Trivia? For Spring? Groundbreaking. Celebrate the 20th Anniversary of The Devil Wears Prada, and the release of The Devil Wears Prada 2 on Friday, 5/2, at a fabulous edition of Trivia Tuesday April 28, at 8pm. Grand Prize: Men's Room & Sway gift cards.
Get Sidetrack'd the last Wednesday of every month from 9pm-2am to celebrate the music of Dua Lipa and Ariana Grande.
Get on stage to show us your moves and win fun prizes, slay to Dua & Ariana Drag and dance to all Dua & Ariana videos till 2am. No Cover...it's Sidetrack!... See MoreSee Less
Start your weekend with Show Tunes! Doors open at 3pm every Friday. Sing along to Sidetrack's Famous Show Tunes from 4-9pm and then stay for our Friday Night Dance Party till 2am! Rooftop opens early evening for Party Music upstairs. No Cover...it's Sidetrack!... See MoreSee Less
Get Sidetrack'd the 1st Saturday of each month for our playdate with your pup from 1-5pm.
Super Dog-Friendly Tito's Handmade Vodka will have fun doggy swag on hand to pass out to our canine customers. Bonus for the pups, weather permitting they love being outside on our multi-level Rooftop Deck!
Bring your pooch and come grab a drink and treats. No cover. No dog required. People must be 21 with ID.... See MoreSee Less
Please note: due to a private party in Main Bar today (4/19) Show Tunes will start at 4pm.
Sunday Funday Show Tunes are a Sidetrack Tradition. Grab some napkins and sing along to your favorite Broadway and Movie Musical Show Tunes every Sunday 3-9pm in Main/Cherry/North Bars.
Show Tunes not your thing? Enjoy Party Music in Glass/Side/Back/Deck Bars all day.
After Show Tunes, stay for our Sunday Funday After Dark Dance Party till 2am.
Doors open early at Noon every Sunday for post-brunch cocktailing.... See MoreSee Less
Come hungry for Sunday Funday May 3 with complimentary tacos from 3pm (with any beverage purchase - while they last) from our friends at Espolon! Enjoy delicious eats from our neighbors down the street - El Taco Cart! Doors open Noon-2am every Sunday at Sidetrack.... See MoreSee Less
Enjoy your favorite Sidetrack Show Tunes at Musical Monday. Celebrate Broadway performances and Movie Musical videos on our Big Screens every Monday night from 8pm-2am!
It's a Sidetrack tradition that you don't want to miss. You never know which Broadway In Chicago celebs will be singing along with you!
Join us for OUTspoken LGBTQ+ Stories, our monthly storytelling event celebrating uniquely personal stories from a cross-section of the Chicago LGBTQ+ community. OUTspoken is normally held on the first Tuesday of each month at Sidetrack.
Doors to MainBar open at 6pm Stories from 7-9pm
Typically there will be 6 storytellers and one intermission.
Sidetrack is open daily: Weekdays 3pm-2am, Saturday 1pm-3am & Sunday 1pm-2am. No cover. 21+
Visit our website to find out how YOU can tell a story at OUTspoken!
Join us Tuesday, May 5, for our weekly Trivia Tuesday with Stew! Trivia will start at 9pm after OUTspoken this week and will challenge your Pop Culture smarts! Grand Prizes: Men's Room & Sway Gift Cards.... See MoreSee Less
Are YOU Ready For It?! The first Wednesday of every month is All Things Taylor at Sidetrack. Watch Taylor videos and concert performances on the Sidetrack Big Screen, dance and singalong to Taylor all night, slay to Taylor Drag, and get on stage to show us your moves and win fun prizes with you host Veronica Pop! 9pm-2am. No Cover...it's Sidetrack!... See MoreSee Less
Join the fun at the Sidetrack Pink Pony Club the 1st Thursday of every month to celebrate Chappell, Charli XCX, Sabrina, Kesha & this month we've added in Coachella favorite Slayyyter.
Dance and sing-along to your fave Pop Brats slay to drag by Boy J & Kari Bunne and get on stage to show us your moves and WIN fun prizes.
Thursday, May 7, 9pm-2am. No Cover...it's Sidetrack.... See MoreSee Less
It takes Sidetrack's beautiful BIG SCREENS to truly deliver all the Realness that is RuPaul's Drag Race. Join us starting Friday, May 8, to WATCH PRDR All Stars Season 11 and WIN Fun Prizes with Boy J, Veronica Pop & Team Sidetrack at 7pm. NO COVER, No Reservations needed...it's Sidetrack!
Bring us your Charisma, Uniqueness, Nerve, & Talent every Friday and we'll Start Your Engines with games & lots of fun surprises! Doors open at 3pm every Friday.
Starting Friday, May 8, 2026 TGIF Show Tunes will be from 3-7pm, then Chicago's RuPaul's Drag Race Viewing Party starts at 7pm. After Drag Race dance and drink till 2am!... See MoreSee Less
Get Sidetrack'd for our monthly Men's Room Glow Party! Join us for a night of Dancers heating up the Sidetrack dancefloor with our neighbors - Men's Room Chicago. Glow sticks at Midnight, dancefloor open 9pm-2am. Doors open at 3pm Weekdays.... See MoreSee Less
It’s time for the annual Chicago thaw—so shake off the hibernation, slide into Sidetrack, and let someone pour you something sparkling while we do the rest. Our May show, Spring Awakening, is that first deep breath after a long winter: a little bittersweet, a little hopeful, and suddenly full of sunlight. Expect songs that feel like rain finally letting up, clouds rolling by, and the world going bright again—big-heart anthems, soft nostalgia, and just enough yearning to make it shimmer.
Join us May 9 at Sidetrack. Doors open at 1:00 pm—grab a drink, toast the thaw, then meet us in Main Bar for the show at 1:30 pm. Free, +21 age.
And keep that calendar handy—our next show is June 22 with Unity. We’ll share more soon, but for now: save the date and stay tuned.... See MoreSee Less
Get SIDETRACK’D Tuesday, May 11, from 7pm to watch all of the Eurovision 2026 Song Contestant Official Music Videos on the Sidetrack Big Screen and play Eurovision Trivia with Stew, starting at 8pm! It's the 70th Anniversary of Eurovision, so come ready to show us your smarts.
And make plans to watch Eurovision 2026 with us Saturday, May 16, 2-6pm at Chicago’s Eurovision Viewing Party.... See MoreSee Less
Join us the 2nd Wednesday of every month from 9pm-2am to dance and sing to All Things Beyoncé.
All Things Beyoncé is 5 hours of Bey videos and concert footage with awesome Bey Drag performances during the night. Get on stage and show us your moves to WIN fun prizes.
Don't miss Chicago's monthly Queen Bey Party! No cover...it's Sidetrack!... See MoreSee Less
Don't miss our monthly Let's Go! Latin Music Party Thursday, May 14, from 9pm-2am in Main/Cherry/North Bars. Dance and sing-along to your favorite Latin Music Pop Stars and slay to Drag by Veronica Pop & friends.
Come thirsty for $3 Frozen Cocktails every Thursday this Spring! HORNITOS LIME MARGARITAS EFFEN BLACK CHERRY BUZZ ABSOLUT RASPBERRI FROZÉ
Doors open at 3pm Thursday. Enjoy All Things Latin Music in Main/Cherry/North Bars 9pm-2am. Let's Go! Thursday Pop Music Videos in Glass/Side Bars till 2am. Frozen Cocktails Special available all day, in all bars. No Cover...it's Sidetrack!... See MoreSee Less
Join us Saturday, May 16th for our Annual Eurovison Song Contest Chicago Viewing Party. Doors open at 1pm so come early to grab your seats and watch the finals live on the Sidetrack Big Screens starting at 2p with your host Julez Osco!
Cheer on competitors from across the globe in the 70th edition of this talent show that helped launch the careers of ABBA, Olivia Newton-John, Celine Dion, Conchita Wurst, Netta, Maneskin and MORE!
The Eurovision Song Contest, organized by the European Broadcasting Union, is the world’s largest non-sporting live TV event and the most watched live entertainment program in Europe, attracting over 200 million television viewers worldwide.
Doors open at 1pm so arrive early to get prime seating. We'll have music upstairs at Deck Bar if you aren't into the Eurovision scene. Something for everyone, and don't worry, there is NO Cover...it's Sidetrack!... See MoreSee Less
Live for the Applause and Just Dance to all of your favorite Gaga Music Videos the 3rd Wednesday of every month at Sidetrack.
Don't miss Perfect Illusion Lady Gaga Drag performances and get on stage to show us your moves and win fun prizes at Chicago's monthly celebration of All Things Gaga.
All Gaga music videos and concert performances from 9pm-2am. No Cover...it's Sidetrack!... See MoreSee Less
Daddy Disco is Back! Celebrate the Holiday Weekend with a fun Saturday afternoon Tea Dance Party featuring your favorite Dance Hits from the 80s, 90s and 2000s! Join your hosts Michael & Jeremy on the Main Bar Dancefloor from 4-9pm for a day of dancing with the Daddies. No Cover...it's Sidetrack!... See MoreSee Less
Get Sidetrack'd Thursday, May 28, in Main/Cherry Bars for our ALL THINGS K-POP Dance Party from 9pm-2am. Come thirsty for our Thursday Drink Special: $3 Frozen Cocktails!
Dance and Sing to your favorite K-Pop Boy Groups, Girl Groups & Throwbacks, catch Drag K-Pop performances and get on stage and show us your moves to win fun prizes!
Sidetrack is proud to host Chicago's K-Pop Dance Party and we love the amazing community it brings to the celebration. Doors open for Glass/Side Bar at 3pm weekdays. Enjoy Pop Music Videos in Glass/Side Bar while K-POP happens in Main/Cherry Bars.
Get Sidetrack'd Wednesday, July 22, to celebrate 2 of our favorite Pop Princesses - Britney & Rihanna. Dance to Brit & RiRi bops all night, get on stage to win fun prizes and slay to Chicago Drag. No Cover...it's Sidetrack!... See MoreSee Less
Trivia Tuesday: The Devil Wears Prada Edition
Trivia? For Spring? Groundbreaking. Celebrate the 20th Anniversary of The Devil Wears Prada, and the release of The Devil Wears Prada 2 on Friday, 5/2, at a fabulous edition of Trivia Tuesday April 28, at 8pm. Grand Prize: Men's Room & Sway gift cards.
That's all.... See MoreSee Less
GAY BAR FUN RUN
Chicago's Inaugural GAY BAR FUN RUN!
Join us at Sidetrack for some fun miles:
🔁 Your choice of a 5k or 10k
🤝 All people & all paces welcome
🎒 Bag drop available
🍸 Drinks after
Make sure to bring your ID to get into the bar.
RSVP & view other runs at heylo.group/greatday.
Hosted by Great Day, run coaching by Coach Brian Boisvert... See MoreSee Less
All Things Dua & Ariana
Get Sidetrack'd the last Wednesday of every month from 9pm-2am to celebrate the music of Dua Lipa and Ariana Grande.
Get on stage to show us your moves and win fun prizes, slay to Dua & Ariana Drag and dance to all Dua & Ariana videos till 2am. No Cover...it's Sidetrack!... See MoreSee Less
TGIF: Friday Afternoon Show Tunes
Start your weekend with Show Tunes! Doors open at 3pm every Friday. Sing along to Sidetrack's Famous Show Tunes from 4-9pm and then stay for our Friday Night Dance Party till 2am! Rooftop opens early evening for Party Music upstairs. No Cover...it's Sidetrack!... See MoreSee Less
Dog Day Saturday Afternoon
Get Sidetrack'd the 1st Saturday of each month for our playdate with your pup from 1-5pm.
Super Dog-Friendly Tito's Handmade Vodka will have fun doggy swag on hand to pass out to our canine customers. Bonus for the pups, weather permitting they love being outside on our multi-level Rooftop Deck!
Bring your pooch and come grab a drink and treats. No cover. No dog required. People must be 21 with ID.... See MoreSee Less
Sunday Funday Show Tunes
Please note: due to a private party in Main Bar today (4/19) Show Tunes will start at 4pm.
Sunday Funday Show Tunes are a Sidetrack Tradition. Grab some napkins and sing along to your favorite Broadway and Movie Musical Show Tunes every Sunday 3-9pm in Main/Cherry/North Bars.
Show Tunes not your thing? Enjoy Party Music in Glass/Side/Back/Deck Bars all day.
After Show Tunes, stay for our Sunday Funday After Dark Dance Party till 2am.
Doors open early at Noon every Sunday for post-brunch cocktailing.... See MoreSee Less
Drinko de Mayo at Sidetrack
Come hungry for Sunday Funday May 3 with complimentary tacos from 3pm (with any beverage purchase - while they last) from our friends at Espolon! Enjoy delicious eats from our neighbors down the street - El Taco Cart! Doors open Noon-2am every Sunday at Sidetrack.... See MoreSee Less
Musical Monday: Show Tunes at Sidetrack
Enjoy your favorite Sidetrack Show Tunes at Musical Monday. Celebrate Broadway performances and Movie Musical videos on our Big Screens every Monday night from 8pm-2am!
It's a Sidetrack tradition that you don't want to miss. You never know which Broadway In Chicago celebs will be singing along with you!
No Cover...it's Sidetrack... See MoreSee Less
OUTspoken! LGBTQ+ Storytelling
Join us for OUTspoken LGBTQ+ Stories, our monthly storytelling event celebrating uniquely personal stories from a cross-section of the Chicago LGBTQ+ community. OUTspoken is normally held on the first Tuesday of each month at Sidetrack.
Doors to MainBar open at 6pm
Stories from 7-9pm
Typically there will be 6 storytellers and one intermission.
Sidetrack is open daily: Weekdays 3pm-2am, Saturday 1pm-3am & Sunday 1pm-2am. No cover. 21+
Visit our website to find out how YOU can tell a story at OUTspoken!
www.sidetrackchicago.com/outspokenchicago/... See MoreSee Less
Trivia Tuesday at Sidetrack
Join us Tuesday, May 5, for our weekly Trivia Tuesday with Stew! Trivia will start at 9pm after OUTspoken this week and will challenge your Pop Culture smarts! Grand Prizes: Men's Room & Sway Gift Cards.... See MoreSee Less
All Things Taylor
Are YOU Ready For It?! The first Wednesday of every month is All Things Taylor at Sidetrack. Watch Taylor videos and concert performances on the Sidetrack Big Screen, dance and singalong to Taylor all night, slay to Taylor Drag, and get on stage to show us your moves and win fun prizes with you host Veronica Pop! 9pm-2am. No Cover...it's Sidetrack!... See MoreSee Less
Pink Pony Club - Chappell, Charli, Sabrina, Kesha & Slayyyter
Join the fun at the Sidetrack Pink Pony Club the 1st Thursday of every month to celebrate Chappell, Charli XCX, Sabrina, Kesha & this month we've added in Coachella favorite Slayyyter.
Dance and sing-along to your fave Pop Brats slay to drag by Boy J & Kari Bunne and get on stage to show us your moves and WIN fun prizes.
Thursday, May 7, 9pm-2am. No Cover...it's Sidetrack.... See MoreSee Less
Chicago's RuPaul's Drag Race All Stars Viewing Party
It takes Sidetrack's beautiful BIG SCREENS to truly deliver all the Realness that is RuPaul's Drag Race. Join us starting Friday, May 8, to WATCH PRDR All Stars Season 11 and WIN Fun Prizes with Boy J, Veronica Pop & Team Sidetrack at 7pm. NO COVER, No Reservations needed...it's Sidetrack!
Bring us your Charisma, Uniqueness, Nerve, & Talent every Friday and we'll Start Your Engines with games & lots of fun surprises!
Doors open at 3pm every Friday.
Starting Friday, May 8, 2026 TGIF Show Tunes will be from 3-7pm, then Chicago's RuPaul's Drag Race Viewing Party starts at 7pm. After Drag Race dance and drink till 2am!... See MoreSee Less
Men's Room Glow Party
Get Sidetrack'd for our monthly Men's Room Glow Party! Join us for a night of Dancers heating up the Sidetrack dancefloor with our neighbors - Men's Room Chicago. Glow sticks at Midnight, dancefloor open 9pm-2am. Doors open at 3pm Weekdays.... See MoreSee Less
Wilde Cabaret Sings "Spring Awakening"
It’s time for the annual Chicago thaw—so shake off the hibernation, slide into Sidetrack, and let someone pour you something sparkling while we do the rest. Our May show, Spring Awakening, is that first deep breath after a long winter: a little bittersweet, a little hopeful, and suddenly full of sunlight. Expect songs that feel like rain finally letting up, clouds rolling by, and the world going bright again—big-heart anthems, soft nostalgia, and just enough yearning to make it shimmer.
Join us May 9 at Sidetrack. Doors open at 1:00 pm—grab a drink, toast the thaw, then meet us in Main Bar for the show at 1:30 pm. Free, +21 age.
And keep that calendar handy—our next show is June 22 with Unity. We’ll share more soon, but for now: save the date and stay tuned.... See MoreSee Less
Eurovision 2026 Preview Party at Trivia Tuesday
Get SIDETRACK’D Tuesday, May 11, from 7pm to watch all of the Eurovision 2026 Song Contestant Official Music Videos on the Sidetrack Big Screen and play Eurovision Trivia with Stew, starting at 8pm! It's the 70th Anniversary of Eurovision, so come ready to show us your smarts.
And make plans to watch Eurovision 2026 with us Saturday, May 16, 2-6pm at Chicago’s Eurovision Viewing Party.... See MoreSee Less
All Things Beyoncé
Join us the 2nd Wednesday of every month from 9pm-2am to dance and sing to All Things Beyoncé.
All Things Beyoncé is 5 hours of Bey videos and concert footage with awesome Bey Drag performances during the night. Get on stage and show us your moves to WIN fun prizes.
Don't miss Chicago's monthly Queen Bey Party! No cover...it's Sidetrack!... See MoreSee Less
Let's Go! Latin
Don't miss our monthly Let's Go! Latin Music Party Thursday, May 14, from 9pm-2am in Main/Cherry/North Bars. Dance and sing-along to your favorite Latin Music Pop Stars and slay to Drag by Veronica Pop & friends.
Come thirsty for $3 Frozen Cocktails every Thursday this Spring!
HORNITOS LIME MARGARITAS
EFFEN BLACK CHERRY BUZZ
ABSOLUT RASPBERRI FROZÉ
Doors open at 3pm Thursday. Enjoy All Things Latin Music in Main/Cherry/North Bars 9pm-2am. Let's Go! Thursday Pop Music Videos in Glass/Side Bars till 2am. Frozen Cocktails Special available all day, in all bars. No Cover...it's Sidetrack!... See MoreSee Less
Eurovision 2026 Chicago Viewing Party
Join us Saturday, May 16th for our Annual Eurovison Song Contest Chicago Viewing Party. Doors open at 1pm so come early to grab your seats and watch the finals live on the Sidetrack Big Screens starting at 2p with your host Julez Osco!
Cheer on competitors from across the globe in the 70th edition of this talent show that helped launch the careers of ABBA, Olivia Newton-John, Celine Dion, Conchita Wurst, Netta, Maneskin and MORE!
The Eurovision Song Contest, organized by the European Broadcasting Union, is the world’s largest non-sporting live TV event and the most watched live entertainment program in Europe, attracting over 200 million television viewers worldwide.
Doors open at 1pm so arrive early to get prime seating. We'll have music upstairs at Deck Bar if you aren't into the Eurovision scene. Something for everyone, and don't worry, there is NO Cover...it's Sidetrack!... See MoreSee Less
All Things Gaga
Live for the Applause and Just Dance to all of your favorite Gaga Music Videos the 3rd Wednesday of every month at Sidetrack.
Don't miss Perfect Illusion Lady Gaga Drag performances and get on stage to show us your moves and win fun prizes at Chicago's monthly celebration of All Things Gaga.
All Gaga music videos and concert performances from 9pm-2am. No Cover...it's Sidetrack!... See MoreSee Less
Daddy Disco Party
Daddy Disco is Back! Celebrate the Holiday Weekend with a fun Saturday afternoon Tea Dance Party featuring your favorite Dance Hits from the 80s, 90s and 2000s! Join your hosts Michael & Jeremy on the Main Bar Dancefloor from 4-9pm for a day of dancing with the Daddies. No Cover...it's Sidetrack!... See MoreSee Less
All Things K-Pop
Get Sidetrack'd Thursday, May 28, in Main/Cherry Bars for our ALL THINGS K-POP Dance Party from 9pm-2am. Come thirsty for our Thursday Drink Special: $3 Frozen Cocktails!
Dance and Sing to your favorite K-Pop Boy Groups, Girl Groups & Throwbacks, catch Drag K-Pop performances and get on stage and show us your moves to win fun prizes!
Sidetrack is proud to host Chicago's K-Pop Dance Party and we love the amazing community it brings to the celebration.
Doors open for Glass/Side Bar at 3pm weekdays. Enjoy Pop Music Videos in Glass/Side Bar while K-POP happens in Main/Cherry Bars.
No Cover...it's Sidetrack!... See MoreSee Less
All Things Britney & Rihanna
Get Sidetrack'd Wednesday, July 22, to celebrate 2 of our favorite Pop Princesses - Britney & Rihanna. Dance to Brit & RiRi bops all night, get on stage to win fun prizes and slay to Chicago Drag. No Cover...it's Sidetrack!... See MoreSee Less