Chicago October 2020 Events

Attention foodies: check out the inaugural Cantigny Food Truck Festival! Expanding this year from 15 food trucks to over 25, you'll get to try some of the best eats in the area! In addition to food trucks, the event will feature a local vendor village and live music. Kids will have access to enjoy the Red Oak Farms playground, and everyone can explore the Cantigny Park grounds (gardens, nature trails, and the tank park will all be open). Admission is free; parking is $5. Attendees are encouraged to bring blankets and lawn chairs.

Every year when October comes around, the Chicago Architecture Center hosts a free 2-day festival open to the public. Open House Chicago focuses on highlighting and exploring over 250 of Chicago's most significant places with behind-the-scenes access. Attendees will get to see historic mansions, private clubs, sacred spaces, hotels, offices, theaters, and more!

Join over 30 of the best chefs and mixologists in the region, like co-chair Joe Flamm – Top Chef Season 15 Winner, at Chicago's Taste of the Nation! The event will feature socializing with top culinary crafters, bite-size fare, craft cocktails, and tasty desserts. All proceeds support the No Kid Hungry campaign’s work to end childhood hunger in Illinois. This event is for ages 21 and up. Tickets will be available in late Summer 2020.

Get in the spooky season spirit at this zombie-themed event! Nightmare on Chicago Street will feature bands, booze, food vendors, a zombie homecoming parade and pageant, cage matches, live graffiti artists, a hookah lounge, costume contest, and  more! Make it to the safe zone and help the Zombie Defense Initiative keep citizens alive at this interactive, theatrical experience. Only for ages 17 and up, attendees under 17 must be accompanied by an adult. Ticket information will be available online soon.

No need to wait for trick-or-treating hours to celebrate Halloween! Start things off early in River North at the Halloween Day Crawl! Starting at 11am, join others dressed in costumes hop from one bar to the next! Tickets include a free brunch buffet, gift cards to use on the crawl, a costume contest, giveaways and more! Tickets will be available online soon.

Lavish VIP nightclub meets eerie haunted house at the annual Halloween Ball! Twenty thousand square feet of a 120+-year-old hotel (The Congress a Hotel), known as one of the most haunted hotels in the world, will transform into an abandoned hotel operated by zombies. Put on your best costume and dance the night away! The ball will feature a great DJ, theatric performances, and a costume contest with a $2,000 prize. Early bird general admission is $20. VIP tables and group discounts will also be available.