Chicago’s Ultimate Halloween Guide
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Chicago’s Ultimate Halloween Guide


Chicago’s Ultimate Halloween Guide

Endless frights and fun this year in the Windy City

In a big city like Chicago, there are quite a few Halloween events to pick from. Honestly, it’s pretty overwhelming, and even the most adventurous person might not be able to keep up with it all.

There are so many awesome ways to celebrate Halloween that we figured we’d make it easier by running through every event in one easy-to-read breakdown so you don’t miss out on the ones you’re most excited for. We jam-packed any and everything that’s happening for Halloween in the city onto this list so that all your options are in one place. You’re welcome!

Don’t forget, Halloween’s on a Tuesday this year. So make sure your entire weekend and Monday are extra spooky. Here is Chicago’s Ultimate Halloween 2017 Guide.


Costume Shops


Photo Credit: The Real Chicago

Not so fast. Before you hit the party, you need to pick out a costume first! Chicago has plenty of costume shops and some are even open year-round for you early birds.

  • Halloween Hallway Costume Stores – These stores might be your best bet for a grab-and-go costume. Check out their website or visit one of their locations in the Loop, South Loop, River North, Wicker Park, Lincoln Park, or Wrigleyville.
  • Chicago Costume – This spot is open year-round and offers unique, hard-to-find, and upscale costumes fit for any event.
  • Hollywood Mirror – The famous novelty shop in Lakeview has plenty of gag gifts, wigs, and silly accessories for you to build your own costume.
  • Fantasy Costumes – This Portage Park megastore has been around for over 50 years and is fully stocked. You need it, they have it.
  • Spirit Halloween – If you’re out in the burbs, you’ve probably seen these pop-up around Halloween time. These are great for trendy, grab-and-go costumes.




Photo Credit: Electronic Midwest

Why not celebrate Halloween with some monster jams? There are always great acts coming to Chicago and there’s no shortage of them on Halloween weekend.

  • Freaky Deaky – This year, the premier Midwest Halloween-themed music festival is traveling to Wisconsin and Michigan, and returning to Chicago with the best in EDM and hip-hop from October 26 – 28 at Concord Music Hall and Aragon Ballroom.
  • Bob Dylan – Friday, October 27 at Wintrust Arena
  • Violent Femmes – Saturday, October 28 at The Vic
  • Arcade Fire – Monday, October 30 at United Center
  • MuteMath – Tuesday, October 31 at House of Blues


Bar Crawls

Get weird for Halloween with some good ol’ fashioned day drinking. Here are some of the best bar crawls you can hop into during Halloween weekend.

  • Halloween Trolley Bar Crawl – All aboard a trolley to various River North, Lincoln Park, and Old Town bars on Saturday, October 28 at 8pm. For a special UrbanMatter discount, head here.
  • Wrigleyville Halloween Crawl – Chicago Twenty Something is bringing another fun bar crawl experience to the Wrigleyville neighborhood, including a buffet and costume contests on Saturday, October 28 at 7pm.
  • Halloween DAY Crawl in River North – Crawl around in the daytime in your creepiest costume to River North bars on Saturday, October 28 at 11am.
  • Zombies vs. Vampires Bar Crawl – Duke out this scary age-old battle with beer in hand in Wicker Park on Saturday, October 21 at 4pm.


Balls and Masquerades


If you’re feeling classy and elegant like Dracula, a Halloween ball or masquerade is the event for you. Here’s where you can find them in Chicago.


Parties, Gatherings, and Conventions


Photo Credit: Fitt

Just lookin’ to party? Or are you looking to celebrate in a non-traditional way? Easy enough. Here are some other Halloween-themed shindigs happening around town.

  • Boos & Booze Halloween Party – Enjoy an appetizer buffet, a costume contest, and four-hour drink package at SPiN Chicago on Saturday, October 28.
  • Haunted Hotel Bash – Everyone knows the Hard Rock Hotel knows how to party. Head here for a costume contest, cash bar, and live music by the city’s hottest DJs on Saturday, October 28.
  • Saints & Sinners Halloween Party – Head to Lucky Strike in River North on Saturday, October 28 for one of the hottest Halloween parties in the city, featuring music, bottle service, and a costume contest.
  • Doggie Halloween Party at Brands Park – Dress your pooch up in their favorite costume and head to Brands Park to hang out with other dog lovers on Saturday, October 28.
  • Midnight Haunted Ghost Ship – Go aboard the Spirit of Chicago cruise to enjoy a midnight party with costumes and live DJs on Saturday, October 28.
  • Chicago Monster Dash – Run to the lakefront on Saturday, October 21 to complete a 5k, 10k, or half marathon race wearing your favorite costume.
  • Spooky Zoo Spectacular – This family-friendly Chicago tradition returns to the Lincoln Park Zoo on Saturday, October 28.
  • Wickedly Whiting Festival – On October 14, see Whiting, IN (East of Chicago) transformed into a freak show, also featuring live music, costume contests, food and beer vendors, and a family stage.
  • “The Horror of the Humanities” Program – See the socially-conscious side of horror at this free avant-garde haunted house filled with student debt and GMOs, along with a contemporary horror film screening on October 30.
  • Day of the Dead Celebration at Maxwell Street Market – Celebrate this Mexican holiday on October 29 from 10am – 3pm with a “Thriller” performance, costume contest, live music, arts and crafts, and pumpkin decorating.
  • “Wicked Witch of West Hubbard” Party – Hit up a Wizard of Oz-themed party at Rockit Bar & Grill on October 28 at 9pm.
  • “Down the Rabbit Hole” Party – Dress up for a Alice in Wonderland-themed at The Underground on October 28 at 10pm.
  • “Witches, Winds and Whirls” at Chicago Symphony Orchestra – Enjoy spooky live classical music, costumes, storytelling, and special effects at University of Chicago’s Mandel Hall. Admission is free and donations are accepted.
  • Happy Halloweiner at American Dog & Burger – Hungry? Dress up like a hot dog or wear hot dog accessories at any Chicago AD&B location on October 31 at and receive a free Chicago hot dog and fries.




Photo Credit: Timeout

Would you rather sit back and watch a haunted procession? Watch creeps and ghouls glide by in these fun Halloween parades.

  • Northalsted Halloween Parade – Don’t miss this creative costume event in Boystown on Tuesday, October 31 at 7:30pm.
  • Arts in the Dark Parade – Gather on Saturday, October 21 from 6pm – 8pm for a parade of performances, giant puppets, and decorative displays on Columbus from Balbo to Monroe.
  • Logan Square Halloween Parade – Check out the neighborhood’s annual, family-friendly parade near Palmer Square on Sunday, October 29 at 5pm.
  • Spooky Pooch Parade – Bring your costumed furry friend to the Chicago Botanic Garden and follow a fun parade route on Saturday, October 21.


Haunted Houses


Photo Credit: Youtube

You’re not doing Halloween right if you’re skipping out on going to a haunted house. Many are in the ‘burbs, but they’re worth the trip. Too scared? Too bad. You need to enter these if you dare.


Scary Movies


Photo Credit: The Indie-pendent

There’s nothing like watching horror movies in October. Ring in Halloween with freaky films at Chicago’s favorite theaters.




If you want to keep it traditional, Chicago has some wonderful neighborhoods where you and your family can enjoy a fall breeze while visiting beautifully decorated homes. According to multiple surveys, these are the best ‘hoods for trick-or-treating.

  • Roscoe Village
  • Hyde Park
  • Wicker Park
  • Lincoln Park
  • Southport Corridor


Anything we missed? Got a tip on a super cool Halloween event that you want everyone to know about? Tell us below!

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After graduating from the U of I with a Bachelor’s in English, Courtney hit the ground running. A lifelong passion for writing (oddly foreshadowed by a tendency to live on streets named after dead British authors) is what drives her professional endeavors. When she’s not at her desk with headphones in, cranking out articles on Chicago’s music, dining, and nightlife scenes, you can usually find her at concerts around the city, watching horror movies, psyching herself into going to the gym, or obsessing over scented candles.

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    ‘Ghosts of the Past’, a one-of-a-kind show presented in 3 acts, will provide thrills and plenty of spine-tingling chills. Inspired by true events, ghost stories, and urban legends, this 90-minute spectacle is certain to be something you will not soon forget!

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