Haunted Heights

Haunted Heights

Saturday, October 31, 2026 | 8:00 PM – 1:00 AM

SkyDeck at Twenty Nine at The Chicago Hotel Collection – Magnificent Mile

This Halloween, take the party 29 floors above Chicago at Haunted Heights, a Halloween rooftop experience at SkyDeck at Twenty Nine.

For one night only, the rooftop transforms into a haunting nightlife escape overlooking the Chicago skyline. Expect high-energy music, immersive entertainment, specialty cocktails, and Halloween surprises throughout the night.

Dance into the early hours with a live DJ set featuring house, dance, hip-hop, and today’s biggest hits while Halloween dancers bring the night to life with captivating performances.

Head to the bar for Halloween-inspired specialty cocktails available for purchase, then take in the incredible nighttime views from high above the Magnificent Mile.

The Night Includes:

• Live DJ set
• Halloween dancers & live entertainment
• Halloween-inspired specialty cocktails
• Halloween décor & photo opportunities
• Chicago skyline views
• VIP seating & bottle service available

Dress Code

Halloween Costumes | Dark Glam | Elevated Nightlife Attire

Costumes are highly encouraged. Whether you go glamorous, mysterious, spooky, or completely over the top, come ready for a Halloween night above the city.

21+ | Valid ID Required

The higher you go, the darker it gets.

Welcome to Haunted Heights at SkyDeck at Twenty Nine.