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The 24 Best 1940s Era Entertainers for Book in Chicago, IL

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68 1940s Era Entertainers serving Chicago, IL
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1940s Era Entertainment Pricing

Pricing

Using data from quotes sent through GigSalad, we’ve gathered average nationwide pricing for hiring 1940s Era Entertainment.

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What Chicago Users Say

5-star review

“Fantastic” – J W., reviewing Wilmette 1940s Era Entertainer Chicago Piano by Andy. More reviews

The Irving Sisters - 1940s Era Entertainment in Chicago, Illinois
The Irving Sisters - 1940s Era Entertainment in Chicago, Illinois

The Irving Sisters

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4.8 (1)
  • Map pin icon Chicago, IL
  • Vendor category icon 1940s Era Entertainment
  • Check mark icon 1 Verified Booking

Marta L. said “The Irving Sisters put on a great show that is entertaining to the young and old alike. Those of advancing years will be brought right back home to the…”

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Chicago Piano by Andy - Pianist / 1940s Era Entertainment in Chicago, Illinois Featured vendor banner

This vendor provides virtual services Offers Virtual Services

Chicago Piano by Andy - Pianist / 1940s Era Entertainment in Chicago, Illinois

Chicago Piano by Andy

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4.75 (18)
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  • Map pin icon Chicago, IL
  • Vendor category icon Pianist / 1940s Era Entertainment
  • Check mark icon 33 Verified Bookings

Liz E. said “Andy was great to work with!”

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John Behling Guitarist - Guitarist / 1940s Era Entertainment in Chicago, Illinois Featured vendor banner

This vendor provides virtual services Offers Virtual Services

John Behling Guitarist - Guitarist / 1940s Era Entertainment in Chicago, Illinois

John Behling Guitarist

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5.0 (30)
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  • Map pin icon Chicago, IL
  • Vendor category icon Guitarist / 1940s Era Entertainment
  • Check mark icon 50 Verified Bookings

William R. W. said “John Behling is a fantastic artist! His music was a perfect blend, he is a consummate professional and entertainer. He arrived ready to adjust to the…”

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Greg Rogalinski - Frank Sinatra Impersonator / 1940s Era Entertainment in Chicago, Illinois Featured vendor banner
Greg Rogalinski - Frank Sinatra Impersonator / 1940s Era Entertainment in Chicago, Illinois

Greg Rogalinski

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4.9 (20)
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  • Map pin icon Chicago, IL
  • Vendor category icon Frank Sinatra Impersonator / 1940s Era Entertainment
  • Check mark icon 30 Verified Bookings

Laima K. said “We hired Greg for my husband’s 65th birthday party. He was great! Highly recommend.”

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Annette Bjorling - Harpist - Harpist / 1940s Era Entertainment in Evanston, Illinois Featured vendor banner

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Annette Bjorling - Harpist - Harpist / 1940s Era Entertainment in Evanston, Illinois

Annette Bjorling - Harpist

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5.0 (7)
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  • Map pin icon Evanston, IL
  • Vendor category icon Harpist / 1940s Era Entertainment
  • Check mark icon 16 Verified Bookings

Esther K. said “Annette and Kurt are extremely talented musicians, they were pleasant to work with, very knowledgeable and had excellent crowd engagement. Looking forward…”

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Jack Miuccio, Singer & Impersonator - Wedding Singer / 1940s Era Entertainment in Des Plaines, Illinois Featured vendor banner

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Jack Miuccio, Singer & Impersonator - Wedding Singer / 1940s Era Entertainment in Des Plaines, Illinois

Jack Miuccio, Singer & Impersonator

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5.0 (23)
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  • Map pin icon Des Plaines, IL
  • Vendor category icon Wedding Singer / 1940s Era Entertainment
  • Check mark icon 50 Verified Bookings

Anne M. M. said “Jack was so great! Our 90 yr grandma loved his singing. We all did! Thank you Jack!!”

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Jimmy Mac - Singing Guitarist / 1940s Era Entertainment in Naperville, Illinois Featured vendor banner
Jimmy Mac - Singing Guitarist / 1940s Era Entertainment in Naperville, Illinois

Jimmy Mac

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4.78 (8)
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  • Map pin icon Naperville, IL
  • Vendor category icon Singing Guitarist / 1940s Era Entertainment
  • Check mark icon 13 Verified Bookings

Mike J. said “Jimmy closed our event with a great singalong! At the end had all group dancing in their seats! Great way to close our event!”

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The Chicagoland Duo - Christmas Carolers / 1940s Era Entertainment in Chicago, Illinois Featured vendor banner

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The Chicagoland Duo - Christmas Carolers / 1940s Era Entertainment in Chicago, Illinois

The Chicagoland Duo

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5.0 (10)
  • Map pin icon Chicago, IL
  • Vendor category icon Christmas Carolers / 1940s Era Entertainment
  • Check mark icon 17 Verified Bookings

Gabriel E. said “Thanks so much Tiara & I appreciated your gift at our wedding thanks so much Ava Maria was sang so beautifully thanks again!!!”

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Louis Pettinelli Entertainment - Jazz Band / 1940s Era Entertainment in Chicago, Illinois Featured vendor banner

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Louis Pettinelli Entertainment - Jazz Band / 1940s Era Entertainment in Chicago, Illinois

Louis Pettinelli Entertainment

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4.87 (47)
  • Map pin icon Chicago, IL
  • Vendor category icon Jazz Band / 1940s Era Entertainment
  • Check mark icon 136 Verified Bookings

Janet H. said “I am extremely please with the band and the and Louis Pettinelli Entertainment. They were timely, professional and played beautifully. I received nothing…”

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Show More 1940s Era Entertainers Near You

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Quick facts
1940s Era Entertainment in Chicago, IL

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270 quotes sent

In the past year, 1940s Era Entertainers have sent 270 quotes to event planners

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231st most popular

1940s Era Entertainers rank #231 in popularity out of 545 categories on GigSalad

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5 out of 5 stars

629 1940s Era Entertainer reviews on GigSalad with an average rating of 5 stars

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Typically hired for

Cocktail Parties and Birthday Parties in Chicago

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Chicago ranks #1

for 1940s Era Entertainer requests in Illinois

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1.5 days on average to book

From request to booking, it takes 1.5 days (on average) to hire 1940s Era Entertainer

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Illinois ranks #2

for 1940s Era Entertainer requests in the United States

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1940s Era Entertainment in Chicago, IL


At the beginning of the forties, Big Bands continued to dominate popular music, with the Swing legends Glenn Miller, Tommy Dorsey, Duke Ellington and Benny Goodman leading the way, each with a famous band of their own. Bing Crosby's smooth voice made him one of the most popular singers, along with Frank Sinatra, Dinah Shore, Perry Como and Kate Smith.

The Andrews Sisters and their brand of patriotic music entertained troops during WWII, and also became the best-selling female vocal group in the history of popular music. Be-Bop and Rhythm and Blues grew out of the big band era toward the end of the decade, epitomized by Charlie Parker, Dizzie Gillespie, Thelonious Monk and Billy Holiday. For nostalgic private and corporate events, 1940s World War II Era Music can be an excellent choice! Please select a city where you'd like to book 1940s Entertainment.

Some things to consider when hiring 1940s entertainment are to make sure you listen to audio and watch video clips of the performer/group. This will ensure that you truly do book the best for your next event! Next, you want to get references. Talk to people in the area about the performer and get feedback. Finally, get a contract. Many professional performers require a deposit to secure them at your next event. Make sure to read through the contract carefully before contracting their services for your party. Search for 1940s Era Entertainment in Chicago, Illinois above.

Please note that these 1940s Era Entertainment may also travel to Stickney, Forest View, North Riverside, River Forest, Lincolnwood, Riverside, Amf Ohare, Lyons, Hines, Harwood Heights, River Grove, Summit Argo, Summit, Hometown, Broadview, Norridge, McCook, Bedford Park, La Grange Park, Stone Park, Schiller Park, Merrionette Park, Northlake, Hodgkins, Hillside, Berkeley, Justice, Chicago Ridge, Rosemont, and Hickory Hills.

Find 1940s Era Entertainment in nearby cities

Lincoln Park Cicero Irving Park Oak Park Berwyn Forest Park
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