Holiday Parties · Chicago
Holiday Party Magician in Chicago
Turn your holiday party from "nice" to the event everyone talks about until next December.
As Seen On & Trusted By
By Scott Syme · Last Updated March 2026
Looking for holiday party entertainment in Chicago that your team will actually remember? Forget the generic DJ. Forget the awkward karaoke. White Rabbit delivers the kind of sophisticated, interactive entertainment that makes your holiday party the highlight of the year, and the reason people RSVP to next year's before you even send the invite.
Holiday parties in Chicago are a big deal — the city takes end-of-year celebrations seriously. Corporate dinners at downtown hotels, law firm parties in private dining rooms, and company-wide events at venues along the Magnificent Mile. Scott's close-up magic during the cocktail hour gives employees and clients something genuine to bond over. It breaks the ice and creates moments people are still talking about when they're back at their desks in January.
Scott flies in from LA for Chicago holiday party bookings — it's one of his busiest travel routes during Q4. Christmas parties, Hanukkah celebrations, New Year's Eve — the format works for seated dinners and standing cocktail parties equally well. Chicago holiday hosts go big, and White Rabbit matches that energy.
Book Your Chicago Holiday Party Entertainment
Dates fill quickly, especially during peak event season. Tell us about your event and we'll confirm availability within 24 hours.
New year, new events. March and April dates are now open for booking.
Your team celebrating at The Peninsula Chicago, an intimate gathering at Girl & The Goat — wherever the party lands, White Rabbit transforms your Chicago holiday party from "nice" to "legendary."
Don't underestimate the ROI of a great holiday party. Employee retention, team morale, client relationships — they all improve when people associate your company with extraordinary experiences. That's what White Rabbit delivers.
Holiday season (October through January) is our busiest period. December dates fill months in advance. Many clients rebook the following year immediately after their event. Plan early to secure your preferred date in Chicago.
Midwest events balance warmth with high standards. Guests are generous, welcoming, and genuinely engaged — they don't need to be convinced to have a good time, but they absolutely know the difference between good entertainment and great entertainment. White Rabbit delivers the latter.
Midwest audiences are the most rewarding to perform for — genuinely warm, fully present, and unafraid to show amazement.
Scott travels from Los Angeles to serve clients throughout the Midwest, with direct flights to all major markets.
What's Included
- Pre-event consultation to tailor the performance to your audience and goals
- World-class close-up magic, mentalism, and audience interaction
- Professional appearance. Scott arrives in signature style, ready to elevate
- Travel coordination handled seamlessly. Scott regularly performs in Chicago
- A follow-up to make sure your event exceeded expectations
White Rabbit is based in Los Angeles and travels nationwide for select engagements. Close-up magic, mentalism, and curated sound travel beautifully. Full theatrical staging (lighting rigs, curtains) is available for events in the greater Los Angeles area. For Chicago events, Scott works with your venue's existing setup to deliver the same world-class experience.
Frequently Asked Questions
"Our holiday party went from 'nice' to 'legendary' the moment Scott started performing. Three months later, it's still the talk of the office."
Chief People Officer, Tech Company
Make Your Next Event Unforgettable
Tell us about your Chicago event (date, guest count, and vibe) and we'll craft a custom experience your guests will never forget.
New year, new events. March and April dates are now open for booking.
Most clients book 2–4 weeks in advance · No obligation to inquire
Follow Scott on Instagram @scottsyme_ for behind-the-scenes magic and event highlights.