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halloween events

Chicago Halloween Events to Check Out this October

September 24, 2019

chicago halloween events

Halloween is hands down one of my favorite holidays. I love all the witchy, spooky, magical TV shows, movies, decorations and events that emerge with coveted fall fashion (view a post of where to find cute fall dresses under $50 here). Y’all know I love attending a themed event. Below are the best Chicago Halloween events to check out this October!

Jack’s Pumpkin Pop-Up

October 3 – 31

I went to Jack’s Pumpkin Pop-Up last year and LOVED it! The Instagramable pumpkin house, multiple photo ops, corn maze, beer for purchase – the whole set up was perfect for a perfect Autumn night. I will defiantly be going back again this year!

House of Beetle Pop-Up

October 17 – 31

This October pop-up is new this year to Chicago, and I can’t wait to check it out! Think spooky Beetlejuice vibes 🙂 There will be themed drinks, great tunes and lots of Instagram photo opportunities.

Adults Night Out: The Great Pumpkin Glow

October 24

Any event at the Lincoln Park Zoo is always a good one. October’s Adults Night Out is all things pumpkin. Guests can enjoy a jack-o-latern trail, corn maze, cash bars and complimentary rides on the carousel until 9:45pm – all during zoo after hours!

Haunted Halloween Ball

October 26

It’s time to bring out your dancing shoes at Congress Plaza Hotel, one of the most haunted hotels in the world! For $20 general admission you can enjoy VIP nightclub meets lounge meets haunted house. Dress in your best costume!

River North Halloween Crawl

October 26

Every year my friends and I go on a Halloween bar crawl in River North and it’s always so much fun! The heart of the city, lots of bars to choose from, and everyone dressed to impress in their best Halloween costumes. It’s a must do!

Nightmare at Navy Pier: 5th Annual Halloween Ball

October 26

Navy Pier is another great location for events in the city. This year Nightmare at Navy Pier presents their 5th annual Halloween Ball including multiple DJs and a cash bar at the Aon ballroom. Get your costumes ready!

Halloween Booze Cruise

October 31

If you are looking for something to do on actual Halloween, the 31st, look no further than this spooky booze cruise on Lake Michigan. Enjoy a DJ, giveaways, a costume contest and more on the Anita Dee II. Hurry and get your tickets before they sell out!


Will you be attending any of these Chicago Halloween events this October? Comment which ones below!

Filed Under: Chicago, Chicago Events, Chicago Guides, Seasonal Tagged With: chicago, chicago events, halloween, halloween events

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About Alyssa

Alyssa is a lifestyle writer living in downtown Chicago. Her blog, Sweating Champagne, focuses on local events & festivals, mental health awareness, travel guides, and style. She loves urban living, personality quizzes (ISTP!), reading fantasy novels, listening to music, and hanging out her two cats.

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