Sinatra-Rat Pack Corporate Entertainment & More


Cool Cocktail Background or Show

We know how much is riding on this one and the work that has gone into making YOUR event memorable. From choosing the venue and creating the guests lists to taste testing those scrumptious hordevoures! Our

mission is to make the music end of things hassle-free, accommodating to your needs and exceeding in expectations after the final notes have been played and last call has been served. 


If you are on this page, you are looking for a band specializing in our music - be it for cool ambience or on the dance floor fun! Steve and crew will croon 'n' swing through elegant sets of Rat Pack & Jazz Standards, Tony Bennett, Buble, Adult Pop, Sambas and Big Band to set the perfect mood. Your guests will love the top-shelf sounds of Chicago's favorite Sinatra-Rat Pack Band, featuring an elite ensemble of some of Chicago's best! For more variety, we'll mix in those pop/rock favorites you love, including Elvis, Motown, Neil Diamond, Johnny Cash, 70's and more for an hour, or an evening of mingling, party or dance. 


We bring energy and elegance to your event, but we're not the band that will roll out the latest Hip Hop or Justin Bieber hits (though we probably know the new Michael Buble and Zak Brown Band tunes!) We're also not that band that will charge you absorbadent fees and add-ons because the players have to drive downtown and arrive a little early. We set up our own sound and lighting, run the timeline with your point person, make our mic open for speeches, always happy to help with announcements and are ready to play the music you are waiting for, at the right time.  And we never help ourselves unless invited. If we do our job right, before the last Martini is down your guests will have travelled back in time!

Steve Jacobs Chicago Rat Pack Singer
Sinatra Wedding Band

Sinatra & Beyond Tribute Show 

Enjoy this Premier Chicago Frank Sinatra Tribute! Looking for more of a Show? Bring the authentic, fun and exciting Tribute to 'Ol Blue Eyes himself -"Live In Concert" by Chicago Crooner Stevie Swing and his band. For Chicago corporate events looking to bring some "Vegas" to the team, the sultry 'n' swingin' sounds of Frank (and Dean) are all here, yet in a style still his own!

We work to match the right music for your event note for note, for Sinatra-Rat Pack

Corporate Entertainment with Big Band, Pop/Swing Quartets or Classic Jazz Trios.

- Hundreds of Sinatra / Rat Pack

- Contemporary & Classic Crooners like Bennett,

  Buble, Connick, Nat King Cole, etc.

- Timeless Swing, Ballad & Jazz Standards

- Retro Pop, Rock, Motown & Country

- Sizzlin' Latin, Tangos & Sambas

- Adult Pop (Old & New)

Booking for an event?

Our Songbook is 2000 Strong:



   Solo (vocals & pro backing tracks)

   Duo (vocals & keyboards)

   Trio (vocals, keyboards, sax or bass)

   Quartet (vocals, keyboards, bass, drums)

   5 pc (vocals, keyboards, bass, drums & sax)

   7 Piece Orchestra (with 3 brass)

Instrumentation may vary and includes Steve on Guitar