A large Halloween costume party spread through the Congress Plaza Hotel on Michigan Avenue, with DJs in multiple rooms and costumed performers. Costumes are required for entry, and a best-costume contest awards $2,000 in cash and prizes.
The Haunted Halloween Ball is a big Halloween-night costume party inside the Congress Plaza Hotel on Michigan Avenue, a historic hotel the organizers note USA Today has called one of the most haunted in the world. The party spreads across several rooms of the hotel, each with its own DJ, and costumed performers roam the halls through the night. Costumes aren't optional here: you need one to get in, and the best ones compete for $2,000 in cash and prizes in the costume contest. It runs from 9 PM to 2 AM and is strictly 21 and over, so bring a valid ID. General admission starts at $20 for the early-bird tier, which the organizers say is very limited, so prices go up as the night gets closer. Groups can book VIP table packages, starting at $450 for four people with reserved seating and a premium bottle. If you'd rather not travel home late, the hotel offers a Halloween room rate. The hotel is at 520 S Michigan Avenue in the South Loop.
Sat Oct 31, 9:00 PM – 2:00 AM. Multiple DJ rooms and costumed performers; costume contest with $2,000 in cash & prizes. DJ lineup not published.
Details checked against the official organizer on Oct 5, 2026. Times and prices can change, so confirm with the organizer before you go.