Receive FREE no-obligation quotes.
We need some additional information to ensure we find the perfect vendor for your event!
Offers Virtual Services
Des Plaines, IL 
Wedding Singer / 1920s Era Entertainment 
25 miles from Bolingbrook 
44 Verified Bookings Anne M. M. said “Jack was so great! Our 90 yr grandma loved his singing. We all did! Thank you Jack!!”
Offers Virtual Services
Chicago, IL
Jazz Band / 1920s Era Entertainment
26 miles from Bolingbrook
10 Verified Bookings Mike C. said “John was helpful in helping us decide what style of music we wanted for our event. On the day of, they were flexible (had to relocate last minute) and…”
Offers Virtual Services
Chicago, IL
Jazz Band / 1920s Era Entertainment
26 miles from Bolingbrook
136 Verified Bookings Andrea B. said “We hired a jazz trio with male vocalist for our wedding and my guests raved about them nonstop. One of my guests who is planning their wedding also booked…”
Offers Virtual Services
Chicago, IL
Costumed Character / 1920s Era Entertainment
26 miles from Bolingbrook
26 Verified Bookings Terri S. said “We had a genie for our daughter’s 5th birthday and she was amazing! She taught the kids some dance moves, painted faces and twisted balloons! She was…”
Chicago, IL
Jazz Band / 1920s Era Entertainment
26 miles from Bolingbrook
19 Verified Bookings Jordan D. said “The band arrived on time. They were extremely pleasant. They were dressed appropriately. Their sound was amazing. They were a joy to have. Would 100%…”
Chicago, IL
Jazz Band / 1920s Era Entertainment
26 miles from Bolingbrook
9 Verified Bookings Karin J. said “Couldn’t be happier with these musicians! If you are looking for a traditional jazz trio feel like we were, don’t look any further. This is your group!!…”
Offers Virtual Services
Chicago, IL
Christmas Carolers / 1920s Era Entertainment
26 miles from Bolingbrook
17 Verified Bookings David B. said “I hired Andy and Elly for a singing telegram in-person surprise for my Dad's 84th birthday and am so happy with how it went! On a cold winter's day in…”
Offers Virtual Services
Chicago, IL
Dance Troupe / 1920s Era Entertainment
26 miles from Bolingbrook
35 Verified Bookings Gladys G. said “We enjoyed every minute of it! Our residents from Villagio at Oakmont would like to say Thank you for your amazing show :)”
Glen Ellyn, IL
Singing Guitarist / 1920s Era Entertainment
12 miles from Bolingbrook
38 Verified Bookings Lorraine C. said “Great band, great music - can’t say enough about how happy we were!! Definitely will hire again.”
In the past year, 1920s Era Entertainers have sent 1,247 quotes to event planners
1920s Era Entertainers rank #117 in popularity out of 545 categories on GigSalad
543 1920s Era Entertainer reviews on GigSalad with an average rating of 5 stars
From request to booking, it takes 2.6 days (on average) to hire 1920s Era Entertainer
for 1920s Era Entertainer requests in the United States
For black-tie affairs, large corporate events, high-class dinner parties, holiday parties, birthday parties, anniversary parties, supper clubs, or other occasions, bands playing 1920s Musical Entertainment and period music from the roaring twenties can be an excellent entertainment choice. Popular entertainers from this fun-filled decade include Josephine Baker, Al Jolson, George Gershwin, Vaudeville Performers and Harlem Jazz musicians (to name a few). Related searches include Big Bands, Swing Bands, Jazz Bands, Jazz Singers. Start your search by selecting your city above.
Some things to consider when hiring 1920s entertainment is 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 1920s Era Entertainment in Bolingbrook, Illinois above.
Please note that these 1920s Era Entertainment may also travel to Lemont, Willowbrook, Burr Ridge, Plainfield, Clarendon Hills, Homer Glen, Warrenville, Crest Hill, Indian Head Park, Fox Valley, Eola, Countryside, Willow Springs, Oak Brook, Western Springs, Oakbrook Terrace, Hodgkins, Winfield, Justice, Palos Park, Hickory Hills, Rockdale, McCook, Bedford Park, Worth, Orland Hills, Shorewood, Palos Heights, La Grange Park, and Montgomery.
List your services
Log In