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- Daily Email - Friday - 12/12/2025
Daily Email - Friday - 12/12/2025
Chicago is cranking up the winter dial this week with decked-out train cars, and holiday drag brunches, despite the impending cold and snow. But stay warm! We’ve got a staycation to win, parties to attend, and like seven excuses to wear something sparkly.
Mac DeMarco is gracing the stage of The Salt Shed for for his highly anticipated sold-out show next year. Have you entered ot win yet?
JUST ANNOUNCED
Your NYE plans just got handled. Celebrate in style and let loose at Wrigleyville’s best bars with drink specials, DJs, and crowds ready to yell-sing “Auld Lang Syne” at full volume. Win a pair of tickets today.*
Kick off 2026 with arcade energy, party favors, and nonstop fun at Dave & Buster’s. Family-friendly or late-night, you choose the vibe. Want in for free? Enter to win your way into NYE.*
Chicago gets Tyler Childers alongside Jon Batiste and Wednesday, a lineup that moves from Appalachian-rooted storytelling to bright, elastic soul and sharp-edged indie rock. Get tickets now!*
No plane, no problem. Enter to win a full-blown Chicago staycation, with a room at Hyatt Centric, Italian eats, and a sugar high from Stan’s. You in? Enter to win!*
FREE STUFF FRIDAY
Our guide to Chicago’s best free events has everything to blow your mind without blowing your budget. We’re talking free movies, museum days, birthday treats, and secret giveaways hiding in plain sight. You just gotta know where to look.
TEATRO ZINZANNI PRESENTS:
CHICAGO’S BEST GIFT IS BACK
Teatro ZinZanni is the gift you give when you want someone to gasp, grin, and immediately text you “wait… WHAT?!” Their new show mixes heart, humor, and sky-high spectacle inside a glowing Spiegeltent — truly the opposite of a re-gift. Enter to win dinner and two tickets for your night of choice, or grab seats for their NYE celebration with a feast, a countdown set, and dancing past midnight. Use code DO312 for $15 off and make your gifting game look effortless.*
THIS MONTH
 Photo: DJ Diesel Facebook | TOM. - PARLOR GREENS at GARCIA’S CHICAO (WIN)* TOM. - DIM SUM & DRAG - HOLIDAY BRUNCH at FURAMA (WIN) TOM. - KRAMPUS FEST at MARTYRS’ 12.20 - DJ DIESEL AKA SHAQ at THE SALT SHED (WIN) 12.21 - PWHL TAKEOVER TOUR at ALLSTATE ARENA |
FEATURED SPOTLIGHT
THE GUNDAM BASE arrives in the US today with a new store grand opening at the Fashion Outlets of Chicago. Enter to win an exclusive GUNDAM prize pack featuring a model kit + card game starter deck.*
LOCALS ONLY
Whether you're gift hunting or just going for the vibes and hot drinks, these Chicago holiday markets bring the cozy spirit needed to romanticize the cold. Check out the full list and get shopping!
Santa’s coming to town, but he ditched his sleigh for this upgrade: the CTA Holiday Train and Bus. It’s like a rave, but on rails. Don’t miss out on this classic Chicago tradition, and view the full schedule before it’s gone.
JoJo’s Shake Bar’s Winter Wonderland turns holiday spirit into a sugar high. Step into a snow-globe of wild desserts, cocktails, and vibes that make your inner child scream with excitement. Get in while it’s frosty.
Tis the season to get seen. Partner with Do312 and get your brand in front of the fun-seekers, deal-chasers, and last-minute gifters. Advertise your holiday events with us!*
WIN STUFF
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FEATURED
If you haven’t seen Santa on the train yet, you’re doing something wrong.