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- Daily Email - Thursday - 10/16/2025 (DoMORE Members)
Daily Email - Thursday - 10/16/2025 (DoMORE Members)
From classic horror on the big screen to full-on fall festivals, Chicago’s got something brewing every night this week. We’re talking museum freebies, a vintage circus burlesque, and all the pumpkin patches you need to embrace that fall chill in the air. Let’s get into it.
Trade candy for volume. DoMORE members can win a trip to Halloween Freakend at The Far Out - featuring Stereolab, Viagra Boys, and Machine Girl. VIP tickets, hotel stay, and $600 flight credit included. Sign up for DoMORE to enter this Golden Ticket trip.*
JUST ANNOUNCED
No tricks, just treats. Punch Bowl Social’s Halloween Bash has your spooky plans covered with DJs, flash tattoos, tarot readings, Halloween cocktails, and a costume contest with a $250 prize. Win tickets and a $50 gift card!*
Seven days. Seven venues. Over 70 epic global artists. TRANSITIONS is taking over Chicago from December 26th to January 1st with live sets, deep listening, and immersive sound. Buy tickets to the newest year-end celebration.
Tomorrow Never Knows just dropped its 2025 lineup—and it’s stacked with artists your cooler friend told you about six months ago. Catch the best indie discovery vibes all January long. View the schedule and get tickets to your favorites now.
Akaash Singh is bringing his razor-sharp takes and rapid-fire comedy to Chicago this April. The Generational Triumph Tour hits Chicago Theatre on April 24th. Enter to win a pair of tickets and laugh your face off.*
OCTOBER FREE MUSEUM DAYS
Free museums? In this economy? Believe it. We rounded up every spot in Chicago offering free admission this October—so you can bask in art, science, and dino skeletons without paying a damn thing.
ÜMI 3-In-1 Expresso and Drip Coffee Maker Giveaway!
Love coffee as much as we do? ÜMI Dispensary is giving away a Ninja Luxe Café Premiere Espresso Machine to one lucky winner. Enter today and bring the coffeehouse experience straight into your kitchen.*

THIS WEEKEND AND MORE
🍎 Guide to Apple and Pumpkin Picking
Skip the produce aisle and reconnect with nature this fall. We compiled the ultimate guide of the best spots to pick your own apples and pumpkins around Chicago. Check out the list and hit the road for some wholesome outdoor fun.
🪩 TWINSICK
Saturday at Concord Music Hall (10PM)
TWINSICK makes dance pop with the serotonin dialed way up. Saturday’s set at Concord Music Hall is the kind of night where you accidentally say “this is my song” 15 times. Enter to win a pair a tickets now.*
🎠 Sultry Circus
Saturday at Logan Square Auditorium (8PM-2AM)
There’s a dimension breach in Logan Square on Saturday, and you’re invited. Nogtopia’s Sultry Circus is part haunted cabaret, part sexy fever dream—burlesque, vampire rappers, rope play, and cursed crafts. Buy tickets to the time warp today.
👻 BOOTS: Halloween
Friday, October 31st at Epiphany Center For The Arts (10PM)
BOOTS is throwing the Halloween party of your dreams (or nightmares).Catch all the madness, including hot hosts, drag excellence, and DJ sets that’ll make you scream. Enter now to win two tickets, and prepare to sweat through your costume.
🌺 Maui Music & Food Experience
Friday, November 7th at Copernicus Center (5PM)
The Aloha Spirit is heading to Chicago this November, with special performances by Bettye Lavette, John Cruz, and more. Grab your leis and head to the Maui Music & Food Experience to support the Lahaina Rebuild. Enter now to win free tickets.
FEATURED SPOTLIGHT
Dave and Boo-ster’sHalloween hits different at Dave & Boo-ster’s. Your little monsters get crafts, games, and prizes at the family-friendly Boo Bash, then adults take over with music, drinks, and a serious costume contest. Win tix. |
LOCALS ONLY
The Chicago International Film Festival is bringing Guillermo del Toro’s Frankenstein to the big screen at AMC Newcity 14. Catch this haunting new take on the monster myth on October 20th. Reserve your tickets today.
Real ones know Demera Ethiopian Restaraunt is Uptown royalty. We’re giving away $75 to feast on injera, stews, and shareable bites. Enter to win now before October 22nd!
Southport Corridor is going full spooky on October 28th. Bring the fam for trick-or-treating, inflatables, a pumpkin patch, and photo ops. Kids, chaos, and costumes welcome. Mark your calendars today.
Ireland vs. the All Blacks. One of rugby’s fiercest rivalries returns to Chicago on November 1st, and The Northman’s throwing the ultimate pregame tailgate with food, drinks, merch, and hype on the Riverwalk. Grab tickets now.
🎟️ LAST MINUTE TICKETS
As a DoMORE Member, don’t forget you get access to great Last Minute Tickets. Here’s some of what’s in there now. Get ‘em before they’re gone!
FEATURED
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Whether you're in it for the culture or the cider, October’s not slowing down—and neither should you.












