Hey Chicagoland Singles!
(To see the entire list of events, click here)
Welcome back to your regular, weekly scheduled programming of curated singles and speed dating events across Chicagoland!
I’m your host, Ashvin, and I will be revealing an event each week starting in this week’s issue that is part of the Where’s Your Boo Spotlight series. This series highlights events each week that are either Hidden Gems or Level Up events (educational).
For this week’s spotlight, the Level-Up event of the week is……drum roll please………. It Takes a Village to Date in 2026, hosted by Lauren Fondreist (dating coach in Chicago). This event is geared towards single woman and takes place this Wednesday, August 12.
See below for more details.
And of course, I can’t wrap up my weekly blurb without hyping up the crowd with this week’s singles and speed dating events.
I mean, c’mon Chicagoland, don’t tell me you thought August is National Couch Potato month, because it’s not. It’s summer, it’s beautiful, and Chicagoland’s wonderful events organizers have curated a great list of events this week and for the remainder of the month. So the couch can wait.
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, August 10
Ivy Dating | Ivy App: Bringing Dating Back to Real Life — August 10 • 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 — August 10 @7:00 PM • Easy Bar, Chicago
Tuesday, August 11
Meet IRL | Meet IRL | Curated Speed Dating | Ages 35-50ish ~Ladies tickets sold out`~ (Ages 35-50) — August 11 @6:30 PM • Way Out, Chicago
Meet IRL | Meet IRL | First Timers Only Speed Dating | Ages 32-42 ~Ladies tickets s/o~ (Ages 32-42) — August 11 @6:30 PM • Wolf & Company, Chicago
Wednesday, August 12
Lauren Fondreist | It Takes a Village to Date in 2026 (Educational) — August 12 @6:30 PM - 8:30 PM • Fabrik Chicago, Chicago, IL
Kat | Single & here to Mingle Dating Event Beach Side — August 12 @6:30 PM - 9:00 PM • The Kenosha Beach House on Simmons Island, Kenosha, WI
Hot Potato Hearts | POC Speed Dating — August 12 @7:00 PM • Ludlow Liquors, Chicago
Thursday, August 13
ThrowbackDating | Summer Happy Hour at Cindy's Rooftop (Chicago) (Ages 50+) — August 13 @4:30 PM • Cindy's Rooftop, Chicago
Meet IRL | Meet IRL | Bookstore Speed Dating | Queer Women Ages 28+ (Ages 28+) — August 13 @6:30 PM • Passages Wine and Books, Chicago
Ambassador Room | The Velvet Rose: A Singles Social — August 13 @6:30 PM - 11:30 PM • Ambassador Gold Coast - The Chicago Hotel Collection, Chicago, IL
Chicago First Dates | Singles Ages 30s & 40s - In-Person Speed Dating (Ages Women 33-45, Men 35-48) — August 13 @7:00 PM • Coach's Bar & Grill, Chicago
Shuffle Dating | Speed Dating (Child-Free: No Kids, No Plans for Kids) (Ages 32-43) — August 13 @7:00 PM • The Albion Manor, Chicago, IL
Shuffle Dating | Speed Dating (Queer Women) (Ages 31-46) — August 13 @7:00 PM • The Parlour at Park & Oak, Glen Ellyn, IL
Butch McGuires | Singles Night Meet the Old Fashion Way (Every second Thursday of the month) — August 13 @7:00 PM • Butch McGuires, Chicago
Pitch Your Peeps Queer Slide Deck Match Making | Pitch Your Peeps: QUEER Slide Deck Match Making Events @ Nobody's Darling — August 13 @7:00 PM • Nobody's Darling, Chicago, IL
West Town Social Club | Thirsty Thursday Singles & Social Folks Patio Mixer @ The Dandy Crown — August 13 @7:00 PM - 9:30 PM • The Dandy Crown, Chicago, IL
ADDVentures | Single Awareness Dinner Monthly: Downers Grove | Foodies + New Friends — August 13 @7:00 PM • Restaurant of the Month, Downers Grove, IL
Intelligent Singles Network | Intelligent Singles Mixer in Naperville IL! — August 13 @7:00 PM - 10:00 PM • Empire Burgers + Brew, Naperville, IL
CitySwoon | Speed Dating Chicago | CitySwoon® | 40-52 years | at Bar Moxy (Ages 40-52) — August 13 @7:30 PM • Bar Moxy, Chicago
Thursday Dating | Singles Rooftop Mixer | Joy District — August 13 @7:30 PM - 10:00 PM • Joy District, Chicago, IL
Friday, August 14
West Town Social Club | Summer Traffic Light Party — August 14 @7:00 PM • Innjoy, Chicago, IL
Thursday Dating | Friday | Rooftop Singles Night | Aire Rooftop — August 14 @7:30 PM • Aire Rooftop Bar Chicago, Chicago, IL
Chaotic Singles Party | Chaotic Singles Game Night — August 14 @8:00 PM - 11:00 PM • Moxy Chicago Downtown, Chicago, IL
Saturday, August 15
Hindu Vivah | Zoom Event | Vegetarians/Vegans/Eggetarians (Ages Women 26-47, Men 28-48) — August 15 @11:00 AM - 1:00 PM • Online, Online
Jigsaw Dating | Coffee Shop Speed Dating 40-55, August 15th - Chicago (Ages 40-55) — August 15 @3:00 PM • Hubbard Inn, Chicago
Shuffle Dating | Speed Dating (Men & Women) (Ages 27-35) — August 15 @3:00 PM • The Dandy Crown, 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
Jigsaw Dating | Singles Happy Hour 40-55, August 15th - Chicago (Ages 40-55) — August 15 @7:00 PM • Streeter's Tavern, Chicago
Sunday, August 16
Break The Ice Social Events LLC | Singles Social Mixer Arlington Heights, IL Cooper's Hawk — August 16 @6:00 PM • Cooper's Hawk Winery & Restaurant, Arlington Heights
Level-Up Event of the Week
It Takes a Village to Date in 2026, hosted by Lauren Fondreist. Lauren is a dating coach and this is an educational event geared towards single women.
A quick blurb from the event page itself:
A roundtable on modern dating for the women doing it AND the women supporting it.
It Takes a Village to Date in 2026 brings together single women and their partnered friends for an evening of honest conversation about what modern dating actually feels like, and what real support looks like on both sides of it.
Date, Time, Location: August 12 @6:30 PM - 8:30 PM • Fabrik Chicago (River North)
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 | How to Date Over 50, Masterclass Series - Dress to Impress: A Men's Style Guide for Dating Over 50 (VIRTUAL) (Ages 50+) — August 17 @7:00 PM • Google Meets, Chicago
The City Social | Chicago Social Hour: Speed Dating For Ages 25-35 (Ages 25-35) — August 19 @6:30 PM - 9:30 PM • Park & Field, Chicago, IL
Let's Do Fun Things | Singles, Sun, and Salsa — August 20 @6:30 PM - 9:00 PM • Whispers on Oak Street Beach, Chicago, IL
Single N Minglin LLC | Single N Minglin Presents: Therapy for the Heart ❤️ — August 22 @8:00 PM - 1:00 AM • Privilege Restaurant Bar, Chicago, IL
Quirk Events | Board Game Speed Dating for Gay Men — August 26 @7:00 PM • Uptown Taproom, Chicago, IL
South Asian Socials | South Asian Singles Mixer for Marriage-Minded Professionals (Ages 25-45) — August 27 @6:00 PM - 9:00 PM • Barcocina Lakeview, Chicago, IL
Wable | Unmasked - Neurodivergent/ADHD/Autistic Speed Dating & Friending — September 17 @6:00 PM - 8:00 PM • 4014 N Rockwell St, 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?

