Hey Chicagoland Singles!
(To see the entire list of events, PLEASE CLICK HERE)
The last week of March is here and the weather is finally cooperating with our desires. Which means the boo you were hoping to finally meet is wrapping up hibernation by putting away the space heater and taking out the perfume!
Warning: Singles events are coming in hot and they are going to literally be hot in the coming weeks. So rather than preparing to meet your boo in boots, meet them with skin that’s lathered in SPF 60.
But before Chicago fully commits to summer, we’re in that in-between phase. Which means the events are just as mixed as the weather. Think chaotic bar crawls, rooftop après-ski nights, board game speed dating, and wine-fueled game nights. Not quite winter, not quite summer, but still a damn good time to meet your boo.
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, March 23
Ivy Dating | Ivy Dating app: Bringing Dating Back to Real Life — March 23 • 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.
Tuesday, March 24
Dorothy | IRL: Singles Mixer at Dorothy — March 24 @6:00 PM – 11:00 PM • Dorothy, Chicago
Hot Potato Hearts | Speed Dating — March 24 @7:00 PM • Punch House, Chicago
Shuffle Dating | Shuffle Dating Chicago (Ages 27–35) — March 24 @7:00 PM • Navigator Taproom, Chicago
Wednesday, March 25
Intelligent Singles Network | Intelligent Singles Mixer at French Restaurant — March 25 @7:00 PM – 10:00 PM • Bandol Brasserie, Chicago
CitySwoon | Speed Dating Chicago | CitySwoon® | 45-59 years | at Carnivale (Ages 45-59) — March 25 @7:30 PM • Carnivale, Chicago
Hot Potato Hearts | Bowling For Potato Soup — March 25 @7:30 PM • Avondale Bowl, Chicago
Shuffle Dating | Shuffle Dating Chicago (Ages 28–38) — March 25 @7:30 PM • District Brew Yards, Chicago
Thursday, March 26
Chicago First Dates | Single Professionals, 30s & 40s (Ages Women 33-45, Men 35-48) — March 26 @7:00 PM • NIU Fusion Lounge - Streeterville, Chicago
Chicago First Dates | Singles Ages, 40s & 50s - In-Person Speed Dating (Ages Women 44-56, Men 45-58) — March 26 @7:00 PM • Zia's Social, Chicago
The Shaka Club | March Madness Singles Happy Hour (Ages 20s–30s) — March 26 @7:00 PM – 9:00 PM • Electric Shuffle Chicago, Chicago
Thursday Dating | Thursday | Rooftop Apres Ski Singles Night | The Hotel Collection, Magnificent Mile — March 26 @7:30 PM • The Chicago Hotel Collection Magnificent Mile Hotel & Suites, Chicago
Friday, March 27
Shuffle Dating | Shuffle Dating Chicago (Ages 25–32) — March 27 @7:00 PM • Navigator Taproom, Chicago
Saturday, March 28
Maddie Sweeney | Singles Serving Chi Cardz for Kidz — March 28 @10:00 AM – 1:00 PM • 122 N Aberdeen St, Chicago
Chaotic Singles Party | Chaotic Singles Bar Crawl — March 28 @2:00 PM – 6:00 PM • Estereo FM, Chicago
MyCheekyGayDate | Gay Men Speed Dating @ Tabu - March 28th 2026 (Ages 22–44) — March 28 @5:00 PM • Tabu, Chicago
CitySwoon | Speed Dating Chicago | CitySwoon® | 33-47 years | at Bar Moxy (Ages 33-47) — March 28 @6:00 PM • Bar Moxy, Chicago
Break The Ice Social Events LLC | Singles Social Mixer McHenry, IL DC Cobbs — March 28 @6:30 PM • D.C. Cobb's, McHenry
MyCheekyDate | MEN SOLD OUT✨ Chicago Speed Dating | Saturday Night Ages 27-42 (Ages 27–42) — March 28 @7:30 PM • Tabu, Chicago
Chicago First Dates | Singles Ages 20s & 30s - Online Speed Dating (Ages Women 21-35, Men 23-37) — March 28 @8:00 PM • Online, Online
Chicago First Dates | Singles Ages 30s & 40s - Online Speed Dating (Ages Women 30-45, Men 30-45) — March 28 @8:00 PM • Online, Online
Sunday, March 29
HIGHNOTE CHICAGO | The Connection Lounge - A Curated Dating Experience — March 29 @4:00 PM – 7:00 PM • 2025 S Laflin St, Chicago
Break The Ice Social Events LLC | Singles Social Mixer Wheeling, IL Cooper's Hawk — March 29 @6:00 PM • Cooper’s Hawk Winery & Restaurant, Wheeling
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And a Sneak Peek into a Few Events Coming Up in the following weeks:
West Town Social Club | Thirsty Thursday Singles Night (Ages 35+) — April 2 @7:00 PM – 9:30 PM • The Low Horse, Chicago
Thursday Dating | Friday | JFK / CAROLYN BASSETTE LOOK ALIKE CONTEST | Winnies — April 10 @8:00 PM • Winnie's, Chicago
The Fellowship at Living Word Christian Center | Single Social Purpose Panel & Game Night — April 11 @1:00 PM – 3:30 PM • Living Word Christian Center, Forest Park
ThrowbackDating | Singles Wine & Game Night (Ages 50+) — April 16 @6:00 PM • Broken Earth Winery, Long Grove
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
SpaceISH Chicago | Come Pitch Your Friend (Ages 40+) — April 24 @7:00 PM – 11:00 PM • 917 W 18th St, 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!
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