Hey Chicagoland Singles!
(To see the entire list of events, PLEASE CLICK HERE)
Valentine’s weekend 2026 is a thing of the past now. It’s natural to feel a bit sad because it feels like we have to wait 363 days for another fabulous list of singles events to attend.
Lucky for us, however, Chicagoland singles events and speed dating organizers had an epiphany on Feb 14, 2026: They just can’t stand giving up on you!
They know that your future Valentine is still out there looking for you. And they are rolling up their sleeves and curating events this week such as Sip & Paint at Eris Brewery, Thursday Dating’s Singles Dinners, Meet IRL’s Friday Night Singles Social, or Throwback Dating’s 80’s night with the Sixteen Candles Band!
V-day maybe over, but your opportunities to find your future Valentine are still aplenty!
With that being said, I would like to quickly re-introduce myself to this awesome and growing community. My name is Ashvin, and this is Where’s Your Boo?, your guide to weekly singles and speed dating events happening all over Chicagoland. The mission is simple: showing you where your future Boo could be every week. All you have got to do is show up!
Let’s get 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.
Tuesday, February 17
SS Events | Singles Mixer @ Blazed Bakery — February 17 @5:30 PM – 8:00 PM • Blazed Bakery, Chicago
Meet IRL | Meet IRL x Babe's | Queer Speed Dating | Ages 35+ *SOLD OUT - JOIN WAITLIST (Ages 35+) — February 17 @6:30 PM • Babe's Sports Bar, Chicago
The Fun Singles | Mardi Gras Ball — February 17 @6:30 PM • Ballroom Dance Chicago, Chicago
MyCheekyGayDate | Gay Men Speed Dating @ Recess - February 17th 2026 (Ages 22–44) — February 17 @8:00 PM • Recess, Chicago
Wednesday, February 18
Art is Endless | Single, Taken, or Just Here for the Cider - A Sip and Paint at Eris — February 18 @6:30 PM – 8:30 PM • ERIS Brewery and Cider House, Chicago
Thursday Dating | Wednesday | Super Secret Singles Dinner (24-34) | Hidden Location | Chicago (Ages 24-34) — February 18 @7:00 PM • Hidden Location, Chicago
Shuffle Dating | Shuffle Dating Chicago (Ages 28–38) — February 18 @7:30 PM • District Brew Yards, Chicago
Thursday, February 19
Holy Nation Matchmaking | Feb Virtual Christian Speed Dating (Ages 35–50) — February 19 @6:15 PM – 8:00 PM • Online Event, Online
Thursday Dating | Thursday | Meet Over Mezcal: Singles Social | Logan Square — February 19 @7:00 PM • La Licor Panamericana, Chicago
Chicago First Dates | Singles Ages 20s & 30s - In Person Speed Dating (Ages Women 24-38, Men 25-39) — February 19 @7:00 PM • Ivy Hotel - Streeterville, Chicago
The Shaka Club | 20s & 30s, River North — With DJ NEIV! | The Shaka Club (Ages 20s & 30s) — February 19 @7:00 PM • Hubbard Inn, Chicago
Hot Potato Hearts | Speed Dating — February 19 @7:00 PM • Rogers Park Social, Chicago
Shuffle Dating | Shuffle Dating Chicago (Ages 30–40) — February 19 @7:00 PM • Navigator Taproom, Chicago
CitySwoon | Speed Dating Chicago | CitySwoon® | 35-49 years | at La Bella Trattoria (Ages 35-49) — February 19 @7:30 PM • La Bella Trattoria, Chicago
Friday, February 20
Break The Ice Social Events LLC | Singles Social Mixer Libertyville, IL Bar Crawl Starting at Morgan's — February 20 @6:00 PM • Bar Crawl Starting at Morgan's, Libertyville
Meet IRL | Meet IRL | Friday Night Singles Social — February 20 @6:30 PM • Verve Wine, Chicago
Chicago First Dates | Singles Ages 20s & 30s - Online Speed Dating (Ages Women 21-35, Men 23-37) — February 20 @8:00 PM • Online, Online
Saturday, February 21
Jigsaw Dating | Coffee Shop Speed Dating 25-40, February 21st - Chicago (Ages 25-40) — February 21 @3:00 PM • Hubbard Inn, Chicago
Meet IRL | Meet IRL x Milli | ~ Queer ~ Curated Speed Dating | Ages 30+ (Ages 30+) — February 21 @5:00 PM • Milli by Metric, Chicago
Break The Ice Social Events LLC | Singles Social Mixer Orland Park, IL BJ's Restaurant and Brewhouse — February 21 @6:30 PM • BJ's Restaurant and Brewhouse, Orland Park
Jigsaw Dating | Singles Trivia Night 40-55, February 21st - Chicago (Ages 40-55) — February 21 @7:00 PM • The Original Mother's, Chicago
Trust The Trap | THE LOVE LAB! Where Chemistry Gets Tested — February 21 @7:00 PM – 11:00 PM • 4849 167th St, Oak Forest
ThrowbackDating | 80's Night with Sixteen Candles Band (Ages 45+) — February 21 @7:30 PM • House of Blues Chicago, North Dearborn Street Chicago
MyCheekyDate | MEN SOLD OUT✨ Chicago Speed Dating | Saturday Night Ages 25-39 (Ages 25–39) — February 21 @7:30 PM • Recess, Chicago
Sunday, February 22
LUV TALK INC. | Bae + Brunch Singles Mixer Chicago | Disco Pancake | Feb 22 — February 22 @12:00 PM • Disco Pancake, Chicago, IL
Chicago First Dates | Singles Ages 20s & 30s - In-Person Speed Dating (Ages Women 24-38, Men 25-39) — February 22 @5:00 PM • Moretti's Ristorante & Pizzeria - Edison Park, Chicago
MyCheekyDate | ✨ Chicago Speed Dating | Ages 36-48 | Fancy a Go? (Ages 36–48) — February 22 @6:00 PM • Tabu, Chicago
Shuffle Dating | Shuffle Dating Chicago (Ages 27–35) — February 22 @6:00 PM • The Dandy Crown, Chicago
Hot Potato Hearts | Not Hot — February 22 @7:00 PM • The Getaway, Chicago
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 | Knorr x Meet IRL Presents: Curated Speed Dating | Ages 25 - 35 (Ages 25-35) — February 24 @6:30 PM • Midwest Coast Brewing Company, Chicago
Thursday Dating | Wednesday | Super Secret Singles Dinner (30-40) | Hidden Location | Chicago (Ages 30-40) — February 25 @7:00 PM • Hidden Location, Chicago
Early Burdz | Chicago Art Date Night: 30s/40s (Ages 30s/40s) — February 28 @4:00 PM – 7:00 PM • River North, Chicago
West Town Social Club | Thirsty Thursday Singles Night (Ages 25–39) — March 5 @7:00 PM – 9:30 PM • The Low Horse, Chicago
Mohan Matchmaking | Mohan Matchmaking CHICAGO MIXER! (South Asian Singles) — March 7 @5:00 PM • Venue TBD, Chicago, IL
ThrowbackDating | An Evening of Visionary Awareness at the Art Institute of Chicago (Ages 45+) — March 12 @5:30 PM • Art Institute of Chicago – Modern Wing, East Monroe Street Chicago
OnLove Xperiences | Singles Party @ Low Horse for the 30ish - 45 Crowd (Ages 30–45) — March 12 @5:30 PM – 8:00 PM • The Low Horse, Chicago
Quirk Events | Board Game Speed Dating - Uptown Tap (Ages 20s–30s) — March 12 @7:00 PM – 9:00 PM • Uptown Taproom, Chicago
To see the entire list of events, PLEASE 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?