2013 CHICAGO MUSIC AWARD WINNER “Best Jazz Entertainer” and 2015 BEST OF CHICAGO BUSINESS AWARD WINNER for “Bands” – The CHICAGO DIAMOND TRIO is a diverse jazz 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 / 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!!!

Recent high profile performances include numerous Fortune 500 Corp. events, Mayor Daley and Mayor Rahm Emanuel events, the DiCarlo Wine tasting, Belvedere Bridal Conventions, a Clark Construction Event (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!




Anniversary Party
Art Gallery Opening
Awards Night Party
Baby Shower
Bachelor Party
Bachelorette Party
Bar Mitzvah
Bat Mitzvah
Birthday Party (Adult)
Birthday Party (Kids)
Bridal Shower
Casino Event
Christmas Party
Church Service
Cinco De Mayo Party
Club Event
Cocktail Party
Coffee Shop Event
College Reunion
Commitment Ceremony
Community Event
Corporate Function
Country Club Event
Cruise Ship Event
Dinner Dance
Divorce Party
Easter Celebration
Election Day Party
Engagement Party Event
Family Reunion
Father’s Day Party
First Communion
Fraternity Function
Graduation Party
Grand Opening
Halloween Party
Hanukkah Celebration
Happy Hour
High School Reunion
Holiday Party
Hotel Event
Inauguration Party
July 4th Party
Kentucky Derby Party
Labor Day Party
March Madness Party
Mardi Gras Party
Masters Golf Tournament Party
Memorial Day Party
Memorial Service
Mother’s Day Party
New Year’s Eve Party
Nursing Home Event
Oktoberfest Party
Private Party
Rehearsal Dinner
Resort Event
Restaurant Event
Retirement Party
Saint Patrick’s Day Party
School Assembly
Sorority Function
Studio Session
Summer Olympics Party
Super Bowl Party
Sweet 16 Party
Temple Event
Thanksgiving Celebration
Trade Show
Valentine’s Day Party
Veteran’s Day Party
Wedding Ceremony
Wedding Cocktail Hour
Wedding Reception
Wine Tasting Party
Winter Olympics Party
World Cup Party
20s Band
50s Band
80s Band
Ballroom Dance Music Band
Bluegrass Band
Brazilian Band
Cajun Band
Dance Band
Jazz Band
Klezmer Band
Mariachi Band
Oldies Band
Polka Band
R&B Band
Rock Band
Soul Band
Swing Band
World Music Band
30s Band
60s Band
Avant Garde Band
Beach Band
Blues Band
Broadway Band
Calypso Band
Cover Band
Disco Band
Funk Band
Gospel Band
Gypsy Band
Jazz Orchestra
Latin Band
Merengue Band
Motown Band
Ragtime Band
Rockabilly Band
Salsa Band
Smooth Jazz Band
Tango Band
Zydeco Band
40s Band
70s Band
Acoustic Band
Ambient Band
Big Band
Cabaret Band
Caribbean Band
Cuban Band
Dixieland Band
Folk Band
Fusion Band
Jam Band
Original Band
Reggae Band
Roots Band
Show Band
Soca Band


Matt Nelson
Cole DeGenova
Leandro Lopez Varady
Paul Bedal
Rob Clearfield


Graham Czach
Matt Ulery
Patrick Mulcahy
Josh Ramos
Junius Paul


Tim Daisy
Jonathan Marks
Jeremy Cunningham
Greg Artry



Sarah Young
Leslie Beukelman
Myles Hayes
Amanda Wolff
Typhanie Monique

Here is a Sample Song List, however we know hundreds more, we take Song Requests and perform in most styles and with various artists. Anything from Frank Sinatra to Jobim to Stevie Wonder and the Beatles!

A Child is Born Thad Jones
A Fine Romance Kern/Fields
A Foggy Day George Gershwin
A Night in Tunisia Dizzy Gillespie
African Flower Duke Ellington
Afro Blue M. Santamaria
Afternoon in Paris John Lewis
Airegin Sonny Rollins
Alice in Wonderland Fain/Hilliard All Blues Miles Davis
All in Love is Fair Stevie Wonder
All my Tomorrows Cahn/Van Heusen
All of Me Simone and Marks
All of You Cole Porter
All the Things You Are Hammerstein/Kern
Alone Together Dietz/Schwartz
Ana Maria Wayne Shorter
Angel Eyes Dennis/Brent
Anthropology Charlie Parker
April in Paris Vernon Duke
April Joy Pat Metheny
Armageddon Wayne Shorter
As Time Goes By Herman Hupfeld
Autumn in New York Vernon Duke
Autumn Leaves Johnny Mercer
Beautiful Love Victor Young
Bessie’s Blues John Coltrane
Bewitched Rodgers/Hart
Black Narcissus Joe Henderson
Black Orpheus Louis Bonfi
Blue Bossa Kenny Dorham
Blue in Green Miles Davis
Blue Monk Theloneus Monk
Blue Room Rodgers/Hart
Bluesette Toots Thielemans
Blues for Alice Charlie Parker
Blue Trane John Coltrane
Body and Soul Green
Bright Size Life Pat Metheny
Broadway Blues Ornette Coleman
But Beautiful Van Heusen/Duke
Butterfly Herbie Hancock
Chelsea Bridge Billy Strayhorn
Cherokee Ray Noble
Chicken Feathers Steve Kuhn
Come Sunday Duke Ellington
Comrade Conrad Bill Evans
Con Alma Dizzy Gillespie
Confirmation Charlie Parker
Cottontail Duke Ellington
Could it Be You Cole Porter
Countdown John Coltrane
Crystal Silence Chick Corea
Daahoud Clifford Brown
Dancing on the Ceiling Rodgers/Hart
Darn that Dream Van Heusen
The Days of Wine and Roses Mancini
Delores Wayne Shorter
Desafinado Jobim
Dolphin Dance Herbie Hancock
Donna Lee Charlie Parker
Don’t Get Around Much Anymore Duke Ellington
Easy to Love Cole Porter
Equinox John Coltrane
E.S.P. Miles Davis
Fall Wayne Shorter
Falling Grace Steve Swallow
Falling in Love with Love Rodgers/Hart
500 Miles High Chick Corea
Footprints Wayne Shorter
Four Miles Davis
Freddie the Freeloader Miles Davis
Freedom Jazz Dance Eddie Harris
Gentle Rain Louis Boufi
Giant Steps John Coltrane
The Girl From Ipanema Jobim
Goodbye Pork Pie Hat Charles Mingus
Green Dolphin Street Kaper/Washington
Groovin’ High Dizzy Gillespie
Have You Met Miss Jones Rodgers/Hart
Here’s That Rainy Day Jim Van Heusen
How High the Moon Morgan Lewis
How Insensitive Jobim
How My Heart Sings Earl Zindars
I Love You Cole Porter
I’m All Smiles Leonard/Martin
I’ll Remember April Raye-DePaul-Johnstone
Impressions John Coletrane
In A Mellow Tone Duke Ellington
In A Sentimental Mood Duke Ellington
Intrepid Fox Freddie Hubbard
In Your Own Sweet Way Dave Brubeck
Invitation Kaper/Washington
Isn’t It Romantic? Rodgers/Hart
It Don’t Mean a Thing Duke Ellington
Journey to Recife Bill Evans
Joy Spring Clifford Brown
Ju-Ju Wayne Shorter
Just Friends Klemmer/Lewis
Lady Bird Tadd Dameron
Lazybird John Coltrane I’m Old Fashioned Standard
Little Waltz Ron Carter
Long Ago and Far Away Kern/Gershwin
Lullaby of Birdland George Shearing
Lush Life Billy Strayhorn
Maiden Voyage Herbie Hancock
Meditation Jobim
Michelle Lennon/McCartney
Midnight Mood Joe Zawinul
Minority Cannonball Adderly
Misty Errol Garner
Moment’s Notice John Coltrane
Mood Indigo Duke Ellington
Mr. P.C. John Coltrane
My Favorite Things Rodgers
My Foolish Heart Washington/Young
My Funny Valentine Rodgers/Hart
My One and Only Love Wood/Mellin
My Romance Rodgers/Hart
Naima John Coltrane
Nardis Miles Davis
Nefertiti Miles Davis
Nica’s Dream Horace Silver
Night and Day Cole Porter
Nostalgia in Times Square Charles Mingus
Oleo Sonny Rollins
One Note Samba Jobim
Orbits Wayne Shorter
Ornithonlogy Charlie Parker
Pee Wee Tony Williams
Pensative Clare Fischer
Pent-Up House Sonny Rollins
Peri’s Scope Bill Evans
Pinnochio Wayne Shorter
Pussy Cat Dues Charles Mingus
Recordame Joe Henderson
Red Clay Freddie Hubbard
Resolution John Coltrane
Fried Bananas Dexter Gordon
A Dream of You Standard
‘Round Midnight Theloneous Monk
Satin Doll Duke Ellington
Scrapple From the Apple Charlie Parker
Seven Steps to Heaven Miles Davis
Totem Pole Lee Morgan
Skating in Central Park John Lewis
Solar Miles Davis
Someday My Prince Will Come Churchhill
Song For My Father Horace Silver
The Sorcerer Herbie Hancock
So What Miles Davis
Speak No Evil Wayne Shorter
St. Louis Blues Stella By Starlight Victor Young
Steps Chick Corea
Matrix Chick Corea
Times Lie Chick Corea
Pannonnica Straight, No Chaser Theloneous Monk
Summer Samba Marcus and Paul Sergio
Take Five Paul Desmond
Take the A Train Ellington/Strayhorn
There is No Greater Love Symes/Jones
There Will Never Be Another You Warren/Gordon
They Can’t Take That Away From Me Gershwin
Makin’ Whoopee Tune Up Miles Davis
Walkin’ Carpenter
Waltz For Debby Bill Evans
Wave Jobim
Well You Needn’t Monk
What Was Chick Corea
Wildflower Wayne Shorter
Little Sunflower Wayne Shorter
Windows Chick Corea
Witch Hunt Wayne Shorter
Yes or No Wayne Shorter
Yesterday Lennon/McCartney
You Are the Sunshine of My Life Stevie Wonder
You Are Too Beautiful Rodgers/Hart
Spain Chick Corea
Road Song Wes Montgomery