Upcoming events
Events in The Hole include in-house and third-party local/international fetish events and our weekly events: STRAP’N, Fetish Friday and Cruise. With its late-night license, The Hole is the go-to bar for the LGBTQIA+ community until 4am (5am on Saturdays). Check back here for details on upcoming events in The Hole!
Dress Code Encouraged
STRAP'N
Get ready for the sexiest night in town with STRAP'N at The Hole! Flaunt your hottest jock or jill straps, leaving little to the imagination. The Hole's infamous Pit opens up, inviting you to explore your deepest desires and indulge in exhilarating sensations. Let go of inhibitions with our FREE clothes check. Dress code is encouraged but not required. Join us for a night of unforgettable fun! Every Thursday 9pm-4am
Fetish Friday: Bark After Dark
Craving a walk on the wild side? Join us for Fetish Fridays’ Bark After Dark down in The Hole. Our underground Pup & Pet dance party. Austin Neff will be in the DJ booth, pumping out the deepest house and the most relentless techno rhythms. Lose yourself in the shadowy allure of The Hole's industrial vibe.
🌗 ALL DAY & NIGHT SPECIALS
$5 Miller Lite Tallboys
$8 New Amsterdam & Red Bull
🔩 $5 Cover at Jackhammer at 10pm
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be stored in a locker or checked
🔩 The Hole Fetish Dress Code will be enforced in The Hole during SWEAT
Fetish Friday is a weekly event from 9pm–4am that features rotating themes and parties. Participation in themes is totally optional and accessible to all—from newbies to the more experienced—and intended to encourage guests that are interested in the theme to explore and learn in a safe, LGBTQIA+ environment.
EMBRACE | CELEBRATE | EXPLORE
SQUEAL: Get Stuffed!
Get ready to dive back into the wild world of indulgence and play at SQUEAL—Chicago's premier pig, kink, and fetish party! It's time to let loose, embrace your desires, and celebrate our community with uninhibited passion.
What to Expect:
🔥 Play Areas: Diverse and well-equipped spaces to explore your desires.
🎶 Music: Pulsating beats by top House DJs to keep you moving all night.
🍹 Drinks: Delicious cocktails and refreshments to keep you energized.
🍑 Fun: A chance to meet and connect with like-minded individuals in our vibrant community.
🎨 Sensory Experiences: Exciting and titillating setups to stimulate your senses.
Dress to impress in your sexiest, most daring attire, or come as you are—there's no judgment here, only acceptance and excitement.
🌗 ALL DAY & NIGHT SPECIALS
$3 House Shots
$5 Miller Lite Tallboys
FAQ
What is the dress code for The Hole?
THERE IS NO DRESS CODE!!! However feel free to bring out your best leather, latex, or any fetish gear that makes you feel fabulous.
What are the rules for Safety and Consent?
At SQUEAL, we prioritize a safe and consensual environment for all attendees. Please respect each other's boundaries and adhere to our event guidelines. Consent is key—always ask and communicate clearly. Violators will be removed and banned from the premises.
Are tickets available at the door?
Tickets may be available at the door subject to capacity. Advance ticket holders skip the line and are guaranteed entry.
HOUSE RULES:
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be checked
🔩 Clothes Check available
🔩 NO CAMERAS in The Hole
Cruise
Flag it. Find it. Cruise The Hole—Every Wednesday night from 9pm–4am. Grab your hanky and Cruise.
🔩 NO COVER | NO CODE
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be stored in a locker or checked
🌗 ALL DAY & NIGHT SPECIALS
$5 Whiskeys, Ryes & Bourbons
Fetish Friday: Rough Trade
ROUGH TRADE—The Hole’s Fetish Friday event dedicated to our rough and tough, blue collar trade! From 9pm–4am, quarterly on every fifth Friday of the month, hang with us for a night dedicated to our HARD-working patrons. 🔨🦺
🌗 ALL DAY & NIGHT SPECIALS
$5 Miller Lite Tallboys
$8 New Amsterdam & Red Bull
🔩 $5 Cover at Jackhammer at 10pm
🔩 The Fetish Dress Code encouraged but NOT required on Fridays.
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be stored in a locker or checked
Fetish Friday is a weekly event from 9pm–4am that features rotating themes and parties. Participation in themes is totally optional and accessible to all—from newbies to the more experienced—and intended to encourage guests that are interested in the theme to explore and learn in a safe, LGBTQIA+ environment.
EMBRACE | CELEBRATE | EXPLORE
Cruise
Flag it. Find it. Cruise The Hole—Every Wednesday night from 9pm–4am. Grab your hanky and Cruise.
🔩 NO COVER | NO CODE
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be stored in a locker or checked
🌗 ALL DAY & NIGHT SPECIALS
$5 Whiskeys, Ryes & Bourbons
FREAQ
You all looked hot and FREAQy for Halloween, and we’re ready to do it all over again!
FREAQ returns to Jackhammer and The Hole on Saturday, Nov 16th, for a night of dark desires and wild indulgence. Dress up in your edgiest look or come as you are—this is your space to explore, dance, and dive into full-venue decadence. Let’s make your most grotesque dreams come true on the dance floor.
🎵 DJs
Steve Mizek
Chachi Guerrero
Mister Hoochiemama
🦷 HOSTS
Lilith Towers
Eris
Boy J
Dress in your most provocative leather and fetish gear for a full bar takeover—gear not required but HIGHLY suggested!
COVER:
Before 10pm: Free
10pm - 2am: $10
2am - Close: $5
🌗 ALL DAY & NIGHT SPECIALS
$3 House Shots
$5 Miller Lite Tallboys
HOUSE RULES:
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be checked into Coat Check
🔩 Gear encouraged, but not required
🔩 Clothes Check available
🔩 NO CAMERAS in The Hole
FAQ
Are tickets available at the door?
Tickets may be available at the door subject to capacity. Advance ticket holders skip the line and are guaranteed entry. All sales are final, no refunds.
Fetish Friday: Gear
GEAR up and get into Jackhammer for Fetish Friday: GEAR, every 3rd Friday of the month. GEAR is dedicated to showcasing your hoods, harness, leather and rubber (and everything in between). Whether you've got a collection or are trying out your first piece, GEAR is here to encourage you to embrace, celebrate and explore the scene.
🌗 ALL DAY & NIGHT SPECIALS
$5 Miller Lite Tallboys
$8 New Amsterdam & Red Bull
🔩 $5 Cover at Jackhammer at 10pm
🔩 The Fetish Dress Code encouraged but NOT required on Fridays
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be stored in a locker or checked
Fetish Friday is a weekly event from 9pm–4am that features rotating themes and parties. Participation in themes is totally optional and accessible to all—from newbies to the more experienced—and intended to encourage guests that are interested in the theme to explore and learn in a safe, LGBTQIA+ environment.
EMBRACE | CELEBRATE | EXPLORE
STRAP'N
Every Thursday 9pm-4am The Hole brings you the sexiest and most exhilarating jockstrap and jillstrap night in town with STRAP'N. Flaunt your hottest jock or jill straps, leaving little to the imagination! The Hole's infamous Pit opens up, inviting you to explore your deepest desires and indulge in the most exhilarating sensations. It's time to surrender to the thrill and let your inhibitions run wild!
We've got you uncovered with our FREE clothes check, so you can let go of inhibitions and fully immerse yourself in the electrifying atmosphere without any distractions.
Get STRAP’N and grab your sexiest jockstrap or jillstrap and join us for a night of unforgettable fun! **Dress code is not required but encouraged.**
Cruise
Flag it. Find it. Cruise The Hole—Every Wednesday night from 9pm–4am. Grab your hanky and Cruise.
🔩 NO COVER | NO CODE
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be stored in a locker or checked
🌗 ALL DAY & NIGHT SPECIALS
$5 Whiskeys, Ryes & Bourbons
COACH AFTER DARK
When the lights go down, the locker room heats up! Coach After Dark: The Sports Gear Disco returns to Jackhammer in Chicago. DJ Matt Effect (LA) will be serving up house and disco classics while our team of hot jock go-gos volley for your attention. Presented by Coach Daddy Drew. Report to practice Saturday, Nov. 9th, 9pm-late at Jackhammer. Singlets and sports gear are strongly encouraged. Clothing check is available.
🌗 ALL DAY & NIGHT SPECIALS
$3 House Shots
$5 Miller Lite Tallboys
HOUSE RULES:
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be checked into Coat Check
🔩 Gear encouraged, but not required
🔩 Clothes Check available
🔩 NO CAMERAS in The Hole
🔩 EVERYONE is welcome at Jackhammer regardless of color, size, body type, ability, gender expression(s) and/or sexual orientation. Bigotry of any kind is not tolerated and is grounds for removal from the space.
Fetish Friday: Sweat
Hang with us for a night dedicated for showing off your athletic uniforms, pads and gear while enjoying all the 👃🏼SCENTsations👃🏼 that come along with them. Show 'em what makes you SWEAT. 💦
🌗 ALL DAY & NIGHT SPECIALS
$5 Miller Lite Tallboys
$8 New Amsterdam & Red Bull
🔩 $5 Cover at Jackhammer at 10pm
🔩 The Fetish Dress Code encouraged but NOT required on Fridays.
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be stored in a locker or checked
Fetish Friday is a weekly event from 9pm–4am that features rotating themes and parties. Participation in themes is totally optional and accessible to all—from newbies to the more experienced—and intended to encourage guests that are interested in the theme to explore and learn in a safe, LGBTQIA+ environment.
EMBRACE | CELEBRATE | EXPLORE
STRAP'N
Get ready for the sexiest night in town with STRAP'N at The Hole! Flaunt your hottest jock or jill straps, leaving little to the imagination. The Hole's infamous Pit opens up, inviting you to explore your deepest desires and indulge in exhilarating sensations. Let go of inhibitions with our FREE clothes check. Dress code is encouraged but not required. Join us for a night of unforgettable fun! Every Thursday 9pm-4am
Cruise
Flag it. Find it. Cruise The Hole—Every Wednesday night from 9pm–4am. Grab your hanky and Cruise.
🔩 NO COVER | NO CODE
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be stored in a locker or checked
🌗 ALL DAY & NIGHT SPECIALS
$5 Whiskeys, Ryes & Bourbons
Fetish Friday: Slick
Join us at The Hole’s Fetish Friday, where SLICK makes its return! From 9pm to 4am on the first Friday of every month, immerse yourself in a world of latex, neoprene, PVC & vinyl. Unleash your desires, indulge in daring fashion, and experience a seductive blend of passion and pleasure.
🌗 ALL DAY & NIGHT SPECIALS
$5 Miller Lite Tallboys
$8 New Amsterdam & Red Bull
🔩 $5 Cover at Jackhammer at 10pm
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be stored in a locker or checked
Fetish Friday is a weekly event from 9pm–4am that features rotating themes and parties. Participation in themes is totally optional and accessible to all—from newbies to the more experienced—and intended to encourage guests that are interested in the theme to explore and learn in a safe, LGBTQIA+ environment.
EMBRACE | CELEBRATE | EXPLORE
FREAQ: Leather & Lace
Get your Halloween FREAQ on at Jackhammer and The Hole on Thursday, Oct 31st, during FREAQ: Leather & Lace! Flex your flashiest fetish finery and fill yourself with music while you delve into the darkest and most obscure parts of your psyche. No corner is left undiscovered in this full-venue fantasy of dancing and devious decadence.
Dress in your most provocative leather and fetish gear for a full bar takeover—gear not required but HIGHLY suggested!
Music:
🎛️ Robert Ratola
@robertratola
soundcloud.com/hanky-code-productions
🎛️ Harry Cross
@harrycross_chicago
soundcloud.com/harry_cross
🎛️ CQQCHiFRUIT
@cqqchifruit
on.soundcloud.com/fzKxbc8rJNGiA5sQ7
Hosts:
💋 Lilith Towers
@lilithtowers
💋 Shawn.Comm
@shawn.comm
💋 Glamour Cadaver
@glamourcadaver
💋 Scylla
@scyllakone
Cover:
Before 10pm: Free
10pm - 2am: $10
2am - Close: $5
Produced by Hanky Code Productions and Ashland Arms Records
🌗 ALL DAY & NIGHT SPECIALS
$3 House Shots
$5 New Amsterdam Cocktails
$5 Miller Lite Tallboys
HOUSE RULES:
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be checked into Coat Check
🔩 Gear encouraged, but not required
🔩 Clothes Check available
🔩 NO CAMERAS in The Hole
OBSESSION
Join us on Sunday, October 27th, for an unforgettable night at Jackhammer as Chicago LSD Radio presents "Obsession: Halloween Fetish Ball"—a celebration of kink, creativity, and all things Halloween!
This sultry and immersive experience will feature:
👻 Fetish Fashion – Come dressed to impress in your best fetish wear! Whether you’re into leather, latex, lace, or beyond, this is your chance to show off your unique style.
🎃 Costume Contest – Strut your stuff and compete for the title in the categories of "Best Fetish Wear," "Scariest Kink," and "Most Creative Outfit." Prizes await the winners!
📸 Photo Booth – Capture the night with friends and show off your look at our themed photo booth.
🎶 DJ Performances – Dance the night away to beats from DJ Wolfy, Pup ZANDERWOODZ and Austin Neff
Hosted by Daddy Danger Wolf
This event is all about bringing together the community in a safe, inclusive space where you can express your individuality. As an added bonus, your participation will help support Chicago LSD Radio’s programming for 2025.
Tickets are available now! Visit: www.chicagolsdradio.com for more information.
Invite your friends, grab your gear, and prepare for an evening filled with electrifying energy and unforgettable moments.
This is a 21+ event. Please bring a valid ID.
We can't wait to see you there! 💀🖤
Sponsored by Andrew Christian & RGML Entertainment
🔩$10 Entrance Fee donated to Chicago LSD Radio NFP
SUNDAY SPECIALS
🍹 $5 New Amsterdam Cocktails
🍹 $7 Jackhammered Long Islands
HOUSE RULES:
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be checked
🔩 Gear not required but HIGHLY suggested!
🔩 Clothes Check available
🔩 NO CAMERAS in The Hole
WITCH PLEASE: A BUTCH PLEASE PRODUCTION
Get ready to unleash your wild side at the most inclusive queer, leather, kink, and fetish party in town! Butch Please returns with a WITCH PLEASE HallowQueen special, and it's bigger, bolder, and more fabulous than ever!
Join us as WRUFF Events takes over Jackhammer Chicago and The Hole for a night of epic revelry and unforgettable moments featuring DJs Wolfy, Shaun J. Wright, and Gay Bash! Whether you're a seasoned player or just curious, this is the party where everyone finds their magic.
Don your most spellbinding attire, get your tickets now, and prepare for a hauntingly good time!
See you there—if you dare!
TICKETS: https://witchplease1026.eventbrite.com
PRICES:
Early Bird (Limited Quantity Available) - $5
Tier 1 - $10
Tier 2 - $15
Tier 3 - $20
Door Sale - $25
ALL DAY & NIGHT SPECIALS
$3 House Shots
$5 Miller Lite Tallboys
HOUSE RULES:
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be checked
🔩 Gear not required but HIGHLY suggested!
🔩 Clothes Check available
🔩 NO CAMERAS in The Hole
Fetish Friday: Bark After Dark
Craving a walk on the wild side? Join us for Fetish Fridays’ Bark After Dark down in The Hole. Our underground Pup & Pet dance party. Austin Neff will be in the DJ booth, pumping out the deepest house and the most relentless techno rhythms. Lose yourself in the shadowy allure of The Hole's industrial vibe.
🌗 ALL DAY & NIGHT SPECIALS
$5 Miller Lite Tallboys
$8 New Amsterdam & Red Bull
🔩 $5 Cover at Jackhammer at 10pm
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be stored in a locker or checked
🔩 The Hole Fetish Dress Code will be enforced in The Hole during SWEAT
Fetish Friday is a weekly event from 9pm–4am that features rotating themes and parties. Participation in themes is totally optional and accessible to all—from newbies to the more experienced—and intended to encourage guests that are interested in the theme to explore and learn in a safe, LGBTQIA+ environment.
EMBRACE | CELEBRATE | EXPLORE
STRAP'N
Every Thursday 9pm-4am The Hole brings you the sexiest and most exhilarating jockstrap and jillstrap night in town with STRAP'N. Flaunt your hottest jock or jill straps, leaving little to the imagination! The Hole's infamous Pit opens up, inviting you to explore your deepest desires and indulge in the most exhilarating sensations. It's time to surrender to the thrill and let your inhibitions run wild!
We've got you uncovered with our FREE clothes check, so you can let go of inhibitions and fully immerse yourself in the electrifying atmosphere without any distractions.
Get STRAP’N and grab your sexiest jockstrap or jillstrap and join us for a night of unforgettable fun! **Dress code is not required but encouraged.**
THE KENNEL
Step into "The Kennel," a night of leash and lust designed especially for pets, handlers, and kink enthusiasts, hosted by Chicago LSD Radio at Jackhammer on Sunday, October 20th, from 9pm-4am! Whether you're an experienced pet, pup, handler, or someone curious about the pet/pup kink lifestyle, this event offers a space to explore, connect, and celebrate in a judgment-free environment.
Hosted by K-9 Officers Pupp Alexxx and K-9 Raptor
Expect an exhilarating night featuring:
Live DJ Performances by DJs Wolfy and Pup ZANDERWOODZ, delivering beats that will keep you moving all night.
Interactive Pup Play Areas where pets and handlers can engage, play, and bond in a safe, inclusive environment.
Kink Demonstrations providing insights into consensual pup play techniques, welcoming all experience levels.
Themed Photobooth to capture your best moments and unleash your pup persona.
Bring your collars, leashes, and best pet energy for a night of excitement, connection, and unrestrained fun! No Need to be a good boy here, unless you're restrained by one of our Animal Control Officers!
Whether you're coming as a pet, handler, or just to explore, this is your invitation to join the pack for a night like no other! 🐾🎶
🔩Sponsored by Andrew Christian and RGML Entertainment
🔩Age Requirement: 21+
🔩$10 Entrance Fee donated to Chicago LSD Radio NFP
SUNDAY SPECIALS
🍹 $5 New Amsterdam Cocktails
🍹 $7 Jackhammered Long Islands
HOUSE RULES:
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be checked
🔩 Gear not required but HIGHLY suggested!
🔩 Clothes Check available
🔩 NO CAMERAS in The Hole
MEGAWOOF
We have a strong team for the MEGAWOOF 9th-anniversary closing party in Chicago on Saturday, October 19th! Don’t miss one of the best Bear Dance Parties around! WOOOOOOOOF!
Special Guest DJs:
🪩DJ Glovibes (Billboard and Grammy remixer and producer)
🪩DJ Robert Ratola (CHI, Ashland Arms Records)
The hottest International Beefy GoGos and Host Team:
🐻Beefyitaly ( Italy )
🐻Youngdad
🐻Brady
🐻Hosted by Wil
Dress in your most provocative leather and fetish gear for a full bar takeover—gear not required but HIGHLY suggested!
Early Bird Tix: $15
General Admission Tix/Door: $20
ALL DAY & NIGHT SPECIALS
$3 House Shots
$5 Miller Lite Tallboys
HOUSE RULES:
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be checked
🔩 Gear not required but HIGHLY suggested!
🔩 Clothes Check available
🔩 NO CAMERAS in The Hole
Fetish Friday: Gear
GEAR up and get into Jackhammer for Fetish Friday: GEAR, every 3rd Friday of the month. GEAR is dedicated to showcasing your hoods, harness, leather and rubber (and everything in between). Whether you've got a collection or are trying out your first piece, GEAR is here to encourage you to embrace, celebrate and explore the scene.
🌗 ALL DAY & NIGHT SPECIALS
$5 Miller Lite Tallboys
$8 New Amsterdam & Red Bull
🔩 $5 Cover at Jackhammer at 10pm
🔩 The Fetish Dress Code encouraged but NOT required on Fridays
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be stored in a locker or checked
Fetish Friday is a weekly event from 9pm–4am that features rotating themes and parties. Participation in themes is totally optional and accessible to all—from newbies to the more experienced—and intended to encourage guests that are interested in the theme to explore and learn in a safe, LGBTQIA+ environment.
EMBRACE | CELEBRATE | EXPLORE
STRAP'N
Get ready for the sexiest night in town with STRAP'N at The Hole! Flaunt your hottest jock or jill straps, leaving little to the imagination. The Hole's infamous Pit opens up, inviting you to explore your deepest desires and indulge in exhilarating sensations. Let go of inhibitions with our FREE clothes check. Dress code is encouraged but not required. Join us for a night of unforgettable fun! Every Thursday 9pm-4am
Cruise
Flag it. Find it. Cruise The Hole—Every Wednesday night from 9pm–4am. Grab your hanky and Cruise.
🔩 NO COVER | NO CODE
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be stored in a locker or checked
🌗 ALL DAY & NIGHT SPECIALS
$5 Whiskeys, Ryes & Bourbons
Fetish Friday: Sweat
Hang with us for a night dedicated for showing off your athletic uniforms, pads and gear while enjoying all the 👃🏼SCENTsations👃🏼 that come along with them. Show 'em what makes you SWEAT. 💦
🌗 ALL DAY & NIGHT SPECIALS
$5 Miller Lite Tallboys
$8 New Amsterdam & Red Bull
🔩 $5 Cover at Jackhammer at 10pm
🔩 The Fetish Dress Code encouraged but NOT required on Fridays.
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be stored in a locker or checked
Fetish Friday is a weekly event from 9pm–4am that features rotating themes and parties. Participation in themes is totally optional and accessible to all—from newbies to the more experienced—and intended to encourage guests that are interested in the theme to explore and learn in a safe, LGBTQIA+ environment.
EMBRACE | CELEBRATE | EXPLORE
STRAP'N
Every Thursday 9pm-4am The Hole brings you the sexiest and most exhilarating jockstrap and jillstrap night in town with STRAP'N. Flaunt your hottest jock or jill straps, leaving little to the imagination! The Hole's infamous Pit opens up, inviting you to explore your deepest desires and indulge in the most exhilarating sensations. It's time to surrender to the thrill and let your inhibitions run wild!
We've got you uncovered with our FREE clothes check, so you can let go of inhibitions and fully immerse yourself in the electrifying atmosphere without any distractions.
Get STRAP’N and grab your sexiest jockstrap or jillstrap and join us for a night of unforgettable fun! **Dress code is not required but encouraged.**
Cruise
Flag it. Find it. Cruise The Hole—Every Wednesday night from 9pm–4am. Grab your hanky and Cruise.
🔩 NO COVER | NO CODE
🔩 All bags/fanny packs/purses/etc. are subject to search and MUST be stored in a locker or checked
🌗 ALL DAY & NIGHT SPECIALS
$5 Whiskeys, Ryes & Bourbons