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The 139 Best Family Entertainers for Hire in Waukegan, IL

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221 Family Entertainers serving Waukegan, IL

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Caricatures by Marlene - Caricaturist / Family Entertainment in Wheeling, Illinois Featured vendor banner
Caricatures by Marlene - Caricaturist / Family Entertainment in Wheeling, Illinois

Caricatures by Marlene

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4.86 (81)
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  • Map pin icon Wheeling, IL
  • Vendor category icon Caricaturist / Family Entertainment
  • Travel distance icon 16 miles from Waukegan
  • Check mark icon 209 Verified Bookings

Sherry said “10/10 hands down. Marlene is such a pleasure and helped make our daughter’s first birthday party special and so much fun! Thank you for being flexible…”

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Jay Jay - Balloon Twister / Family Entertainment in Arlington Heights, Illinois Featured vendor banner
Jay Jay - Balloon Twister / Family Entertainment in Arlington Heights, Illinois

Jay Jay

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4.95 (215)
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  • Map pin icon Arlington Heights, IL
  • Vendor category icon Balloon Twister / Family Entertainment
  • Travel distance icon 20 miles from Waukegan
  • Check mark icon 374 Verified Bookings

Kim N. said “Jay jay did an amazing job at our company Christmas party! I would highly recommend him!!”

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Dennis Christie MD "Master Deceptionist" - Magician / Family Entertainment in Des Plaines, Illinois Featured vendor banner
Dennis Christie MD "Master Deceptionist" - Magician / Family Entertainment in Des Plaines, Illinois

Dennis Christie MD "Master Deceptionist"

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5.0 (47)
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  • Map pin icon Des Plaines, IL
  • Vendor category icon Magician / Family Entertainment
  • Travel distance icon 23 miles from Waukegan
  • Check mark icon 117 Verified Bookings

Diana C. said “This was my second time booking Dennis for a corporate event and he never disappoints! He connects authentically with our guests and they absolutely raved…”

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Brenden Trojan - Magician / Family Entertainment in South Barrington, Illinois Featured vendor banner
Brenden Trojan - Magician / Family Entertainment in South Barrington, Illinois

Brenden Trojan

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5.0 (20)
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  • Map pin icon South Barrington, IL
  • Vendor category icon Magician / Family Entertainment
  • Travel distance icon 25 miles from Waukegan
  • Check mark icon 32 Verified Bookings

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…”

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Caricatures by Ellen Lustig - Caricaturist / Family Entertainment in Chicago, Illinois Featured vendor banner
Caricatures by Ellen Lustig - Caricaturist / Family Entertainment in Chicago, Illinois

Caricatures by Ellen Lustig

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5.0 (12)
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  • Map pin icon Chicago, IL
  • Vendor category icon Caricaturist / Family Entertainment
  • Travel distance icon 35 miles from Waukegan
  • Check mark icon 24 Verified Bookings

Laura O. said “Great job!”

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Shiva Jamba Entertainment - Face Painter / Family Entertainment in Chicago, Illinois Featured vendor banner
Shiva Jamba Entertainment - Face Painter / Family Entertainment in Chicago, Illinois

Shiva Jamba Entertainment

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4.98 (24)
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  • Map pin icon Chicago, IL
  • Vendor category icon Face Painter / Family Entertainment
  • Travel distance icon 35 miles from Waukegan
  • Check mark icon 27 Verified Bookings

Katerina said “Devorah is a kind, attentive and wonderful face painter. The kids were thrilled with her gentle nature and beautiful designs. I highly recommend considering…”

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Mega Magic- Magician Mike D'Urzo - Magician / Family Entertainment in Chicago, Illinois Featured vendor banner
Mega Magic- Magician Mike D'Urzo - Magician / Family Entertainment in Chicago, Illinois

Mega Magic- Magician Mike D'Urzo

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5.0 (21)
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  • Map pin icon Chicago, IL
  • Vendor category icon Magician / Family Entertainment
  • Travel distance icon 35 miles from Waukegan
  • Check mark icon 22 Verified Bookings

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.…”

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Face Painting by Susanne - Face Painter / Family Entertainment in Wheaton, Illinois Featured vendor banner
Face Painting by Susanne - Face Painter / Family Entertainment in Wheaton, Illinois

Face Painting by Susanne

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4.98 (45)
Top Performer badge
  • Map pin icon Wheaton, IL
  • Vendor category icon Face Painter / Family Entertainment
  • Travel distance icon 37 miles from Waukegan
  • Check mark icon 104 Verified Bookings

Dawn M. said “The artist was very nice and very talented. Beautiful work and patient with the kids.”

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Paul Draws You - Caricaturist / Family Entertainment in Kenosha, Wisconsin Featured vendor banner
Paul Draws You - Caricaturist / Family Entertainment in Kenosha, Wisconsin

Paul Draws You

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4.65 (14)
  • Map pin icon Kenosha, WI
  • Vendor category icon Caricaturist / Family Entertainment
  • Travel distance icon 15 miles from Waukegan
  • Check mark icon 38 Verified Bookings

Luis B. said “From the get-go, Paul was an absolute standout in our recent corporate event planning. His flexibility and communicative approach set a high bar from…”

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Zounds! Entertainment - Photo Booths / Family Entertainment in Northbrook, Illinois Featured vendor banner
Zounds! Entertainment - Photo Booths / Family Entertainment in Northbrook, Illinois

Zounds! Entertainment

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5.0 (8)
  • Map pin icon Northbrook, IL
  • Vendor category icon Photo Booths / Family Entertainment
  • Travel distance icon 16 miles from Waukegan
  • Check mark icon 8 Verified Bookings

Tali P. said “Kids loved him!”

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Chicagoland Events LLC. - Photo Booths / Family Entertainment in Northbrook, Illinois Featured vendor banner
Chicagoland Events LLC. - Photo Booths / Family Entertainment in Northbrook, Illinois

Chicagoland Events LLC.

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3.10 (3)
  • Map pin icon Northbrook, IL
  • Vendor category icon Photo Booths / Family Entertainment
  • Travel distance icon 16 miles from Waukegan
  • Check mark icon 2 Verified Bookings

Jordan S. said “I couldn’t be more impressed with Chicagoland Events! The team arrived 45 minutes early, set up seamlessly, and absolutely crushed it. Everything ran…”

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Laine Too - Temporary Tattoo Artist / Family Entertainment in Northbrook, Illinois Featured vendor banner
Laine Too - Temporary Tattoo Artist / Family Entertainment in Northbrook, Illinois

Laine Too

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5.0 (3)
  • Map pin icon Northbrook, IL
  • Vendor category icon Temporary Tattoo Artist / Family Entertainment
  • Travel distance icon 16 miles from Waukegan
  • Check mark icon 8 Verified Bookings

Kathleen F. said “Laine Too did a phenomenal job at our Class of 2024 Senior Party! Kids were lined up all night to get their unique and vibrant tattoos, and we saw their…”

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Total-T Magic by Terrence Hunter - Magician / Family Entertainment in Glenview, Illinois Featured vendor banner
Total-T Magic by Terrence Hunter - Magician / Family Entertainment in Glenview, Illinois

Total-T Magic by Terrence Hunter

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5.0 (8)
  • Map pin icon Glenview, IL
  • Vendor category icon Magician / Family Entertainment
  • Travel distance icon 20 miles from Waukegan
  • Check mark icon 14 Verified Bookings

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

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The Great Boodini - Magician / Family Entertainment in Arlington Heights, Illinois Featured vendor banner
The Great Boodini - Magician / Family Entertainment in Arlington Heights, Illinois

The Great Boodini

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4.87 (11)
  • Map pin icon Arlington Heights, IL
  • Vendor category icon Magician / Family Entertainment
  • Travel distance icon 20 miles from Waukegan
  • Check mark icon 13 Verified Bookings

Leonard R. said “We had several teenagers and many teachers and staff--he entertained us all with not just magic which was high level but also comedy that was great too!…”

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Giggalin Gil Entertainment - Balloon Twister / Family Entertainment in Racine, Wisconsin Featured vendor banner
Giggalin Gil Entertainment - Balloon Twister / Family Entertainment in Racine, Wisconsin

Giggalin Gil Entertainment

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5.0 (3)
  • Map pin icon Racine, WI
  • Vendor category icon Balloon Twister / Family Entertainment
  • Travel distance icon 25 miles from Waukegan
  • Check mark icon 5 Verified Bookings

Lisa M. said “It was great having you at our company picnic. You have a great talent with lots of ideas for super cool ballons. Thank you for you great attitude and…”

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Kazar The Timewave Wizard - Magician / Family Entertainment in Harwood Heights, Illinois Featured vendor banner
Kazar The Timewave Wizard - Magician / Family Entertainment in Harwood Heights, Illinois

Kazar The Timewave Wizard

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4.29 (3)
  • Map pin icon Harwood Heights, IL
  • Vendor category icon Magician / Family Entertainment
  • Travel distance icon 27 miles from Waukegan
  • Check mark icon 5 Verified Bookings

Amanda S. said “Kazar and his staff was very professional and polite, arriving with plenty of time to set up his equipment. He delivered a really entertaining show, with…”

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Chicago Photo Booth Entertainment - Photo Booths / Family Entertainment in Chicago, Illinois Featured vendor banner
Chicago Photo Booth Entertainment - Photo Booths / Family Entertainment in Chicago, Illinois

Chicago Photo Booth Entertainment

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5.0 (1)
  • Map pin icon Chicago, IL
  • Vendor category icon Photo Booths / Family Entertainment
  • Travel distance icon 35 miles from Waukegan
  • Check mark icon 1 Verified Booking

Jasmin C. said “Chicago Photo Booth Entertainment exceeded my expectations! Marwan did an outstanding job, he engaged with everyone and kept the crowd entertained. His…”

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The Magic of Benjamin Barnes - Magician / Family Entertainment in Chicago, Illinois Featured vendor banner
The Magic of Benjamin Barnes - Magician / Family Entertainment in Chicago, Illinois

The Magic of Benjamin Barnes

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5.0 (9)
  • Map pin icon Chicago, IL
  • Vendor category icon Magician / Family Entertainment
  • Travel distance icon 35 miles from Waukegan
  • Check mark icon 14 Verified Bookings

Taylor R. said “We booked Ben to do close-up magic during cocktail hour at our wedding while we were doing our pictures and we are so glad we did!!! Every guest raved…”

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Caricatures By McGee - Caricaturist / Family Entertainment in Chicago, Illinois Featured vendor banner
Caricatures By McGee - Caricaturist / Family Entertainment in Chicago, Illinois

Caricatures By McGee

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4.97 (29)
  • Map pin icon Chicago, IL
  • Vendor category icon Caricaturist / Family Entertainment
  • Travel distance icon 35 miles from Waukegan
  • Check mark icon 51 Verified Bookings

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

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Joshua Weidner Magic - Magician / Family Entertainment in Chicago, Illinois Featured vendor banner
Joshua Weidner Magic - Magician / Family Entertainment in Chicago, Illinois

Joshua Weidner Magic

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4.91 (45)
  • Map pin icon Chicago, IL
  • Vendor category icon Magician / Family Entertainment
  • Travel distance icon 35 miles from Waukegan
  • Check mark icon 3 Verified Bookings

Jennifer H. said “Joshua did a great job entertaining our group. His card tricks are amazing and he entertained with something for everyone.”

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The Gamemaster Show - Game Show / Family Entertainment in Vernon Hills, Illinois Featured vendor banner
The Gamemaster Show - Game Show / Family Entertainment in Vernon Hills, Illinois

The Gamemaster Show

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5.0 (1)
  • Map pin icon Vernon Hills, IL
  • Vendor category icon Game Show / Family Entertainment
  • Travel distance icon 11 miles from Waukegan

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,…”

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Game Show Gurus - Game Show / Family Entertainment in Hoffman Estates, Illinois Featured vendor banner
Game Show Gurus - Game Show / Family Entertainment in Hoffman Estates, Illinois

Game Show Gurus

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0 (0)
  • Map pin icon Hoffman Estates, IL
  • Vendor category icon Game Show / Family Entertainment
  • Travel distance icon 25 miles from Waukegan

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

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Shutterbox Photo Booth Rental - Photo Booths / Family Entertainment in Chicago, Illinois Featured vendor banner
Shutterbox Photo Booth Rental - Photo Booths / Family Entertainment in Chicago, Illinois

Shutterbox Photo Booth Rental

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0 (0)
  • Map pin icon Chicago, IL
  • Vendor category icon Photo Booths / Family Entertainment
  • Travel distance icon 35 miles from Waukegan

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

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The Crescent Circus - Magician / Family Entertainment in Chicago, Illinois Featured vendor banner
The Crescent Circus - Magician / Family Entertainment in Chicago, Illinois

The Crescent Circus

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5.0 (16)
  • Map pin icon Chicago, IL
  • Vendor category icon Magician / Family Entertainment
  • Travel distance icon 35 miles from Waukegan

Kyle C. said “Absolutely amazing! Super funny and kept our employees rolling in the seats. Would recommend over and over. Can't wait to have them back for another…”

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IYQ Entertainment - Magician / Family Entertainment in Des Plaines, Illinois
IYQ Entertainment - Magician / Family Entertainment in Des Plaines, Illinois

IYQ Entertainment

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4.89 (9)
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  • Map pin icon Des Plaines, IL
  • Vendor category icon Magician / Family Entertainment
  • Travel distance icon 23 miles from Waukegan
  • Check mark icon 22 Verified Bookings

Elizabeth C. said “We had Keith Cobb at our company Mixer and he was great! Kept our team entertained and engaged with his strolling magic act!”

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Edd Fairman, Wizard of Sorts - Magician / Family Entertainment in Chicago, Illinois
Edd Fairman, Wizard of Sorts - Magician / Family Entertainment in Chicago, Illinois

Edd Fairman, Wizard of Sorts

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5.0 (1)
  • Map pin icon Chicago, IL
  • Vendor category icon Magician / Family Entertainment
  • Travel distance icon 35 miles from Waukegan
  • Check mark icon 1 Verified Booking

Bob M. said “We had a nice gathering of friends and family over for our Good Friday Dinner Celebration and Edd’s performance was the cherry on too of a great evening.…”

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Jon Pessin, Licensed Goof-Off - Balloon Twister / Family Entertainment in Libertyville, Illinois
Jon Pessin, Licensed Goof-Off - Balloon Twister / Family Entertainment in Libertyville, Illinois

Jon Pessin, Licensed Goof-Off

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5.0 (13)
  • Map pin icon Libertyville, IL
  • Vendor category icon Balloon Twister / Family Entertainment
  • Travel distance icon 8 miles from Waukegan
  • Check mark icon 5 Verified Bookings

Lauren C. said “Jon was fabulous! Our 6 year old daughter had a pirate themed birthday party. Jon held all 30 kids attention while playing games and doing balloon art.…”

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The Drawing Room - Caricaturist / Family Entertainment in Kenosha, Wisconsin
The Drawing Room - Caricaturist / Family Entertainment in Kenosha, Wisconsin

The Drawing Room

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5.0 (2)
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  • Map pin icon Kenosha, WI
  • Vendor category icon Caricaturist / Family Entertainment
  • Travel distance icon 15 miles from Waukegan
  • Check mark icon 5 Verified Bookings

Brenda K. said “Josie was wonderful! She engaged our guests in such a fun, personable way, getting to know each person as she drew them. She was professional, courteous,…”

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Fun Balloon Twisting Entertainment - Balloon Twister / Family Entertainment in Mount Prospect, Illinois
Fun Balloon Twisting Entertainment - Balloon Twister / Family Entertainment in Mount Prospect, Illinois

Fun Balloon Twisting Entertainment

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4.97 (82)
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  • Map pin icon Mount Prospect, IL
  • Vendor category icon Balloon Twister / Family Entertainment
  • Travel distance icon 21 miles from Waukegan
  • Check mark icon 181 Verified Bookings

Stephanie M. said “We hired Gregg for my son’s 5th birthday. He was so sweet, personable and really went above and beyond to make sure each kid had the best balloon and…”

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Glammed by Stephh - Face Painter / Family Entertainment in Mount Prospect, Illinois
Glammed by Stephh - Face Painter / Family Entertainment in Mount Prospect, Illinois

Glammed by Stephh

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5.0 (10)
Top Performer badge
  • Map pin icon Mount Prospect, IL
  • Vendor category icon Face Painter / Family Entertainment
  • Travel distance icon 21 miles from Waukegan
  • Check mark icon 15 Verified Bookings

Katy W. said “We hired Glammed by Stephh (Stephanie) for our son’s 7th birthday party, and I can honestly say it was one of the best decisions we made! From the moment…”

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Family Entertainment in Waukegan, IL


Finding entertainment that’s full of variety and fun for all ages doesn’t have to be difficult. You just have to know where to start!

First, you’ll want to determine what your event needs. For small celebrations, strolling performers are a popular option for creating a fun atmosphere. For bigger gatherings, carnival games and inflatables are a big hit! Once you’ve determined what type of entertainment to book, search online for professionals in your area. Most entertainers and vendors have online profiles that show their services, and many offer various party packages to fit your budget. Check out performance descriptions and photos, and if possible, read through reviews from their past clients. When you’re ready to contact an entertainer for their rates and availability, make sure to give them as much information about your event as possible. Discuss important details such as performance space, power supply, expected number of guests, and any unique aspect of your event. The more info you give the professional, the easier it is for them to provide a customized quote. Lastly, confirm the agreement and details in writing. With GigSalad, everything you need to find and book family entertainment is in one simple platform. Browse profiles, get free quotes, and book with the added security of our Worry-Free Guarantee! Search for Family Entertainment in Waukegan, Illinois above.

Family Entertainment serving the Waukegan, IL area

These Family Entertainment serve the wider Waukegan and Lake county area and travel to Park City, Great Lakes, Beach Park, Wadsworth, Lake Bluff, Gages Lake, Old Mill Creek, Winthrop Harbor, Russell, Lindenhurst, Mettawa, Fort Sheridan, Hainesville, Highwood, Indian Creek, Bannockburn, Round Lake Park, Lake Villa, Lincolnshire, Round Lake, Riverwoods, Hawthorn Woods, Long Grove, Antioch, Ingleside, Benet Lake, Forest Lake, Woodworth, North Brook, and Glencoe.

Find Family Entertainment in nearby cities

North Chicago Gurnee Zion Lake Forest Libertyville Grayslake
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