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Algonquin, IL 
Jazz Guitarist / 1920s Era Entertainment
56 miles from South Milwaukee Rene K. said “Tom played for my residents and prospects at Huntley Springs. He was very professional from start to finish. Shortly after booking Tom, he set up an appointment…”
Des Plaines, IL
Wedding Singer / 1920s Era Entertainment
61 miles from South Milwaukee 
88 Verified Bookings Karyna Z. said “Jack was fantastic! He is well organized, thoughtful and just a wonderful singer! He made our dad’s 80th so special! Book him now!!”
Elgin, IL
Jazz Band / 1920s Era Entertainment
64 miles from South Milwaukee
1 Verified Booking The Vintage Swing Band is a vibrant part of the local Chicagoland community. Based in South Elgin, our 17-piece jazz band specializes in swing music, but we play…
In the past year, 1920s Era Entertainers have sent 1,386 quotes to event planners
1920s Era Entertainers rank #105 in popularity out of 542 categories on GigSalad
740 1920s Era Entertainer reviews on GigSalad with an average rating of 5 stars
From request to booking, it takes 1.8 days (on average) to hire 1920s Era Entertainer
for 1920s Era Entertainer requests in the United States
If you’re planning a wedding, corporate event, or birthday party with a Roaring Twenties or Great Gatsby theme, you’ll need authentic 1920s era entertainment to pull it off. Get your guests doing the Charleston with live music from a jazz band or jazz singer. Or, hire flapper dancers to show them how it’s done. You can also keep the audience in their seats with a captivating vaudeville act or magic show.
The cost of booking 1920s entertainment in South Milwaukee, WI will vary depending on the performance length, the type of performer you want, and the complexity of the show. A full show with a 1920s theme complete with multiple jazz musicians and flapper dancers in costume will charge more than a solo performer with a simpler setup. Contact the local 1920s entertainers above to get a quote customized for your event.
While browsing South Milwaukee 1920s era entertainment, look through profiles to see photos and watch videos of their performances. Then read reviews from past clients to see if they have experience with events like yours and what it will be like to work with them. When talking with performers, discuss important details like setup requirements, event schedule, and any special requests for costumes, props, or songs.
Once you find the band or performer you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to hire 1920s entertainment. You can talk with performers, confirm the details of the agreement, and make a secure payment all in one place. Every GigSalad booking is protected by our Worry-Free Guarantee, so you can rest easy knowing we’ve got your back. Just relax and enjoy the show! Search for 1920s Era Entertainment in South Milwaukee, Wisconsin above.
These 1920s Era Entertainment serve the wider South Milwaukee and Milwaukee county area and travel to Saint Francis, Greendale, Caledonia, Hales Corners, Franksville, Raymond, Shorewood, Whitefish Bay, Elm Grove, Sturtevant, Glendale, Wind Lake, Butler, Fox Point, Big Bend, Union Grove, Brown Deer, River Hills, Bayside, Somers, Tichigan, Kansasville, Pewaukee, Waterford, Rochester, Lannon, Sussex, Lisbon, and Colgate.
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