Steve Jacobs (Stevie Swing & The Summer Wind Band)

is a popular Chicago Jazz Crooner, top Sinatra Tribute Artist and versatile Retro-Pop Entertainer. He's been bringing music lovers to their feet and dance floors across Chicago and The Midwest for over 20 years with his refreshing brand of classic sounds!

Steve is grateful to be performing the music he loves with some of Chicago’s

most renown working musicians, from Swing, Rat Pack & Jazz to Classic Pop,

Rock & Country. It is his acclaimed Chicago Rat Pack Tribute for which he is most known, capturing the sound, style and vibe of 'Ol Blue Eyes In Concert (Dino too!)


More true Sinatra Stylist than attempted look-a-like Sinatra Impersonator, with power house vocals and exceptional jazz ensembles, Steve performs favorites, rarities and iconic live albums such as “Sinatra at the Sands” and "The Main Event". One man to full band, expanded shows may also include his spot-on "mini-tributes" to more American Musical Icons including Elvis & Neil Diamond & More!


Steve's first gig was his 6th Grade Variety Show, in Park Ridge, IL., performing

Raindrops Keep Falling On My Head. "When I was a kid I got a guitar, bought

Beatles Records, watched Elvis Movies & listened to my Dad play Sinatra on his

old 78's. I guess I was taking it all in."


His passion for singing & songwriting has included performing with his own groups and top Chicago Orchestras & Big Bands at Performance Arts Theatres,  The Alpine Valley Music Theatre, The Copernicus Center, Italian Festivals, Milwaukee Summerfest, Charity Galas, Weddings, Special Events and Concerts across Chicago & The Midwest.

Stevie Swing & Chicago Rat Pack Band

You may have recently caught Steve

Solo or with the swingin' Summer Wind

Band at Naperville's Festa Italiana, Hoffman Estates, OakBrook & Lake Forest Park Districts, The Listening Room At The Dole, Jewel-Osco Festa Italianas, The Chicago Cultural Center, Taltree Arboretum, Ditka's, Harey Carey's and Glittering Galas to Backyard Bashes.