Chicago born and based, Steve Jacobs is a popular and versatile entertainer of jazz standards, adult pop, and retro pop, rock and country, as well as an in-demand Frank Sinatra-Rat Pack Tribute Singer. Steve began his musical journey at 12 years old in Park Ridge, IL., learning guitar and Jim Croce songs, singing in the Mary Seat Of Wisdom Guitar Worship Group then onto Maine South High School V-Shows, Open Mics and Coffee House duos & bands (remember the Ground Rounds?) Later with concentrations in Broadcast Communications and Music-Voice, he made it out of DeKalb (remember McCabes?) with his Bachelors from Northern Illinois University.


Steve's musical forays have ranged from performing for Chicago Society Events for several years with the acclaimed Anthony Kawalkowski Orchestra (AKO) at The Palmer House, The Drake, Midwest Festivals and The Copernicus Center, to performing his original music as part of Chicago's beloved "beach band" Od Tapo Imi (including opening for Jimmy Buffett at Alpine Valley.) Through out these years Steve with his own band have been bringing authentic Sinatra, Jazz & Swing and fun Retro Pop, Rock & Country to audiences across Chicago and the Midwest in Concerts, Night Clubs, Fests, Performance Arts Theatres, The Chicago Cultural Center, John Hancock's 95th, Fortune 500 Events, for Civic Orchestras, Gold Coast Weddings and Backyard Barbeques too.

It is his popular Chicago Frank Sinatra-Rat Pack Tribute for which he has become most known, in which the sultry 'n swingin' sounds of Frank (and Dino!) 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 & Retro Pop, Rock & Country faves with Steve's original music too.

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

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

Committed to bringing an elegant and fun experience to your event. More Recreator than Frank Sinatra Impersonator, see Stevie Swing's Premier Chicago Frank Sinatra-Rat Pack Tribute, his Rat Pack & Oldies Show (with Elvis, Neil Diamond & More), for classy Chicago Corporate Musical Entertainment, beautiful Rat Pack Style Wedding Entertainment and engaging Senior Living Entertainment!  At affordable rates.