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279 Family Entertainers serving Orland Park, IL

Featured

Lolo’s Painting

5.0 (3)
Top Performer
2 Verified bookings

  • Palos Hills, IL
  • Face Painter / Family Entertainment
  • 5 miles from Orland Park
  • $150 per event

Melisa J. said “Lolo’s Face Painting & More was absolutely amazing! The kids loved every minute of the face painting and balloon twisting. The artwork was beautiful, the balloon creations were creative, and...”
Featured

Magician Dan Feltey

5.0 (10)
Top Performer
11 Verified bookings

  • Chicago, IL
  • Magician / Family Entertainment
  • 21 miles from Orland Park
  • 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

Face Painting by Roxy

5.0 (21)
Top Performer
52 Verified bookings

  • Chicago, IL
  • Face Painter / Family Entertainment
  • 21 miles from Orland Park
  • 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

Street Magician Norman Basile

5.0 (94)
Top Performer
129 Verified bookings

  • Chicago, IL
  • Magician / Family Entertainment
  • 21 miles from Orland Park
  • $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

Caricatures By McGee

4.92 (32)
Top Performer
62 Verified bookings

  • Chicago, IL
  • Caricaturist / Family Entertainment
  • 21 miles from Orland Park
  • Contact for pricing

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

Snap and Sparkle Photo Booth

5.0 (9)
Top Performer
10 Verified bookings

  • Aurora, IL
  • Photo Booths / Family Entertainment
  • 26 miles from Orland Park
  • $350 – $700 per event

Glenn E. said “We hired Snap and Sparkle Photo Booth for our party and they absolutely knocked it out of the park. From the moment they arrived, the setup was fast, professional, and the booth itself looked...”
Featured

William Pack

4.93 (12)
Top Performer
19 Verified bookings

  • Batavia, IL
  • Magician / Family Entertainment
  • 28 miles from Orland Park
  • Starts at $500

Mario V. said “I booked Bill for a surprise 40th birthday party for my brother-in-law. To say that the experience was great would be an understatement-- he was phenomenal! From his communication and punctuality,...”
Featured

Brenden Trojan

5.0 (27)
Top Performer
39 Verified bookings

  • South Barrington, IL
  • Magician / Family Entertainment
  • 35 miles from Orland Park
  • Contact for pricing

James W. said “Brenden did an awesome job for our PBIS reward assembly. He had all the students engaged, and all the magic tricks were appropriate for the ages. We did two separate assemblies, one for K-2 and one...”
Featured

Caricatures by Marlene

4.88 (93)
Top Performer
248 Verified bookings

  • Wheeling, IL
  • Caricaturist / Family Entertainment
  • 35 miles from Orland Park
  • Contact for pricing

Kimberly L. said “Marlene was so much fun! She is very talented and created caricaturist portraits for almost our entire birthday party. We would definitely rehire for another party. ”
Featured

Balloon Sculptor

5.0 (29)
Top Performer
24 Verified bookings

  • Elgin, IL
  • Balloon Twister / Family Entertainment
  • 36 miles from Orland Park
  • $125 per hour

Randy I. said “Children had a great time!”
Featured

John Measner Magic Productions, Inc.

5.0 (1)
5 Verified bookings

  • Naperville, IL
  • Magician / Family Entertainment
  • 18 miles from Orland Park
  • 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

Dr. Dave Magic

5.0 (98)
116 Verified bookings

  • Chicago, IL
  • Magician / Family Entertainment
  • 21 miles from Orland Park
  • 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

Mega Magic- Magician Mike D'Urzo

5.0 (23)
23 Verified bookings

  • Chicago, IL
  • Magician / Family Entertainment
  • 21 miles from Orland Park
  • 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

Caricatures by Ellen Lustig

5.0 (14)
38 Verified bookings

  • Chicago, IL
  • Caricaturist / Family Entertainment
  • 21 miles from Orland Park
  • 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

Dennis Christie MD "Master Deceptionist"

5.0 (51)
121 Verified bookings

  • Des Plaines, IL
  • Magician / Family Entertainment
  • 28 miles from Orland Park
  • 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

Not Too Crazy Caricatures

4.73 (40)
98 Verified bookings

  • Merrillville, IN
  • Caricaturist / Family Entertainment
  • 29 miles from Orland Park
  • 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

Total-T Magic by Terrence Hunter

5.0 (9)
19 Verified bookings

  • Glenview, IL
  • Magician / Family Entertainment
  • 31 miles from Orland Park
  • Starts at $299

Laura L. said “Kids loved him and parents did too. He was on time, friendly and a great entertainer.”
Featured

The Great Boodini

4.80 (15)
27 Verified bookings

  • Arlington Heights, IL
  • Magician / Family Entertainment
  • 32 miles from Orland Park
  • Contact for pricing

Dale P. said “The Great Boodini was very engaging annd entertaining! Lots of laughs and amazement by both kids and adults. Even the 2 year old was able to participate in the magic with big smiles. The kids magic...”
Featured

Laine Too

5.0 (3)
10 Verified bookings

  • Northbrook, IL
  • Temporary Tattoo Artist / Family Entertainment
  • 34 miles from Orland Park
  • Contact for pricing

Erica L. said “Laine Too was awesome and made my event so special! You will not regret hiring them for your event! Everyone was obsessed with their glitter tattoos”
Featured

  • Blue Island, IL
  • Face Painter / Family Entertainment
  • 9 miles from Orland Park
  • 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
  • 21 miles from Orland Park
  • 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
  • 21 miles from Orland Park
  • $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
  • 28 miles from Orland Park
  • $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

Larry Wirtz

5.0 (1)

  • Crown Point, IN
  • Magician / Family Entertainment
  • 29 miles from Orland Park
  • 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

  • Hoffman Estates, IL
  • Game Show / Family Entertainment
  • 33 miles from Orland Park
  • 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,...

Ernest Posey Caricatures

5.0 (26)
Top Performer
48 Verified bookings

  • Flossmoor, IL
  • Caricaturist / Family Entertainment
  • 11 miles from Orland Park
  • $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
  • 21 miles from Orland Park
  • 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
  • 28 miles from Orland Park
  • Contact for pricing

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

The Magic of Tim Adamz

1 Verified booking

  • Naperville, IL
  • Magician / Family Entertainment
  • 18 miles from Orland Park
  • 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...

David Parr

4.97 (10)
20 Verified bookings

  • Chicago, IL
  • Magician / Family Entertainment
  • 21 miles from Orland Park
  • 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. ...”

IRL INTERACTIVE Events

5.0 (13)
Top Performer
23 Verified bookings

  • Westmont, IL
  • Game Show / Family Entertainment
  • 13 miles from Orland Park
  • 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...”

Cute Curiosities Face Painting

5.0 (35)
Top Performer
132 Verified bookings

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

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

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About booking Family Entertainment in Orland Park, 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 Orland Park, 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 Orland Park 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 Orland Park, IL area

These Family Entertainment serve the wider Orland Park and Cook county area and travel to Palos Park, Orland Hills, Palos Heights, Homer Glen, Palos Hills, Tinley Park, Worth, Crestwood, Oak Forest, Chicago Ridge, Alsip, Hickory Hills, Midlothian, Mokena, Robbins, Willow Springs, Justice, Country Club Hills, Lemont, Oak Lawn, Markham, Bridgeview, Merrionette Park, Burr Ridge, Posen, Blue Island, Hazel Crest, Frankfort, Hometown, and Burbank.