Chicago born and based, Steve Jacobs has gained the reputation as a popular and versatile entertainer of the great standards, adult pop, classic country and retro pop favorites, as well as, an in-demand Frank Sinatra-Rat Pack Tribute Singer. Also an accomplished guitarist and songwriter, Steve began his musical journey learning guitar at the age of 12, followed by playing in his Church's Worship Group and Coffee House duos & bands back in the 80’s. With concentrations in both music voice and broadcast communications, he earned his Bachelor’s Degree at Northern Illinois University. He has been a fixture for some 20 years on the Chicago scene providing elegant Sinatra, Standards & Swing to fun Retro Pop, Rock & Country for public and private events across Chicago and the Midwest. Steve has been a featured singer at the Chicago Cultural Center, John Hancock's 94th, Fortune 500 Events, Charity Galas, Performing Arts Music Rooms & Theatres, Clubs, with Civic Orchestras, Lakefront Fests, Weddings and Parties of all sizes.

But it is his popular Chicago Frank Sinatra-Rat Pack Tribute for which he has become most known. Steve considers himself an artistic descendent of 'Ol Blues Eyes (more than a Frank Sinatra Impersonator in the traditional sense). With a rich baritone voice, dynamic phrasing and presence, the sultry 'n swingin' sounds of Frank are paid homage, creating a musical experience true to Sinatra in Concert (Swingin' '50's to '80's)! The retro-fun Stevie Swing Show is a fresh, crowd pleasing musical cocktail of Rat Pack Swing & Retro Pop. Think Tony Bennett, Frank Sinatra, Dean Martin and Michael Bubble, mixed with Elvis, Motown, Neil Diamond, Johnny Cash and more including Steve's some of original music.

Steve's first gig was his 6th grade Roosevelt School Variety Show, Park Ridge, IL, where he sang and played Raindrops Keep Falling On My Head. "I'm still trying to sound like BJ Thomas on that one. When I was a kid I got a guitar, bought Beatles Records, watched Elvis movies and listened to my Dad play Sinatra on his old 78's. I guess I was taking it all in!" He is still taking it all in and sharing it back, his way.

Steve works in a variety of formats from Solo, Duo, Trio, Quartet and Band, and is grateful to be performing his favorite styles of music with some of Chicago’s finest musicians.


Stevie Swing Band / Quartet / Trio / Duo / Solo

Committed to bringing an unforgettable experience to your event (at affordabe rates). More Recreator than Frank Sinatra Impersonator, see Stevie Swing's Premier Chicago Frank Sinatra-Rat Pack Tribute Show, Rat Pack Swing & Retro Pop Show (with Elvis, Neil Diamond & More), Elegant Chicago Corporate Musical Entertainment, fun Senior Living Entertainment and for beautiful Rat Pack Style Wedding Entertainment. 

Concert / Gala / Fest / Wedding / Corporate / Club / Party / Senior Living