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79 1940s Era Entertainers serving Madison, WI

Featured

Greg Rogalinski

4.93 (81)
Top Performer
153 Verified bookings

  • Milwaukee, WI
  • Frank Sinatra Impersonator / 1940s Era Entertainment
  • 76 miles from Madison
  • $100 – $1,000 per event

Stacey M. said “Hiring Greg was the best decision we made to have a memorable engagement party for our daughter. The theme was “That’s AMORÉ” and his Dean Martin/Frank Sinatra was spot on. He was prompt and set up... ”
Featured

Brew City Big Band

5.0 (10)
12 Verified bookings

  • Milwaukee, WI
  • Big Band / 1940s Era Entertainment
  • 76 miles from Madison
  • $1,000 – $4,000 per event

Shawn R. said “Greatest Band Of All Time. ”

The Westerlees

5.0 (1)
1 Verified booking

  • Antioch, IL
  • Swing Band / 1940s Era Entertainment
  • 78 miles from Madison
  • $600 – $2,000 per event

Jamie S. said “Band was very friendly and their music was enjoyed by all. Would recommend them for sure. ”

Malone Music

5.0 (16)
10 Verified bookings

  • Oshkosh, WI
  • Jazz Band / 1940s Era Entertainment
  • 79 miles from Madison
  • Starts at $300

Delanie B. said “Everyone was raving about the band, they did an amazing job! ”

Estimate the cost

We’ve gathered average nationwide pricing for hiring 1940s Era Entertainment using data from quotes sent through GigSalad.

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Quick facts for 1940s Era Entertainment in Madison, WI

256 quotes sent

In the past year, 1940s Era Entertainment have sent 256 quotes to event planners.

257th most popular

1940s Era Entertainment rank #257 in popularity out of 539 categories on GigSalad.

5 out of 5 stars

There are 820 1940s Era Entertainment reviews on GigSalad with an average rating of 5 stars.

1.2 days on average to book

From request to booking, it takes 1.2 days (on average) to hire a 1940s Era Entertainment.

Wisconsin ranks #8

Wisconsin is the 8th most popular state for 1940s Era Entertainment requests in the United States.

About booking 1940s Era Entertainment in Madison, WI

From swinging big band sounds and close-harmony vocal trios like the Andrews Sisters to the classic World War II era USO-style shows and vintage variety acts, 1940s era entertainment brings the elegance and spirit of a legendary decade to life. Whether you’re planning a nostalgic birthday bash, a vintage-themed fundraiser, or a formal corporate affair, a 1940s act can transport your guests back in time with smooth tunes, dapper style, and captivating stage presence.

The average cost to hire 40s entertainers in Madison, WI will depend on several factors, including the type of performance, the number of entertainers, the distance they need to travel, and the length of the show. Share as many event details as possible when reaching out so performers can provide a personalized quote.

Before hiring Madison 1940s entertainment, explore each act’s GigSalad profile. You’ll find videos, audio clips, and reviews from previous clients to help you get a feel for their performance style and how they’ve wowed audiences in the past.

Once you find the perfect performer, group, or band you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to book talented entertainers. You can message the performers directly, confirm the details of your agreement, and make a secure payment all in one place. Every GigSalad event is covered by our Worry-Free Guarantee, so you can rest easy knowing we’ve got your back. Just relax and enjoy the vintage vibes!

1940s Era Entertainment serving the Madison, WI area

These 1940s Era Entertainment serve the wider Madison and Dane county area and travel to Monona, Fitchburg, Middleton, McFarland, Springfield, Waunakee, Verona, Cottage Grove, Oregon, Sun Prairie, De Forest, DeForest, Windsor, Cross Plains, Dane, Stoughton, Morrisonville, Stone, Brooklyn, Belleville, Deerfield, Mount Horeb, Lodi, Black Earth, Marshall, Arlington, London, Cambridge, Mazomanie, and Sauk City.