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Family Entertainers Highland, IN

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264 Family Entertainers serving Highland, IN

Featured

Street Magician Norman Basile

5.0 (94)
Top Performer
129 Verified bookings

  • Hobart, IN
  • Magician / Family Entertainment
  • 10 miles from Highland
  • $280 – $1,000 per event

Rachel S. said “We had Norman for a bachelorette party and he did not disappoint! We were in awe the entire time! Fantastic show and very passionate! ”
Featured

Face Painting by Roxy

5.0 (21)
Top Performer
52 Verified bookings

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

Vicki S. said “Due to rain we had to make some last-minute changes to our event and booked face painting. Face Painting by Roxy was able to come through within 24 hour notice. She did some of the best painting I...”
Featured

Magician Dan Feltey

5.0 (10)
Top Performer
11 Verified bookings

  • Chicago, IL
  • Magician / Family Entertainment
  • 24 miles from Highland
  • Contact for pricing

Sarah G. said “Dan performed at our Halloween party for a group of over 20 people and did a fantastic job! There was a good mix of props/cards/mentalist tricks. Everyone was amazed, and he did a great job with crowd...”
Featured

Caricatures By McGee

4.92 (32)
Top Performer
62 Verified bookings

  • Chicago, IL
  • Caricaturist / Family Entertainment
  • 24 miles from Highland
  • Contact for pricing

Lisa G. said “He did a great job with our residents and families”
Featured

Not Too Crazy Caricatures

4.73 (40)
98 Verified bookings

  • Merrillville, IN
  • Caricaturist / Family Entertainment
  • 8 miles from Highland
  • Starts at $200

Amy H. said “We loved our artist! His creations were the highlight of the night! Everyone was so charmed by the whole experience, and we had a blast showing off our cartoon selves to each other. Couldn't recommend...”
Featured

Caricatures by Ellen Lustig

5.0 (14)
38 Verified bookings

  • Chicago, IL
  • Caricaturist / Family Entertainment
  • 24 miles from Highland
  • Contact for pricing

Sydney B. said “We had Ellen at our company picnic and she was awesome! Super friendly, patient with everyone, and crazy talented. The drawings came out so fun and spot-on, and people were laughing and showing them...”
Featured

Mega Magic- Magician Mike D'Urzo

5.0 (23)
23 Verified bookings

  • Chicago, IL
  • Magician / Family Entertainment
  • 24 miles from Highland
  • Contact for pricing

Kristina T. said “Mike put on an awesome show. He was punctual, prepared and very organized. He was engaging with the crowd and was just an absolute pleasure to be around. Everyone was amazed by his talent. Fun was...”
Featured

Dr. Dave Magic

5.0 (98)
116 Verified bookings

  • Chicago, IL
  • Magician / Family Entertainment
  • 24 miles from Highland
  • Contact for pricing

Emily B. said “Dr. Dave provided a spectacular magic show for a special occasion dinner. We were blown away by both his skill and professionalism. 11/10!”
Featured

John Measner Magic Productions, Inc.

5.0 (1)
5 Verified bookings

  • Naperville, IL
  • Magician / Family Entertainment
  • 39 miles from Highland
  • 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

Dennis Christie MD "Master Deceptionist"

5.0 (51)
121 Verified bookings

  • Des Plaines, IL
  • Magician / Family Entertainment
  • 40 miles from Highland
  • Starts at $400

Danny C. said “We had a wonderful time with Dennis at the office. We recommend him for any event- large or small.”
Featured

Larry Wirtz

5.0 (1)

  • Crown Point, IN
  • Magician / Family Entertainment
  • 10 miles from Highland
  • 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...”
Featured

  • Blue Island, IL
  • Face Painter / Family Entertainment
  • 14 miles from Highland
  • 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

  • Chicago, IL
  • Photo Booths / Family Entertainment
  • 24 miles from Highland
  • 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
  • Photo Booths / Family Entertainment
  • 24 miles from Highland
  • $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...

Ernest Posey Caricatures

5.0 (26)
Top Performer
48 Verified bookings

  • Flossmoor, IL
  • Caricaturist / Family Entertainment
  • 12 miles from Highland
  • $150 per hour

Sada A. said “Ernest was great, worked fast and very professional. My guest enjoyed him and wanted him to stay longer. Will hire him again for future events. ”

Beyond Your Dream Photobooths

5.0 (6)
Top Performer
24 Verified bookings

  • Chicago, IL
  • Photo Booths / Family Entertainment
  • 24 miles from Highland
  • Starts at $465

Leontina S. said “Very happy! Beautiful backdrop, cute props, very satisfied! Highly recommend 👌”

IYQ Entertainment

4.85 (25)
Top Performer
69 Verified bookings

  • Des Plaines, IL
  • Magician / Family Entertainment
  • 40 miles from Highland
  • Contact for pricing

Erika L. said “He was engaging and funny!”

David Parr

4.97 (10)
20 Verified bookings

  • Chicago, IL
  • Magician / Family Entertainment
  • 24 miles from Highland
  • Contact for pricing

Lori M. said “David made my 60th birthday so special. His skills are beyond amazing, and he was wonderful with all my guests! I’d hire him again in a minute!!! Highly recommend him for a memorable experience. ...”

The Magic of Tim Adamz

1 Verified booking

  • Naperville, IL
  • Magician / Family Entertainment
  • 39 miles from Highland
  • Starts at $375

Experience the Impossible with Tim Adamz – Master of Magic & Mind Reading Step into a world where thoughts are revealed and the impossible feels real. Tim Adamz...

Paint Time FUN!

5.0 (25)
Top Performer
15 Verified bookings

  • Portage, IN
  • Face Painter / Family Entertainment
  • 14 miles from Highland
  • Contact for pricing

Jessica W. said “Felicia of Paint Time Fun was extremely professional and provided a high-quality face painting service at our church event. She was punctual and creative--a very talented artist. She has an...”

Futuristic Facepaint

5.0 (1)
Top Performer
2 Verified bookings

  • Portage, IN
  • Face Painter / Family Entertainment
  • 14 miles from Highland
  • Contact for pricing

Lauren P. said “Chris was great with the guests and everyone left with awesome tattoos!”

Artemisa

5.0 (6)
Top Performer
12 Verified bookings

  • Chicago, IL
  • Photo Booths / Family Entertainment
  • 24 miles from Highland
  • $400 – $2,000 per event

Dawn R. said “Victoria was a pleasure to work with and helped make our event a success. From start to finish, her communication was excellent, and she was responsive, professional, and easy to coordinate with. We...”

Spencer Hearne Caricatures

5.0 (7)
Top Performer
20 Verified bookings

  • Chicago, IL
  • Caricaturist / Family Entertainment
  • 24 miles from Highland
  • Contact for pricing

Amanda G. said “Would definitely work with Spencer again. Very punctual & friendly. ”

Hurtado Arts

4.95 (32)
Top Performer
76 Verified bookings

  • Chicago, IL
  • Caricaturist / Family Entertainment
  • 24 miles from Highland
  • Contact for pricing

Jenna F. said “Loved having Roger at my wedding reception! He was prompt, went with the flow of the night, and my guests LOVED him and his caricatures! He ended up staying longer than originally contracted without...”

King Caricatures

5.0 (34)
Top Performer
68 Verified bookings

  • Chicago, IL
  • Caricaturist / Family Entertainment
  • 24 miles from Highland
  • $125 per hour

Zak K. said “All of our participants loved their Caricature drawings! ”

Magic by Brielle

5.0 (109)
Top Performer
60 Verified bookings

  • Chicago, IL
  • Magician / Family Entertainment
  • 24 miles from Highland
  • Contact for pricing

Kaitlin V. said “Brielle was a MAGICAL addition to our big day. She did strolling magic during cocktail hour at our wedding, and everybody raved about her all night. We genuinely are so impressed with her talents....”

Creative Autist

5.0 (4)
Top Performer
2 Verified bookings

  • Chicago, IL
  • Face Painter / Family Entertainment
  • 24 miles from Highland
  • $100 – $150 per event

Ricardo M. said “Professional and able to paint a variety of designs. Highly recommend ”

Cute Curiosities Face Painting

5.0 (35)
Top Performer
132 Verified bookings

  • Forest Park, IL
  • Face Painter / Family Entertainment
  • 29 miles from Highland
  • Starts at $120 per hour

Casey G. said “Highly recommend! All the kids at my daughter's 5th birthday had so much fun!”

Caricatures by Mallory

5.0 (6)
Top Performer
10 Verified bookings

  • Forest Park, IL
  • Caricaturist / Family Entertainment
  • 29 miles from Highland
  • $125 per hour

Marcin S. said “All the first loved her and she did an amazing job, 5/5! Now all my friends and family want to hire her for their bdays/other events!”

IRL INTERACTIVE Events

5.0 (13)
Top Performer
23 Verified bookings

  • Westmont, IL
  • Game Show / Family Entertainment
  • 32 miles from Highland
  • Starts at $530

Jennifer R. said “I wouldn’t hesitate to recommend IRL Interactive Event/Jason for your event. He is multi-talented, great to work with, punctual and flexible. Our middle school dance had close to 500 kids and Jason...”

Kazar The Timewave Wizard

4.75 (5)
Top Performer
18 Verified bookings

  • Harwood Heights, IL
  • Magician / Family Entertainment
  • 34 miles from Highland
  • Starts at $300

Steve K. said “Kazar kept our audience engaged, laughing and mystified!”

C & I Caricatures

4.97 (25)
Top Performer
48 Verified bookings

  • Wilmington, IL
  • Caricaturist / Family Entertainment
  • 40 miles from Highland
  • Starts at $235

Rich M. said “Chris was fantastic and our graduation party guests will be talking about this for a long time. Everyone took home a wonderful memory and it added an unexpected fun and surprise to our celebration....”

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About booking Family Entertainment in Highland, IN

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 Highland, Indiana 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 Highland 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 Highland, IN area

These Family Entertainment serve the wider Highland and Lake county area and travel to Griffith, Munster, Hammond, Lansing, Schererville, Dyer, Calumet City, Lynwood, East Chicago, Gary, St John, Sauk Village, Glenwood, Merrillville, Ford Heights, Burnham, Thornton, South Holland, Wolf Lake, Whiting, Dolton, Chicago Heights, Phoenix, Hobart, Crown Point, Homewood, Harvey, Riverdale, Lake Station, and Steger.