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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 135 reviews
  • 21 years in business
  • 186 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 121 reviews
  • 19 years in business
  • 284 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 108 reviews
  • 15 years in business
  • 202 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
  • 168 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
VisualEtiquette
4.9
from 83 reviews
  • 175 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
  • 40 years in business
  • 149 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
DJ John Herrera
5.0
from 77 reviews
  • 13 years in business
  • 107 hires on Thumbtack
  • Top pro on Thumbtack
Teresa B.
Verified review

John was an excellent choice for my daughter's sweet 16 party, he kept over 50 teenagers entertained for hours. He was very professional, personable and flexible which was great, Our night was complete with his music style and skills, we danced all night. Great memories made.

Top Pro
XOXO PHOTOBOX INC.
5.0
from 65 reviews
  • 2 years in business
  • 114 hires on Thumbtack
  • Top pro on Thumbtack
Katie L.
Verified review

XOXO Photobox is fabulous! They just came to my best friend's surprise 30th birthday and made the party 100x better! Maria was so responsive to my emails and easy to talk to. She made sure that every detail was exactly personalized the way I wanted it - the design on the photostrips, the color of the background, the props, etc. At the event, Maria showed up an hour early to set up. She was so professional and great. She answered all questions. She set up the booth in the perfect spot in the venue. Throughout the event, she was wonderful with all of the guests, always smiling and friendly. I am so happy that I used XOXO Photobooth and I would definitely recommend them!!!

Top Pro
DJ AD Entertainment
4.9
from 64 reviews
  • 7 years in business
  • 98 hires on Thumbtack
  • Top pro on Thumbtack
Michael A.
Verified review

Fourteen year old birthday party with 40 girls, the girls submited their play list. The night went off perfectly and everyone went very happy. I can't image the night working put any better....highly recommended.

Top Pro
Pocket Circus
5.0
from 52 reviews
  • 17 years in business
  • 73 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
Anna Todaro
4.9
from 50 reviews
  • 5 years in business
  • 61 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!!!

Top Pro
Tracy's Fun Face Paintings!
4.9
from 49 reviews
  • 3 years in business
  • 71 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
4.6
from 52 reviews
  • 6 years in business
  • 106 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
Apollo Magic
4.8
from 44 reviews
  • 7 years in business
  • 79 hires on Thumbtack
  • Top pro on Thumbtack
Allen H.
Verified review

The performance was excellent and everyone was talking about it after Mr.Kennedy left. He walked the room and had everyone involved for my teenage daughters party. i would defiantly recommend him for anybody's entertainment for a party!

Top Pro
TwistiCity
5.0
from 42 reviews
  • 5 years in business
  • 49 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!

Top Pro
The Magic Of Mark Presley
4.8
from 33 reviews
  • 32 years in business
  • 45 hires on Thumbtack
  • Top pro on Thumbtack
Anjali J.
Verified review

Mark was professional, courteous and easy to deal with. Our first phone conversation with him assured us that we were dealing with a professional. He explained his services and helped us choose the best package. As promised, Mark arrived early, set up his things without any hassles and was flexible to start a few mins late while the party guests were still arriving. The show was a huge hit with all attendees - kids and adults alike! Mark engaged the audience well with not only magic but also funny conversations. All in all, it was a great birthday party.. thanks to Mark!

Mr. Photobot
4.4
from 25 reviews
  • 4 years in business
  • 50 hires on Thumbtack
Josh J.
Verified review

Super fun pics. Staff were patient and helpful! We'd love to use them for another party!

GN Events
4.7
from 19 reviews
  • 19 years in business
  • 29 hires on Thumbtack
Dave K.
Verified review

Had gene at our anniversary party. Would highly recommend that if you need a dj to contact him , very easy to work with and very reasonable priced .

Top Pro
Ryan Gorey Media
5.0
from 16 reviews
  • 4 years in business
  • 28 hires on Thumbtack
  • Top pro on Thumbtack
Karen P.
Verified review

Looking forward to having him entertain our event!!!

John Measner Magic Show
4.8
from 10 reviews
  • 39 years in business
  • 22 hires on Thumbtack
Hannah L.
Verified review

John provided an excellent magic show. He was prompt and tricks delighted everyone at the party. Great audience participation.

  • New on Thumbtack
Alex and Elaine C.
Verified review

Karl sang at and DJ'd our wedding and we are so glad we picked him! His unique style and personality made him a hit amongst our guests and having him definitely helped make our night more fun! We were so happy he was there with us on our day! Thanks again Karl!

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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