Kayla Lane is a pop culture and lifestyle writer with…
Fall is in full swing in Chicago! The leaves are changing, and Halloween is right around the corner. As the temperatures drop and the colder months approach, now is the perfect time to enjoy the fall weather and participate in some fall-related events. Before the chilly weather sets in, here’s a list of things happening in Chicago right now.
Jack’s Pumpkin Pop-Up

Where: 1265 W Le Moyne St, Chicago, IL 60642
When: Now open until November 3rd
Returning for its seventh year, Jack’s Pumpkin Pop-Up offers Chicago’s largest corn maze, photo opportunities, beverages, treats (like their famous apple cider donut), carnival games, and a selection of over 10,000 pumpkins in their pumpkin patch! Jack’s is open to all ages and makes for a great fall family outing.
Nightmare on Clark Street
@nightmareonclarkstreet Follow @kayleejochicagoas she takes on #nightmareonclarkstreet 👻 #chicagohalloween#chicago #thingstodoinchicago
♬ original sound – Nightmare on Clark Street – Nightmare on Clark Street
Where: 3505 N Clark Street, Chicago IL
When: Now open until November 3rd
This immersive and spooky multi-level haunted house features themed cocktails from Dracula’s Blood (Vanilla liqueur sprite with a grenadine syringe) to Freddy’s Tequila (Patron Reposado tequila, Lime juice, Agave, Pineapple with fresh sliced jalapenos and salt rim). Nightmare on Clark Street is open to anyone aged 16 and up, with those under 18 requiring a guardian.
Rooftop Cinema Club

Where: 311 N Morgan St 5th Floor, Chicago, IL 6060
When: Now open until winter
What began in London, Rooftop Cinema Club has expanded globally, including Los Angeles, Miami, New York, Fort Worth and Chicago! They offer open-air entertainment by turning rooftops into cinematic experiences, making it perfect for a movie night. Just check which movies are playing this week and make a reservation! Rooftop Cinema Club also hosts special events like Wine Wednesdays, lawn and table games, and live music, so you can socialize with like-minded movie lovers.
Buffy the Vampire Slayer Pop-Up

Where: 1367 N Milwaukee Ave, Chicago, IL 60622
When: Now open until October 27th
Buffy: The Slayer Experience is calling all Buffy fans! The pop-up will be taking over Whiskey Business, a modern rustic bar known for its themed pop-ups and nostalgic feel. All guests are welcomed with a “blood bag” cocktail included with their reservation. The event offers a full recreation of Sunnydale High and extends to Whiskey Business’ rooftop which is designed to look like Restfield Graveyard. Whether you wish to become a vampire slayer yourself or you’re just a Halloween fanatic, this event is for you.
Jojo’s Shake Bar
@jojosshakebar everyday the pumpkin patch shake is available at JoJo’s is a day worth living ✨ #lifeisworthliving #sweettreat
♬ Life Is Worth Living – Justin Bieber
Where: 23 W Hubbard St, Chicago, IL 60654
When: The pumpkin patch is open now until November 10th
This restaurant is a great spot for a date or hanging out with friends. You can choose from a variety of mouth-watering milkshakes at their shakebar, such as the “Chocolate Nirvana” (a chocolate Oreo Shake topped with a double chocolate donut hole, double chocolate marshmallow, & chocolate chip cookie). They also offer a variety of cocktails and brunch items and during Halloween, Jojo’s is hosting a pumpkin patch event where you can paint pumpkins while enjoying fall-themed food and drinks from chicken pot pie to pumpkin spiced lattes!
Lincoln Square Farmers Market

Where: 4513 N Lincoln Avenue, Chicago, IL 60625
When: Now open until November 19th
Farmers’ markets tend to offer a wide range of seasonal produce during early fall like apples, sweet potatoes and, of course, pumpkins. Take advantage of the fall weather while it lasts by visiting the Lincoln Square Farmers Market and exploring what the many vendors have to offer.
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Kayla Lane is a pop culture and lifestyle writer with a niche in film and fashion. She also holds a Bachelor's Degree in Journalism degree from Columbia College Chicago.




