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Chicago Live Entertainment Professionals

Browse these live entertainment companies with great ratings from Thumbtack customers in Chicago.

Top Pro
Nick Connell
5.0
from 138 reviews
  • 21 years in business
  • 192 hires on Thumbtack
  • Top Pro on Thumbtack
Khristina D.
Verified review

Nick is fantastic! Once he got to the party he got right to work entertaining my guests! EVERYONE absolutely loved him! He was funny and charismatic. He easily juggled twisting balloons and entertaining kids AND adults waiting eagerly in line for a balloon animal, sword, hat... you name it he made it! I highly recommend him as a balloon twisting entertainment person! Many people at my party said they will be using him for their party! I plan to do more business with Nick in the future! Such a great addition to our party! Thanks Nick for making Bella's first birthday special, and entertaining ALL of our guest!

Standing Ovation DJ's
4.9
from 128 reviews
  • 19 years in business
  • 292 hires on Thumbtack
Krista S.
Verified review

Joe was very professional and my entire company enjoyed the music he played. We will definitely book him again for future events!

Top Pro
The Great Boodini
4.9
from 110 reviews
  • 15 years in business
  • 205 hires on Thumbtack
  • Top Pro on Thumbtack
Linda N.
Verified review

The Great Boodini was awesome, engaged every age group and delighted the crowd. Loved he stayed much longer than the hour he was committed to perform! I will have The Great Boodini at my next family event and recommend him to anyone looking for great party entertainment.

Top Pro
  • 10 years in business
  • 174 hires on Thumbtack
  • Top Pro on Thumbtack
Sabina B.
Verified review

I hired Sahara's face painting for my son's Christening to keep the kids entertained. The quality of the face painting was amazing and the kids loved it, great price too! Already have a bunch of family members who are interested and will be using them too!

Top Pro
  • 27 years in business
  • 178 hires on Thumbtack
  • Top Pro on Thumbtack
Heidi F.
Verified review

Carl is the nicest, most accommodating DJ who truly cared about my wedding, and it's entertainment success. He was available and proactive from the time we booked him, until my actual wedding day. He was great with the crowd, and with my other vendors. I highly recommend his services!!

Top Pro
  • 40 years in business
  • 155 hires on Thumbtack
  • Top Pro on Thumbtack
Laurie L.
Verified review

Silly Aunt Nora Magician was amazing. I was a little worried that it might not be age appropriate for my 8 year old daughter's birthday party but she was absolutely fantastic! The kids loved the music face painting and magic tricks. She made my birthday girl feel really special and I'm pretty sure the adults loved her more than the kids. I'm so happy I hired her and highly recommend her for anyone looking for great children's entertainment.

DJ AD Entertainment
4.9
from 68 reviews
  • 7 years in business
  • 103 hires on Thumbtack
Yvonne P.
Verified review

We hired DJ AD Entertainment for our daughters college graduation party. All we can say is - EXCELLENT!! Due to weather issues we had to go to "Plan B" for the party location & they rolled with us. The music was fantastic & they expertly read the crowd. We continue to get rave reviews from our guest on the fun they had. We will definitely hire them again for our next event.

V's Creative Entertainment
4.9
from 63 reviews
  • 10 years in business
  • 89 hires on Thumbtack
Jay C.
Verified review

I used her services for our Family New Years Eve Pary at Burr Oak Bowl. Everyone was complimenting on her paintings with such detail. I will rehire her again for our next event.

Top Pro
Pocket Circus
5.0
from 53 reviews
  • 17 years in business
  • 77 hires on Thumbtack
  • Top Pro on Thumbtack
Hugo G.
Verified review

Pocket Circus is one of the best entertainment companies my family and I have seen. Their shows are fun, interactive, and informative. Audiences from babies to grandparents will enjoy a Pocket Circus show.

Top Pro
Special Occasion Events INC
4.9
from 49 reviews
  • 12 years in business
  • 67 hires on Thumbtack
  • Top Pro on Thumbtack
Patty E.
Verified review

Special Occasion Events took care of the entertainment at my friends wedding earlier this year, they had a live Salsa band and a DJ! They did an amazing job, the MC was very attentive and made sure everyone had a really fun time, he did a salsa class and everyone joined in, it was so much fun!!

Top Pro
TwistiCity
5.0
from 44 reviews
  • 5 years in business
  • 58 hires on Thumbtack
  • Top Pro on Thumbtack
Miguel C.
Verified review

Scott did a great job and was excellent entertainment for the kids in attendance. He catered to the adults & childrens request. Professional, kind & cool guy to hire. I'd definitely recommend his services to others.

Top Pro
RVT Productions
4.8
from 45 reviews
  • 28 years in business
  • 83 hires on Thumbtack
  • Top Pro on Thumbtack
Kathryn R.
Verified review

I hired Ray for our wedding this past Friday and let me Tell you.... Ray was awesome!!! He was on time and set everything up promptly. Hi a requirement was top of the line. He was able to read our guests and play music to get them dancing. He was very upbeat and funny. It was such a pleasure working with him. He even stay an extra hour ;) so we can keep the party going! I will be definitely booking him for all future events. Thanks Ray!

Top Pro
Steve Belliveau
4.7
from 41 reviews
  • 28 years in business
  • 84 hires on Thumbtack
  • Top Pro on Thumbtack
Paul M.
Verified review

Steve was wonderful! My crowd of people loved him and enjoyed something other than just music for entertainment.The children especially loved being part of his performance.Thank you! Would recommend and hire again.

Top Pro
Jon Novi
5.0
from 38 reviews
  • 48 years in business
  • 62 hires on Thumbtack
  • Top Pro on Thumbtack
Larry B.
Verified review

My wife and I looked carefully for a saxophone teacher for our son, and we hit the jackpot with Jon Novi. Jon teaches our son the basics, but more important, he engages him and inspires him. Jon draws out our son's natural creativity and joy so that he's not just playing notes but truly playing music.

Top Pro
Drea Jay
5.0
from 30 reviews
  • 8 years in business
  • 28 hires on Thumbtack
  • Top Pro on Thumbtack
LaSharon J.
Verified review

Drea is very professional! She brings an urban sound to every event that she partake in with our company! She is awesome! You need to book the best DJ in the world!

Top Pro
Ryan Gorey Media
5.0
from 20 reviews
  • 4 years in business
  • 29 hires on Thumbtack
  • Top Pro on Thumbtack
Dave S.
Verified review

Super job! Not a ton of dancers in our group, but all enjoyed the mix and quality of music that Ryan played. Our group ranged in age from eight to 80 and Ryan kept up an excellent mix that engaged all even when he played songs outside of a generation's sweet spot. He also presented an excellent light show. It was the first time we had a DJ at our block party, and it brought a lot of new energy to the gathering. We plan to bring Ryan back next year!

EDTV MEDIA (ED JOHNSON)
5.0
from 15 reviews
  • 19 years in business
  • 7 hires on Thumbtack
Dawn R.
Verified review

I hired Ed for my son’s Graduation Party. He was amazing!!! Ed was extremely professional, easy to work with, and had a knack for picking out the right music to get the people dancing. He had a wide range of music to suit everyone and took requests too. His light show added an extra touch to the ambiance, on the dance floor. Ed made the party come alive and much fun was had by all! Thank you Ed for making my son’s party a night to remember!

  • 14 hires on Thumbtack
Diane T.
Verified review

The puppet show engaged the children with music, questions and responses to the narrator and puppet character. All tied into the theme of bullying and what to do. The kids loved it!

Tamariel Paints
4.6
from 14 reviews
  • 20 hires on Thumbtack
Selena K.
Verified review

Tamar gave me great advice and refereed me to other entertainment based on what I was looking for. She was very helpful!

  • 23 years in business
  • 6 hires on Thumbtack
Mimi G.
Verified review

Kazar performed at our New Years Eve event. (about 100 people) He was recommended by a friend. The show was great, I've never seen a live magic show before, it was more than we expected. It was a very elaborate. It was very entertaining and fun. I personally have no idea how that magic is done. I'd like to see more. Thanks Kazar!

Top Pro
BOUNCE 'N' CELEBRATIONS
5.0
from 7 reviews
  • 14 years in business
  • 17 hires on Thumbtack
  • Top Pro on Thumbtack
Lauren Z.
Verified review

Zoltan with Bounce N Celebrations did an AMAZING job at my son's 3-year-old birthday party. We had about 35 kids between the ages of 2-8, and he was very patient, very professional, very engaging, and the kids absolutely LOVED his work! The glitter tattoos were the biggest hit, but the balloon swords and wands were not to go unnoticed - the kids loved those as well. Zoltan is extremely prompt and thorough. He got RIGHT back to me any time I called with a question or an update weeks before the party, he was very clear when he outlined what I should expect or needed to do, and he just made everything very simple and easy on my end. I felt in good hands and I could tell right away he was a reliable professional and person who I could trust. He is also very kind and reasonable and humble, and he is good with the kids. He didn't mind staying a little later so that some of the kids could get a balloon in addition to their tattoos, and when one child's balloon popped, he made another one even though the party was over and he had packed up all of his things. He didn't even bat an eye about it - it was his natural reaction to unpack and fix the problem. He was really perfect entertainment for our party, and we look forward to hiring him again. I strongly recommend Bounce N' Celebrations. Thank you Zoltan!!

Q & A

Answers to commonly asked questions from the experts on Thumbtack.

What is a bounce house?

Bounce houses, inflatable castles, moon bounces, inflatable slides and jumpy castles are all large-scale inflatable houses made for interactive entertainment. Commonly intended for children, bounces houses are made of PVC or other durable materials such as nylon or vinyl that when look like a house or castle when inflated. Rental companies deliver bounce houses to birthday parties, festivals, fairs and other events. The companies have industrial-grade blowers that fill the large structures with air to make them bounceable. A common size for a bounce house might be 15 feet by 15 feet by 13 feet. Bounce houses often have a flat, inflatable bottom pad and inflatable walls so that kids can jump and bounce without being hurt, along with a netting door and windows so that kids can see out and adults can see in. Bounce houses are suitable for both indoor or outdoor events, depending on the venue. For large events, rental companies often have a staff member who stays with the structure to monitor safety and keep it properly inflated. There are also wet/dry bounce houses with slides that you can hook up to a hose on hot summer days. A bounce house can be a fantastic addition to a party with kids, keeping them both entertained and contained.

Are bounce houses safe?

Bounce houses can be safe if operators and parents take proper precautions. Before renting from a company, confirm they are a legitimate company and hold any licenses and insurance required by your state. Ask to see reports of bounce house safety inspections provided by third parties, to make sure the equipment is in good operating condition to prevent injuries. If the rental company does not provide a staff member to oversee the bounce house for the duration of the rental, make sure you are properly trained on how to oversee the equipment. The American Academy of Pediatrics offers these guidelines for parents to help keep their kids safe when using a bounce house:  

  • Follow guidelines for safe installation including anchoring. Position away from fences, greenhouses, branches, etc., which would be dangerous should a child fall onto them.
  • Consider limiting use to children 6 years of age and older.
  • Have kids take off footwear, eyeglasses and jewelry before playing.
  • Take sharp objects (pens, keys) that could cause puncture injuries out of their pockets and hands before playing.
  • Don’t let kids of significantly different sizes into the bounce house at the same time. Smaller kids can get hurt by colliding with or falling under an older child.
  • Heed the height and weight regulations of the inflatable.
  • Food, drink, bottles, glasses, etc., should not be taken onto the bounce house.
  • Supervision should be maintained all the time. Supervision means watching constantly, not just being in the area.
  • Do not allow children to push other children off the inflatable. If it is a flatbed, this is especially important to avoid broken arms and legs. If the bounce house is walled, don’t let kids bounce against the walls and crash into one another — this can result in collision injuries.
  • Don’t exceed the maximum number of children at one time in the bounce house.
  • Don’t let kids climb onto the outside walls. Flips and rough play should also not be allowed.

How much does bounce a house cost to rent?

Bounce houses are a fun way to keep kids entertained during birthday parties and other events. The national average cost for renting a bounce house ranges between $160 and $200. Cost will be affected by the size, design and functions of the bounce house you rent as well as the length of the rental. A three-hour rental will likely cost less than an eight-hour rental. Many rental companies offer fun additions like popcorn machines or cotton candy makers, and provide packages with discounts on multiple items. Another item that you may want to rent with your inflatable is a generator to keep the bounce house inflated. Here are some examples of average inflatable rental costs, packages, and common add-ons that many companies provide:

  • Bounce house, 10x10x13-foot: $95.
  • Bounce house, 15x15x13.5-foot: $125.
  • Wet/dry slide, 14-foot: $150.
  • Wet/dry slide, 20-foot: $250.
  • Combo bouncer and slide, 24x10x13-foot: $140.
  • Combo bouncer and wet/dry slide, $175.
  • Folding chairs: $1.50 per chair.
  • 6-foot folding table: $8.
  • Snow cone machine: $45.
  • Popcorn machine: $55.
  • Cotton candy machine: $55.
  • 2300-watt generator: $75.
  • 3000-watt generator: $100.
  • $299.95 package: includes a 20-foot dual slide ($250), table ($8), 10 chairs ($15), and a popcorn machine ($55) — $29 savings.
  • $450 package: includes a double water slide ($350) and bounce castle ($130) — $30 savings.
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