
Join Paint Nite by Jason Kwidd for an unforgettable evening painting "Blue Twilight" at Output Lounge. This isn't your typical art class—it's a fun night out where you can sip your favorite drink while creating something beautiful. With all supplies included and beginner-friendly vibes, you and your friends will have a blast as you let loose and enjoy a little friendly chaos. No pressure, just good times and great memories in the making. You'll be painting a stunning 16" x 20" canvas featuring a beautiful sunset with enchanting trees and twinkling fireflies. Jason Kwidd, your talented host, has a stellar 4.7-star rating and has hosted over 380 events, receiving rave reviews from 405 happy painters. Expect all the supplies you'll need to be provided, so all you have to do is bring your enthusiasm and maybe a friend or two. This event is for those of legal drinking age and will last approximately 135 minutes. Located at Output Lounge on W Grand Avenue in Chicago, this paint night is a fantastic way to mix things up. With plenty of other fun things to do in Chicago, why not make this a night to remember? Whether you're looking for a creative date night or just want to hang out with friends, a Chicago paint and sip experience like this is the perfect way to unwind after a long week. Surrounded by the vibrant energy of the city, you'll find that painting in good company makes all the difference. Planning a private event? We've got you covered! Groups of 10 or more are welcome to book a private party, making it ideal for birthdays or special celebrations. Plus, if you bring three friends, you'll save 15% on your tickets. Don't forget, we offer free cancellation up to 24 hours in advance, so you can book with confidence. Grab your spot for this exciting Chicago paint night and get ready for a memorable evening of laughter and creativity. Reserve your tickets now! You may reschedule or cancel tickets up to 8 hours before the event starts. Read our reschedule policy here.
Whatever your food mood, Output Lounge is flexible with small and large portions entrées, vegetarian options and nutritive whole foods throughout. We work with partners who care about quality as much as we do, and make every effort to cook with ingredients free of preservatives. Be it date night, lunch or drinks with friends, come to Output Lounge and enjoy our hospitality. Check out our full menu at: http://outputlounge.com/wps/menu/
Convivial destination with a neighborhood vibe & big screen sports dishing up classic pub grub.
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I am a Computer Animator and Painter with a love for "Pencil & Paper" and "Negative Space" art styles. I was Born and raised in downtown Chicago and Went to Columbia College For Animation. I have an affinity for portraiture drawing and take pride in creating photograph quality images with nothing more than a pencil set. Given all that, However, I simply live art and all forms of it, which lended itself over the years to me dabbling in many different mediums. From Oil Paints, to sculptures; from Acrylics to charcoals, I've adapted them all at one time or another, and I will never stop loving art for what it is... an expression.
Questions about what to expect, what’s included, and how it all works.
Yes. Blue Twilight is designed to be achievable at any experience level. More satisfying than it looks difficult — Jason breaks every step down clearly. Most of our guests have never picked up a brush before, and they leave with something they're genuinely proud of. Worth knowing: Paint Nite events happen at real bars and restaurants, not studios — it's a night out that happens to involve painting.
A painting class teaches you technique. Paint Nite gives you a finished painting and a good night. Jason is a real local artist — not a teacher running a curriculum — and this event happens at Output Lounge, a real local spot, not a studio. Paint Nite invented this format in 2012 and has sold more than 10 million tickets. The trade-off is honest: lighting varies, it can get loud, and the person at the next easel is a stranger. That's the point. It's more of a night out than a class.
Jason is a real local artist based in Chicago — not a franchise employee or a corporate hire. Paint Nite artists complete our certification program before their first event. Across all Paint Nite events, 93% of guests say their instructor was amazing. Cary S. said: 'This was both fin and instructive. Learned some new skills and enjoyed every minute of the event. Went with a girlfriend and we both commented how freeing it was to just do something creative. Thank...'
Output Lounge is a local venue in Chicago — a real local spot, not a dedicated painting studio. Paint Nite events happen at places like this by design — venues with character, regulars, and a bar. It can get lively. That's what makes it a night out rather than a class.
Yes — we have 4 upcoming events in Chicago this month. You can view them here.
Blue Twilight is a summer painting — bright, warm tones that match the season perfectly.
Yaymaker is Paint Nite. We brought both brands together under the Paint Nite name — same artists, same events, same format we invented in 2012. More than 10 million tickets have been sold across both brands combined. If you used to attend Yaymaker events in Chicago, you're in the right place. Welcome back.
Your ticket to Blue Twilight includes the canvas, all the paint you'll need, the use of brushes and an apron during the event, and step-by-step instruction from Jason. Drinks and food are ordered separately from Output Lounge — you pay the venue directly for anything you eat or drink.
This event runs approximately 2 hours. Doors open at 2:00 PM — we recommend arriving 15 minutes early to get settled and order your first drink before Jason starts the painting.
You can reschedule your ticket to any other Paint Nite event up to 24 hours before this one starts. After that, tickets are locked — no refunds or changes. If Paint Nite cancels this event for any reason, you'll receive a full automatic refund.
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