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.*

• Plus other just announced shows from Real Estate, Peaches, Kishi Bashi, Rod Wave, The Floozies, 6arelyhuman, La Dispute, Dry Cleaning, Amber Mark, Matt Pryor, and more!

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.

THIS WEEKEND AND MORE

FEATURED SPOTLIGHT

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.

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Whether you're in it for the culture or the cider, October’s not slowing down—and neither should you.