Halloween is a fun night for all, no matter what age, and Halloween in Chicago is no exception! From bar-hopping to kid-friendly activities, Gold Coast doesn’t hold back.


Some of the city’s most notable bars take part in sponsoring elaborate costume contests, like Butch McGuire’s, She-nannigans House of Beer, Bootleggers, and more. All of these locations include rewards for participating in costume contests, along with live music and radio broadcasts from local stations. In past years, the bar crawl has culminated at The Original Mother’s, where the festivities started at midnight. This is the crown jewel of the evening, and the final destination for any bar crawlers looking to close out Halloween with a bang.


50 years ago this month, The Original Mothers first opened its doors, and has been welcoming locals and visitors alike to Division Street ever since. The bar is excited to host its 38th Annual Halloween Tour, which will take place on Saturday, October 27th. Although the events change every year, Brian Phillips, one of 101 WKQX’s on-air personalities, broadcasted live from the dance floor one year, and there’s always a performer or group to provide live music all night into the early morning. For anyone who loves getting into the Halloween spirit by dressing up and reliving their childhood, just know that people take their costumes very seriously here! The top prize is usually around $1000, and second and third place are around $500 and $250, respectively.


On the other hand, if you’re looking for a more family-oriented event, you can always stop by Gold Coast’s annual “Ghouly Park” event. Experience Goudy Park, at Astor and Goethe, as it becomes a Halloween paradise, compliments of the Gold Coast Neighbors Association. From 4-7pm on October 31, 2018, there will be all kinds of entertainment roaming the park, from music to stilt walkers, magicians, and puppeteers, and, of course trick-or-treating. Kids of all ages can find something fun to do, and it’s a safe and enjoyable way to make sure it’s an unforgettable Halloween for everyone.


If neither of those activities suit your style, or if you’re looking to venture a little farther out of the neighborhood, there are always a number of renowned ghost tours that take you all over the city, both walking and via bus. There’s even one that goes through all of the known locations of the country’s first recorded serial killer, H. H. Holmes. Other tours even come with ghost-hunting equipment, so you can properly record any paranormal encounters throughout your evening.


However you decide to spend the holiday, make sure to reserve your spot ahead of time if it’s a ticketed event!




Dee Thompson Chicago Blog Footer 1