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Frank Sinatra Impersonator — Rat Pack Polish for Premium Events

Professional Frank Sinatra impersonators for corporate galas, Casino Royale themed events, anniversary celebrations, and premium casino party rentals in Chicago, IL and the Midwest. Where Elvis is the rhinestone jumpsuit, Sinatra is the tuxedo — Rat Pack–era polish and Great American Songbook standards (Frank Sinatra, Britannica).

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(630) 422-1811

5.0 653+ Reviews
Serving IL, WI, IN, MI, MO, IA & OH
Since 2011
The Bash Rising Star

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Why Sinatra Works at Corporate & Premium Events

Refined, not loud

The right impersonator when Elvis would feel too over-the-top.

Live vocal capability

Most professional Sinatra impersonators are trained vocalists who perform a 30-45 minute set live.

Pairs naturally

With Casino Royale and Old Hollywood themes

Multi-generational reach

The Great American Songbook still draws.

“Sinatra is the upgrade tier of the male vocal impersonator booking. When the client wants the room to feel like a 1960s Vegas lounge — Capitol Records, smoke, tuxedos, low light — Sinatra is the only right answer.”

— Jeff Durocher, President & CEO, U.S. Poker & Casino Parties

What's Included

Tuxedo and Rat Pack–era accessories
Trained vocalist with live performance set
30-45 minute performance (Great American Songbook standards)
Between-set in-character event presence
General liability insurance

Ready to Produce your Frank Sinatra?

Quote in one business day. Serving corporate galas across Chicago, IL and the Midwest since 2011.

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Casino Royale Themed Events

Full-service Casino Royale themed event productions for corporate galas, sales kickoffs, client appreciation nights, and premium casino party rentals in Chicago, IL and across the Midwest.

How much does it cost?

$1,400-$2,500 for a 3-hour event with live performance set, depending on performer profile.

How far in advance should I book?

Peak season: 8-10 weeks ahead.

Does the impersonator sing live?

Yes — Sinatra is one of the few impersonator bookings where live vocal performance is standard.

Service area?

Illinois, Wisconsin, Indiana, Michigan, Missouri, Iowa, Ohio — plus select nationwide via travel.

Serving Chicago, IL & the Midwest

Based in Bensenville, IL — with delivery to the full Chicago metro and select cities across the Midwest.

Chicago
Bensenville
Naperville
Schaumburg
Milwaukee, WI
Detroit, MI
Indianapolis, IN
Cincinnati, OH
+ more

Jeff Durocher

President & CEO, U.S. Poker & Casino Parties · LinkedIn

Before acquiring the company in 2011, Jeff spent 25 years as a senior business executive. He has personally produced hundreds of Casino Royale events for Fortune 500 clients across the Midwest.

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