:30 PM - 9:00 PM • Solemn Oath Brewery, Naperville, IL
Meet Sweet | Singles Mixer with Complimentary Cosmo at Check-In (Ages 36-49) — October 15 @6:30 PM - 7:00 PM • Jolli Nail Studio, Chicago, IL
CitySwoon | Speed Dating Chicago | CitySwoon® | 40-55 years | at Bar Moxy (Ages 40-55) — October 15 @7:00 PM • Bar Moxy, Chicago
Chicago First Dates | Singles Ages 30s & 40s - In-Person Speed Dating (Ages Women 33-45, Men 35-48) — October 15 @7:00 PM • Coach's Bar & Grill, Chicago
Butch McGuires | Singles Night: Anniversary Edition (Every second Thursday of the month) — October 15 @7:00 PM • Butch McGuires, Chicago
The Offline Social | Singles Social Hour — October 15 @7:00 PM - 10:00 PM • Mount Prospect Public House, Mount Prospect, IL
Friday, October 16
Meet Sweet | Singles Bowling Meet Up at Waveland (Ages 36-50) — October 16 @6:00 PM - 9:00 PM • Waveland Bowl, Chicago, IL
Shuffle Dating | Speed Dating (Child-Free: No Kids, No Plans for Kids) (Ages 30-45) — October 16 @7:00 PM • District Brew Yards, Chicago, IL
Saturday, October 17
Hindu Vivah | Zoom Event: All Immigration Statuses (Ages Women 35-46, Men 37-48) — October 17 @11:00 AM - 1:00 PM • Online, Online
ThrowbackDating | Behind Closed Doors: A Throwback Dating Chicago Adventure (CHICAGO) — October 17 @12:00 PM • Murphy Auditorium, Chicago
Meet Sweet | Neurodivergent Singles Meet Up at Six Flags Gurnee — October 17 @1:00 PM - 8:00 PM • Six Flags Great America, Gurnee, IL
Shuffle Dating | Speed Dating (Men & Women) (Ages 28-38) — October 17 @3:00 PM • The Dandy Crown, Chicago, IL
Meet IRL | Meet IRL | Curated Speed Dating | Ages 34-46 ~Ladies tickets sold out~ (Ages 34-46) — October 17 @4:00 PM • Tune-Up, Chicago
CitySwoon | Speed Dating Chicago | CitySwoon® | 32-44 years | at Puttery (Ages 32-44) — October 17 @6:00 PM • Puttery, Chicago
Jigsaw Dating | Singles Happy Hour 40-55, October 17th - Chicago (Ages 40-55) — October 17 @7:00 PM • STRETCH BAR, Chicago
Date Faster | Naperville Halloween Singles Mixer 2026 — October 17 @7:00 PM - 9:00 PM • Naperville, IL, Naperville, IL
Ermantourage Sports | Dinner with New Friends: Chicago | Single Parents Edition — October 17 @7:00 PM - 10:00 PM • Restaurant of the Week, Chicago, IL
Sunday, October 18
Meet Sweet | Singles Meet Up at the Farmers Market (Ages 21-35 and 36-50) — October 18 @11:00 AM - 1:00 PM • 1425 N Damen Ave, Chicago, IL
Monica Marie Braun | Catholic Singles Fall Barn Night - Speed Dating (Ages 24-44) — October 18 @3:00 PM • Richardson Adventure Farm, Spring Grove, IL
Break The Ice Social Events LLC | Singles Social Mixer Brookfield, WI Bar Louie — October 18 @5:00 PM • Bar Louie - Brookfield, Brookfield
Break The Ice Social Events LLC | Singles Social Mixer Algonquin, IL Cooper's Hawk — October 18 @6:00 PM • Cooper's Hawk Winery & Restaurant, Arlington Heights
Shuffle Dating | Speed Dating (Queer Men) (Ages 30-45) — October 18 @6:00 PM • The Albion Manor, Chicago, IL
LUV TALK INC. | Chicago Singles Meet & Mingle (Ages 28-49) — October 18 @6:00 PM - 8:00 PM • Augie's, Chicago, IL
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And a Sneak Peek into a Few Events Coming Up in the following weeks:
Joey Scott Media | Suit Friday's — October 23 @7:30 PM • Mary Jo McGuire's, Chicago, IL
SouthSide Love Stories | South Side Speed Dating 25-40ish years old — October 24 @5:00 PM - 8:00 PM • Nitro Nostalgia, Chicago, IL
AlwaysAnte | ANTE Social: Halloween Party — October 29 @7:00 PM • River North, Chicago, IL
Chaotic Singles Party | Chaotic Singles Halloween Party (Chicago) — October 30 @8:00 PM • Joy District, Chicago, IL
Single N Minglin LLC | Halloween Party — October 31 @7:00 PM - 1:00 AM • Privilege Restaurant Bar, Chicago, IL
Gertie | Love at First Snap — November 4 @6:00 PM - 9:00 PM • Gertie, Chicago, IL
S3 Simply Social Sports | Singles Skeeball League (5 weeks) — Starting November 5 • Sluggers Wrigleyville, 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?