Hey Chicagoland Singles!
Thanksgiving week is weird for singles. One minute you’re dodging your aunt’s interrogation about your love life, and the next you’re staring down a holiday weekend with little to no events. Not on Thanksgiving, not on the day after (though if you’re staying in town, there are a few events on Saturday and Sunday 😁).
However, the moment you land back in Chicagoland after weekend festivities, the dating scene here wakes right back up. From now until New Year’s Day, the city and suburbs are basically a conveyor belt of chances to meet someone (your Boo perhaps). Whether it’s ugly sweater parties, speed dating, pickleball nights, trivia, volunteering, salsa, or even cold-plunge mixers, if you’re trying to meet your future Boo, you’ve got more options than you’ll know what to do with.
So take the quiet holiday lull for what it is: a tiny breather before the sprint. Because this stretch between Thanksgiving and January is one of the best windows all year to actually meet your Boo. And if you’re feeling a little hopeful about that, honestly, you should be.
Now let’s get onto the upcoming events, and enjoy the long, relaxing holiday weekend! 🎉
(And in the spirit of Thanksgiving, I want to say how grateful I am for everyone who subscribes to Where’s Your Boo. As your Boo-concierge, I’ll keep doing my best to bring you the best singles events across Chicagoland.)
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, November 24
The Feels | The Feels Chicago, edition 5: a mindful singles event— November 24 @ 6:30–9:30 PM • Chicago
Tuesday, November 25
Meet IRL | Curated Speed Dating at Hopsmith | late 20s + early 30s — November 25 @ 6:30 PM • Hopsmith Chicago, Chicago
Shuffle Dating | Speed Dating 33–45 (Ages 33–45) — November 25 @ 7:00 PM • Chicago
Wednesday, November 26
CitySwoon | Speed Dating | 29–49 yrs | City Winery — November 26 @ 7:30 PM • City Winery Chicago, Chicago
SUM OF FIVE DATING | Chicago's Hottest Singles Mixer 25+ (Ages 25+) — November 26 @ 7:00 PM • Joy District, Chicago
MyCheekyGayDate | Speed Dating in Chicago | Fancy a Go? | Gay Men Singles Event (Ages 22–44) — November 26 @ 8:00 PM • Tabu, Chicago
Shuffle Dating | 11/26 (Wednesday) @ 6:30p (Ages 44–57) — November 26 @ 6:30 PM • Park & Oak (Glen Ellyn), Glen Ellyn
Saturday, November 29
My Honey Match Maker Pros LLC | Speed Dating Event-Social Mixer — November 29 @ 4:00 PM • Chicago
Break The Ice Social Events LLC | Singles Mixer Palatine — November 29 @ 6:30 PM • Emmett’s Brewing, Palatine
MyCheekyDate | Saturday Night Speed Dating @ Tabu (Ages 25–39) — November 29 @ 7:30 PM • Tabu, Chicago
Sunday, November 30
Break The Ice Social Events LLC | Singles Mixer Bloomingdale — November 30 @ 1:00 PM • Cooper’s Hawk, Bloomingdale
Break The Ice Social Events LLC | Singles Mixer Arlington Heights — November 30 @ 6:00 PM • Cooper’s Hawk, Arlington Heights
Salsa For Singles | By Salsa For Singles — November 30 @ 7:30 PM • Taco Maya, Chicago
Events Next Week:
Break The Ice Social Events LLC | Singles Social Mixer Naperville Uncle Julio's — December 2 @ 6:30 PM • Uncle Julio’s Naperville, Naperville
Meet IRL | Curated Speed Dating | mid 30s & 40s Women’s tickets sold out — December 2 @ 6:30 PM • Solemn Oath Brewery Still Life, Chicago
Thursday Dating | Midweek Meet Cute (West Loop) — December 3 @ 7:30 PM • Grapes & Grains, Chicago
Shuffle Dating | Speed Dating (Ages 30–40) — December 3 @ 7:00 PM • District Brew Yards, Chicago
MyCheekyGayDate | Gay Men Speed Dating @ Tabu | Ages 22–44 (Ages 22–44) — December 3 @ 8:00 PM • Bar Tabu, Chicago
Chicago First Dates | Singles Ages 30s & 40s – In-Person Speed Dating (Women 33–45, Men 35–47) — December 4 @ 7:00 PM • Moretti’s Ristorante & Pizzeria, Chicago
Chicago First Dates | Singles Ages 20s & 30s – In-Person Speed Dating (Women 24–38, Men 25–39) — December 4 @ 7:00 PM • Moretti’s Ristorante & Pizzeria, Chicago
Meet IRL | Curated Speed Dating | (Ages 30s) Women Sold Out — December 4 @ 6:30 PM • Hopsmith Chicago, Chicago
Shuffle Dating | Speed Dating (Ages 33–45) — December 4 @ 7:00 PM • The Albion Manor, Chicago
The Shaka Club | Ugly Holiday Sweater Happy Hour (Logan Square) (Ages Late 20s/Early 30s)— December 4 @ 7:00 PM • BiXi Beer, Chicago
CitySwoon | Speed Dating | 40–55 | Bar Moxy (Ages 40–55) — December 5 @ 7:30 PM • Bar Moxy, Chicago
Break The Ice Social Events LLC | Singles Social Mixer McHenry — December 5 @ 6:30 PM • D.C. Cobb’s, McHenry
Meet IRL | Friday Night Pickleball: Singles Night — December 5 @ 6:15 PM • SPF Pickleball, Chicago
Jigsaw Dating | Coffee Shop Speed Dating | December 6 (Ages 25–45+) — December 6 @ 3:00 PM • Coffee Shop, Chicago
Jigsaw Dating | Singles Trivia Night — December 6 (Ages 25–45+) — December 6 @ 7:00 PM • Big Mini Putt Club, Chicago
The Dinner App | Only Single, Just a Sunset Run — December 6 @ 7:00 PM • Millennium Monument, Chicago
ThrowbackDating | Singles In Service: Holiday Gift Wrapping with Kids Above All — December 7 @ 1:00 PM • Kids Above All's Better Life Distribution Center, East Oakton Street Des Plaines
Shuffle Dating | Speed Dating (Ages 27–35) — December 7 @ 4:00 PM • The Dandy Crown, Chicago
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:
Meet IRL | Singles Volunteer Evening | 25–35 — December 9 @ 6:00 PM • The Parlor, Chicago
Break The Ice Social Events LLC | Singles Social Mixer Oak Brook Lazy Dog — December 9 @ 6:30 PM • Lazy Dog, Oak Brook
The Shaka Club | 20s Ugly Holiday Sweater HH | Lake View — December 11 @ 7:00 PM • River Kitchen & Bar, Chicago
Thursday Dating | Sweater Weather Singles Party | Blind Barber, West Loop — December 11 @ 6:00 PM • Blind Barber, Chicago
Christian Speed Dating and Christmas Tea (ages 21-39 yrs) | Him & Her Vintage (Ages 21–39) — December 13 @ 1:00 PM • Him & Her Vintage, Chicago
The Tantra Institute | Tantra Speed Date | Chicago — December 13 @ 5:30 PM • Moksha Yoga Center, Chicago
Jigsaw Dating | Singles Holiday Happy Hour 40–55 | Dec 13 (Ages 40–55) — December 13 @ 4:00 PM • Big Mini Putt Club, Chicago
Meet IRL | Singles Volunteer Evening | 35+ — December 16 @ 6:00 PM • The Parlor, Chicago
Thursday Dating | Sauna / Cold Plunge Singles Social — December 17 @ 7:30 PM • Oak St. Sauna, Chicago
Prāzbar | Single Christians Ugly Sweater Holiday Party — December 20 @ 7:00 PM • Prazbar, Chicago
Abto | Christian Singles Speed Dating — December 26 @ 7:00 PM • Chicago
Right – Muslim Social App | Chicago Muslim Singles Event — December 27 @ 4:00 PM • Chicago
Thursday Dating | New Years Eve Singles Spark | Mosaic, River North — December 31 @ 9:00 PM • Mosaic Events, Chicago
Where’s Your Boo is also partnered with Variants.
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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?
