Stevie Swing (aka Steve Jacobs) is one of Chicago's most in-demand Sinatra-Rat Pack Tribute Entertainers, as well as a popular and versatile interpreter of timeless standards, adult pop and those oldies we love! Solo or with The Summer Wind Band, he has been bringing audiences to their feet and the dance floor for over 20 years across Chicago and the Midwest. Offering professional, authentic and fun entertainment, impeccably performed for Concerts, Clubs, Weddings, Galas, Corporate Events and Parties of all sizes!

(He sings a mean Elvis & Neil Diamond too!)

It is his acclaimed Chicago Frank Sinatra-Rat Pack Tribute for which he is most known.

Here the sultry 'n swingin' sounds of Frank (and Dean Martin!) are paid homage, creating a truly memorable musical experience true to the sound and vibe of Ol' Blue Eyes "Live In Concert"!


(With Plenty Dean Martin Too!)

It's the Chicago Sinatra Tribute that will leave you singing, featuring Stevie Swing & The Summer Wind Band! Celebrating the timeless sounds of Ol' Blue Eyes (and Dino too!), with a rich baritone voice and presence,

Stevie swing's 'n' croons in a style closely reminiscent of Frank & Dean yet still his own. Enjoy an unforgettable performance of authentic and fun Chicago Rat Pack Entertainment with timeless gems such as Lady Is A Tramp, Come Fly With Me, Fly Me To The Moon, Ain't That A Kick, Volare and so many more! It's Black Tie, Martinis and Jack On The Rocks tonight as you sing, sway and dance to "Chicago's Sinatra" with some of  My Kind Of Town's most renown musicians!

"A wonderful performance and a sell out!

 - Lakeside Arts Park, Crystal Lake

"Everyone loved your show!" 

 - Oak Brook Park District

Premier Chicago Sinatra/Rat Pack Show, Dance or Cocktail Background. For wider variety let us mix an intoxicating blend of great Jazz, Standards & Swing! Book the Summer Wind Rat Pack Tribute Band, Trio, Duo or Stevie's Solo Frank Sinatra Impersonator Chicago Show for Concerts, Clubs & Parties of all sizes. We'll help you turn your next event into a "Night At The Sands"!  Videos

Stevie Swing - Chicago Rat Pack Tribute Band


Offering Ceremony Wedding Singer & Guitar, Piano, Strolling Violin, Authentic Sinatra Wedding Singer for Cocktails/Dinner, Jazz Trio & Rat Pack Wedding Band for all night Wedding Entertainment Chicago Style! Insured and never an upcharge for Planning Meeting, Advance Set Up, Pro Lighting & Sound, Emcee and your song requests. Have a DJ already booked? Stevie will croon your faves during cocktail/dinner hour for an unforgettable "Rat Pack Touch" guests of all ages will love! Now That'sAmore!   Videos

"Stevie was the absolute best, we enjoyed every minute!!

 - Aimee Batistos Wedding, Fairmont Hotel, Chicago

"Stevie made our cocktail hour an amazing experience!"

 - Mallory Zampa Wedding, Hotel Kimpton, Chicago


Your favorite Bartender is mixing his famous Old Fashioneds, the tables are filling up and Stevie & The Summer Wind is serving up a Supper Club "Lazy Susan" of Faves & Forgottens. Think Rat Pack, Jazzy Standards, Bobby Darin, 50's-60's, Beatles, Motown, Buffett, Johnny Cash, 70's, Tom Jones...

The sounds of Elvis and Neil Diamond are pulling you off the red leather bar stool and back to the lounge dance floor. Watch your drink as you saunter up with a song request for that special someone. Hi-Yooo!  

"An oitstanding job! Our audience was thrilled!"

 - Park Ridge Civic Orchestra, IL.

With The Summer Wind Band, Trio, Duo or Stevie Solo with Guitar/Tracks for an hour or evening of those 50's-80's faves we love. Or make it the "late set" after Chicago's Premier Sinatra Tribute Show (something for everybody!) Clubs, Fests, Events and Parties of any kind where "music from another century" is allowed!  Video

"A Big Hit, can't wait for you to comeback"!

 - TalTree Arboretum, IN.


Stevie With The Summer Wind Band, Trio, Duo & Solo

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

Premier Frank Sinatra Impersonator Chicago Show

Authentic Rat Pack Tribute Band                        

Swing, Soul & Rock 'n' Roll Show



Elegant & Fun Chicago Wedding & Event Entertainment                    

We'll find the right mix for your event! Call 224 244-3209 or email for your quick quote today. Save 10% when you say "Book 'em Dano" within 5 Days! Always FREE Pro Lighting, Sound & Consultation!

Credit Card, Zelle, ACH, Check & Cash Accepted 

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