The 297 Best Holiday Party Entertainers for Hire in Chicago, IL

Tim F. said “Great holiday event. The carolers were on time, looked great in their costumes and sounded great. Everybody loved them. Thank you!”

Drew M. said “We hired Marcus to help us celebrate my wife’s 40th birthday party with friends. The talent that the three musicians brought to the evening was simply…”

Channing S. said “Thank you, Mike, for the incredible show! Mike performed for our corporate event of 600 people and knocked it out of the park! The crowd was engaged the…”

Cecelia M. said “Exactly what we were looking for! They were prompt and sounded great. Would highly recommend!”

Annie F. said “All of our guests thoroughly enjoyed his performances. Dr. Dave is professional, engaging, and truly talented. I would hire him again.”

Briana S. said “Engaged wonderfully with all the guests, took photos with everyone, and brought joy to the entire party”

John G. said “True pros. They sound great. Their communication was top notch. Couldn’t have been better. Highly recommended.”

Jenynne D. said “The Christmas caroling trio was a true highlight of the day! Their arrival was right on schedule, demonstrating their commitment to punctuality. The quality…”

Laura J. said “First, these guys are amazing musicians. They sounded great and all our guests had only positive things to say about them. But on top of that, they were…”

Liam B. said “True professional. So patient and kind with all the children and adults. Very authentic santa suit and persona. Couldn't be happier!”

Taylor S. said “Thank you for bringing the Christmas magic to Fleet Farm! You have been great to work with and our store team enjoyed having you! 10/10 recommended to…”

Erica S. said “We had an absolutely incredible day with Santa and Mrs. Claus! Each year, my family hosts a progressive dinner, and we’ve made it a tradition to have…”

Mary B. S. said “Dennis was so nice to work with and a true professional from start to finish. He mingled great during the happy hour and people really loved seeing all…”

Geovanna S. said “This will be our 3rd time with Santa Wayne and he does an amazing job every single time. He’s always so memorable with the kids and we thank him for that!”

Lindsey F. said “Mario was incredibly pleasant to work with, very responsive to questions and was attentive to details. We hired the Mario Duenas trio for our resident…”

Jenna K. said “great vibe - worked super well with our crowd. Thank you for a fun evening of entertainment!”

Bryan N. said “Chicago Diamond Trio was great to work with! Very professional, responsive and the music sounded great!”

Francis P. said “Added great ambience to our event - had great song selection and guests really enjoyed the music! Would definitely recommend for anyone wanting some jazz…”

Stephanie V. said “The drinks were super amazing ! Bartenders are very nice and friendly. I would definitely book again. Everyone had such an amazing time due to your service…”

Riley A. said “I would highly recommend using them for anything! They were very professional and helped our wedding dinner run smoothly!”

Michele S. said “Richard is a highly skilled musician - his music provided the perfect accompaniment to our father's memorial service. He is really good at what he…”

Taylor J. said “Boris arrived early for the event with plenty of time to set up. He was very kind and made sure he was in the right spot. He was just perfect for our…”

Agrama M. said “The string trio made our evening event even more amazing. They were also great to work with prior to the event. Highly recommend this team for your events!”

Katie F. said “The group was responsive and has a huge repertoire. They arrived on time and were very pleasant to work with. Our group recognized the modern songs they…”

Happy Jazz provides the perfect background jazz music for your event. Weddings, Cocktail Hours, Corporate Events, Birthday Parties and more!

Sue A. said “My organization absolutely loved the service! Friendly, professional and definite pros in the bartending business! Thank you for making our event amazing!”

Amanda S. said “Kazar and his staff was very professional and polite, arriving with plenty of time to set up his equipment. He delivered a really entertaining show, with…”

Char M. said “Mr. T did an amazing job. He kept the attention of all my students which ranged from 2-8 with adhd and autism. Even my staff was impressed ! We will definitely…”

Tara G. said “I hired The Great Boodini for my daughter's 13th birthday party, and he was AMAZING!!! He was professional, prompt and just amazing!!! My family…”

Kori said “David was great to work with. He is fun, witty, professional and easy to work with. Did his homework and prepared himself for the event. I would work…”