2013 CHICAGO MUSIC AWARD WINNER “Best Jazz Entertainer” and 2015 & 2019 BEST OF CHICAGO BUSINESS AWARD WINNER for “Bands” – The CHICAGO DIAMOND TRIO is a diverse jazz and multi-genre trio with an impeccable reputation for providing quality live entertainment receiving a 4-STAR REVIEW in DOWNBEAT MAGAZINE w/ members hailing from the best in music today including Ramsey Lewis, Dee Dee Bridgewater, Kurt Elling, Lupe Fiasco, Hey Champ, Vandermark 5, Chicago Afrobeat Project, Bobby Broom and more! Available for Corporate Events, Weddings, Anniversaries, Birthday Parties, Cocktail Parties, and more, we want to help make your event the best it can possibly be! Read our testimonials, we have a flawless reputation and a guaranteed performance!

Looking for a larger group? Vocals, Saxophone, Trumpet, and Guitar can be added to the lineup courtesy of some of Chicago’s finest musicians.

Need solo accompaniment? Our amazing pianists are also available for every event, including Ceremonies!

The CHICAGO DIAMOND TRIO specializes in providing dazzling performances of your favorite Jazz / Swing / Latin / Motown / R&B / Rock / Pop Dance Standards, and is adaptable to any situation. Whether the event calls for background music, dance music, or original venue music, this is the group to call. CUSTOMIZE your event with us. We take SONG REQUESTS!!!

High profile performances include numerous Fortune 500 Corp. events, Chicago Mayor events, the DiCarlo Wine tasting, Belvedere Bridal Conventions, a Clark Construction Events (famous for building the Chicago Hyatt), performances at the Ritz Carlton, Embassy Suites, McCormick Place, Andy’s, and the prestigious Polish Film Festival and Awards Ceremony held in Chicago among many others!

The CHICAGO DIAMOND TRIO is respectful, prepared, and on-time with lots of energy and a great sound that will entertain!