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Chicago Halloween Face Painters

Browse these Halloween face painters with great ratings from Thumbtack customers in Chicago.

Top Pro
  • 10 years in business
  • 174 hires on Thumbtack
  • Top Pro on Thumbtack
Thomas U.
Verified review

The Face Painters were on-time, professional, friendly and very talented. Their designs were beautiful for boys and girls - kids and their parents loved them. We recommend them to anyone looking for easy-to-work-with face painters.

Top Pro
Anna Todaro
4.9
from 54 reviews
  • 5 years in business
  • 65 hires on Thumbtack
  • Top Pro on Thumbtack
Angel B.
Verified review

Anna is Amazing and Very Talented! Her Face Painting is beautiful, happy, and fun! She is very professional, and kind. After I had my face painted a random stranger told me that I looked Magical! It made me feel very special! I love all of Anna's artwork, and her face painting cart is adorable!

Top Pro
Tracy's Fun Face Paintings
4.9
from 53 reviews
  • 3 years in business
  • 84 hires on Thumbtack
  • Top Pro on Thumbtack
Pat N.
Verified review

She did a fantastic full face paint for a Halloween party.

Elidia Festivities
4.6
from 56 reviews
  • 6 years in business
  • 108 hires on Thumbtack
Andrea A.
Verified review

The artist was great, both with the kids and the face painting. I will use again.

Top Pro
  • 12 years in business
  • 60 hires on Thumbtack
  • Top Pro on Thumbtack
Ela W.
Verified review

Wina has been attending our fundraising event for about 3 years or so, and she is truly the highlight of the childrens' day! Her work is amazing (truly one of the best face painters I have seen). She comes with photos of different things she can paint, but I have seen her cater very well to special (sometimes a bit off-the-wall!) requests, and her work always comes out fantastic! In addition to the quality of her work, she is very responsive and reliable. We have been blessed to have her help make our event so special, and we hope to continue to be for years to come!

  • 20 years in business
  • 102 hires on Thumbtack
Allison S.
Verified review

Great experience. Kids really enjoyed the face painter and balloon artist.

Angelina's Face Painting
4.9
from 39 reviews
  • 3 years in business
  • 37 hires on Thumbtack
Amber M.
Verified review

Angelina did the face painting for my sons birthday. She was fabulous! She was on time, professional, and obliged all the kids requests.

Lili Marie Parties
5.0
from 35 reviews
  • 4 years in business
  • 64 hires on Thumbtack
Lauren W.
Verified review

I hired Lindsey through thumbtack to do face painting at my son's 3rd birthday. After speaking with her, she ended up planning practically the entire party! Lindsey is extremely talented and creative. She went above and beyond to come up with an activity for the party, plan all of the decorations (including elaborate center pieces and sweet table) and put together all of the goodie bags. Lindsey and her sister practically ran the entire party including the craft all while doing the face painting (which was excellent!). I highly recommend Lindsey for both face painting and her party planning services. She did a fantastic job and I couldn't have pulled the day off without her!

Top Pro
butterfliesandzebras
5.0
from 29 reviews
  • 38 hires on Thumbtack
  • Top Pro on Thumbtack
Taylor F.
Verified review

Shes amazing. She came out for facepainting for my daughters 5th birthday party. A lot more kids showed up. She stayed until every kid who wanted face painting got it. She did excellent work. Kids were so happy and so were parents. Amazing job!!

Lollipop Face Painting
5.0
from 26 reviews
  • 24 hires on Thumbtack
Tricia B.
Verified review

We had a great experience with Lollipop Face Painting for my son's 7th birthday party. Cassie was so good with the kids. The face painting was amazing. Cassie was extremely personable and I would absolutely use them again. I highly recommend Lollipop Face Painting.

Artistic Expressions by Lisa
5.0
from 25 reviews
  • 6 years in business
  • 57 hires on Thumbtack
Patrice D.
Verified review

Lisa was great!!! She was friendly and very patient with the kids! Her face painting was beautiful and she even painted the adults!! I would definitely hire her again !

The Creative Cafe
4.7
from 24 reviews
  • 6 years in business
  • 36 hires on Thumbtack
Alicia S.
Verified review

Celeste Sullivan, Chicago, Il March 14, 2015 I hired Minar to do face painting for my granddaughter's 1st birthday party. There was more kids than we had anticipated and Minar never complained. She was very professional through the whole event even when the kids kept knocking over display board. The parents and children adored the artwork. She arrived at the scheduled time and stayed until the party was over. I'll most definetly be hiring her for my family reunion in the summer

Laine Too
5.0
from 18 reviews
  • 5 years in business
  • 30 hires on Thumbtack
Manal O.
Verified review

Melanie did a wonderful job at our Back to Bash PTO event! Would totally hire Lane Too again for future events! Kids were so pleased and excited of their temporary tattoos and face painting!! She also took the time to make a custom tattoo logo for our event.

Tamariel Paints
4.6
from 14 reviews
  • 20 hires on Thumbtack
Debbie E.
Verified review

My family and I attended a Chai Lifeline Purim party on Sunday, Feb. 17, 2013, where Tamar from Tamariel paints was face painting the kids...as usual, Tamar did an amazing job, not only face painting, but making ALL my kids, special needs kids included, feel like a million bucks. She is wonderful, patient, and skilled. She gives each child her undivided attention. We have been to many functions where Tamar has worked, and my children look forward to getting face painted by her. It is the highlight of every party, and when Tamar is not there, they are very disappointed. I would recommend Tamar and Tamariel paints to anyone looking for a great face painting experience.

Best Chicago Face Painting
4.3
from 11 reviews
  • 28 years in business
  • 6 hires on Thumbtack
Jehane M.
Verified review

We hired Val for my daughters 1st birthday party. She's just wonderful and we love her work so much. In the past I regret hirring other lower-priced face painters who didn't know how to paint well and worst of all they do not know how to interact with the kids. For me, it's very important to keep in mind how a face painter relates to the children. She's friendly, funny, clever, professional to work with, fast and incredibly talented. We love our experience with her and everyone else at the party did too. She's amazing and we love her very much. ?

Wheelie Good Face Paint
5.0
from 6 reviews
  • 3 years in business
  • 1 hire on Thumbtack
Amy J.
Verified review

Kaycee is so talented and wonderful with the kids. If you need a face painter SHE is IT!

Balloons And More Fun
5.0
from 5 reviews
  • 33 years in business
Justina R.
Verified review

Great, talented performers, and good service. Elsa had a great voice and both Elsa and Anna were excellent and efficient face painters. The magician kept the kids entertained which gave us a welcome break. Would definitely hire again.

Anita D.
Verified review

AMAZING!!!!! She is not a face painter, she is an artist. There are not many people that do the type of face painting that she does. She truly had a gift. She does some outstanding balloon art also. She quickly creates masterpieces for the kids. She also made Wonder Woman balloon candy cups for a Ladies Night event at my office. Big hit! I have used her for several of my office events. She is great with kids! I will never use anyone else!

Fanciful Faces
5.0
from 3 reviews
    Cindy B.
    Verified review

    We strive to create truly memorable events, with the absolute best service and entertainment providers -- and that's what Chantal with Fanciful Faces delivers every time! Our shoppers are simply enchanted with her beautiful face painting. Randhurst Village, Mount Prospect, IL

    • 34 years in business
    Arthur C.
    Verified review

    My kids loved her. The face painting was a big kick at my youngest birthday party. I would hire her again in a heart beat.

    Face Painting by Eva

    New To Thumbtack

      About

      From quick and cool eye designs to elaborate half and full faces, I always try to customize my menu to go with the party theme, number of guests, as well as the individuals being painted.

      Hire skilled professionals for absolutely everything.