- Milwaukee, WI
- Frank Sinatra Impersonator / 1940s Era Entertainment
- 76 miles from Madison
- $100 ‐ $1,000
Olivia H. said
“Greg was the highlight of my husband’s 30th. We will be talking about his performance for years to come. Thank you! ”
The Best 1940s Era Entertainers for hire in Madison, WI
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86 1940s Era Entertainers serving Madison, WI
- Milwaukee, WI
- Big Band / 1940s Era Entertainment
- 76 miles from Madison
- $1000-$4000
Shawn R. said
“Greatest Band Of All Time. ”
- Antioch, IL
- Swing Band / 1940s Era Entertainment
- 78 miles from Madison
- $600-2000
Jamie S. said
“Band was very friendly and their music was enjoyed by all. Would recommend them for sure. ”
- Oshkosh, WI
- Jazz Band / 1940s Era Entertainment
- 79 miles from Madison
- $200 and up
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
282 quotes sent
In the past year, 1940s Era Entertainment have sent 282 quotes to event planners.
239th most popular
1940s Era Entertainment rank #239 in popularity out of 539 categories on GigSalad.
5 out of 5 stars
There are 810 1940s Era Entertainment reviews on GigSalad with an average rating of 5 stars.
Madison ranks #1
Madison is the most popular city for 1940s Era Entertainment requests in Wisconsin.
Popular events
1940s Era Entertainment are typically hired for Cocktail Parties in Madison, WI.
Wisconsin ranks #5
Wisconsin is the 5th most popular state for 1940s Era Entertainment requests in the United States.
Past events for 1940s Era Entertainment in Madison, WI
Fabulous! Professional jazz musicians.
1940s Era Entertainment
5.0
December 24, 2025
2.5 hours
The Nite Hawks played for my private Christmas party and I couldn't have been more impressed. Exactly as advertised! The guests all commented on the band's repertoire (jazz classics from the 40s and 50s including Christmas favorites). It was a small venue and the they played at a perfect volume. All the members were professional and got set up in plenty of time before the quests arrived. I'll definitely be hiring them again for my next party. You should too!
Event total
$1,400
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.