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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.
A sexy love story unlike anything you have seen

Ongoing through June 2, 2019, 8pm. Exploring the emotional, intellectual, and physical connections between three men. Josh and Alex, a married couple in an open relationship, invite Darius to share their bed one night. When a new intimate connection begins to form, all three men must come to terms with their individual definitions of love, loyalty, and trust. Features full male nudity.
Hosted by Pride Films and Plays
Desire in a Tinier House

May 30 - June 29, 2019, 7:30pm (22 dates). Trevin has chased his ex-boyfriend all the way to Colorado, only to fall madly in love with his ex’s friend Carlos. Trevin seduces Carlos into a trailer-bound life where they weather disasters and dystopia in their sexual island. But can their love-home outlast jealous intruders and time itself?
Hosted by D.I.L.F. at The SoFo Tap
DILF: Proud Daddy

June 1, 2019, 9pm-3am. Chicago's biggest monthly party for men over 35 and the guys who want to get with them. Kicking off Pride Month Daddyfest with host Joe Spaceman, welcoming all hot leather and kink daddies. Moose the DJ will be spinning pride anthems of the 70s through today, accompanied by vintage Chicago Pride footage from filmmaker Jeffrey Roscoe.
At The Hole inside The Jackhammer Complex
SINglet Sundays in The Hole

June 2, 9, 16, 23, 30, 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 will also feature pop-up fetish demonstrations. FB
"..not just admission to the films but admission to a subculture” - Roger Ebert
Chicago Underground Film Festival

June 5-9, 2019, 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.
The lights go down, the men come out - Party the first Wednesday of every month
Men's Room Wednesday

June 5 + July 3, 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.
For young adults with student ID or proof of age
Out! on a School Night by Pride Films & Plays

June 6, 2019, 7:30pm - Desire in a Tinier House. Also July 18th, 7:30pm - Casa Valentina. High school and college students come to experience a PFP production at no cost. A program to provide young adults with free, theatrical productions dealing with LGBTQ+ themes in a safe, open, and educational space. An ongoing program see updates on upcoming productions.
Chicago's Leather Bar Since 1977
Touché June

June 7, 2019 M.A.F.I.A Club Night. Jun 8th - Dungeon Master Night w/ Midnight Demo. Jun 9th - Sunday Beer Bust + 7pm Movie Night. Jun 15th, 10pm - Chicago's Hottest Daddy Contest, w/ Windy City Boys Troop. Jun 30th Chicago Pride Parade + Beer Bust and 4pm Cookout free eats. Coming up: July 19-21 Mr Midwest Rubber Contest Weekend.
400 Fridays of Chicago’s Best Bear Night
GROWLr Bear Beer Blast Sunday

June 7, 14, 21, 28, 2019, 9pm-2am. Friday isn't complete without it. Drink specials. Never a cover - come as you are. June 7th DJ Vic Santiago. June 14th DJ Billy Pfeiffer. More at:
A Chicago Swedish mid-summer bash

June 8, 2019, the 54th 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

June 8-9, 2019, 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.
Come ready to Bow Down to Queen Bey every 2nd Wednesday
All Things Beyoncé

June 12, 2019, 9pm-2am. Dance to Beyoncé videos and concert footage, plus this June SLAY to drag performances from DiDa Ritz, Saya Naomi, Sasha Love, Sapphire Feliciano (Nick Echevarria) & Cleo Pockalipps (Armand Fields). YOU are invited to get on stage, show us your moves and win Fun Prizes in our All Things Bey Contest. Dance, sing, LipSync - no drag required.
The 37th Year
Sidetrack Anniversary Party

June 13, 2019. 6pm-2am. Low-priced drinks all night plus a chance to win cool prizes with Dixie Lynn Cartwright - dance and sing the night away to a mix of All Things Sidetrack.
In the heart of Boystown each month friends come together to dance
June Queer Contra

June 15, 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: Barlow (Jay Desrosiers, Mareva Lindo, Chris Kimmons). Caller: Qwill Duvall. 6:30pm lesson. 7-9:30pm dance. Beginners welcome/ encouraged. Suggested donation $10 at the door.
Jock Party by Joe Whitaker
FuKR Chicago - Strapped - Jock/Gear Party

June 15, 2019, 10pm-5am. Joe Whitaker/ The Dilf Party Present Hot House Music Beats by DJs COREY CRAIG (NYC) + 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.
A Celebration of Sir Noel Coward - his knighthood 50th anniversary
Mad About the Boy, with Robert Rodi

June 16, 2019, 7:30pm. Theatrical legend. Jazz Age pioneer. Gay icon. A look back on the extraordinary career of Noel Coward; trailblazing style, enduring influence, and songs rivaling Cole Porter for their emotional range and irresistible melody: Mad Dogs and Englishmen; A Room with a View; If Love Were All - from the swooningly romantic to the shamelessly ribald.
Get Sidetrack'd to Celebrate Jennifer Lopez
JLo Sunday Funday After Dark

June 16, 2019, 10pm-2am. A chance to win tickets to JLo's Chicago Concert, after Sunday Funday Show Tunes, night of dancing to JLo hits mixed with Pop Faves, w/ stunning Jennifer Lopez Drag tributes by Naysha Lopez + Persephone B Diamond. Get on stage/ give us your best JLo Lip Sync for fun prizes and JLo Concert tix drawing. No's Sidetrack!
Come out/ take a load off - Queer Fetish Night hosted by Nark Magazine
Pigs Fly - Chicago Pridefest

June 22, 2019, 10pm-5am. Holesome, non-toxic kinkster dudes/dxdes/dudettes/friends/ admirers dance party. Gear/Leather/Fetish encouraged/not required. Loaded to the rim w/ thick, meaty fun. Ridiculous NSFW performances, gogo babez, DJs THE PREY, NARK, and CLUB CHOW. Inappropriate performance by NICO + MIKKI MIRAJ. NSA hosts: BEN TROTTER, VALENTINE ADDAMS, HOWL, DAN POLYAK, LIZ DUMLER.
Chicago PrideFest Saturday
Neverland Pride presents Neverluchador

June 22, 2019, 11pm-5am. A professional wrestling-themed dance party at the concert hall Metro, headlined by international DJ/Producer DANNY VERDE and DJ Alex Cabot (Neverland Resident). LIGHTS by Joe Gillan. PRODUCED by Anthony DiFiore.
Midnight Movies at the Music Box
The Rocky Horror Picture Show

June 22 + July 20, 2019, midnight 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 Pride Films and Plays and Pride Arts Center
50 Years of Pride - A Cabaret

June 23, 2019, 7:30-10:30pm. Join the best singers in Chicago for a rousing celebration of 50 years of Pride! Daniel Washelesky directs.
Hosted by Pride Bowl Chicago
Pride Bowl XII: Opening Night

June 27, 2019, 8pm-2am. Pride Bowl is an annual flag football tournament held at Montrose Turf Field, on Chicago's lakefront. Before the June 28-29th competition kickoffs, join us at Sidetrack to greet old friends and make some new ones!
Hosted by Matt Bearracuda and Bearracuda Worldwide
Bearracuda Chicago Gay Pride 2019!

June 29, 2019, 9pm-2am. Dance party for bears, beards, cubs, pups, daddies, furballs, beefcakes, otters, and other wildlife. PRIDE SATURDAY with very special guest from Sydney - Paul Goodyear; and from Bearracuda LA - Ryan Jones! Hot Go-Go's and 700+ guys await you. Clothes check available.
A month of festivities
Chicago Pride 2019

June, 2019 Pride Month events, with two day Pride Fest, and final Sunday Parade June 30th, 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 2018 media + 2019 updates:
Hosted by Organized Grime Crew
CUN - Tea - PRIDE 50

June 30, 2019, 5-10pm. Celebrating 50 yrs of the PRIDE parade. C U Next Tea! with DJs Amanda Louise (SYDNEY), Alex Cabot (Neverland), and resident Dom Brown. 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.
Advance tickets: 5 supersized events for $50
Windy City Black Pride

July 4-8, 2019. FRI Urbano Blackout Party at Fantasy w/ DJs X-Tasy, Trouble (ATL) and Gavin T (MIA); SAT Wet n Wild Pool Party at Holiday Inn Chicago O'Hare + Black Party at Metro w/ DJs Unknown (NYC), Trouble (ATL) and X-Tasy (CHI); SUN Closing Party at Club Escape w/ DJ Ron Carroll + XXX Dancers. FRI-MON nights at Club Escape. Host hotel: Holiday Inn Chicago O'Hare.
Market Days Friday
Neverland Market Days - The Night King

August 9, 2019, 11pm-4am. Neverland returns to the Metro with a GoT-themed dance party: THE NIGHT KING. Headliner DJs Alex Acosta + Neverland Resident Alex Cabot. LIGHTS by Joe Gillan. TECHNICAL DIRECTOR: Samuel Garrett. PRODUCED by Anthony DiFiore. Also Market Days Monday morning 7am-1pm for HappilyNeverAfters.
The largest two-day street fair in the Midwest
Northalsted Market Days

August 10-11, 2019, 11am-10pm. Celebrating its 38th anniversary, the annual street fair on 6 blocks of N Halsted, between Belmont and Addison; many musical acts, multiple 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 over 180,000 people arrives from across the globe.
Chicago’s leading jazz artists
Chicago Jazz Festival

August 23 - September 1, 2019, 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.
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.
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.
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.
Black Alphabet Film Festival
BAFF 2019 Chicago

Mid-November, 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:
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: