Hey Chicagoland Singles!
(To see the entire list of events, PLEASE CLICK HERE)
Welcome to June! Summer is unofficially here and we have a great lineup of singles events to kick-off summer, unofficially.
A lot of dating advice tells you to "put yourself out there." Chicagoland apparently took that personally this week.
Whether you're checking who's out through Ivy Dating's new real-world singles app, wandering through EarlyBurdz Art Date Night, testing your luck at one of several speed dating nights from Meet IRL, Shuffle, MyCheekyDate, or Chicago First Dates, or diving into the deep end with Tantra Speed Date, there's no shortage of opportunities to meet someone who could become your next great story.……or at the very least, your next awkwardly memorable conversation.
As always, hardest part isn't finding an event. It's convincing yourself to leave the couch.
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, June 1
Ivy Dating | Ivy Dating app: Bringing Dating Back to Real Life — June 1 • 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 | Fat Speed Dating — June 1 @7:00 PM • Cafe Mustache, Chicago
Tuesday, June 2
Meet IRL | Meet IRL | Curated Speed Dating | Ages 34-46 ~Women's tickets Sold Out~ (Ages 34-46) — June 2 @6:30 PM • Solemn Oath Brewery Still Life, Chicago
Wednesday, June 3
MyCheekyDate | ✨ Chicago Speed Dating | Ages 25-39| Fancy a Go? (Ages 25–39) — June 3 @6:00 PM • Recess, Chicago
Hot Potato Hearts | Queer Speed Dating — June 3 @7:00 PM • Lemon, Chicago
Shuffle Dating | Speed Dating (Men & Women) (Ages 28-38) — June 3 @7:30 PM • District Brew Yards, Chicago, IL
Thursday, June 4
Chicago First Dates | Singles Ages 30s & 40s - In-Person Speed Dating (Ages Women 33-45, Men 35-48) — June 4 @7:00 PM • Tavern on the Point, Chicago
Mary Jo McGuires | Singles Night (Every First Thursday of the month) — June 4 @7:00 PM • Mary Jo McGuires, Chicago
West Town Social Club | Thirsty Thursday Singles Night (Cougars & Cubs) (Ages men ages 25–39 / women ages 35+) — June 4 @7:00 PM – 9:30 PM • The Low Horse, Chicago
Friday, June 5
Break The Ice Social Events LLC | Singles Social Mixer Brookfield, WI Belair Cantina — June 5 @6:30 PM • BelAir Cantina, Brookfield, WI
Meet IRL | Meet IRL x Ivy Hall: Stoner Speed Dating — June 5 @6:30 PM • Ivy Hall Dispensary - Chicago Logan Square, Chicago
Saturday, June 6
Eli Tea Bar | Slow Burn: Gay Men's Speed Dating — June 6 @10:30 AM - 12:00 PM • Eli Tea Bar, Chicago, IL
Hindu Vivah | Zoom Event | All Immigration Status (Ages 27-36) — June 6 @11:00 AM - 1:00 PM • Online, Online
Jigsaw Dating | Coffee Shop Speed Dating 25-40, June 6th - Chicago (Ages 25-40) — June 6 @3:00 PM • Kitchen + Kocktails By Kevin Kelley - Chicago, Chicago
EarlyByrdz | Chicago Art Date Night: 30s/40s (Ages 30s-40s) — June 6 @4:00 PM - 7:00 PM • River North, Chicago, IL
MyCheekyGayDate | Gay Men Speed Dating @ Tabu - June 6th 2026 (Ages 22–44) — June 6 @5:00 PM • Tabu, Chicago
The Tantra Institute | Tantra Speed Date® - Chicago! (Meet Singles Speed Dating) — June 6 @5:30 PM - 8:30 PM • Moksha Yoga Center, Chicago, IL
CitySwoon | Speed Dating Chicago | CitySwoon® | 40-55 years | at Bar Moxy (Ages 40-55) — June 6 @6:30 PM • Bar Moxy, Chicago
Break The Ice Social Events LLC | Singles Social Mixer McHenry, IL Dc Cobbs — June 6 @6:30 PM • D.C. Cobb's, McHenry
Jigsaw Dating | Singles Trivia Night 25-40, June 6th - Chicago (Ages 25-40) — June 6 @7:00 PM • Singles Trivia Night 25-40, June 6th - Chicago, Chicago
MyCheekyDate | ✨Chicago Speed Dating | Saturday Night Ages 27-42 | Fancy a Go? (Ages 27–42) — June 6 @7:30 PM • Tabu, Chicago
Sunday, June 7
Shawn Travis Coaching | Win The Dating Game (Educational) — June 7 @2:30 PM - 4:00 PM • 834 Lake St, Oak Park, IL
Shuffle Dating | Speed Dating (Men & Women) (Ages 30-45) — June 7 @4:00 PM • The Dandy Crown, Chicago, IL
LUV TALK INC. | Chicago Singles Speed Dating & Happy Hour (Ages 28-49) — June 7 @5:00 PM - 7:00 PM • Gio's Bar & Grill, Chicago, IL
Break The Ice Social Events LLC | Cooper's Hawk Kildeer, IL Cooper's Hawk — June 7 @6:00 PM • Cooper’s Hawk Winery & Restaurant, Kildeer
MyCheekyDate | ✨ Chicago Speed Dating | Ages 36-48| Fancy a Go? (Ages 36–48) — June 7 @6:00 PM • Recess, Chicago
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And a Sneak Peek into a Few Events Coming Up in the following weeks:
Lauren Fondriest | Summer Dating Strategy (Educational - Women Only) (Ages Women Only) — June 10 @6:00 PM - 8:00 PM • Fabrik Chicago, Chicago
OnLove Xperiences | Singles Party @ Lone Owl for the 30ish - 45 Crowd (Ages 30-45) — June 11 @5:30 PM - 8:00 PM • Lone Owl, Chicago, IL
Rooftop Cinema Club | Gay and Lesbian Singles Night — June 11 @7:00 PM • Fulton Market Rooftop Cinema Club, Chicago, IL
Meet IRL | Meet IRL | Christian Speed Dating at Burning Bush Brewery | Ages 26-39 (Ages 26-39) — June 23 @6:30 PM • Burning Bush Brewery, Chicago
Matchify | Alhambra Singles Mingle Mixer — June 26 @7:30 PM - 10:00 PM • Alhambra Palace Chicago, Chicago, IL
The City Social | Chicago Social Hour: Speed Dating For Ages 25-35 (Ages 25-35) — June 29 @6:30 PM - 9:30 PM • Barcocina Lakeview, Chicago, IL
Media Naranja | Summer Singles Mixer — July 2 @7:00 PM - 9:00 PM • Lalo's on Maxwell, Chicago, IL
(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?