Are you ready to embrace the spooky season in Chicago? Fall is the perfect time to experience the Windy City, with events ranging from festive hayrides to vibrant Halloween bar crawls. I’ve explored some of the best fall activities in Chicago for 2024, and I’m thrilled to share my experience. Here are my top ten must-do activities for the season!

1. Enjoy Halloween & Fall In Chicago at Fall Fest On The Riverwalk

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The Fall Fest On The Riverwalk is a cozy fall escape with stunning river views, hayrides, and everything pumpkin spice. Imagine strolling along the Riverwalk, wrapped up in your favorite sweater, sipping on warm apple cider while taking in the autumn colors reflected in the water. With hayrides, live music, and seasonal treats, it’s the perfect fall festivity to enjoy with friends and family. Don’t forget to use code TWTR for a discount when purchasing your tickets!

2. Hotel Transylvania Character Brunch for Halloween & Fall In Chicago

Enjoy a spook-tacular Hotel Transylvania Character Brunch at Wonderverse, where your favorite characters come to life, mingling, entertaining, and posing for unforgettable photos! After a delicious feast, kids can keep the excitement going with a $20 arcade play card for non-stop fun and adventure. Don’t miss it!

3. Trick or Drink Chicago Halloween Bar Crawl (3 Days)

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If you’re looking for an adult-only Halloween celebration, the Trick or Drink Halloween Bar Crawl is an epic choice. Over three days, you’ll experience Chicago’s most lively bars decked out with Halloween décor. I had a blast trying themed drinks, dancing to live DJ sets, and meeting other partygoers. Whether you’re a ghost, ghoul, or goblin, this bar crawl is the place to be.

4. 2024 Chicago Halloween Bar Crawl (Saturday): All Access FU

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For a one-night-only Halloween extravaganza, check out the Chicago Halloween Bar Crawl with All Access FU! From exclusive bars to hidden speakeasies, this crawl takes you to the best party spots in the city. Costumes are a must, and the lively atmosphere makes it feel like the entire city is celebrating with you. This event is the ultimate way to make unforgettable Halloween memories.

5. Dining in the Dark Chicago at About Last Knife

Dining in the Dark is an experience like no other. With a blindfold on, you’re led to your table, and the rest is a surprise! This immersive dining experience heightened my senses and brought out a whole new appreciation for food. Perfect for a date night or a night out with friends, this unique experience adds a bit of mystery to your fall festivities.

Keywords: Unique Dining in Chicago, Things to Do in Chicago at Night, Fall Events in Chicago 2024

6. BITE! by AirOtic Soirée for Halloween & Fall In Chicago

A little sultry, a little spooky, and a lot of fun—BITE! by AirOtic Soirée was one of the most thrilling nights of my fall season. This circus-inspired, Halloween-themed event includes aerial acrobatics, burlesque acts, and live performances that will leave you amazed. It’s a bold and captivating way to celebrate the season, so get ready for a night to remember.

Keywords: Chicago Nightlife, Halloween Events in Chicago, Circus Shows Chicago

7. Rick & Morty Experience

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Ever wanted to step into the world of Rick & Morty? Now’s your chance! This interactive experience brings the beloved animated series to life with themed decor, immersive sets, and fun activities. From “Schwifty” cocktails to sci-fi surprises, this event is ideal for fans of the show who want a quirky and adventurous fall outing in Chicago.

8. Gangsters and Ghosts Tour in Chicago: Best activities for Halloween & Fall In Chicago

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Explore the darker side of Chicago with the Gangsters and Ghosts Tour. Walking through the city’s historic streets, I learned about notorious gangsters and legendary ghost stories. The guide was fantastic, weaving together true crime and the supernatural. Perfect for history buffs and Halloween enthusiasts alike, this tour gives you a glimpse of Chicago’s haunted past. Don’t forget to use code THERUSSELLS10 for a discount on your ticket!

9. Neon Brush Chicago: Sip & Paint

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This Neon Brush Sip & Paint night is a colorful way to unleash your creativity! With a glass of wine in hand, I painted under blacklights, creating neon masterpieces in a fun and relaxing atmosphere. Whether you’re a seasoned artist or a beginner, it’s a fantastic evening activity to do with friends.

10. Illumination: A Halloween Gala

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Nothing says Halloween like a grand gala, and the Illumination Gala is a can’t-miss event for its eighth year in a row! This upscale party combines themed cocktails, hauntingly beautiful decor, and live entertainment for a glamorous night out. Dress to impress because this event is all about stepping up your Halloween game in the most chic way possible.

Plan Your Chicago Fall Adventure!

Chicago in the fall is full of vibrant colors, incredible activities, and Halloween spirit! From riverwalk festivals to spooky tours, there’s something for everyone. These events are just the tip of the iceberg when it comes to fall things to do in Chicago, so grab your tickets and get ready for an unforgettable season.

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About Admin

Ro'Shunda Russell is the content creator & mompreneur behind TravelWithTheRussells.com.

Since 2017, Ro'Shunda has collaborated with household name brands like SharkNinja, Mazda, Hilton, Many U.S. Travel Tourism Bureaus, Lipton, Nintendo & more.

Ro'Shunda quickly grew her blog to become one of Chicago's most recognized bloggers and transitioned into a booming lifestyle brand.
Sharing openly about parenting, travel, home, beauty, and style, Ro'Shunda connects with her audience through relatable life experiences that families and creators can relate to.

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