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Celebrate Halloween in the Chicago Loop

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Posted  23 days ago  in  Loop ListArts and Culture

2 MIN READ - The cooling of temperature coupled with pumpkin-packed festivities signals October. Rather than being upset summer is gone, prepare your favorite costume for a month of spooktacular Halloween events in the Chicago Loop.


Arts in the Dark

Saturday, October 19, 2019

Now in its fifth year, Arts in the Dark is a magical evening parade that celebrates Halloween as the "artist's holiday." The event draws together world-renowned institutions, celebrated Chicago organizations, important programs like After School Matters and aspiring artists in every field. Arts in the Dark delights the audience with unique floats, spectacle puppets and creative performances that are exceptionally dramatic set against the backdrop of Chicago’s majestic skyline.

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Memento Mori

Thursday, October 31, 2019

One of the coolest, spookiest Halloween parties in town is taking place at the International Museum of Surgical Science. The museum's Memento Mori fundraising gala is an all-out haunted bash with an open bar, costume contest, performers, and a silent auction. Dance the night away among the shadows in the statue-filled Hall of Immortals and grab a drink by the rare books in the historic library. Partiers will have access to all four floors of medical history to marvel at the skulls and bone saws of surgeries past. Costumes strongly encouraged at this macabre evening.

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Halloween specials at Stock and Ledger

Enjoy Halloween inspired spooky specials at Stock and Ledger, including Mummy's Meatball Sandwich, Rocky Horror Harvest Bowl, Wicked Wings, Witches Cauldron, and Freaky Fries, not to mention Halloween inspired cocktails like the Trick or Treat with Pumpkin Spice Baileys, Vanilla Giffard, Tito's, and Cinnamon, and the Devil's Sangria with Vodka, Raspberry Puree, Cabernet, Apricot, Black Berry, and Orange.

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Halloween Screening: Carrie (1976)

This Halloween, grab a prom date and your 70's ruffles! Chicago Athletic Association teams up with the Music Box Theatre to bring a themed screening of the horror classic, Carrie (1976), on October 31. Come dressed in your best 70's ruffles and bellbottoms - the hotel will set the scene by decking out its historic Stagg Court like Senior Prom. Movie snacks, sodas, and signature drinks will be available for purchase.

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Pumpkin Painting Party

Get in the Halloween spirit on October 30 with some pumpkin painting! Head down to Island Party Hut on the Riverwalk for a festive Fall event with Lagunita’s Brewery! Compete with your friends to paint the best Island Party Hut or Lagunita’s logo on a pumpkin. The winner gets a brewery tour for four people! Prizes will be awarded for second and third place…and beer samples will be given for all participants so really we’re all winners. Sip on a Lagunita’s beer and paint your pumpkin!

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Halloween Cruise

Join Island Party Boat on October 31 for their second annual Halloween Cruise! Come aboard a haunted ship and enjoy spooky cocktails, festive music, and the beautiful Chicago Skyline. An outdoor upper deck and an indoor bar area create the perfect toasty combination for a creepy, cool evening. Stay warm with a hot spiked cider or shots of fireball. Bring friends, your partner, your dog, or your kids! It’s the perfect Halloween pregame celebration with two cruise times at 7pm and 9pm. Come in costume for a special prize. Tickets start at $30 with an option for open bar. Use promo code “CLAhw19” for 25% off your tickets.”

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The Night Before Christmas at Auditorium Theatre

October 31 - November 1, 2019
Auditorium Theatre

On Halloween itself and on November 1, the Auditorium Theatre is bringing back the live concert experience of The Nightmare Before Christmas. The Chicago Philharmonic will be playing Danny Elfman’s beloved score live to film, including classic songs like “This Is Halloween” and “What’s This?” Visitors are encouraged to dress up in their Halloween finest, participate in a costume contest, snap photos in front of a Nightmare-themed backdrop, and trick-or-treat in the Auditorium Theatre’s historic (and maybe haunted?) lobby.

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Halloween Treats at Whimsical Candy

Halloween is extra delicious at Whimsical Candy, the Loop’s artisan candy kitchen. October brings hand-dipped caramel apples and monster-faced chocolate pretzel rods, along with scary Vampire Blood candy bars and gooey filled gummy brains. Order ahead for housemade pumpkin buttercream “whimsy” pies.

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ROOF Presents: A Funhouse Halloween Party

ROOF, set 27 stories above it all, will be transformed for the evening of October 26 into an electrifying funhouse circus. Inside this Big Top, you’ll find a world of intoxicating illusions, surreal dancers, spontaneous circus performances and chilling food and cocktails. Escape with sounds curated by DJ Romeo and hypnotic illusions on the digital artisan wall. Costumes are encouraged!

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Freak Show Halloween

On October 26, the FREAKS are coming out at Virgin Hotels Chicago. Commons Club and Cerise Rooftop transform into a spine-tingling, eye-popping circus. From the moment you enter, you’ll find funhouse mirrors at every turn, ensuring the evening will be full of plenty of surprises. Stilted performers, bearded lady, contortionist, fire breathers, aerialist, snake charmer—you never know what you're going to run into.

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Halloween Pup of Tea Benefiting PAWS Chicago

Join Virgin Hotels Chicago on Sunday, October 20, for a special edition of their Upside Down Tea Party--Halloween: Pup of Tea benefiting PAWS Chicago. Dogs are invited, and there will be plenty of bites, boozy tea, and bottomless mimosas to go around. There will also be photo ops for your furbabies. Best costume wins! A portion of every tea package/reservation sold will support PAWS. Two-hour tea packages are 1 for $50 or 2 for $90 and include 1 boozy tea cocktail, tea bites, and bottomless mimosas for each guest. Learn more.