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299 Family Entertainers serving Westchester, IL

Featured

Magician Dan Feltey

5.0 (10)
Top Performer
11 Verified bookings

  • Chicago, IL
  • Magician / Family Entertainment
  • 13 miles from Westchester
  • Contact for pricing

Tara C. said “Dan was fabulous!! All of the guests enjoyed his tricks, especially his mentalist tricks. He was perfect for the party! Highly recommend. Thanks Dan! ”
Featured

Street Magician Norman Basile

5.0 (94)
Top Performer
129 Verified bookings

  • Chicago, IL
  • Magician / Family Entertainment
  • 13 miles from Westchester
  • $280 – $1,000 per event

Anna G. said “Norman was amazing at our building's Halloween Happy Hour! He arrived on time, was professional throughout the event, and did a fantastic job moving from group to group, making sure everyone had a...”
Featured

Face Painting by Roxy

5.0 (21)
Top Performer
52 Verified bookings

  • Chicago, IL
  • Face Painter / Family Entertainment
  • 13 miles from Westchester
  • Starts at $145 per hour

Molly G. said “I highly recommend Roxy for your future face painting gig. She is great with kids and very accommodating with adults. ”
Featured

Caricatures By McGee

4.92 (32)
Top Performer
62 Verified bookings

  • Chicago, IL
  • Caricaturist / Family Entertainment
  • 13 miles from Westchester
  • Contact for pricing

Riley E. said “Great experience. Guests had a lovely time! ”
Featured

Jay Jay

4.95 (239)
Top Performer
408 Verified bookings

  • Arlington Heights, IL
  • Balloon Twister / Family Entertainment
  • 17 miles from Westchester
  • Contact for pricing

Zarah M. said “I cannot say enough about Jay Jay. He was easy to contact, professional, prompt, and just as fun and exciting as promised. Jay Jay's presence definitely put our event over the top. I would, and...”
Featured

Caricatures by Marlene

4.88 (93)
Top Performer
248 Verified bookings

  • Wheeling, IL
  • Caricaturist / Family Entertainment
  • 20 miles from Westchester
  • Contact for pricing

Kendal D. said “Our guests loved getting their portraits done and it was such a unique experience compared to a Photo Booth. Appreciate Marlene was even able to extend her time with us! ”
Featured

Brenden Trojan

5.0 (27)
Top Performer
39 Verified bookings

  • South Barrington, IL
  • Magician / Family Entertainment
  • 22 miles from Westchester
  • Contact for pricing

Johnathon C. said “We hired Brenden to be one of our performers at a festival. His performance was very interactive with the crowd and was well-received by all people who attended. After the performance, Brenden...”
Featured

William Pack

4.93 (12)
Top Performer
19 Verified bookings

  • Batavia, IL
  • Magician / Family Entertainment
  • 22 miles from Westchester
  • Starts at $500

Cat B. said “Great entertainment! Made our cocktail hour more fun! Thanks William!”
Featured

Snap and Sparkle Photo Booth

5.0 (9)
Top Performer
10 Verified bookings

  • Aurora, IL
  • Photo Booths / Family Entertainment
  • 23 miles from Westchester
  • $350 – $700 per event

Sara T. said “The Photo Booth was wonderful and the staff were very helpful guiding the guests! I highly recommend booking them for your event!”
Featured

Balloon Sculptor

5.0 (29)
Top Performer
24 Verified bookings

  • Elgin, IL
  • Balloon Twister / Family Entertainment
  • 24 miles from Westchester
  • $125 per hour

Leo F. said “We had a block party with nearly 100 kids. Pete worked fast and all the kids were able to receive what they wanted in the 90 minutes he was there for. Many came back for seconds. At the end, extra...”
Featured

Ferny Magic

5.0 (13)
Top Performer
26 Verified bookings

  • Lake Zurich, IL
  • Magician / Family Entertainment
  • 26 miles from Westchester
  • Starts at $400

Chantale R. said “Ferny Magic did strolling magic for our corporate event, and the guests really enjoyed it. I would hire him again for future events.”
Featured

Dennis Christie MD "Master Deceptionist"

5.0 (51)
121 Verified bookings

  • Des Plaines, IL
  • Magician / Family Entertainment
  • 13 miles from Westchester
  • Starts at $400

Cyle C. said “Dennis the magician put on an amazing performance that left everyone speechless at my wife’s surprise 30th. He was relatable, genuine, funny, professional, confident yet humble. He came with...”
Featured

Dr. Dave Magic

5.0 (98)
116 Verified bookings

  • Chicago, IL
  • Magician / Family Entertainment
  • 13 miles from Westchester
  • Contact for pricing

Madison S. said “Dr. Dave was absolutely amazing. I expected a magician, but Dr. Dave was a whole performance. He blew us all away, he was also hilarious, very professional, and showed up right on time. I would hire...”
Featured

Mega Magic- Magician Mike D'Urzo

5.0 (23)
23 Verified bookings

  • Chicago, IL
  • Magician / Family Entertainment
  • 13 miles from Westchester
  • Contact for pricing

Jeremy said “You are fantastic at capturing the attention of an audience even in a virtual setting!”
Featured

John Measner Magic Productions, Inc.

5.0 (1)
5 Verified bookings

  • Naperville, IL
  • Magician / Family Entertainment
  • 16 miles from Westchester
  • Contact for pricing

Esther B. said “I only have amazing things to say about John! I just got off the phone with him, he was so friendly and helpful, fun and very very experienced, with over forty years! With a show that includes dogs...”
Featured

Total-T Magic by Terrence Hunter

5.0 (9)
19 Verified bookings

  • Glenview, IL
  • Magician / Family Entertainment
  • 16 miles from Westchester
  • Starts at $299

Kelly S. said “We had a birthday party for my six year old and Terrence was the main event. He had our small group little people rolling in laughter and disbelief - it was too fun. I would highly recommend...”
Featured

The Great Boodini

4.80 (15)
27 Verified bookings

  • Arlington Heights, IL
  • Magician / Family Entertainment
  • 17 miles from Westchester
  • Contact for pricing

Jennifer C. said “The great Boodini came to our school fun fair. He set up and the kids starting swarming around him to see what tricks he would do next. He was so great with all of the children and his tricks were...”
Featured

Laine Too

5.0 (3)
10 Verified bookings

  • Northbrook, IL
  • Temporary Tattoo Artist / Family Entertainment
  • 19 miles from Westchester
  • Contact for pricing

Jenny Q. said “Clayton was great and busy creating airbrush tattoos all day! He was so creative, fun and polite. Would highly recommend for your event!”
Featured

Not Too Crazy Caricatures

4.73 (40)
98 Verified bookings

  • Merrillville, IN
  • Caricaturist / Family Entertainment
  • 38 miles from Westchester
  • Starts at $200

Maribel L. said “I hired Albert for my daughter and future son in law wedding shower and he was amazing. I highly recommend ”
Featured

  • Chicago, IL
  • Photo Booths / Family Entertainment
  • 13 miles from Westchester
  • Starts at $600

📸 Transforming Moments into Memories. We bring a touch of magic to events, turning them into extraordinary experiences. Photo Booth Rental, 360 Booth Rental,...
Featured

  • Chicago, IL
  • Balloon Twister / Family Entertainment
  • 13 miles from Westchester
  • Contact for pricing

Anna P. said “Michael is professional, creative and is sure to bring smiles to any event.”
Featured

  • Chicago, IL
  • Photo Booths / Family Entertainment
  • 13 miles from Westchester
  • $650 – $995 per event

At Windy City Photo Booths, we believe a photo booth should be an experience. That’s why every event includes professional-grade equipment, fully customizable...
Featured

  • Skokie, IL
  • Photo Booths / Family Entertainment
  • 15 miles from Westchester
  • $625 – $1,500 per event

Looking for something different for your wedding or event? Of course you are - Renting a photo booth for your event is a surefire way to add fun,...
Featured

  • Blue Island, IL
  • Face Painter / Family Entertainment
  • 17 miles from Westchester
  • Starts at $125

Audra has been drawing and painting since she was a child so face painting was a natural progression and so much more fun. “The best canvas is a smiling face!”...
Featured

  • Hoffman Estates, IL
  • Game Show / Family Entertainment
  • 19 miles from Westchester
  • Contact for pricing

Interactive mobile touring game shows make great additions to any type of event including, but not limited to: Corporate (sales meetings, training,...
Featured

  • Vernon Hills, IL
  • Game Show / Family Entertainment
  • 27 miles from Westchester
  • $395 – $1,995 per event

Kyle C. said “Harris was awesome and professional through all communications. Set up was prompt and on time, friendly and personable. Show was hilarious, fun, engaging, and everyone is still talking about it. It...”
Featured

Larry Wirtz

5.0 (1)

  • Crown Point, IN
  • Magician / Family Entertainment
  • 40 miles from Westchester
  • Contact for pricing

Arlene O. said “Our group Grassroots Homeschoolers had Larry come and present Follow the Leader - A Bully Prevention program. It was awesome and kept the kids interested and asking questions. I will have him back...”

IYQ Entertainment

4.85 (25)
Top Performer
69 Verified bookings

  • Des Plaines, IL
  • Magician / Family Entertainment
  • 13 miles from Westchester
  • Contact for pricing

Atul R. said “Nice entertainment with Magic , puppet show and fun Banter with Adults. ”

Beyond Your Dream Photobooths

5.0 (6)
Top Performer
24 Verified bookings

  • Chicago, IL
  • Photo Booths / Family Entertainment
  • 13 miles from Westchester
  • Starts at $465

Juan said “Beyond your dreams delivered. Our guest enjoyed taking a memory from our daughter’s quinceañera with them. It was uplifting to see our guests share their photos at the event. ”

Ernest Posey Caricatures

5.0 (26)
Top Performer
48 Verified bookings

  • Flossmoor, IL
  • Caricaturist / Family Entertainment
  • 24 miles from Westchester
  • $150 per hour

Michael B. said “We hired Ernest Posey for our backyard party, and he was great! He arrived on time, was professional, friendly, and made everyone feel comfortable. His caricatures were a huge hit with guests of all...”

David Parr

4.97 (10)
20 Verified bookings

  • Chicago, IL
  • Magician / Family Entertainment
  • 13 miles from Westchester
  • Contact for pricing

Molly C. said “David was a pleasure to deal with before and during the show! He has such a pleasant demaeanor and really connected to all of us in the small audience! His show is fun and engaging and each...”

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About booking Family Entertainment in Westchester, IL

Family events come to life with entertainment that delivers fun, laughter, and unforgettable memories for every generation. The right performers set the tone, whether it’s a lively musician or DJ getting everyone dancing, or a magician who amazes kids and adults alike. From face painters and balloon twisters to jugglers, clowns, and interactive games, professional entertainers transform birthdays, picnics, reunions, and community gatherings into joyful celebrations.

The cost of hiring family entertainers in Westchester, Illinois will vary depending on the type of entertainment, their experience, and the length of the performance. Services like balloon twisting may be cheaper than more involved performances like magic shows. Contact the local acts above to discuss your event and receive a customized quote.

As you explore Westchester family entertainers, check out profiles to learn about their party packages, browse photos, and watch promotional videos. Then, read reviews from past clients to see how they’ve brought the fun to similar events. When requesting a quote, communicate things like your event location, audience size, performance space, and desired atmosphere to get the most accurate pricing.

Once you find the performer you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to book family-friendly entertainment. You can message the acts, confirm the details of your agreement, and make a secure payment all in one place. Every GigSalad event is covered by our Worry-Free Guarantee, so you can rest easy knowing we’ve got your back. Just sit back and let the family fun begin!

Family Entertainment serving the Westchester, IL area

These Family Entertainment serve the wider Westchester and Cook county area and travel to La Grange Park, Broadview, Bellwood, Hines, Hillside, Brookfield, Maywood, Berkeley, Western Springs, Riverside, La Grange, North Riverside, Melrose Park, Oak Brook, Stone Park, Forest Park, Lyons, Oakbrook Terrace, River Forest, McCook, Hinsdale, Berwyn, Elmhurst, Amf Ohare, Northlake, Stickney, Clarendon Hills, Forest View, Oak Park, and Indian Head Park.