18 Spooky Activities to Dive Into This Halloween in Chicago!

Halloween in the Windy City? Say no more! As the air gets chillier and leaves turn golden, Chicago is buzzing with thrilling, chilling activities for everyone. Whether you're a local or just stopping by, we've compiled a list of 18 must-do Halloween activities in Chicago. Plus, if you're staying at The Chicago Hotel Collection, you're in for an extra treat (no tricks here!). Guests receive our exclusive guest amenities package, which means you save on other fantastic Chicago activities. Let’s dive into the ghoulish fun!

1. Haunted Tours - Dive deep into Chicago's ghostly past with citywide haunted tours that reveal chilling tales of famous landmarks.

2. Navy Pier Halloween Festivities - A classic favorite, Navy Pier transforms into a Halloween haven with mazes, parties, and endless spooks.

3. Bar Crawls - Sip on bewitching brews and creepy cocktails during the city’s Halloween-themed bar crawls. Cheers to spooky spirits!

4. Masquerade Balls - Glam up for a night and dance the evening away at Chicago's enchanting masquerade balls. Who's behind that mask?

5. Theater & Performances - Experience the eerie and captivating world of Halloween-themed plays and shows in Chicago's vibrant theater scene.

6. Halloween Cruises - Set sail on Lake Michigan for a night of ghoulish grooves, spine-chilling stories, and perhaps a monster mash or two.

7. Horror Movie Marathons - Grab your popcorn and embark on a cinematic journey through classic and contemporary horror films at local theaters.

8. Dungeons of Doom - For those craving a heart-pounding experience, this haunted house is not for the faint-hearted!

9. Escape Rooms - Test your wits and bravery in special Halloween-themed escape rooms. Can you escape the witch’s curse?

10. Zombie March - Put on your best undead attire and shuffle alongside fellow zombies in the city's most ghoulish march.

11. Pop-Up Halloween Bars - Immerse yourself in Halloween magic as bars turn into haunted hideaways with themed drinks that go bump in the night.

12. Chicago Costume Stores - Even window shopping at these eclectic stores is a treat, showcasing the most creative and unique costumes.

13. Cemetery Tours - Wander through the historic Graceland Cemetery, discovering tales of the city's bygone residents.

14. Chicago Horror Film Festival - Feast on a smorgasbord of indie horror films that are sure to leave you thrilled and chilled.

15. Arts in the Dark - A nighttime parade like no other, celebrating Halloween's magic and creativity with dazzling displays.

16. Pumpkin Patches & Corn Mazes - Find the perfect pumpkin or lose yourself in a sprawling corn maze, all while enjoying the crisp fall air.

17. Cooking & Cocktail Classes - Master the art of Halloween treats and tricky beverages with themed classes that will impress any ghoul or goblin.

18. Music & Dance Nights - Groove to spine-tingling beats at various venues offering special Halloween-themed music and dance nights.

And there you have it! Eighteen spook-tacular activities to make your Halloween in Chicago one for the books. Remember, if you’re staying with The Chicago Hotel Collection, our exclusive guest amenities package adds a cherry on top of your Chicago experience. Not only will you be immersed in the heart of all the Halloween action, but you'll also enjoy exclusive deals and savings on a plethora of other Chicago activities. So, put on your best costume, embrace the spooky spirit, and have a fang-tastic time in Chicago!