From smooth jazz to R&B, pop, and soul, saxophone brings a sultry, expressive energy to any live music experience. Whether you’re planning a wedding, corporate gala, or upscale cocktail party, a talented saxophonist can transform your event with unforgettable sound and flair.
Chicago, with its deep jazz roots and vibrant music scene, is home to some of the most versatile saxophonists in the country. Here are the six of the most talented saxophonists in Chicago for private events in 2025—each ready to elevate your gathering with style, rhythm, and sophistication.
DG Sax
A charismatic performer with over 230 events under his belt, DG Sax brings energy and elegance to every stage. His genre-spanning style—ranging from smooth jazz to pop and hip-hop—makes him a favorite for weddings, proposals, and corporate events alike. Past clients include McDonald’s, the Chicago Cubs, and Grey Goose.
🔗 Website
📱 Facebook
📱 Instagram
Skinny Williams Cocktail Music
The Skinny Williams Group specializes in stylish cocktail music, blending familiar pop tunes with smooth R&B saxophone grooves. Whether you’re hosting a classy reception or private party, this ensemble offers a high-quality performance tailored to your vibe.
🔗 Website
📱 Instagram
📱 Facebook
Derek Brown (BEATBoX SAX)
Derek Brown is a global saxophone sensation known for his unique “BEATBoX SAX” style. Fusing beatboxing with virtuosic playing, Derek has wowed audiences in over 25 countries. His YouTube channel has over 150K subscribers and continues to influence saxophonists worldwide.
Chris Madsen
A respected name in Chicago’s jazz scene, Chris Madsen is not only a gifted saxophonist but also an educator and composer. Currently leading the jazz program at Loyola University Chicago, Chris is available for refined performances that blend tradition with innovation.
🔗 Website
📱 Facebook
📱 Instagram
Juli Wood
Both a vocalist and saxophonist, Juli Wood shines with her classic jazz and blues-inspired performances. Her latest recording project, “5 4 3 2 1 Juli Wood,” showcases her vocal-saxophone fusion style that is perfect for elegant private events and jazz-themed evenings.
Ralph Russell
Whether for weddings, concerts, or charity events, Ralph Russell brings professionalism and heartfelt emotion to every performance. Known for his smooth sound and ability to read the room, Ralph is a versatile saxophonist who tailors his setlist to your vision.
Final Thoughts
Whether you’re aiming for chill vibes, high-energy grooves, or classic jazz sophistication, these top Chicago saxophonists deliver with style and soul. Let their music create the soundtrack for your most memorable moments.
🎷 Need help booking the perfect saxophonist? Contact us at dreamteam@booklive.com—we’ll match you with Chicago’s best.