Chicago, IL
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Chicago Party Entertainers

Browse these party entertainers with great ratings from Thumbtack customers in Chicago.

Top Pro
Nick Connell
5.0
from 133 reviews
  • 21 years in business
  • 182 hires on Thumbtack
  • Top pro on Thumbtack
Megan S.
Verified review

We had such a positive experience with Nick! He twisted balloons for our son's 4th birthday and it was the hilight of the party. He was so creative and a pleasure to work with. The kids had a blast! Very responsive, punctual and a great value. Highly recommend!!

Top Pro
Standing Ovation DJ's
4.9
from 118 reviews
  • 19 years in business
  • 280 hires on Thumbtack
  • Top pro on Thumbtack
Stacie G.
Verified review

We haven't had our event yet as it is in March, but so far, I am so pleased! We are using Joe and Standing Ovations for a Karaoke party at my little boys residential facility for special needs. I can't wait! Joe has been so pleasant to work with and I can not wait for the event. I recommend this company for sure!

Top Pro
The Great Boodini
4.9
from 106 reviews
  • 15 years in business
  • 199 hires on Thumbtack
  • Top pro on Thumbtack
Michael W.
Verified review

The Great Boodini was exactly what we wanted in party entertainment. He had a tough crowd with two Fire Departments in attendance, but his performance is world class. I would not hesitate hiring him again.

Top Pro
  • 10 years in business
  • 165 hires on Thumbtack
  • Top pro on Thumbtack
Natalie S.
Verified review

Such an amazing artist, all of the face paints looked great. I had tons of comments and questions about where i found her, and who she was. I of course passed along the information. I truly want to thank Saharas Party Faces, for a great job and making my daughters birthday a success!

Top Pro
  • 24 years in business
  • 215 hires on Thumbtack
  • Top pro on Thumbtack
Mary S.
Verified review

We chose Dance Pro DJs for our daughter's Sweet 16 Party. Rick responded quickly to our email request for a quote and he was very reasonably priced. The music was great and he was able to play every song requested. We also had a photo booth - the props were fun and the photo strips were good quality. Rick and his associate were professional and responsive to all our needs. We will definitely use Dance Pro DJs again for future events!!

Top Pro
  • 40 years in business
  • 139 hires on Thumbtack
  • Top pro on Thumbtack
Asha B.
Verified review

It was an awesome experience with Normanjean in our party. Kids really enjoyed .

Top Pro
VisualEtiquette
5.0
from 75 reviews
  • 170 hires on Thumbtack
  • Top pro on Thumbtack
Michelle T.
Verified review

We had Emil for our wedding on February 20, 2015. He was right on time and started taking pictures right away. He was extremely awesome. He was showing me the pictures as he was taking them to show me what we needed to do to get the best pictures. We gave him so little to work with and he was extremely creative. We were missing people from the wedding party and instead of wasting time, he just started taking more pictures. we can't wait to share the pictures with our family and friends. My husband and I were trying to go low cost, and we got a bargain. Thank you Emil for helping make our special day so smooth and worry free. And for putting up with my insane bridal party and family!

Top Pro
XOXO PHOTOBOX INC.
5.0
from 64 reviews
  • 2 years in business
  • 112 hires on Thumbtack
  • Top pro on Thumbtack
Cindee S.
Verified review

Maria & Brooke are fantastic! They are organized, professional and easy to work with. I hired them for my daughters 10yr bday party with 20 other 10yr olds. I was afraid the girls would be bored after 2 hrs but they could have gone on for another 2. Maria & Brooke were great with the girls! They went over and beyond my expectations.

Top Pro
V's Creative Face Painting
4.9
from 63 reviews
  • 10 years in business
  • 89 hires on Thumbtack
  • Top pro on Thumbtack
Autumn V.
Verified review

We hosted a small New Years party. We had about 15 adults and 7 kids. Vallen was fantastic and let our guests be very creative with how they wanted their faces decorated! She is a great artist and was a lot of fun to have at our party. We will hire again for sure!

Top Pro
DJ AD Entertainment
4.9
from 63 reviews
  • 7 years in business
  • 96 hires on Thumbtack
  • Top pro on Thumbtack
Oscar B.
Verified review

DJ AD did a great job with my party, I will defently use them again. Eilieen was my contact person and she handled everything like a pro Thank you so much from Team Bravo

Top Pro
Pocket Circus
5.0
from 51 reviews
  • 17 years in business
  • 70 hires on Thumbtack
  • Top pro on Thumbtack
Park C.
Verified review

Very nice magic show at an affordable price. Everyone at my party, including both kids and adults enjoyed the show and had a lot of laughs.

Top Pro
Tracy's Fun Face Paintings!
4.9
from 48 reviews
  • 3 years in business
  • 68 hires on Thumbtack
  • Top pro on Thumbtack
Valerie M.
Verified review

Tracy was wonderful! We had a subdivision block party with about 200 people. Her paintings were great and the families really enjoyed having her at our event!

Top Pro
Elidia Festivities
4.5
from 50 reviews
  • 6 years in business
  • 101 hires on Thumbtack
  • Top pro on Thumbtack
Elizabeth B.
Verified review

I hired elidia for a frozen theme party. Elsa was face painting the little ones and anais was ballon twisting .They were both simply amazing . My niece and all her cousins and friends had an amazing time . I'm glad I hired elidia festivities. She accomplished what I wanted. Couldn't be anymore happier .

Top Pro
Anna Todaro
4.9
from 42 reviews
  • 5 years in business
  • 55 hires on Thumbtack
  • Top pro on Thumbtack
Lisa R.
Verified review

Anna was extremely professional and very talented!! Her prices were super reasonable and she is absolutely a pleasure to work with. Thank you for bringing life into our party! All of our guests, even the adults got their arm or face painted and loved it!!!

  • 12 years in business
  • 57 hires on Thumbtack
Wendy M.
Verified review

Wina from Party Picassos came to our event and did a fantastic job on the face painting art! A true artist and a delight to work with! I highly recommend her and her organization.

Top Pro
Lili Marie Parties
5.0
from 35 reviews
  • 4 years in business
  • 64 hires on Thumbtack
  • Top pro on Thumbtack
Marvin C.
Verified review

Lindsey was prompt, professional, and pumped to deliver whatever was needed to help make the party...the party.She is a great find.

Top Pro
TwistiCity
5.0
from 41 reviews
  • 5 years in business
  • 47 hires on Thumbtack
  • Top pro on Thumbtack
Michelle S.
Verified review

Very easy to book and work with! Everyone at the party loved the balloons and face painting. Would definitely recommend them and use them again in the future. Thank you for a great day!

  • 16 years in business
  • 24 hires on Thumbtack
Greggory L.
Verified review

Edd Fairman, the Wizard of Sorts, made our Christmas party one of the best we have ever had. His blend of comedy and magic made the evening a spectacular hit; one that will be talked about for years to come. I would not hesitate to recommend Edd and would definitely encourage them to use him if they are looking to have a successful event. I still wonder how he did what he did. Simply amazing!

My Events And Celebrations
4.4
from 23 reviews
  • 6 years in business
  • 51 hires on Thumbtack
Dom P.
Verified review

This was an excellent vendor to work with. They delivered a quality product and it was perfect for a birthday party.

Top Pro
Ryan Gorey Media
5.0
from 13 reviews
  • 4 years in business
  • 23 hires on Thumbtack
  • Top pro on Thumbtack
Karen P.
Verified review

Looking forward to having him entertain our event!!!

  • 7 hires on Thumbtack
Chris F.
Verified review

Great to work with and excellent entertainers. Everyone loved them!

Actual Requests

See other requests for party entertainers in Chicago

Need Photo Booth Renter

Chicago, IL

  • Event type
    Corporate / Office
  • Indoor or outdoor event
    Indoors
  • Type of booth
    Camera with backdrop
  • Type of pictures
    Digital only
  • Props needed?
    I'm not sure yet
  • Number of people
    50-100
  • Age of guests
    18 and older
  • Details
    I am exploring themes for this client even. The overall theme is fall festival, but I may throw in some sports
  • $658.8
    Average price

Need a Solo Musician

Chicago, IL

  • Number of guests
    25-50
  • Music genre
    Other (lounge/ hip hop)
  • Instrument preference
    Violin
  • Details
    we need someone to play a cozy, yet lounge upbeat cocktail hour
  • $283.33
    Average price

Need Jazz Band Entertainment

Chicago, IL

  • Number of guests
    151-200
  • Music genre desired
    Fusion Jazz: Yes, Big band or swing: Yes, Modern Jazz: Yes, Blues: No, Classical: No, Brass: No
  • Details
    We do events on a regular basis for senior citizen entertainment.
  • $1300
    Average price
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