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428 Holiday Party Entertainers serving North Chicago, IL

Featured

Santa Ray Semple

5.0 (5)
Top Performer
8 Verified bookings

  • Mundelein, IL
  • Santa Claus / Holiday Party Entertainment
  • 9 miles from North Chicago
  • Starts at $150

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)
Top Performer
17 Verified bookings

  • Mundelein, IL
  • Santa Claus / Holiday Party Entertainment
  • 9 miles from North Chicago
  • $125 – $200 per hour

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

Ferny Magic

5.0 (13)
Top Performer
26 Verified bookings

  • Lake Zurich, IL
  • Magician / Holiday Party Entertainment
  • 16 miles from North Chicago
  • Starts at $400

Luann M. said “Hired Ferny Magic for a department summer picnic. His strolling magic was a huge hit. It was the perfect entertainment for our casual setting. Thank you! ”
Featured

Santa Chicago

4.78 (83)
Top Performer
202 Verified bookings

  • Wilmette, IL
  • Santa Claus / Holiday Party Entertainment
  • 19 miles from North Chicago
  • Starts at $40 per hour

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

Brenden Trojan

5.0 (27)
Top Performer
39 Verified bookings

  • South Barrington, IL
  • Magician / Holiday Party Entertainment
  • 23 miles from North Chicago
  • Contact for pricing

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

The Real Santa

4.97 (30)
Top Performer
52 Verified bookings

  • Crystal Lake, IL
  • Santa Claus / Holiday Party Entertainment
  • 25 miles from North Chicago
  • $75 – $300 per hour

Ashley K. said “Santa and Mrs.Claus were GREAT! Loved our experience! ”
Featured

Mario Dueñas

5.0 (24)
Top Performer
33 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 33 miles from North Chicago
  • Contact for pricing

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

The John Behling Group

5.0 (6)
Top Performer
12 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 33 miles from North Chicago
  • $450 – $3,000 per event

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

Magician Dan Feltey

5.0 (10)
Top Performer
10 Verified bookings

  • Chicago, IL
  • Magician / Holiday Party Entertainment
  • 33 miles from North Chicago
  • Contact for pricing

Veronica B. said “He was responsive, on time, and worked the room without being too over the top or distracting for the people who just wanted to have conversation. Thanks Dan! ”
Featured

Mr. Lucky and his Orchestra of Tomorrow!

5.0 (2)
Top Performer
1 Verified booking

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 33 miles from North Chicago
  • $1,000 – $8,000 per event

Ruby S. said “Mr. Lucky and his Orchestra are delightful to work with! Mr. Lucky was great at communicating and catered to our music requests. The band was lively and got our crowd into the event. I have worked... ”
Featured

The American Caroling Company

4.80 (92)
Top Performer
179 Verified bookings

  • Chicago, IL
  • Christmas Carolers / Holiday Party Entertainment
  • 33 miles from North Chicago
  • Starts at $450

Jim R. said “Talented and accommodating. Very nice people! ”
Featured

Bmr4

5.0 (20)
Top Performer
54 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 33 miles from North Chicago
  • $400 – $2,500 per event

Thomas V. said “The gentlemen were on time and prepared before showtime. They performed amazingly, the music was fantastic and catered to our demographic. The price was acceptable and the billing process was simple... ”
Featured

Cocktail Piano Music - Judy Bowen

4.89 (31)
Top Performer
66 Verified bookings

  • Chicago, IL
  • Pianist / Holiday Party Entertainment
  • 33 miles from North Chicago
  • $200 – $1,500 per event

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

Olde Towne Carolers

5.0 (14)
Top Performer
34 Verified bookings

  • Chicago, IL
  • Christmas Carolers / Holiday Party Entertainment
  • 33 miles from North Chicago
  • Contact for pricing

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

Prestige Performances

4.91 (128)
Top Performer
283 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 33 miles from North Chicago
  • $450 – $10,000 per event

Elizabeth B. said “I had a piano player at my reception and she was great. The group was reliable, responsive, and the music was perfect for my salad course. They played some niche songs I asked for flawlessly. A... ”
Featured

Street Magician Norman Basile

5.0 (94)
Top Performer
128 Verified bookings

  • Chicago, IL
  • Magician / Holiday Party Entertainment
  • 33 miles from North Chicago
  • $280 – $1,000 per event

Luke B. said “Norman is awesome. These are not basic magic acts they are up close and unexplainable. Party of adults and kids and everyone loved it ”
Featured

Markus Rutz Music

5.0 (12)
Top Performer
23 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 33 miles from North Chicago
  • Starts at $300

Amanda D. said “Everyone loved the music! Everything was perfect! ”
Featured

The Lola Bard Holiday Carolers

5.0 (26)
Top Performer
65 Verified bookings

  • Chicago, IL
  • Christmas Carolers / Holiday Party Entertainment
  • 33 miles from North Chicago
  • Starts at $500

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

Michael the Santa

5.0 (7)
Top Performer
30 Verified bookings

  • La Grange Park, IL
  • Santa Claus / Holiday Party Entertainment
  • 34 miles from North Chicago
  • Contact for pricing

Kendall B. said “I have nothing but amazing things to say about Santa Michael! He went above and beyond for our event and I received many compliments specifically about him. He was early, professional, engaging,... ”
Featured

Santa Scott

5.0 (90)
Top Performer
195 Verified bookings

  • St Charles, IL
  • Santa Claus / Holiday Party Entertainment
  • 37 miles from North Chicago
  • Contact for pricing

Ari B. said “Santa Scott was a HUGE hit at our wedding. He came out as a surprise during the reception, and I've never seen adults react like that to Santa. He perfectly looked and acted the part (with a beautiful... ”
Featured

Total-T Magic by Terrence Hunter

5.0 (9)
19 Verified bookings

  • Glenview, IL
  • Magician / Holiday Party Entertainment
  • 17 miles from North Chicago
  • Starts at $299

Char M. said “Mr. T did an amazing job. He kept the attention of all my students which ranged from 2-8 with adhd and autism. Even my staff was impressed ! We will definitely book him again and we highly recommend... ”
Featured

The Great Boodini

4.80 (15)
27 Verified bookings

  • Arlington Heights, IL
  • Magician / Holiday Party Entertainment
  • 18 miles from North Chicago
  • Contact for pricing

Sam K. said “Had the Great Boodini come out for our Halloween party at our house. The show was super fun with both a creepy atmosphere and a lot of laughs. His crowd work and tricks were super fun and kept... ”
Featured

Dennis Christie MD "Master Deceptionist"

5.0 (51)
121 Verified bookings

  • Des Plaines, IL
  • Magician / Holiday Party Entertainment
  • 20 miles from North Chicago
  • Starts at $400

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

The Premier Santa Group

5.0 (2)
9 Verified bookings

  • Crystal Lake, IL
  • Santa Claus / Holiday Party Entertainment
  • 25 miles from North Chicago
  • Contact for pricing

Peggy S. said “VERY GOOD KIDS LOVED THEM VERY ENTERTAINING ”
Featured

The Christmas Carolers, LLC

4.78 (14)
61 Verified bookings

  • Chicago, IL
  • Christmas Carolers / Holiday Party Entertainment
  • 33 miles from North Chicago
  • Contact for pricing

Stan K. said “Such a professional group. Great communication. They made the start of our party very festive. They got great crowd interaction and were a great addition to our festivities. No hesitation to hire them... ”
Featured

Windy City Strings

4.84 (27)
48 Verified bookings

  • Chicago, IL
  • Classical Ensemble / Holiday Party Entertainment
  • 33 miles from North Chicago
  • Starts at $200

Kendall B. said “Janna and the guitarist did a wonderful job! If there were any hiccups with the pivot to an indoor ceremony from outdoor, I had no idea. She was communicative and I have no notes. ”
Featured

The Jazz Arts Duo

4.95 (18)
29 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 33 miles from North Chicago
  • $500 – $2,000 per event

Michael C. said “John and his Bassist were amazing - they were professional, responsive and really raised the atmosphere of the wedding. We had a few requests including the type of themed music we wanted and we also... ”
Featured

The Frozen Robins/Mingle with the Kringles

5.0 (39)
104 Verified bookings

  • Chicago, IL
  • Santa Claus / Holiday Party Entertainment
  • 33 miles from North Chicago
  • $60 – $5,000 per event

Judy said “There are NOT ENOUGH words in the English dictionary to describe how magical these human beings really are? They brought MAGIC to our event. The most authentic Christmas feeling I have ever felt in my... ”
Featured

IL Suono Music Agency

4.92 (39)
59 Verified bookings

  • Chicago, IL
  • Pianist / Holiday Party Entertainment
  • 33 miles from North Chicago
  • Contact for pricing

Krista S. said “We hired John to play the saxophone during cocktail hour at our wedding and he did a great job! We received many compliments from our guests. Boris was great to work with leading up to our wedding.... ”
Featured

The Perfect Mix

5.0 (21)
10 Verified bookings

  • Chicago, IL
  • Bartender / Holiday Party Entertainment
  • 33 miles from North Chicago
  • $50 – $100 per event

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

Louis Pettinelli Entertainment

4.92 (70)
249 Verified bookings

  • Chicago, IL
  • Jazz Band / Holiday Party Entertainment
  • 33 miles from North Chicago
  • Starts at $300

Hannah M. said “Louis Pettinelli Entertainment were outstanding for our wedding reception dinner. They were so professional to work with during the contract phase and understanding what we wanted. We had a Trio... ”
Featured

Mega Magic- Magician Mike D'Urzo

5.0 (23)
23 Verified bookings

  • Chicago, IL
  • Magician / Holiday Party Entertainment
  • 33 miles from North Chicago
  • Contact for pricing

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... ”

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About booking Holiday Party Entertainment in North Chicago, 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 North Chicago, 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 North Chicago 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 North Chicago, IL area

These Holiday Party Entertainment serve the wider North Chicago and Lake county area and travel to Great Lakes, Waukegan, Park City, Lake Bluff, Gurnee, Lake Forest, Libertyville, Beach Park, Gages Lake, Mettawa, Wadsworth, Zion, Fort Sheridan, Vernon Hills, Highwood, Bannockburn, Mundelein, Old Mill Creek, Indian Creek, Lincolnshire, Highland Park, Grayslake, Winthrop Harbor, Deerfield, Lindenhurst, Riverwoods, Hainesville, Russell, Round Lake Park, and Buffalo Grove.

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