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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.
Every 2nd & 4th Sunday at Meeting House Tavern

February 23, 2020, 9pm-12am. Bi-weekly variety show/ art pop-up, celebrates and showcases the Chicago queer scene. Hosts: Javi Aya, Tinson Nhon, and Hedilio Martinez. Featuring: Queer-centric variety show/ art pop-up; photobooth w/ Ethan Jollie; Tarot Readings w/ Juniper Sarah Rose; DJ Club Chow; clothing, art and jewelry vendors; Live painting w/ Pinche Alvarito. Looks encouraged!
The 2nd annual
Illinois Leather Pride Weekend

February 28 - March 1, 2020, 11pm-1am. Events at Cell Block - a weekend of education, fun, and debauchery! FRI 9:30pm Meet & Greet. SAT 11am-3pm Educational Classes & Workshops; 10pm Contest. SUN 11:30am-1pm Brunch.
Time to stop flappin' your lips and start smackin' them
Chicago Make Out Party

February 28, 2020, 9pm-2am. Tired of standing looking pensive/ warm, fierce/ approachable, yet that mega crush still hasn't come over? Just go: "hey, wanna make out with me for a photo? you get a free jello shot" and they go "um yes, duh." The rest is drunk history. DJs MADELINE + NARK. Hosts: Philip Stasko, Ethan Hill, Miss Meadows. Free shots! booze + photos!
Alex Cabot's leap day birthday soiree
The Rabbit Hole w/ DJ Jesse Mercado

February 29, 2020, 9pm-3am. As the human calendar realigns with the solar clock, the quirky trippy, somewhat maddening melodies swirling in the mind of Alex Cabot get unleashed for all to lose themselves on a dance floorc, celebrating his nearly forgotten birthday. A magical melodic drum-filled soul-inspiring sweat inducing journey on this leap day - prepare to leap into the Rabbit Hole.
Calling all bottoms out there- leather, rubber, pups, cubs or boys
Bottoms UP!

February 29, 2020, 10pm-4am. The date that comes around every 4 years marks a day to turn the tables. So we are hosting the BOTTOMS UP PARTY, where bottoms are King for the day featuring a special opportunity for you to show off your topping skills for a chance to win big. Be here by midnight and see what's up.
Win H2O Give-aways and prizes
H2O Festival PreParty w/ DJ Alexander

February 29, 2020, 11:30pm-5am. DJ Alexander returns. Bringing his extensive knowledge of house, tribal and Latin rhythm to the tables, he seamlessly blends classic house, deep pulsing grooves and expressive vocal anthems with sexy tribal beats to forge a truly invigorating musical joy ride - a textured polyrhythmic sound that is known to work the dance floor into a frenzy.
Mix and mingle with the bears
Bear Beer Blast at The SoFo Tap

March 1, 2020, 1-3pm. Draft beer and shots on special! Plus, Boozy Gummy Bears and FREE Chicago Style Hot Dogs (while they last)! Bears, beers and big weiners on Sunday Funday.
At The Hole inside The Jackhammer Complex every Sunday through December 21st
SINglet Sundays in The Hole

March 1, 8, 15, 22, 2020, 10pm Sundays at The Hole/ Jackhammer. Join the regulars on the wrestling mats with Dan, everyone’s favorite bartender, playing alternative-electro-industrial music favorites. The event also features pop-up fetish demonstrations. Next dates: April 5, 12, 19, 26. FB
We're back again and ready to party!
Sofonda's House Party – Bingo!

March 3, 2020, 8-11pm. Tuesday night Sofonda's House Party with weekly host, Sofonda Booz! Play Bingo and have a chance to win a $50 2Bears gift card and other prizes! Event is completely free and participation is entirely optional.
The lights go down, the men come out - Party the first Wednesday of every month
Men's Room Wednesday

March 4 + April 1, 2020, 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.
First fridays! The new themed variety/drag show hosted by Lucy Stoole!
Peekaboo: Halfway to Halloween w/ St Lucia

March 6, 2020, 10pm-1am. Special Guest: St.Lucia -The Drag Queen (Dragula S3). Also performances by Ramona Slick, YAZAYRA DIAMANDIS (Yair Gonzalez), HINKYPUNK (Kyah Hawk), Sindy Viciouss and NICO (Dustin Coleman). Music by DJ PATRIXIA (Patricia Goth) + Resident DJ Greg Haus! SHOWS at 10:30pm + midnight w/ Dance Party to follow.
Hosted by Sidetrack The Video Bar
Friday Night Glow Party

March 6, 2020, 10pm-2am. Glow with Team Sidetrack. Doors open every Friday at 3pm, get your song on at TGIF Show Tunes from 4-7pm, Chicago's RuPaul's Drag Race Viewing Party at 7pm then join us after Ru for our GLOW Party with hostess Dixie Lynn Cartwright and her GoGo Boys. Effen Cocktails and fun giveaways. Grab a glow stick and dance until 2am. No's Sidetrack!
March brings 50 SHADES OF GRAY
DILF: Silver Foxes

March 7, 202, 9pm-3am. Celebrating daddies with a little or a lot of snow on the roof, and men with a weakness for them. Chicago's biggest monthly party for men over 35 + guys who want to get with them. Moose the DJ will be spinning all his favorite love and lust anthems to get you in the mood for l'amour. Hosted by Troy Allen Jimenez. No cover, no 'tude. Steamworks After.
Hosted by Jackhammer and The Hole at Jackhammer
RED MEAT at Jackhammer

March 13, 2020, 11pm-4am. Kick off St. Patrick’s weekend at the PREMIERE of Jackhammer’s hottest newest dance party! a party for redheads and those who love them! Music by DJ Pumpkin Spice (SF) and featuring Raging Stallion stars and our RED MEAT go-gos, Cain Marko + Jack Vidra! COVER for REDHEADS! cClothes check available.
Go Green with Team Sidetrack!
St. Patrick's Parade Day Party

March 14, 2020, 12pm-3am. Doors open early at Noon Saturday. Bring friends to join us after the Parade for a day of partying, Boystown Style. Have fun with Dixie Lynn Cartwright and the sexy Jameson Boys. Come play on our BIG DECK (the Rooftop will be open) and enjoy Party music, Green Frozens, giveaways and Saturday Shenanigans till 3am. No's Sidetrack!
In the heart of Boystown each month friends come together to dance
March Queer Contra

March 14 + April 18, 2020, 6:30-9:30pm at Second Unitarian Church of Chicago, 656 W Barry Ave. Live music - uniquely queer, inclusive dance - bring your friends! Band + Caller TBA. 6:30pm lesson. 7-9:30pm dance. Beginners welcome/ encouraged. Suggested donation $10 at the door.
Dudes, Daddies, Discreet, or Don't Know. DILF Is For All Men!
FuKR Chicago - Leather Me Up

March 14, 2020, 10pm-5am. Joe Whitaker + MAN UPP. Men's Jock/underwear/gear Party! DJs XAVIER ALVARADO (MEX) + Milty Evans (CHI) play Hot Dirty House Music for Hot Dirty Fun. Leather/ Gear/ Rubber/ Jockstraps/ Harness Straps/ Suspenders Straps Encouraged. Clothes Check Available. Next date.
Hosted by Leather64TEN
Mr. Leather64TEN Contest Weekend

March 13-15, 2020. THU 11am-7pm LEATHER ARCHIVES/ MUSEUM FREE DAY. FRI 8:15pm MEET AND GREET + OPENING CEREMONIES + 11pm RED MEAT dance at Jackhammer. SAT: 11am Brunch; 2pm Classes; 2pm Beginner Electro Play w/Sir Steve; 9pm CONTEST hosted by De’Andre Peterson; 11pm FUKR PARTY - DOMINATION at Jackhammer. SUN 11pm SINGLET PARTY at The Hole/Jackhammer. Daily LEATHER64TEN shopping.
Hosted by Organized Grime Crew - Special, one-off at a new SECRET LOCATION
CUN - Tea

March 15, 2020, 5-10pm. Come ready to dance... C U Next Tea! With DJs Harry Cross, Dom Brown, Janky. Dark room sponsored by Steamworks Chicago. PopUp Shop by Men's Room Chicago. FREE Clothes Check. Welcoming people of any color, size, body type, gender, gender expression(s) and sexual orientation. FB
You were Born This Way to join us for a night of Gagariffic FUN!
All Things Gaga

March 18, 2020, 9pm-2am. Get Sidetrack'd 3rd WED each month! Live for the Applause. Get on the Sidetrack stage as if A Star Is Born to lip sync your favorite Lady Gaga songs. Win Fun Prizes with hostess Dixie Lynn Cartwright. A Gaga Party Music mix for you to Just Dance to all night. A Perfect Illusion w/ Gaga tribute drag performers Krissy Feetface, Jasmine Phoenix and Zamora Love.
Hosted by Bearracuda Chicago
Bearracuda Chicago: Springtime Beef Ball!

March 21, 2020, 10pm-5am. Dance party for bears, beards, cubs, pups, daddies, furballs, beefcakes, otters, and other wildlife. wo floors, basement cruising, Hot Go-Go's and 700+ guys await you on Saturday. Clothes check available! Sexy decor, hot beats and beefy, beardy guys all night! MAIN ROOM DJs: Tommy Cornelis (DC)
+ Orographic (PDX). In THE HOLE: REDUX.
Midnight Movies at the Music Box
The Rocky Horror Picture Show

March 21, 2020, midnight cult classic screening: 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:
A grand week of Chicago premieres!
Chicago Critics Film Festival 2020

May 1-7, 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

May 23, 2020, Featuring 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 w/ POST GRABBY BBQ at Replay. Hosts: Chi-Chi LaRue + Honey West. Host hotel: The Fairmont Chicago Millennium Park. See website for updates, nominees, interviews, and more:
Saturday night dance party during Chicago's infamous IML weekend
Three Nasty Pigs by Chad Jack

May 23, 2020, 11pm-5am. Blowing the house down as Nasty Pig (NYC), becomes an exclusive collaborative partner and sponsor for what is sure to be THE talked about event of the weekend. With INTERNATIONAL DJ/Producer CHAD JACK (NYC) + warm-up by DJ Kardona.
DnA Edition Memorial Day Monday Morning
Xxposed Afterhours

May 25, 2020, 7am-1pm. Shortly after the IML Victory Ball at Fantasy, keep on dancing into the afternoon Memorial Day Monday! Stripped of glitzy stage production, costumed gogos, and special effects - a bare bones dance party by A.C.E., Inc and Ryan Willing of Organized Grime Crew. Superior grade speakers/ subwoofers to put the music first - w/ DJs Deanne (Miami) + Alex Cabot (Chicago).
"..not just admission to the films but admission to a subculture” - Roger Ebert
Chicago Underground Film Festival

June 10-14, 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

June 12-14, 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

June 13-14, 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.
38 years of queer film
Reeling: Chicago LGBTQ+ International Film Festival

Mid-September, 2020. Award-winning international feature films, social documentaries & experimental shorts. Past year: 11 days, 65 screenings 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 14-25, 2020, 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. The 56th 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.
Pride Films & Plays with the 7th annual iteration
LezFest 2020

Mid-October, 2020 (TBC), 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! See past year's program and cast:
Outrageous and imaginative costumes!
Haunted Halsted Halloween 2020

October 31, 2020 (TBC). The 24th 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.
24th Annual
Mr International Rubber

Early November, 2020 (TBC). The Center on Halsted registration. Past year included: Touché Welcome Party and other events; Kink Market Sessions, Latex Wrestling, socials and The Rubber Ball at Center on Halsted;  M.A.F.I.A. party at Steamworks; socials at Cell Block; Mr International Rubber Contest at The Vic Theatre; Jackhammer events; Sidetrack closing party.
Black Alphabet Film Festival
BAFF 2020 Chicago

November, 2020 (TBC). 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 32nd Annual
Rhinoceros Theater Festival 2021

January - February, 2021. 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.