Hey Chicagoland Singles!
(To see the entire list of events, click here)
Last full week of July here! Lot of events from traditional speed dating events and singles mixers, to several activity-based events. And given that it’s summertime in Chicagoland, there are is no shortage of rooftop singles events. You might make a connection clinking champagne glasses on a rooftop, or maybe over salsa on the beach. You won’t know till you try!
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, July 27
Ivy Dating | Ivy App: Bringing Dating Back to Real Life — July 27 • 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 — July 27 @7:00 PM • Lemon, Chicago
Tuesday, July 28
Meet IRL | Meet IRL | Curated Speed Dating | Ages 25-35 ~Men's tickets sold out~ (Ages 25-35) — July 28 @6:30 PM • Midwest Coast Brewing Company, Chicago
ThrowbackDating | How to Date Over 50, Masterclass Series - We’re Gonna Fix Your Picker (VIRTUAL) (Ages 50+) — July 28 @7:00 PM • Substack, Chicago
Intelligent Singles Network | Intelligent Singles Mixer on Rooftop in Chicago! — July 28 @7:00 PM - 10:00 PM • Terrace 16, Chicago, IL
Matchify | Empire Singles Mingle Mixer Ages 38+ — July 28 @7:30 PM - 10:00 PM • Empire Burgers + Brew, Naperville, IL
Wednesday, July 29
West Town Social Club | Singles & Social Folks Rooftop Mixer @ Altezza Rooftop — July 29 @6:30 PM - 9:00 PM • Altezza Rooftop, Chicago, IL
River Shannon | Singles Night — July 29 @8:00 PM • River Shannon, Chicago, IL
Thursday, July 30
ThrowbackDating | Rock The Block with 16 Candles (WEST) (Ages 50+) — July 30 @6:30 PM • Block 59, Naperville
Let's Do Fun Things | Singles, Sun, and Salsa — July 30 @6:30 PM - 9:00 PM • Whispers on Oak Street Beach, Chicago, IL
Chicago First Dates | Singles Ages 30s & 40s - In-Person Speed Dating (Ages Women 33-45, Men 35-48) — July 30 @7:00 PM • Coach's Bar & Grill, Chicago
Shuffle Dating | Speed Dating (Men & Women) (Ages 28-38) — July 30 @7:00 PM • The Albion Manor, Chicago, IL
Quirk Events | Board Game Speed Dating for Jewish Singles (Ages 20s-30s) — July 30 @7:00 PM - 9:00 PM • Uptown Taproom, Chicago, IL
Thursday Dating | Sunset Singles Social - FREE DRINK INCLUDED — July 30 @7:30 PM - 10:00 PM • Hubbard Inn Patio, Chicago, IL
Friday, July 31
Break The Ice Social Events LLC | Singles Social Mixer McHenry, IL DC Cobbs — July 31 @6:30 PM • D.C. Cobb's, McHenry
Thursday Dating | Rooftop Singles Night | Aire Rooftop — July 31 @7:30 PM - 10:00 PM • Aire Rooftop Bar Chicago, Chicago, IL
Saturday, August 1
Hindu Vivah | Zoom Event | Physicians/Medical Professionals (Ages Ladies 26-46, Men 28-48) — August 1 @11:00 AM - 1:00 PM • Online, Online
Break The Ice Social Events LLC | Singles Social Mixer Palatine, IL Emmett's — August 1 @6:30 PM • Emmett's Brewing Company, Palatine
Jigsaw Dating | Singles Happy Hour 30-45, August 1st - Chicago (Ages 30-45) — August 1 @7:00 PM • The Original Mother's, Chicago
Celina Atangana | Starlight Sapphic: Matchmaking @ Logan Arcade — August 1 @7:00 PM - 9:00 PM • Logan Arcade, Chicago, IL
Sunday, August 2
Mohan Matchmaking | Mohan Matchmaking Chicago Mixer (South Asian Singles only)— August 2 @1:00 PM - 4:00 PM • LiqrBox, Chicago, IL
Break The Ice Social Events LLC | Singles Social Mixer Oak Park, IL Cooper's Hawk — August 2 @6:00 PM • Cooper’s Hawk Winery & Restaurant, Oak Park
Shuffle Dating | Speed Dating (Men & Women) (Ages 30-42) — August 2 @6:00 PM • The Dandy Crown, Chicago, IL
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:
ThrowbackDating | Sounds of Summer: Hairbangers Ball at Cantigny (WEST) (Ages 50+) — August 8 @6:00 PM • Tank Park at Cantigny, Wheaton
Mindful Dating Events | Hot Pilates After Dark — August 8 @7:00 PM - 8:00 PM • The Hot Room North Shore, Glenview, IL
Lauren Fondreist | It Takes a Village to Date in 2026 (Educational) — August 12 @6:30 PM - 8:30 PM • Fabrik Chicago, Chicago, IL
CircleOneEvents | Circle One | Chicago Singles Social (Ages 35–49) (Ages 35-49) — August 15 @4:00 PM - 6:30 PM • Ten Cat Tavern, Chicago, IL
West Town Social Club | Singles & Social Folks Rooftop Mixer @ Aire Rooftop — August 19 @6:30 PM - 9:00 PM • Aire Rooftop Bar Chicago, 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?