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35 Pirate Entertainers serving Chicago, IL

Featured

Jay Jay

4.95 (225)
Top Performer
390 Verified bookings

  • Arlington Heights, IL
  • Balloon Twister / Pirate Entertainment
  • 23 miles from Chicago
  • Contact for rates

Nancy M. said “I booked Jay Jay for my daughters 1st birthday! The kids were all under 5 and we had so many adults that I was a little bit nervous but he was awesome! The kids had fun participating in the magic... ”
Featured

Kevin's Costumed Characters

4.65 (26)
32 Verified bookings

  • Chicago, IL
  • Costumed Character / Pirate Entertainment
  • $175 and up

Porsche said “Kevin was Mickey Mouse. His suit was clean and he interacted with the kids well. He changed into normal clothes and sang kid songs with the guitar and it sounded great. The kids loved it and sang... ”
Featured

Make Believe Professionals

4.82 (38)
129 Verified bookings

  • Chicago, IL
  • Costumed Character / Pirate Entertainment
  • $185 and up

Bertha J. said “Great performance by Peppa Pig and Clown! Children and adults loved the performance! ”

Jon Pessin, Licensed Goof-Off

5.0 (13)
5 Verified bookings

  • Libertyville, IL
  • Balloon Twister / Pirate Entertainment
  • 33 miles from Chicago
  • $125 and up

Maryann P. said “Santa Jon was the whole package!! Highly recommend ....!! Santa Jon was on time, easy to work with and great personality. He brought tears of joy to adults eyes as his words flowed like magic in a... ”

Estimate the cost

We’ve gathered average nationwide pricing for hiring Pirate Entertainment using data from quotes sent through GigSalad.

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Quick facts for Pirate Entertainment in Chicago, IL

541 quotes sent

In the past year, Pirate Entertainment have sent 541 quotes to event planners.

190th most popular

Pirate Entertainment rank #190 in popularity out of 539 categories on GigSalad.

4.9 out of 5 stars

There are 903 Pirate Entertainment reviews on GigSalad with an average rating of 4.9 stars.

2.1 days on average to book

From request to booking, it takes 2.1 days (on average) to hire a Pirate Entertainment.

Chicago ranks #1

Chicago is the most popular city for Pirate Entertainment requests in Illinois.

Popular events

Pirate Entertainment are typically hired for Corporate Events, Personal Occasions, and Children’s Birthday Parties in Chicago, IL.

Illinois ranks #6

Illinois is the 6th most popular state for Pirate Entertainment requests in the United States.

About booking Pirate Entertainment in Chicago, IL

Pirate Entertainment comes in a variety of forms, each one guaranteeing a swashbucklin’ good time. Transport guests into the world of Pirates of the Caribbean at your private events with Jack Sparrow impersonators, mermaids, scallywag storytellers, and costumed characters. Whether you’re planning a birthday party, throwing a pirate-themed event, or want something unique at your festival or fair, you can find the right pirate entertainer for your event.

The cost of hiring professional pirate entertainment in Chicago, IL will vary depending on the number of performers you’re hiring, how long you need them, and the type of services you want. Full shows will come at a higher price than brief appearances. Contact the local pirate entertainment providers above for customized quotes and pricing information.

While browsing Chicago pirate entertainment, watch videos, check out photo galleries, and read over profile information to learn about their performance offerings and whether they would be best for your event. Read reviews to ensure they have met past clients’ expectations and see what they do well. When hiring pirate entertainment, be prepared with venue information, performance length, the event’s theme, and any specific requests so your event day goes smoothly.

Once you find the pirate act you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to book skilled performers. You can message the entertainer, 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 relax and enjoy the event!

Pirate Entertainment serving the Chicago, IL area

These Pirate Entertainment serve the wider Chicago and Cook county area and travel to Lincoln Park, Cicero, Irving Park, Oak Park, Berwyn, Stickney, Forest Park, Forest View, Elmwood Park, North Riverside, River Forest, Lincolnwood, Riverside, Amf Ohare, Lyons, Hines, Maywood, Harwood Heights, River Grove, Summit, Summit Argo, Burbank, Hometown, Evergreen Park, Broadview, Norridge, Melrose Park, Evanston, Brookfield, and Skokie.