Chicago & Chicagoland · Est. for the Jazz Age
Hosted Gatsby Party, Speakeasy & Roaring 20s Entertainment for Corporate Events, Holiday Parties, NYE, Fundraisers, Weddings & Private Parties in Chicago & Chicagoland
Bar & catering by your venue — we handle the show.
It starts at the door
Every guest gets a password. A bouncer at the peephole, a host in period style, and a room that changes the moment the door swings open. Try it.
From downtown Chicago ballrooms and River North lofts to North Shore country clubs, we bring a fully hosted Gatsby Party — password door, character host, Charleston lesson, accessory station, and Jazz Age energy — to your corporate holiday, NYE, gala, wedding or speakeasy celebration. Bar and catering stay with your venue.
Welcome in
The room is yours.
The cast takes it from here. Your venue pours the drinks; we bring the show.
Book the doorHow it works
Date, venue, guest count and event type — speakeasy, corporate holiday, NYE, fundraiser or gala, wedding, or private party.
Choose a package or bundle. Add the Great Gatsby Jazz Band, swing & Charleston dancers, lighting, a photo backdrop, silent disco, casino tables or a murder-mystery twist.
Password-door and peephole kit, accessory station, Art Deco backdrop accents, host scripts and run-of-show cards. We need standard power and a clear arrival path for the secret-door moment.
Our vetted professional hosts and a hand-picked local cast carry the evening from the first knock to the final bow.
The host closes the night, the cast exits in character, and our crew strikes everything we brought.
Entertainment & décor only — your venue or caterer handles bar and food. We never serve alcohol.
Packages
Starting-at, editable placeholder pricing. Your written quote reflects your date, guests, hours and venue.
The essentials
Starting at
$3,500
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Up to ~75 guests · ~2–2.5 hours
Jazz Age accessories, a best-dressed contest, Art Deco accents and a curated 1920s soundtrack.
The full evening
Starting at
$6,500
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Up to ~150 guests · ~3 hours
Our most-requested format: a live jazz quartet, dancers and a Charleston lesson. No mingling characters — those start with Gala.
The grand ballroom
Starting at
$10,500+
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Large rooms, scaled to your count · Scales with hours
Full production for big rooms, galas and company-wide celebrations.
Featured bundles
Pair the hosted program with live 1920s jazz, a dance showcase, casino tables or a mystery twist.
Gatsby Party hosting paired with the Great Gatsby Jazz Band for live 1920s jazz.
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Quote this bundleThe Great Gatsby Jazz Band plays live while swing & Charleston dancers perform, then our instructors get the whole room dancing.
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Quote this bundleA fully hosted speakeasy with the Great Gatsby Jazz Band, swing & Charleston dancers, Gatsby-style 1920s mingling characters and casino tables (play money only).
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Quote this bundleGatsby Party hosting with an interactive mystery beat threaded through the night.
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Quote this bundleOccasions
The atmosphere
Why book us
Our vetted professional hosts, actors, dancers and instructors are matched to your crowd. We match you with the right crew for your event.
Password door, accessory station, décor accents, scripts and run-of-show cards arrive with the team.
One coordinator from first call to strike. Your venue gets a clean timeline and load-in plan.
Certificates of insurance issued to venues and companies on request.
We never run a bar or serve food. That keeps your venue contracts simple and our focus on the show.
Service area
We bring the full kit to ballrooms, lofts, clubs, offices and private homes across Chicago & Chicagoland.
Questions
Roaring 20s entertainment and décor brought to your venue in Chicago & Chicagoland. Starter includes accessories, a best-dressed contest, basic Art Deco accents and a curated playlist, with an optional live duo. Hosted programs with a password-door welcome, live jazz, dancers and lessons are available in other packages. Among our main packages, 2–4 mingling characters start with Gala; Starter and Signature do not include them.
No. We do not provide bar, alcohol, mixology, or beverage service of any kind. Your client team, venue or caterer handles the bar and catering.
No. Food and catering are handled by your venue or caterer. We are entertainment, décor and hosting only.
Starter includes only an accessory station (boas, pearls, fedoras and headbands), a best-dressed contest, basic Art Deco décor accents, and a curated 1920s playlist, or add a live duo. It does not include a host, password-door experience or photo backdrop. Signature includes Starter plus a professional host, password door, vintage photo backdrop, Charleston instructor, fuller décor, a Great Gatsby Jazz Band quartet and 2 swing & Charleston dancers for up to ~150 guests, without mingling characters. Gala is a full production for large rooms with 2–4 Gatsby-style 1920s mingling characters, a featured dance troupe, lighting coordination and a photo activation.
Starter runs about 2 to 2.5 hours. Signature and most bundles run about 3 hours. Gala programs scale with your schedule. Extra character hours can be added.
We do not provide bar, alcohol, mixology, or food. Your venue or caterer handles beverage and catering.
The door is open
Tell us your date and venue anywhere in Chicago & Chicagoland. We'll reply within 1 business day with a tailored quote.
