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Daily Email - Thursday - 10/22/2026

Daily Email - Thursday - 10/22/2026

October 22, 2026

Hello, hello, hello! Welcome back to your weekly rundown on what you should be doing this weekend in Chicago! The cool autumn wind has crept up on us out of nowhere! You can’t see right now, but I am beaming ear to ear with excitement for fall! It doesn’t matter how cold it gets, Chicago is always on fire… In a cool and hip way, not an 1871 kinda way! Anyhoo, let’s get started. The rest of October is looking fierce!

“Got a big plan, this mindset, maybe it’s right” to snag tickets to She Wants Revenge when they come to Chicago October 26th! The post-punk/darkwave DJ duo will bring their iconic hit songs to House of Blues, and you can enter to win free tickets!

JUST ANNOUNCED

Lucy Stoole’s LADYBEAR is back at smartbar for its second installment! On November 13th, don’t miss out on the opportunity to dance, be merry, and get down with the Ladybears! Enter for a chance to win two tickets!
The Sapphic First Time Home Buyers Workshop is here to demystify homeownership! This free class in Ravenswood features Erin Feinerman of Cross Street and Shelly Ave of Rate. Eat, drink, learn, and RSVP now!*
Miss Monday Night 2027 is at Hydrate Nightclub on November 16th! Watch a dozen queens duke it out for bookings, a crown, sash, and $2000 cash! Details right here!
Andersonville's 2nd Annual Autumn Restaurant Week is almost here! Neighborhood eateries will present their best fall prix fixe brunch, lunch and dinner menus. You can find participating locations and more here!
My Chemical Romance: The Black Parade 20th Anniversary is being celebrated at Hydrate Nightclub on October 25th. Emo and alt kids stand up! Your time is now! Check out the deets!

312 COMEDY FESTIVAL

Photo: Backstage

The 312 Comedy Festival, Chicago’s premier multi-day celebration of stand-up, returns for its fourth year! Having a good time has never been easier than these 11 days of non-stop laughter. Don't miss some of comedy’s biggest names taking over Chicago’s favorite comedy venues from November 5th through 15th! Below are some great selections for queer people, but please make sure to check out all that 312 Comedy Festival has to offer!

THU 11.05 - HEAR ME OUT WITH NICK SMITH at ZANIES COMEDY CLUB
FRI 11.06 - RACHEL SCANLON at PARK WEST
FRI 11.06 & SAT 11.07 - PAT REGAN at ZANIES COMEDY CLUB
WED 11.11 - DREW & DEISON AFUALO PRESENT: TWO IDIOT GIRLS LIVE at PARK WEST
FRI 11.13 - SUN 11.15 - NIKKI GLASER, THE STUNNING TOUR at THE CHICAGO THEATRE

SWAY CANNABIS DISPENSARY PRESENTS:

LAGANJA, BOOGIE, AND A $300+ SWAY GIVEAWAY

RuPaul's Drag Race favorite Laganja Estranja is bringing her signature flair to Lakeview with an exclusive SWAY collaboration! Her Bold Sativa Blend delivers bright citrus and sweet strawberry notes, while SWAY Boogie brings its own mix of earthy, berry, and citrus flavors. As Illinois' first queer- and Black-owned dispensary, SWAY is all about celebrating community, culture, and cannabis through exclusive products with plenty of personality.Even better? Enter to win the Ultimate SWAY Prize Pack, packed with over $300 in SWAY goodies! Must be 21+ with valid ID. Restrictions may apply.*

THIS WEEKEND

RuPaul via Giphy

THU 10.22 - VANDA LAROSE’S DEATH AT THE DRAG SHOW at HYDRATE NIGHTCLUB

FRI 10.23 - CA$H ERA at BROKEN SHAKER AT FREEHAND CHICAGO

SAT 10.24 - CLUE: MURDER MYSTERY DRAG BRUNCH at MACY’S STATE STREET

SAT 10.24 - DOROTHY POP! X STRAPPED! at DOROTHY (WIN)

SUN 10.25 - THE REAL DRAG BRUNCH at THE RIVER

MORE STUFF TO DO

LOCALS ONLY

Sunday at Queen! is the perfect time to see star of The Boulet Brothers’ Dragula Vanda LaRose! The theme is glamour zombie, so don’t miss out! Get cunt, get undead, get a ticket, and Queen! out!
Every single Monday you can catch Mondays Are Ruff at Hydrate Nightclub. Hosted by the hilarious Mz. Ruff N’ Stuff, you’ll laugh, ki, see fabulous drag; it’s always such a blast! Check out the deets!

WIN STUFF

🚨 LAST CHANCE:

SAT 11.07 - ORVILLE PECK
SUN 11.08 - RON WHITE
TUE 11.10 - MICHELLE BRANCH

🔥 TRENDING:

FRI 12.04 - DESI BANKS: YOUR FAVORITE COUSIN
SUN 12.06 - THE JINKX & DELA HOLIDAY SHOW
SAT 01.30 - WICKED: PART ONE IN CONCERT

FEATURED

Ultimate SWAY Prize Pack Giveaway

Good vibes start with Boogie! SWAY's exclusive house-brand sativa brings earthy, berry, and citrus notes to Lakeview. Even better? Enter to win the Ultimate SWAY Prize Pack with $300+ in goodies!*

Halloween Events & Parties In Chicago

Spooky scary skeletons may send shivers down your spine, but the Halloween events and parties this year in Chicago will have you feeling just fine! Check out this list to know where and how to celebrate spooky season the best.

Meli's Picks October

Sometimes I don’t even make it out of the house, but you can check out where I think we should all be this month! Your Do312 Gay Culture Editor has the inside scoop on the most fab events around. Check them out!

The Vanda LaRose View

Chicago’s own Vanda LaRose will grace our TV screens on The Boulet Brothers’ Dragula Season 7 on October 27th! Tune into AMC+ and Shudder for the full season and check out this list to know where you can celebrate Vanda in person!

10 Historic LGBTQ Moments In Chicago

Chicago has been queer forever! Check out this guide for the landmark historic LGBTQ+ moments from our city’s past! Our past will help shape and save our future as history repeats itself. Let’s look to the past for some answers and guidance.

Thanks for reading! It’s always such a blast getting to talk to you all! I hope you get into some fun this weekend before we’re back together next Thursday. Don’t forget to check out Vanda LaRose’s Death At The Drag Show, enter our giveaway for LADYBEAR, try some FROZÉ from SWAY Cannabis Dispensary, and enter for the chance to win the SWAY Prize Pack! There’s so much to choose from, and you can do it all! Stay safe out there. This is Meli signing off. TTYL XOXO ❤️

Amélia J

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