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Hey Chicagoland Singles!
(To see the entire list of events, click here)
We’re kicking off October this week with a huge lineup of singles and speed dating events!
And I am going to spotlight one event this week. You’ve seen this organizer’s events every month, but you might’ve noticed a specific reoccurring event they run from time to time. Well if you haven’t noticed, Meet IRL’s Dog-Friendly Singles Social is back, this Saturday at Pup Social. And that’s my Hidden Gem of the Week! More details below.
This week’s lineup has puppy-themed singles events, non-puppy singles events, and more than 100 other events coming up over the next month. And Halloween is only a month away, during which there will be plenty of Spooky-themed singles events.
If you’re sighing because there are suddenly too many chances to meet someone special, welcome to the club.
Let’s jump into this week’s events!
(P.S. I’m also re-sharing the discount code for IYKYK Christian Speed Dating event next month below as well)
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 28
Ivy Dating | Ivy App: Bringing Dating Back to Real Life — September 28 • 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 | Queer Speed Dating — September 28 @7:00 PM • Lemon, Chicago
Tuesday, September 29
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
Meet IRL | Meet IRL | Men Seeking Men Speed Dating | Ages 25+ (Ages 25+) — September 29 @6:30 PM • Midwest Coast Brewing Company, Chicago
Meet IRL | Meet IRL | Sapphic Speed Dating | Ages 30+ (Ages 30+) — September 29 @6:30 PM • Midwest Coast Brewing Company, Chicago
Shuffle Dating | Speed Dating (Men & Women) (Ages 30-45) — September 29 @7:00 PM • District Brew Yards, Chicago, IL
Matchify | Single Mingle Mixer @ Niche Geneva — September 29 @7:30 PM - 9:30 PM • Niche Restaurant, Geneva, IL
Wednesday, September 30
Meet Sweet | Sapphic Singles Meet Up (Ages 21-35 and 36-50) — September 30 @5:00 PM - 8:00 PM • Andersonville Farmers Market, Chicago, IL
Single + Social Events | 25 & Up | Wednesday Night Speed Dating (Aurora, IL) @ Atrevete Cafe — September 30 @6:00 PM - 7:30 PM • Atrevete Cafe 1888, Aurora, IL
West Town Social Club | Singles & Social Folks Rooftop Mixer @ Aire Rooftop! — September 30 @6:30 PM - 9:00 PM • Aire Rooftop Bar Chicago, Chicago, IL
How to Date Humans | Dating Detox: A Brief History of Modern Dating & What Happened to Us — September 30 @6:30 PM - 8:30 PM • Three Cities Social Club - River North, Chicago, IL
AlwaysAnte | ANTE Social — September 30 @7:00 PM • Kilwin's Ice Cream - Chocolate - Fudge, Chicago, IL
CitySwoon | Speed Dating Chicago | CitySwoon® | 38-52 years | at Dearly Beloved (Ages 38-52) — September 30 @7:30 PM • Dearly Beloved, Chicago
Hot Potato Hearts | Bowling For Potato Soup — September 30 @7:30 PM • Avondale Bowl, Chicago
Thursday Dating | Wednesday | Singles in the Suburbs — September 30 @7:30 PM • Indus Progressive Indian, Highland Park, IL
Thursday, October 1
Meet IRL | Meet IRL x Theater of the Mind: Singles Mixer ~Ladies tickets sold out~ — October 1 @6:30 PM • 333 N LaSalle St, Chicago
Chicago First Dates | Singles Ages 30s & 40s - In-Person Speed Dating (Ages Women 33-45, Men 35-48) — October 1 @7:00 PM • Coach's Bar & Grill, Chicago
Mary Jo McGuires | Singles Night (Every First Thursday of the month) — October 1 @7:00 PM • Mary Jo McGuires, Chicago
Friday, October 2
ThrowbackDating | Singles Night at TopGolf Naperville (WEST) — October 2 @5:30 PM • TopGolf Naperville, Naperville
CitySwoon | Speed Dating Chicago | CitySwoon® | 50-65 years | at Machine Cocktail Bar (Ages 50-65) — October 2 @7:00 PM • Machine Cocktail Bar, Chicago
Shuffle Dating | Speed Dating (Men & Women) (Ages 28-38) — October 2 @7:00 PM • District Brew Yards, Chicago, IL
Saturday, October 3
Meet Sweet | Singles Meet Up at The Green City Market (Ages 21-35 and 36-50) — October 3 @11:00 AM - 1:00 PM • Green City Market Lincoln Park, Chicago, IL
Hindu Vivah | Zoom Event: US/Canada-Raised Singles (Ages Women 26-46, Men 28-48) — October 3 @11:00 AM - 1:00 PM • Online, Online
Jigsaw Dating | Coffee Shop Speed Dating 30-45, October 3rd - Chicago (Ages 30-45) — October 3 @3:00 PM • Necessary & Sufficient Coffee - Printers Row, Chicago
EarlyBurdz | Chicago Art Date Night (Ages 30s/40s) — October 3 @4:00 PM • Chicago, IL
Meet IRL | Meet IRL x Pup Social Club: Dog-Friendly Singles Social! — October 3 @5:00 PM • Pup Social, Chicago
Break The Ice Social Events LLC | Singles Social Mixer Algonquin, IL Bullseye Pub and Eatery — October 3 @6:30 PM • Bullseye Pub & Eatery, Algonquin
Jigsaw Dating | Singles Happy Hour 30-45, October 3rd - Chicago (Ages 30-45) — October 3 @7:00 PM • Singles Happy Hour 30-45, October 3rd - Chicago, Chicago
Ermantourage Sports | Dinner with New Friends: Chicago - Single Parents Edition — October 3 @7:00 PM • Restaurant of the Week, Chicago, IL
Chicago First Dates | Singles Ages 20s & 30s - Online Speed Dating (Ages Women 24-36, Men 25-37) — October 3 @8:00 PM • Chicago
Sunday, October 4
Meet Sweet | Singles Meet Up at The Wicker Park Farmers Market (Ages 21-35 and 36-50) — October 4 @11:00 AM - 1:00 PM • Wicker Park Farmers Market, Chicago, IL
Riddles Comedy Club | Singles Watch Party (Men Needed!) Chicago Bears at Riddles Comedy Club — October 4 @11:00 AM • Riddles Comedy Club, Alsip, IL
Hot Potato Hearts | Speed Dating — October 4 @6:00 PM • Dorian's, Chicago
Break The Ice Social Events LLC | Singles Social Mixer Kildeer, IL Cooper's Hawk — October 4 @6:00 PM • Cooper’s Hawk Winery & Restaurant, Kildeer
Shuffle Dating | Speed Dating (Men & Women) (Ages 32-44) — October 4 @6:00 PM • The Dandy Crown, Chicago, IL
Hidden Gem of the Week
Meet IRL x Pup Social Club: Dog-Friendly Singles Social! Hosted by Meet IRL, a homegrown Chicagoland singles events organizer that’s been bringing people together since early 2023. They occasionally host pup-friendly events, but you’re most likely to spot them running speed dating events across Chicago, many of which sell out.
Blurb from the event page:
We’re teaming up with Pup Social for a laid back, dog-friendly social perfect for anyone who loves dogs. Come grab a drink, mingle with fellow pup enthusiasts, pat some heads, and make new connections along the way. ✨
This event is designed for dog owners and dog lovers interested in hetero dating, but you don’t need to bring a pup to join the fun — just good vibes and an appreciation for four-legged cuties!
Date, time, location: October 3 @5:00 PM • Pup Social, Chicago
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, time, location: October 14 @6:30pm. Recess, Chicago.
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:
After 5 Society | After5Chicago: Modern Dating Decoded - Language, Culture and Connection — October 5 @6:30 PM - 8:30 PM • TBA (address in email confirmation), Chicago, IL
ThrowbackDating | Game Night at Aster Hall (CHICAGO) — October 8 @6:00 PM • Aster Hall, Chicago
Single N Minglin LLC | Day Time Bingo — October 10 @10:00 AM - 12:00 PM • Urban Arc Center, 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
Kat | Single & here to Mingle in Mundelein at Smokin Jack's BBQ (Ages 40s-50s) — October 21 @7:00 PM - 9:00 PM • Smokin’ Jack’s BBQ, Mundelein, IL
Joey Scott Media | Suit Friday's — October 23 @8:30 PM • Mary Jo McGuire's, Chicago, IL
Ivy Dating | Wild Things - Singles Only Halloween Party — October 30 @7:30 PM - 11:30 PM • Blue Leopard Lounge, 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?



