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428 Holiday Party Entertainers serving Grayslake, IL

Featured

Ferny Magic

5.0 (3)
Top Performer
6 Verified bookings

  • Lake Zurich, IL
  • Magician / Holiday Party Entertainment
  • 11 miles from Grayslake
  • $400 and up

Lee S. said “Ferny performed for my Dads 80th birthday party. Communication was very easy and he was very prompt. He delighted his audience with his tricks and good sense of humor. ”
Featured

The Great Boodini

4.87 (12)
Top Performer
23 Verified bookings

  • Arlington Heights, IL
  • Magician / Holiday Party Entertainment
  • 18 miles from Grayslake
  • $200-1000

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

Brenden Trojan

5.0 (26)
Top Performer
37 Verified bookings

  • South Barrington, IL
  • Magician / Holiday Party Entertainment
  • 19 miles from Grayslake
  • Contact for rates

Priscilla M. said “We had the absolute pleasure of having Brenden perform close-up magic at our family graduation party, and to say he exceeded every expectation would be an understatement. From the moment he arrived,... ”
Featured

Santa Chicago

4.79 (83)
Top Performer
195 Verified bookings

  • Wilmette, IL
  • Santa Claus / Holiday Party Entertainment
  • 25 miles from Grayslake
  • $40 (jan-oct) to $200 per hour plus travel.

Amanda G. said “Thank you so much for another great year! Everyone had such a wonderful time! ”
Featured

Santa Scott

5.0 (88)
Top Performer
177 Verified bookings

  • St Charles, IL
  • Santa Claus / Holiday Party Entertainment
  • 33 miles from Grayslake
  • $200/hour and up - more the week before christmas

Crystal E. said “Santa Scott was amazing, and all the kids are still talking about how informative and interactive he was with them. ”
Featured

Michael the Santa

5.0 (5)
Top Performer
21 Verified bookings

  • La Grange Park, IL
  • Santa Claus / Holiday Party Entertainment
  • 36 miles from Grayslake
  • $150 minimum, $175-$100/hr for longer events

Vanessa F. said “I had the pleasure of inviting Michael into my home to be Santa for my toddler and baby nephews, while they were visiting. From the moment he stepped into my home, he radiated warmth and jolliness. He... ”
Featured

William Pack

4.92 (10)
Top Performer
17 Verified bookings

  • Batavia, IL
  • Magician / Holiday Party Entertainment
  • 37 miles from Grayslake
  • $500 and up

Mary K. P. said “William Pack was amazing and entertaining. My guests throughly enjoyed his magic. I definitely would hire William again for my next party. ”
Featured

Cocktail Piano Music - Judy Bowen

4.89 (31)
Top Performer
61 Verified bookings

  • Chicago, IL
  • Pianist / Holiday Party Entertainment
  • 39 miles from Grayslake
  • $200-$1500

Amanda P. said “We hired Judy for a 5p-9p performance in our club's restaurant for Valentine's Day. Judy was very responsive before, during, and after the booking. The members absolutely loved her selected... ”
Featured

Mario Dueñas

5.0 (24)
Top Performer
31 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 39 miles from Grayslake
  • Contact for rates

Jhon Q. said “Excellent service very professional the perfect music without words everything as I had planned ”
Featured

Magic by Brielle

5.0 (79)
Top Performer
48 Verified bookings

  • Chicago, IL
  • Magician / Holiday Party Entertainment
  • 39 miles from Grayslake
  • Contact for rates

Beau K. said “We secured Brielle for a post-reception house party after our wedding and she was honestly one of the highlights of the night. The party was spread throughout the house and backyard, and she moved... ”
Featured

Olde Towne Carolers

5.0 (14)
Top Performer
32 Verified bookings

  • Chicago, IL
  • Christmas Carolers / Holiday Party Entertainment
  • 39 miles from Grayslake
  • Contact for rates

Tim F. said “Great holiday event. The carolers were on time, looked great in their costumes and sounded great. Everybody loved them. Thank you! ”
Featured

Louis Pettinelli Entertainment

4.92 (68)
Top Performer
243 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 39 miles from Grayslake
  • $300 dollars and up

Kelly S. said “Hired for our corporate event. They did a fantastic job from communication to execution to performance. Thanks! ”
Featured

Bmr4

5.0 (18)
Top Performer
49 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 39 miles from Grayslake
  • $400-$2500

Sharon B. said “I hired BMR4 band as jazz music entertainment for our Mardi Gras event at our condo association. They were nothing short of amazing with a great selection of music, and outstanding musicians. ... ”
Featured

Prestige Performances

4.90 (113)
Top Performer
260 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 39 miles from Grayslake
  • $425 and up

Noelle C. H. said “The quartet for my daughter's wedding could not have been better. They were all on time, professional and sounded amazing! ”
Featured

The John Behling Group

5.0 (6)
Top Performer
11 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 39 miles from Grayslake
  • $450-$3000

Francis P. said “Added great ambience to our event - had great song selection and guests really enjoyed the music! Would definitely recommend for anyone wanting some jazz stylings at their event! ”
Featured

The Jazz Arts Duo

4.94 (17)
Top Performer
28 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 39 miles from Grayslake
  • $500 - $2000

Jerm said “Booked them for a client of mine loved them down real bad was very prompt, communicated & very kind highly recommended! ”
Featured

Street Magician Norman Basile

5.0 (74)
Top Performer
103 Verified bookings

  • Chicago, IL
  • Magician / Holiday Party Entertainment
  • 39 miles from Grayslake
  • $160- $600 (based on show length & distance)

Sam P. said “We had the best time hiring Norman for a bachelorette party! Everyone enjoyed and was shocked by the awesome tricks, he was also funny and included the audience to assist. I would 100% hire him... ”
Featured

Santa Ray Semple

5.0 (5)
7 Verified bookings

  • Mundelein, IL
  • Santa Claus / Holiday Party Entertainment
  • 6 miles from Grayslake
  • $150.00 and up

Lia R. said “Santa Ray went above and beyond! Our Polar Express ride was so much fun and he brought it all to life! The kids were beaming! Thank you!! ”
Featured

Santa Ed

5.0 (7)
13 Verified bookings

  • Mundelein, IL
  • Santa Claus / Holiday Party Entertainment
  • 6 miles from Grayslake
  • $125-200 per hour.

Annie S. said “What a wonderful Santa! ”
Featured

The Premier Santa Group

5.0 (2)
7 Verified bookings

  • Crystal Lake, IL
  • Santa Claus / Holiday Party Entertainment
  • 16 miles from Grayslake
  • Contact for rates

Stacie M. said “We booked Santa and he was easily the best one we've ever had at this event. This event has been happening annually for about 5 years and I've heard nothing but fantastic reviews from everyone who... ”
Featured

Total-T Magic by Terrence Hunter

5.0 (8)
17 Verified bookings

  • Glenview, IL
  • Magician / Holiday Party Entertainment
  • 22 miles from Grayslake
  • $250.00 and up

Stephanie J. said “Total-T was wonderful! We hired him for my son's 2nd birthday party. My son typically takes a while to warm up, but he was engaged from the moment the show started and participated from the start. I... ”
Featured

Dennis Christie MD "Master Deceptionist"

5.0 (51)
121 Verified bookings

  • Des Plaines, IL
  • Magician / Holiday Party Entertainment
  • 23 miles from Grayslake
  • $400 - $100,000

Kevin C. said “Dennis was amazing. Super friendly and engaging. He takes a genuine interest in each of his "subjects". Great time had by all and would definitely have him back for another event. We had a private... ”
Featured

Kazar The Timewave Wizard

4.71 (4)
13 Verified bookings

  • Harwood Heights, IL
  • Magician / Holiday Party Entertainment
  • 29 miles from Grayslake
  • $300.00 and up

Katrina P. said “Kazar is a master! He captivated a dozen kids of ages ranging from 4 to 12 for an hour with his professional repertoire of magic. Kazar was professional and kind from the booking process through the... ”
Featured

Chicago Diamond Trio

5.0 (9)
14 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 39 miles from Grayslake
  • $300 and up

Bryan N. said “Chicago Diamond Trio was great to work with! Very professional, responsive and the music sounded great! ”
Featured

Mega Magic- Magician Mike D'Urzo

5.0 (22)
23 Verified bookings

  • Chicago, IL
  • Magician / Holiday Party Entertainment
  • 39 miles from Grayslake
  • Contact for rates

Ashley R. said “Mike’s performance at my Birthday Party at Casa Loma , Toronto on Oct 6, 2025 left our 60 guests in awe and puzzling as to how he was able to execute what appeared to be impossible tricks, some of... ”
Featured

Windy City Santa

5.0 (7)
23 Verified bookings

  • Chicago, IL
  • Santa Claus / Holiday Party Entertainment
  • 39 miles from Grayslake
  • $125 and up

Kate J. said “Matt was a best Santa! He was so fun and everyone just loved hanging out with him ”
Featured

Windy City Strings

4.82 (26)
45 Verified bookings

  • Chicago, IL
  • Classical Ensemble / Holiday Party Entertainment
  • 39 miles from Grayslake
  • $200 and up

Joanna V. said “We had a trio of pianist, cellist and violinist. They were professional and very willing to take request. Although their repertoire included hundreds of songs, they included songs related to our... ”
Featured

Bowmanville

5.0 (2)
4 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 39 miles from Grayslake
  • $500-20,000

Eve C. said “Absolutely perfect. The violin made the proposal so special. Forever grateful ”
Featured

The Perfect Mix

5.0 (20)
10 Verified bookings

  • Chicago, IL
  • Bartender / Holiday Party Entertainment
  • 39 miles from Grayslake
  • $50 - $100

Anthony M. said “The Perfect Mix was a pleasure to work with! Joey was extremely accommodating and quick to respond. He provided a detailed grocery list to help me prepare for the event, which was very helpful. He was... ”
Featured

The Lola Bard Holiday Carolers

5.0 (26)
63 Verified bookings

  • Chicago, IL
  • Christmas Carolers / Holiday Party Entertainment
  • 39 miles from Grayslake
  • $500 and up

Laura said “Three Carolers strolled into our family holiday party right on cue to deliver a festive surprise to all our guests. Their melodious harmonies and overall performance of our selected songs was very... ”
Featured

IL Suono Music Agency

4.89 (32)
54 Verified bookings

  • Chicago, IL
  • Pianist / Holiday Party Entertainment
  • 39 miles from Grayslake
  • Contact for rates

Kirsten M. said “I had a small wedding and hired Boris the Pianist without the DJ options. He was absolutely fantastic, my guest all loved him. His skills are on point. He provided music tracks as well and a... ”
Featured

Harrison Jazz Ensemble

4.68 (27)
55 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 39 miles from Grayslake
  • $1000-2500

Odelia K. said “We are very picky with jazz music so we requested lots of different accommodations, which the band were very supportive of. The music was great and all the guests enjoyed the music during our... ”

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About booking Holiday Party Entertainment in Grayslake, IL

The holidays offer special opportunities to create joy and connection with people you care about the most, and the right entertainment can make your celebration truly shine. From Christmas carolers setting a festive mood to Santas delighting children or DJs keeping the dance floor busy, professional entertainers bring the magic that makes a party memorable. Whether you’re planning a large corporate holiday party or a cozy family Christmas party, you can find the right performer to help you create unforgettable moments.

The cost of hiring holiday party entertainers in Grayslake, Illinois will vary depending on the type of holiday entertainment, their experience, and the length of the performance. A short Santa visit at your family Christmas party will cost less than a live band performing at a holiday corporate event. Contact the local entertainers above to discuss your event details and receive a customized quote.

As you search for Grayslake holiday party entertainers, view their profiles to read about their services, browse photos, and watch promotional videos. Then, check out reviews from past clients to see what it would be like to work with them. When requesting a quote, include key details like the venue, audience size, expected performance time, and event goals to ensure you receive the most accurate pricing.

Once you find the holiday act you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to book holiday party entertainers. You can message the performers, 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 let the holiday magic unfold!

Holiday Party Entertainment serving the Grayslake, IL area

These Holiday Party Entertainment serve the wider Grayslake and Lake county area and travel to Hainesville, Round Lake Park, Round Lake, Round Lake Beach, Gages Lake, Lindenhurst, Lake Villa, Ingleside, Mundelein, Libertyville, Old Mill Creek, Volo, Gurnee, Wauconda, Park City, Fox Lake, Lakemoor, Vernon Hills, Indian Creek, Hawthorn Woods, Island Lake, Wadsworth, Forest Lake, Antioch, Mettawa, Waukegan, North Chicago, Great Lakes, Johnsburg, and Lake Zurich.