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Gay Chicago

Chicago's Monthly LGBTQ Storytelling Event!
OUTspoken! LGBTQ Stories

First Tuesdays, 7-9pm (doors at 6pm) at Sidetrack. Welcoming new storytellers to the OUTspoken! stage; unique first hand tales from across our diverse community. Inspired, inspiring, funny, heartbreaking - like life…with friends all around you. Typically there will be 6 storytellers and one intermission.
Come workout with us!
Chicago Dragons Rugby Football

Every Tuesday + Thursday 7-9pm practice at Clarendon Park Community Center, 4501 N Clarendon Ave. Social and fundraising events at Replay, Sidetrack, Hydrate and other venues - see their facebook page for upcoming events.
Ongoing monthly events at Chicago's Leather Bar since 1977
Coming up at Touché

First FRI M.A.F.I.A Club Night and CD4 POZ socials/ postive-minded men. First SAT Bear Night w/ 12am pizza. Second FRI Chicago Leather Women's Cruise. Second SAT Dungeon Master Night w/ midnight S/M demo. Third SAT BLUF Leather, Rubber, Uniform Dress Code Gear Night w/ barber + bootblack. Fourth FRI ONYX Club Nights. Fourth SAT Ripe Party w/ Deep Beats, Dim Lights, Hot Go-Go Dudes.
A Rock/Punk/Experimental/New Wave queer night
Glitter Creeps

When they feel like it Rock/Punk/New Wave queer night hosted/ co-curated by Donnie + Madison Moore of ABSOLUTELY NOT. New/exciting local bands from Chicago/ beyond perform onstage. Previously 3rd Wednesdays - now "held WHENEVER THE #$%! WE FEEL LIKE IT! So get pumped for STACKED bills, SIQQ hosts, and of course MORE GLITTER! Keep your eyes peeled and brows on fleek!"
The longest running musical comedy in Chicago
Cupid Has a Heart On

Saturdays 8pm at Stage 773, 1225 W. Belmont.. Fast paced, musical sketch show; hilarious, irreverent, and a raunchy good time. For belly laughs about body image and relationships this is sure to deliver with comedic wit to spare. Created by Stage 773 Creative Director, Brian Posen, who directs and plays accompaniment.
Galleries of contemporary art
The New Contemporary

Ongoing at Art Institute. 44 iconic works by artists such as Andy Warhol, Roy Lichtenstein, and Jasper Johns. These paintings, sculptures, and photographs transform the museum’s presentation of contemporary art, bringing new depth and perspective to the Art Institute’s already strong holdings, making this collection the strongest of any encyclopedic art museum in the world.
37 years of queer film
Reeling: Chicago LGBTQ+ International Film Festival

September 19-29, 2019. Award-winning international feature films, social documentaries & experimental shorts. Past year: 65 screening at six venues around town, including: Landmark's Century Centre, 2828 N Clark St; Instituto Cervantes, 31 W Ohio; Chicago Filmmakers, 5243 N Clark St; ShowPlace ICON, 150 W Roosevelt Rd.
In the heart of Boystown each month friends come together to dance
September Queer Contra

September 28, 2019, 6:30-9:30pm at Second Unitarian Church of Chicago, 656 W Barry Ave. Live music - uniquely queer, inclusive dance - bring your friends! Band and Caller TBA. 6:30pm lesson. 7-9:30pm dance. Beginners welcome/ encouraged. Suggested donation $10 at the door.
A fantastic Sunday afternoon drinking martinis and raising money
Martini's That Matter for Pride Films and Plays

September 29, 2019, 2-5pm at 1511 W Balmoral Ave. Raising money for Pride Films and Plays! Hear about the season, current productions, the upcoming musical A MAN OF NO IMPORTANCE and a special out reach event: LezFEST!
The lights go down, the men come out - Party the first Wednesday of every month
Men's Room Wednesday

October 2 + November 6, 2019, 9pm-2am. Team Sidetrack is geared-up and ready to Party! Join us each first Wednesday of the month for naughty games to win fun prizes with Dixie Lynn Cartwright! As always, our friends from Men's Room Chicago will be here with an awesome Pop-Up Shop and cool giveaways! No Cover…it's Sidetrack.
Hosted by D.I.L.F. at The SoFo Tap
DILF: House Party 4

October 5, 2019, 9pm-3am. Chicago's biggest monthly party for men over 35 and the guys who want to get with them. Five hours of non-stop, roof-raising tracks to beat all parties featuring 80s and 90s vintage Chicago House Music and getting down to Old Skool House Party anthems. DILfy host Jeff Ramone with Moosebox + Berlin Guest Daddy DJ Nevin Hersch.
At The Hole inside The Jackhammer Complex
SINglet Sundays in The Hole

October 6, 13, 20, 27, 2019, 10pm Sundays through Dec 23rd at The Hole/ Jackhammer Complex. Join the regulars on the wrestling mats with everyone’s favorite bartender, Dan, playing all your alternative-electro-industrial music favorites. The event also features pop-up fetish demonstrations. FB
Come ready to Bow Down to Queen Bey every 2nd Wednesday
All Things Beyoncé

October 9, 2019, 9pm-2am. Bow Down to Queen Bey every 2nd Wednesday/ month at All Things Beyoncé. Dance to Beyoncé videos and concert footage, plus this August SLAY to drag performances from DiDa Ritz, Saya Naomi, Sasha Love and Cleo Pockalipps. YOU are invited to get on stage, show us your moves and win Fun Prizes in our contest: dance, sing, LipSync. No drag required.
A musical adaptation of the 1994 film starring Albert Finney
A Man of No Importance, directed by Donterrio Johnson

October 10 - November 10, 2019, 7:30pm. The heartwarming story of Alfie Byrne - a Dublin man with a passion for staging Oscar Wilde's plays for his quirky community theatre group. Songs like The Streets of Dublin, Love Who You Love and We're Going Up celebrate Irish lives and loves and the joys of putting on a theatrical production. Ryan Lanning as Alfie Byrne.
Hosted by Smartbar Chicago and Harry Cross
Loose Ends with Honey Dijon / Harry Cross

October 12, 2019, 10pm-4am. Loose Ends with Honey Dijon (Classic Music Company) + Harry Cross (smartbar, Loose Ends). Honey Dijon's brazen style blends all genres without looking to the past. She captivates with her instinct, versatile sound and dazzles the club and fashion circuit in London, Paris, Berlin and New York. Harry Cross plays house, techno, breaks, acid, dub and disco.
Hosted by MAN UPP and Joe Whitaker Presents
FuKR Chicago

October 12, 2019, 10pm-5am. Men's Jock/underwear/gear Party! Featuring Hot Music by DJs James Anthony (NY) + Milty Evans (CHI) playing Hot Dirty House Music for Hot Dirty Fun. Encouraged: Leather/ Gear/ Rubber/ Jockstraps/ Harness Straps/ Suspenders Straps. Clothes Check Available. Dudes, Daddies, Discreet, Don't Know..DILF Is For All Men! Next: Nov 9th "Do Me Harder."
The monthly jockstrap, daytime Sunday Funday is back on Sunday
Sunday Bun-Day One Year Anniversary Celebration

October 13, 2019, 2-9pm. Celebrating one full year of tipsy, mostly naked shenanigans at our home bar, Cell Block. Join them for a Sunday Funday of easy drink prices, free clothes check, no cover charge, and friendly dudes.
Because Everybody Loves Movies
Chicago International Film Festival

October 16-27, 2019, 12 days at AMC River East 21, 322 E Illinois St. Oldest competitive North American film festival, founded in 1964 to provide an alternative to commercial Hollywood movies that dominated city theaters. 12-day world-renowned annual event with the best in international cinema, new talents, and windows to a world of film previously or otherwise unavailable in Chicago.
Hosted by Organized Grime Crew
CUN - Tea

October 20, 2019, 5-10pm. Come ready to dance... C U Next Tea! DJs Ethan Cole (Chicago), Dom Brown and Tom DeBlase (New York). Dark room sponsored by Steamworks Chicago. PopUp Shop by Men's Room Chicago. FREE Clothes Check. People of any color, size, body type, gender, gender expression(s), and sexual orientation are welcome.
Pride Films & Plays is proud to produce its 6th annual iteration
LezFest 2019

October 22-23, 2019, 7:30pm. Female identifying/ non-binary queer artist cabaret. TWO performances at the Broadway Theatre. Laugh along with stand up comedians, listen to heartfelt original monologues and poetry, and jam along with singer/songwriters and burlesque dancers. Come and enjoy this festival of feminine artistry! Directed by Leah Geis, Sara BenBella + Jesse Marie. See cast:
Kick-off Halloweekend at Sidetrack
Circuit Mom Takeover Party

October 24, 2019, 10pm-2am. Circuit MOM Productions turn Sidetrack upside down w/ DJs Matthew Harvat + Dom Brown spinning the House with multiple Laser Light-filled Dance Floors; special performance by Claire Voyant + Sexy GoGo Dancers! 8pm RuPaul's Drag Race UK Viewing Party. No's Sidetrack!
Celebrate Halloweekend with Team Sidetrack
Friday Night Glow Party + Dog Day Saturday

October 25, 2019, 5-9pm TGIF Show Tunes + 10pm-2am GLOW Party with hostess Dixie Lynn Cartwright and her GoGo Boys. Oct 26th, 1-5pm special Halloween Costume Contest Edition of Dog Day. Parade of puppy costumes with fun games and costume contest dress up the pups - and you too! Oct 31st, 3pm-2am Sidetrack Things: Halloween 2019.
Hosted by Neverland Events and Artist Management and Fantasy Night Club Chicago
Neverland Halloween with DJ PAULO

October 25, 2019, 11pm-4am. Neverland's 8TH ANNUAL Halloween party - A NIGHTMARE IN MAGIC KINGDOM - A "Disney meets 80's horror/slasher flick" Halloween dance party. Headlined by world-famous DJ PAULO (Los Angeles) along with Neverland resident DJ ALEX CABOT (Chicago).
Midnight Movies at the Music Box
The Rocky Horror Picture Show

October 25 + 26, 2019 at midnight + Oct 30 + 31 at 10pm - cult classic screenings: The Rocky Horror Picture Show features the Midnight Madness shadowcast, with audience participation of course! At The Music Box, 3733 N Southport Ave. See schedule for more midnight movies at their website:
Hosted by Stephen Turchin
Heaven Or Hell Party

October 26, 2019, 10pm-1am. The 7th Annual Heaven or Hell Party with Costume Contest. 43" Smart TV raffle. Trailer Trash Ruffle and Jello Shots. All donations to benefit The Broadway Youth Center and Heartland Alliance Health Food Pantry.
After a 4 year hiatus from Halloween, CircuitMOM Productions is back
Haunted Hollywood II

October 26, 2019, 11pm-4:45am. Coming off an unforgettable Market Days weekend w/ DJs Ale Maes (Brazil) + Ana Paula (Brazil) in her CMP debut. Every character you can possibly imagine has come out of Hollywood, so your costume options are somewhere around infinity.
Hosted by Hydrate Nightclub Chicago
Halloween Saturday with Nina Flowers + Halloween Parade

October 26, 2019, 11:30pm-5am. Nina Flowers is back in the building, ready to serve you everything you could ask for this Halloween Saturday! Are you ready for this dark and sexy dance floor? Oct 31st, 6-11:30pm, Halloween Parade at Hydrate - watch the parade on Halsted, hosted by Khloe + Gidget Von Addam. DJ set by Martin + Ryan Skyy (LA)!
Outrageous and imaginative costumes!
Haunted Halsted Halloween 2019

October 31, 2019. The 23rd Annual Halloween Parade, 5-10pm up N Halsted from Belmont, to Addison, with cash prize awards and live entertainment. Registration on Halsted just north of Belmont near The Playground Theater, 5-7pm for Costume Contest in one of five categories.
23rd Annual
Mr International Rubber

November 8-10, 2019. The Center on Halsted registration, Kink Market, Social, Gear Sale. Past year included: Touché Welcome Party. Contest at The Center, Brût Party at Fantasy, Strict Rubber Dress Code Party at Leather Rose Assn, The Rubber Ball, Steamworks and Cell Block events. Contest at MCA + Galleria Domain 2 + Jackhammer events. SUN Closing at Sidetrack.
Hosted by MAN UPP and Joe Whitaker Presents
FuKR Chicago "Do Me Harder"

November 9, 2019, 10pm-5am. Men's Jock/underwear/gear Party! Featuring Hot Music by DJs JACK CHANG (Frankfurt) + Milty Evans (CHI) playing Hot Dirty House Music for Hot Dirty Fun. Encouraged: Leather/ Gear/ Rubber/ Jockstraps/ Harness Straps/ Suspenders Straps. Clothes Check Available. Dudes, Daddies, Discreet, Don't Know..DILF Is For All Men! Next: Dec 14tth Strapped.
Black Alphabet Film Festival
BAFF 2019 Chicago

November 9-11, 2019. Affirming diversity in gender/ sexual expression within the Black LGBTQ community, and celebrating stories of Black LGBTQ-identified people through the art of film. Two days of screenings at The Reva and David Logan Center. Tickets and line up details at website:
Jock Party by Joe Whitaker
FuKR Chicago - Strapped - Jock/Gear Party

December 14, 2019, 10pm-5am. Joe Whitaker/ The Dilf Party Present Hot House Music Beats by DJs MILTY EVANS (CHI). The F*kr Party For Men! The Hottest USA Jock Party is back. Encouraged: jockstraps, harnessess, suspender straps. Get Strapped + Geared Up for Fun! Hot Dirty House Music + Hot Dirty Fun - Only at the World Famous Jackhammer! Clothes Check Available.
The 31st Annual
Rhinoceros Theater Festival 2020

January - February, 2020. Annual month-long multi-arts non-narrative, multidisciplinary fringe festival; new theatrical works by invited artists/ companies. The longest-running multi-arts fringe festival in Chicago, the Rhino features works in theater and performance from Chicago companies and national artists alike.
A grand week of Chicago premieres!
Chicago Critics Film Festival 2020

Mid-May, 2020, the Chicago Film Critics Association week-long selection of films including recent festival favorites and as-yet-undistributed works from a wide variety of filmmakers. The only major film critics group hosting its own festival. Features works from around the globe and offers viewers an eclectic blend of raunchy comedy, introspective drama and mind-blowing fantasy.
Leather, uniform, & fetish men from around the world
International Mr Leather 2020

May 21-25, 2020, Memorial Day Weekend at the Congress Plaza Hotel, 520 S Michigan Ave. Thousands converge to party, network/ select International Mr Leather. Four-day Leather Market leather/fetish artisans/ retailers; erotic attractions, body enhancement specialists. FRI Party. SAT APEX ONYX dance. SUN IML Competition + IML Victory Celebration Party. MON Black and Blue Ball. More info:
Erotic Video Awards
The Grabbys XXI

Late May, 2020, Memorial Day weekend with the hottest male porn stars in the business. Saturday awards bash (past year at Metro), plus parties with the guys at Hydrate, Sidetrack, Lucky Horseshoe, and Charlies; Sunday Recovery Brunch at North End. Hosts: Chi-Chi LaRue + Honey West. See website for updates, nominees, interviews, and more:
"..not just admission to the films but admission to a subculture” - Roger Ebert
Chicago Underground Film Festival

Early June, 2020, at Logan Theatre. Annual 5-day film showcase: 25 screenings, 4 Bar Talk discussions, 5 After-Parties. independent features, shorts, documentaries + experimental films from around the world. Innovative/ unique programming from lowbrow entertainment of John Waters, Doris Wishman and Coffin Joe to fine art avant-garde films and videos.
A Chicago Swedish mid-summer bash

Early June, 2020, the 55th annual Andersonville summer street festival; around 50,000 people fill Clark Street each year, from Foster to Catalpa for music for cutting-edge bands, ethnic dance troupes, lots of food, and vendor wares. Born out of Andersonville’s Swedish heritage, Midsommarfest will transport you back to old-world Swedish traditions.
Prestigious outdoor art fair - the 45th year
Wells Street Art Festival

Early June, 2020, on N Wells St, between North Ave and Division St. Glass and ceramics, to pencil drawings and oil paintings - a diverse mix of nearly 200-plus juried artists + free educational workshops + tasty cuisine from the neighborhood’s eclectic restaurants and cool music stage acts. A treasure trove of creativity in Chicago’s historic Old Town neighborhood.
A month of festivities
Chicago Pride 2020

June, 2020 Pride Month events, with a late June two day Pride Fest, and Sunday Parade, noon from N Halsted at Belmont to Lincoln Park by way of Broadway & Diversey. The Pride Street Festival, takes place on N Halsted, with music, food, vendors. Dozens more social, cultural, athletic & political events. See website for 2019 media + 2020 updates:
Advance tickets: 5 supersized events for $50
Windy City Black Pride

Early July, 2020. Past year included: FRI Urbano Blackout Party at Fantasy); SAT Wet n Wild Pool Party at Holiday Inn Chicago O'Hare + Black Party at Metro; SUN Closing Party at Club Escape. FRI-MON nights at Club Escape. Host hotel: Holiday Inn Chicago O'Hare. See updates TBA at:
The largest two-day street fair in the Midwest
Northalsted Market Days

August 8-9, 2020, 11am-10pm. Celebrating its 39th anniversary, the annual street fair on 6 blocks of N Halsted, between Belmont and Addison; many musical acts on five stages; hundreds of food, arts and crafts vendors. Dozens of gay bars, dance clubs, restaurants, stores and a bathhouse surround the festival site. A crowd of about 100,000 people arrives from across the globe.
Chicago’s leading jazz artists
Chicago Jazz Festival

August 28 - September 6, 2020 (TBC), Labor Day Weekend in Millennium Park Cultural Center, Von Freeman Pavilion (S Promenade), the Jazz and Heritage Pavilion (N Promenade), the Jay Pritzker Pavilion, the Chicago Cultural Center (78 E Washington), and other venues. A favorite Labor Day Weekend tradition of free, quality live musical performances since 1979.