Haunted Halloween Ball 2026
Chicago's longest-running Halloween costume party in a historic haunted hotel.
43 Halloween food, drink, and parties near Lower West Side.
This season, Lower West Side offers a mix of Halloween celebrations and culinary events. For a major city bash, consider Wrigleyville's largest party. If you prefer a unique, potentially family-friendly experience with aquatic creatures, the Shedd Aquarium is hosting an event.
Beyond the downtown core, you might find other gatherings, including wine-focused festivities or even bar crawls with a seasonal twist. Some events are ticketed, while others may offer free admission.
Chicago's Halloween night parade featuring a costume contest with cash prizes.
Features a pumpkin patch, haunted trail hayride, and fireside s'mores.
Dark Halloween burlesque and contemporary circus spectacle featuring world-class aerialists.
Evening Halloween parade moving along Columbus Drive against the Chicago skyline.
See all Halloween parties, events, and celebrations in your area.
These are ticketed, seated productions, murder mysteries, monster-themed tasting menus, cabaret dinners, so treat them like theater: book weeks ahead for October Saturdays, note the prix-fixe price usually excludes drinks and tip, and flag dietary needs at booking, not at the table. Confirm the costume expectation, since some dinners are full-dress affairs while others just want festive attire.
Read the listing: "costumes encouraged" means half the room dresses up and nobody cares, while "costume required" events can refuse the door or charge extra without one, especially themed balls. Peak Saturday, you'll feel more out of place without a costume than in one. The minimum viable move: one strong accessory, hat, cape, face paint, that reads as participation.
Often the best value of the season: trivia nights, themed dinners, scary-movie bar screenings, and early crawls run cheaper, quieter, and more conversational than peak Saturday. Weeknights suit costumes you actually want people to look at, and bartenders have time to make the themed cocktails properly. Save the marquee spend for the big Saturday and fill October's calendar with weekday gems.