Chicago Event Entertainment That Turns a Party Into a World
Some events need a performer.
Others need the entire room to come alive.
Red Hot Annie creates sophisticated Chicago event entertainment for corporate galas, awards dinners, fundraisers, private celebrations, hospitality events and immersive experiences. Book Annie for a magnetic featured appearance or bring in Vaudezilla to design a complete production with dancers, vocalists, musicians, specialty artists and interactive characters.
From luxury cabaret and burlesque entertainment to Roaring Twenties galas and hidden speakeasy worlds, every experience is built around the audience, venue, timeline and atmosphere of the event.
Make Your Event Impossible to Forget
Tell us the date, venue, guest count and kind of room you want to create. We will recommend the strongest entertainment format, cast and level of production.
Request a Custom Entertainment Proposal
Explore Chicago Event Entertainment
Best for corporate events, multi-performer productions, luxury private celebrations and custom entertainment concepts.
Corporate Event Entertainment in Chicago
Corporate entertainment should support the evening rather than interrupt it.
Red Hot Annie and Vaudezilla create polished entertainment for corporate galas, awards ceremonies, conferences, donor events, holiday celebrations, client receptions and brand experiences.
Entertainment can be integrated throughout the event, including:
- Guest arrivals and immersive welcomes
- Cocktail-hour performers
- Elegant roaming characters
- Live vocalists and musicians
- Featured dance and cabaret acts
- Awards-program transitions
- Custom opening numbers
- Specialty performers
- Memorable finales
- Complete entertainment direction
Every recommendation considers the audience, venue, event flow and level of interaction. The result can feel theatrical and visually exciting while remaining sophisticated enough for executives, sponsors, clients and donors.
Red Hot Annie may appear personally as a featured performer or host, or lead the creative direction of a complete cast.
Planning a Gala, Awards Dinner or Corporate Celebration?
Create an entertainment experience designed around the complete evening, from guest arrival through the final featured moment.
Explore Corporate Gala Entertainment
Request a Corporate Entertainment Proposal
Include your date, venue, guest count, program schedule and approximate entertainment investment for the most useful recommendation.
Burlesque Dancers for Hire in Chicago
Book polished burlesque entertainment for corporate celebrations, galas, private parties, fundraising events and theatrical experiences.
Options may include:
- A featured Red Hot Annie performance
- Solo or duo burlesque acts
- Coordinated ensemble numbers
- Glamorous showgirls
- Cabaret performers
- Roaming appearances
- Audience interaction
- Custom music and costuming
- A complete private show
The style and level of sensuality can be shaped around the audience. A performance may be bold and intimate, elegant and vintage-inspired, playful and celebratory, or sophisticated enough for a corporate ballroom.
Red Hot Annie can perform as the featured artist or assemble a cast that feels cohesive with the event rather than added as an afterthought.
Bring Live Burlesque to Your Event
Choose a featured appearance by Red Hot Annie or explore a larger ensemble produced by Vaudezilla.
Request a Multi-Performer Proposal
Red Hot Annie is the strongest route for a personal featured appearance. Vaudezilla is the strongest route for multiple performers, custom staging or complete production.
1920s Entertainment in Chicago
Transform the room with Art Deco glamour, live performance and the restless energy of the Jazz Age.
A custom 1920s entertainment experience may feature:
- Flappers and Charleston dancers
- Cabaret performers
- Featured vocalists
- Live jazz musicians
- Tap dancers
- Bellhops and hotel characters
- Vintage emcees
- Magicians
- Champagne greeters
- Immersive hosts
- Custom theatrical vignettes
Choose one striking performance for a featured moment or create a complete entertainment program that begins when guests arrive and develops throughout the evening.
The strongest vintage events do more than put performers in fringe dresses. They create atmosphere, pacing, interaction and the sensation that guests have stepped into another era.
Bring the Roaring Twenties to Life
Tell us whether you need elegant cocktail-hour atmosphere, a featured stage performance or entertainment woven throughout the evening.
Explore Roaring Twenties Entertainment
Request 1920s Entertainment Options
Ideal for corporate galas, Great Gatsby parties, awards dinners, fundraisers, historic venues and luxury celebrations.
Gatsby Party Entertainment
A Gatsby theme works best when it feels cinematic rather than costume-party casual.
Vaudezilla creates Gatsby entertainment with polished performers, vintage styling, immersive arrivals and carefully timed feature moments that build energy throughout the room.
Your experience can include:
- Gatsby-inspired cocktail entertainment
- Charleston dance features
- Jazz-age cabaret
- Roaming flapper performers
- Vintage hosts
- Champagne moments
- Interactive characters
- Grand entrances
- Surprise reveals
- Custom entertainment tied to the event program
Give the Room More Than a Theme
Build an experience that looks beautiful, moves naturally and gives guests something worth remembering.
Explore Gatsby Party Entertainment
Speakeasy Entertainment in Chicago
Invite guests into a hidden world of velvet, jazz, cabaret and unexpected encounters.
Speakeasy entertainment works beautifully for cocktail receptions, corporate parties, private lounges, hotels, museums and historic venues. Guests may be welcomed by a mysterious host, encounter intimate performances or discover a larger story unfolding around them.
Your experience may feature:
- Cabaret singers
- Burlesque performers
- Jazz musicians
- Close-up magicians
- Password hosts
- Roaming characters
- Secret invitations
- Interactive clues
- Vintage photo moments
- Theatrical cocktail-hour scenes
The concept may remain intimate and atmospheric or expand into a complete immersive production.
Open the Door to a Private Speakeasy World
Create a sophisticated night of cabaret, live music, characters and surprise performance moments.
Explore Speakeasy Entertainment
Create a Private Speakeasy Event
Explore the service for private and corporate bookings, or enter Voltage! to experience Vaudezilla’s signature speakeasy world.
Luxury Event Entertainment and Creative Direction
Luxury is not created by adding more sequins.
It comes from cohesive casting, strong performers, intelligent pacing, elegant guest interaction and a clear creative point of view.
Red Hot Annie can develop the entertainment concept, cast the talent, direct custom material and shape how the experience unfolds from arrival through the final moment.
Creative production may include:
- Concept development
- Performer casting
- Original scenes and vignettes
- Music selection
- Costume direction
- Choreography and staging
- Rehearsal direction
- Guest-flow planning
- Planner and venue coordination
- Event-day entertainment direction
Clients may hire Red Hot Annie as a featured performer, host, creative director or producer. Larger productions can incorporate dancers, singers, musicians, magicians, specialty artists and immersive characters.
Need More Than a Single Performer?
Commission an original production designed around your venue, audience and event goals.
Explore Custom Event Productions
Commission a Custom Production
Best for galas, brand activations, awards programs, luxury celebrations and events where the room carries real stakes.
Live Cabaret Entertainment in Chicago
Cabaret combines music, movement, character and direct audience connection in a flexible format.
It can animate a cocktail hour, punctuate dinner with featured performances or become a complete stage presentation.
A custom cabaret lineup may include:
- Featured vocalists
- Burlesque performers
- Cabaret dancers
- Live jazz
- Hosts and emcees
- Magicians
- Comedy
- Variety performers
- Specialty acts
Red Hot Annie can appear as the featured entertainer or curate a full lineup designed around the natural rhythm of the evening.
Build a Cabaret Lineup Around Your Event
Tell us where entertainment fits into the schedule, how long it should last and what you want guests to feel.
Request Cabaret Entertainment Options
Choose a single featured act, several performance chapters or a complete live cabaret production.
Immersive Entertainment in Chicago
Immersive entertainment invites guests into the story rather than asking them to watch from a distance.
Red Hot Annie and Vaudezilla create character-driven experiences using theatrical hospitality, secret invitations, live performance, hidden messages and custom narrative moments.
Guests may enter through an impossible hotel lobby, receive instructions from a mysterious character or discover scenes unfolding in unexpected corners of the venue.
Immersive concepts can be created for:
- Corporate events
- Hotels and hospitality
- Galas and fundraisers
- Brand activations
- Private celebrations
- Museums and historic venues
- Themed dinners
- Unconventional event spaces
The experience may involve a few beautifully developed characters or an entire story world with custom scenes, music, props and guest pathways.
Turn Your Venue Into Another World
Tell us what you want guests to feel, discover and remember.
Request an Immersive Event Proposal
The Pink Hotel reveals the creative world. The proposal form begins a custom experience designed for your event.
Private Party Entertainment in Chicago
Celebrate a birthday, anniversary, bachelorette party or milestone with entertainment shaped around the people in the room.
Private-event options may include:
- A featured Red Hot Annie performance
- An intimate cabaret show
- A private burlesque class
- Roaming characters
- A speakeasy experience
- A themed entertainment lineup
- A completely custom celebration
A smaller group may prefer a playful class or intimate featured act. A larger private event may call for a curated cast, live music and a complete themed world.
Make the Celebration Feel Entirely Yours
Share the occasion, guest count, venue and level of participation you want.
Explore Red Hot Annie Bachelorette Parties
Request Custom Private Entertainment
Use Red Hot Annie for personal teaching and intimate group experiences. Use Vaudezilla for larger casts, theatrical concepts and full private-event production.
Burlesque Classes in Chicago
Looking for a class rather than event entertainment?
Red Hot Annie teaches beginner-friendly Chicago burlesque classes, private group experiences and performer-development programs.
Classes may focus on:
- Burlesque movement
- Confidence and presence
- Musicality
- Character
- Stagecraft
- Beginner choreography
- First-act development
- Private coaching
- Performance-video direction
- Becoming booking-ready
No previous performance experience is required for beginner options.
Step Into the Room
See the live schedule first, then explore the larger class experience.
View the Current Class Schedule
Explore Chicago Burlesque Classes
The current schedule is the fastest route to an available class.
Looking for a Chicago Burlesque Show?
Explore live productions and immersive experiences, or bring a private show directly to your venue.
Enter Voltage! Immersive Speakeasy
Request a Private Burlesque Show
Meet Red Hot Annie
Red Hot Annie is the performer, producer and creative director behind these experiences.
Hire her for a featured appearance, private experience or creative direction, or commission Vaudezilla to build a complete cast and production around the event.
Contact Red Hot Annie Directly
Create an Event Guests Will Still Be Talking About Tomorrow
Book Red Hot Annie as a featured performer, host or creative director, or commission Vaudezilla to create a complete Chicago entertainment experience.
From corporate gala entertainment and Roaring Twenties performers to live burlesque, speakeasy cabaret and immersive productions, every element can be shaped around your guests, venue and vision.
For the strongest recommendation, include:
- Event date
- Venue or location
- Guest count
- Event type
- Entertainment timing
- Desired atmosphere
- Approximate investment range
Request a Vaudezilla Entertainment Proposal
Contact Red Hot Annie Directly
Choose Vaudezilla for corporate events, multiple performers and complete productions. Choose Red Hot Annie when you want Annie specifically, a featured solo performance, private teaching or coaching.
Selected editorial images visualize entertainment concepts available for customization. Event galleries feature photographs from actual Red Hot Annie and Vaudezilla productions.
The principal Vaudezilla routes above are live and currently describe corporate gala, Roaring Twenties, speakeasy and custom-production services. (vaudezilla.com)