Rachel & Ryan C.
Gene & Georgetti's

Laura & Steve Z.
The Odessy

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Timeless Rat Pack, Retro Pop & Jazz

Stevie performed at our wedding and it was AMAZING!! We were blown away. The guests cannot stop talking about his singing. He was a huge part in making our wedding the best night of our lives. 

Steve you did a fantastic job. Everyone loved your singing!

Diana K.
Italian American Club

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Steve is amazing! He entertains all your guests young and old. We received so many compliments having him sing at my daughter's wedding reception!

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Stevie Swing, Chicago Sinatra Wedding Singer
FLY ME TO THE MOON / SUMMER WIND - STEVE JACOBS
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BEST IS YET TO COME / NEW YORK NEW YORK - STEVE JACOBS
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Unforgettable Wedding Entertainment

Wedding Crooner, Trio & Band

Enjoy a very special Cocktail and/or Dinner Hour performance with your favorite songs,

by one of the top Chicago Sinatra Wedding Singers! For elegant Rat Pack Wedding Entertainment (& More) we bring that special touch your guests will NOT forget, from the romantic ambiance of a Wedding Crooner to the grooves of one of the top Retro-Pop, Jazz & Swing Bands in Chicago.

 

Steve creates the perfect mood over Cocktails & Dinner...memorable and engaging 

without distracting from the real stars of the evening. Romantic Rat Pack faves or mixed with Michael Buble, Tony Bennett and Timeless Standards. Stir in a little Elvis, Neil Diamond and more pop faves too! Choose the Solo Chicago Wedding Crooner, Duo, Jazz Trio or Sinatra Wedding Band options.

Looking for variety?

 

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  • Timeless Sinatra / Rat Pack

  • Contemporary & Classic Crooners

  • Classic Jazz, Big Band Swing & Latin

  • Retro Pop, Rock, Motown & Country

  • Italian Wedding Entertainment

Song Lists PDF

For an elegant and fun Dinner & Dance

experience, Chicago's Rat Pack Wedding Band

THE SUMMER WIND brings a full repertorie to keep the party going Night & Day!

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  • Chicago's Sinatra Wedding Singer (& More!) 

  • With Professional Music Backing Tracks or Live w/Keyboards, Trio or Band.

  • Using your DJ's Sound System or ours.

  • Advance Arrival & Set Up

  • Sound System & Lighting Available

  • Ceremony Vocal & Guitar Available

  • Emcee Services Available

Cocktail & Dinner Hour Entertainment 

Complete

Entertainment Packages

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  • Solo, Duo, Trio & The Sinatra Wedding Band 

  • Complete Packages (contact us):
    • Ceremony Musicians
    • Reception Crooner, Piano, Duo or Trio
    •  After Dinner Swing, Jazz, Pop & More

  • Ongoing Pre-Planning of Event Details

  • Emcee Services

  • Set Up 2 Hours+ Before Doors Open

  • Professional Sound & Lighting

  • No Obligation Consultation

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Erin & Jose R.
Emmett's Brewing

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Steve turned out to be the most complimented vendor we had at our wedding... people have been talking about him and how great his music was! He was a great emcee too!

Sherri M.
Barrington Country Club

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Everyone loved Stevie's performance and asked where we got him. It helped make the wedding very special!

Great voice!!! 

Jennifer Marie L.
Crown Point

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Steve! You were amazing! Everybody loved your performance. Thank you for making my daughters wedding memorable.