Hey Chicagoland Singles!
(To see the entire list of events, PLEASE CLICK HERE)
It’s been a minute since I’ve actually checked on you. How are you doing? Did you survive the winter?
If yes, great. If not, no worries. Because the upcoming season of singles and speed dating events is not just warm, it’s hot. Rather, it’s sizzling.
And Where’s Your Boo knows where the sizzle is going to be this month. Whether you’re into wine, trivia, board games, matcha, spring flings, arcades, or even puppies, Chicagoland’s singles events offer the vibe you’re looking for.
So don’t miss the sizzle, because your Boo won’t.
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.
Monday, April 13
Ivy Dating | Ivy Dating app: Bringing Dating Back to Real Life — April 13 • 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 — April 13 @7:00 PM • The Getaway, Chicago
The Office E.N.T | Coach Love Isn't Enough Presents Mix & Mingle — April 13 @8:00 PM – 11:30 PM • Park Manor 75, Chicago
Tuesday, April 14
Meet IRL | Meet IRL | Singles Trivia Night! ~Ladies tickets sold out~ — April 14 @6:30 PM • Fatpour Wicker Park: Ultimate Chicago Sports Bar, Chicago
Wednesday, April 15
Dorothy | IRL: Singles Mixer at Dorothy — April 15 @6:00 PM – 11:00 PM • Dorothy, Chicago
Thursday, April 16
ThrowbackDating | Singles Wine & Game Night (Ages 50+) — April 16 @6:00 PM • Broken Earth Winery, Robert Parker Coffin Road Long Grove
Meet IRL | Meet IRL | Curated Speed Dating | Ages 34-46 ~Women's tickets sold out~ (Ages 34-46) — April 16 @6:30 PM • Wolf & Company, Chicago
Chicago First Dates | Singles Ages 30s & 40s - In-Person Speed Dating (Ages Women 33-45, Men 35-48) — April 16 @7:00 PM • Zia's Social, Chicago
Hot Potato Hearts | Sober Speed Dating — April 16 @7:00 PM • Women & Children First, Chicago
Shuffle Dating | Shuffle Dating Chicago (Ages 28–38) — April 16 @7:00 PM • The Albion Manor, Chicago
Quirk Events | Board Game Speed Dating (Ages 20s–30s) — April 16 @7:00 PM – 9:00 PM • Big Star Wrigleyville, Chicago
Intelligent Singles Network | Intelligent Singles Mixer — April 16 @7:00 PM – 10:00 PM • The Graduate Homestead Room, Evanston
CitySwoon | Speed Dating Chicago | CitySwoon® | 43-55 years | at Carnivale (Ages 43-55) — April 16 @7:30 PM • Carnivale, Chicago
Friday, April 17
Mylai Matcha | Matcha & Mingle Mixer — April 17 @6:00 PM – 8:30 PM • HAIBAYÔ, Chicago
Matchify | Singles Mingle Mixer (Ages 40+) — April 17 @7:00 PM – 10:00 PM • Park & Field, Chicago
Shooters Co Studio | Speed Dating Night at Shooters Co. Studio — April 17 @7:00 PM – 9:00 PM • Shooters Co. Studio, Chicago
Chicago First Dates | Singles Ages 40s & 50s - Online Speed Dating (Ages Women 44-57, Men 45-58) — April 17 @8:00 PM • Online, Online
Saturday, April 18
Eli Tea Bar | Slow Burn: Gay Men’s Speed Dating — April 18 @10:30 AM – 12:00 PM • Eli Tea Bar, Chicago
Jigsaw Dating | Coffee Shop Speed Dating 25-40, April 18th - Chicago (Ages 25-40) — April 18 @3:00 PM • Brü Chicago, Chicago
Break The Ice Social Events LLC | Singles Social Mixer Libertyville, IL Bar Crawl Starting at Morgan's — April 18 @6:00 PM • Morgan's - Saturday, April 18, 2026 at Morgan's Bar & Grill, Libertyville
Jigsaw Dating | Sunset Speed Dating 25-40, April 18th - Chicago (Ages 25-40) — April 18 @7:00 PM • Elston Electric, Chicago
MyCheekyDate | ✨ Chicago Speed Dating | Saturday Night Ages 25-39 | Fancy a Go? (Ages 25–39) — April 18 @7:30 PM • Tabu, Chicago
Sunday, April 19
Shuffle Dating | Shuffle Dating Chicago (Ages 25–40) — April 19 @4:00 PM • The Dandy Crown, Chicago
MyCheekyDate | ✨ Chicago Speed Dating | Ages 32-44 | Fancy a Go? (Ages 32–44) — April 19 @5:00 PM • Tabu, Chicago
Break The Ice Social Events LLC | Singles Social Mixer Brookfield, WI Bar Louie — April 19 @5:00 PM • Bar Louie - Brookfield, Brookfield
Break The Ice Social Events LLC | Singles Social Mixer Oak Park, IL Cooper's Hawk — April 19 @6:00 PM • Cooper’s Hawk Winery & Restaurant, Oak Park
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:
River Shannon | Singles Night — April 22 @8:00 PM • River Shannon, Chicago
Meet IRL | Meet IRL x Trash People: Singles Earth Day Community Clean Up — April 23 @6:00 PM • Consignment Lounge, Chicago
OnLoveXperiences | Singles Mixer at One Lake Brewing (Ages 40+) — April 24 @6:30 PM – 9:00 PM • One Lake Brewing, Oak Park
IYKYK Dating - Christian Speed Dating Events | Chicago Christian Speed Dating (Ages 20s–30s) — April 27 @6:30 PM – 8:30 PM • Punch Bowl Social, Chicago
Thursday Dating | Thursday | Suburbs Singles Mixer | St Charles — April 30 @7:30 PM • Global Brew Tap House, St Charles
Mary Jo McGuires | Singles Night (Every First Thursday of the month) — May 7 @7:00 PM • Mary Jo McGuires, Chicago
The Tantra Institute | Tantra Speed Date Chicago — May 16 @5:30 PM – 8:30 PM • Moksha Yoga Center, Chicago
Single N Minglin LLC | Spring Fling Speed Dating — May 23 @8:00 PM – 1:00 AM • 6947 S South Chicago Ave, 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?