Our Most Loved Jazz Songs and Playlists


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Jazz, a genre that has evolved over the decades, has given birth to some of music’s most iconic and influential songs. Read on to embark on a melodious journey through time, showcasing the best jazz songs performed by both legendary historic singers and contemporary jazz artists. Whether you’re a long-time jazz enthusiast or a newcomer exploring the genre, these handpicked songs are bound to mesmerize you with their timeless charm.

Classic Jazz Songs from Historic Singers

“Strange Fruit” by Billie Holiday

This powerful protest song, sung with raw emotion by the legendary Billie Holiday, remains an essential part of jazz history, shedding light on the racial inequalities of the time. As she pours her heart into every word, the haunting melody and poignant lyrics (including “Southern trees bear strange fruit / Blood on the leaves and blood at the root / Black bodies swinging in the southern breeze / Strange fruit hanging from the poplar trees”) leave an indelible impact on listeners of all backgrounds.

“Take Five” by The Dave Brubeck Quartet

A masterpiece in itself, this composition is one of the best jazz songs of all time, captivating listeners with its “5/4 time” signature (five quarter note beats in each bar of music). The innovative and infectious rhythm and brilliant improvisations by The Dave Brubeck Quartet solidify this song’s place as a jazz classic for the ages.

“All Blues” by Miles Davis

From the iconic album Kind of Blue (1959), this piece showcases Davis‘ genius as a trumpeter and composer, embodying the essence of cool jazz. The laid-back, soothing vibe of “All Blues,” plus the lyrics that transport you on a faraway beach (“The sea, the sky, the you and I / The sea, the sky, for you and I / I’ll know we’re all blues / All Shades, all hues, all blues”) have made it a go-to song for jazz fans seeking tranquility and soulful expression.

Timeless Jazz Songs by Female Jazz Singers

“Summertime” by Ella Fitzgerald

The Queen of Jazz, Ella Fitzgerald, delivers a soul-stirring rendition of this classic George and Ira Gershwin tune, solidifying its place as one of the most popular jazz songs ever recorded. Her velvet-like voice effortlessly glides over the melody, evoking the warmth and nostalgia of summertime.

“God Bless the Child” by Billie Holiday

Holiday‘s hauntingly beautiful voice shines through in this heart-rending 1942 song that straddles both jazz and blues, touching the hearts of millions with its poignant, cautionary message to Black audiences. The song urges them to empower themselves and not rely on religion or the benevolence of family or strangers, emphasizing that they couldn’t depend on charity or legacies from deceased relatives who had experienced the remnants of slavery not long ago. The earnest lyrics (“Mama may have, papa may have / But God bless the child that’s got his own”) and emotional depth of her performance resonate with listeners, making it a timeless gem of jazz history.

“Fever” by Peggy Lee

This seductive and sultry song from 1958 showcases Peggy Lee‘s unique vocal style, making it an enduring hit loved by jazz enthusiasts across generations. American R&B singer Little Willie John originally recorded this song and it topped the Billboard R&B Best Sellers at the time. Lee’s subsequent cover of “Fever” stayed at the top of the Billboard Hot 100 list for weeks. The song exudes sensuality and charisma, and her delivery creates an atmosphere of irresistible allure.

Unforgettable Performances by Male Jazz Singers

“My Funny Valentine” by Chet Baker

Chet Baker‘s mellow and melancholic voice finds its pinnacle in this ballad, which became a definitive version derived from the 1937 Rodgers and Hart classic musical Babes in Arms. The vulnerability in Baker’s voice, coupled with his expert trumpet playing, tugs at the heartstrings and leaves an everlasting impression.

“What a Wonderful World” by Louis Armstrong

A true icon of jazz, Louis Armstrong‘s warm and gravelly voice spreads joy and optimism in this timeless and uplifting anthem from 1967. The song’s simple yet profound message resonates with people of all ages, making it a beloved classic that continues to inspire hope and happiness.

“Nature Boy” by Nat King Cole

The velvety smooth voice of Nat King Cole takes listeners on a mesmerizing journey in this beautiful and ethereal song, touching hearts with its poetic lyrics (“The greatest thing you’ll ever learn / Is just to love and be loved in return”). His captivating storytelling ability and the song’s mystical charm create an otherworldly experience for those who listen.

Modern Jazz Artists and Bands

“Don’t Know Why” by Norah Jones

Blending jazz with folk and blues elements, Norah Jones‘ enchanting voice in this song from 2002 earned her widespread acclaim and a dedicated jazz following. Her music’s soulful and introspective nature resonates with audiences, making her a prominent figure in contemporary jazz.

“Afro Blue” by Robert Glasper Experiment

Pushing the boundaries of jazz fusion, this modern jazz band led by Robert Glasper offers a fresh take on the genre, captivating younger audiences with flowy, fresh songs like “Afro Blue,” which features the beloved Erykah Badu. The group’s experimental approach, blending jazz with elements of hip-hop and R&B, has earned them critical acclaim and a dedicated fan base.

“Radio Song” by Esperanza Spalding

A multi-talented musician and vocalist, Esperanza Spalding released the album Radio Music Society in 2012 to critical acclaim, earning her a Grammy for Best Jazz Vocal Album. Melodic gems like “Radio Song” push the boundaries of jazz and soul, while her innovative and genre-defying style has cemented her status as one of the most influential contemporary jazz artists of our time.

As we wrap up our journey through the most popular jazz songs of all time, it becomes evident that jazz is a genre that continues to inspire and captivate music lovers worldwide. From historic pioneers like Billie Holiday and Louis Armstrong to contemporary visionaries like Norah Jones and Robert Glasper, jazz has always remained a genre of innovation and expression. Whether you prefer timeless classics that have withstood the test of time or the fresh sounds of modern jazz, we have something for every jazz enthusiast. Happy listening!