15 Legendary Jazz Songs Everyone Should Hear at Least Once for International Jazz Day
Celebrate International Jazz Day by diving into 15 legendary songs that capture the spirit, soul, and revolutionary power of jazz—the music that forever changed the way the world listens.
- Alyana Aguja
- 4 min read

International Jazz Day is the ideal time to uncover the eternally great songs that helped to form one of the globe’s most impactful art movements. From the smoke-filled sophistication of Billie Holiday to the sensual risks of Miles Davis and John Coltrane, these 15 legendary recordings reflect the heart, soul, and boldness of jazz. Whether you’re a lifelong fan or a curious newcomer, this journey through iconic sounds promises to inspire, move, and ignite your love for music all over again.
1. “Take Five” – Dave Brubeck Quartet (1959)
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Its hip, trance-like 5/4 time signature made “Take Five” one of jazz’s most immediately recognizable tunes. Paul Desmond’s smooth saxophone glides over Joe Morello’s sharp drumming like a cloud. It’s the ideal introduction for new fans and an enduring classic for jazz fans.
2. “So What” – Miles Davis (1959)
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Beginning Kind of Blue, “So What” embodies the modal jazz revolution—effortless, expansive, and perpetually cool. Miles Davis’s muted trumpet lines almost create an effortless style. It’s the sort of tune that makes you feel smarter just to be listening.
3. “My Favorite Things” – John Coltrane (1961)
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With his soprano saxophone at the forefront, Coltrane turned a Broadway song into a swirling, spiritual work of art. His improvisations built a trance-like, near-ecstatic atmosphere that’s still jaw-dropping today. Here, jazz becomes airborne into sheer emotion.
4. “Sing, Sing, Sing” – Benny Goodman (1937)
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This high-energy swing classic is a whirlwind of drums, clarinet, and big band bravado. Gene Krupa’s thundering drums and Goodman’s clarinet create a wild, almost cinematic energy. It’s impossible not to tap your foot—this swing is at its most electrifying.
5. “Strange Fruit” – Billie Holiday (1939)
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A chilling outcry against racial brutality, “Strange Fruit” is among the most courageous recordings ever made. Holiday’s wailing, shaking voice imbues the lyrics with devastating meaning. It’s not pleasant listening—and that’s the idea.
6. “Acknowledgement” – John Coltrane (1965)
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The first movement of A Love Supreme sounds like a devotional chant, blending jazz with spiritual seeking. Coltrane’s saxophone moans and whispers in an intimate gesture of musical prayer. This piece redefined how people thought about what jazz and music could be.
7. “Misty” – Erroll Garner (1954)
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Ethereal, dreamy, and suave, “Misty” is a slow dance under dimly lit lights. Garner’s sparkling but complex piano playing lends an exquisite swing to the tune. It’s a favorite at cocktail lounges as well as at love affairs.
8. “Cantaloupe Island” – Herbie Hancock (1964)
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This hip, reductionist masterpiece crosses jazz, soul, and the dawn of fusion with an irresistible groove. The piano riff Hancock plays is immediately catchy, feeling both laid back and exploratory. It’s the sound of jazz starting to open new doors.
9. “Round Midnight” – Thelonious Monk (1944)
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Moody and introspective, “Round Midnight” is a late-night meditation in music. Monk’s slightly off-kilter phrasing and lush, mysterious chords make this a cornerstone of jazz balladry. It’s music for when you’re feeling a little lost and loving it.
10. “In a Sentimental Mood” – Duke Ellington & John Coltrane (1962)
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When two giants team up, magic occurs—and here, in this lush, beautiful ballad, is the evidence. Ellington’s elegant piano and Coltrane’s silky saxophone blend with quiet brilliance. It is pure poise in musical shape.
11. “Freddie Freeloader” – Miles Davis (1959)
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Another Kind of Blue gem, “Freddie Freeloader” swings with laid-back, bluesy swagger. Wynton Kelly’s teasing piano introduction establishes an open-armed mood before the horns slide into place. It’s the kind of song that makes you want to sit down and just exist.
12. “Watermelon Man” – Herbie Hancock (1962)
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Written at age 22, this upbeat song combines urban hip-hop with roots in deep blues. The bouncy piano riff is like a street vendor hawking on a sweltering city afternoon. It’s as lively and invigorating as the fruit it’s named after.
13. “Cheek to Cheek” – Ella Fitzgerald & Louis Armstrong (1956)
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Ella’s bright voice and Louis’s gravelly warmth make pure bliss on this timeless duet. Their rapport is so effortless, it’s like listening in on two friends sharing a joke. You can’t help but smile when you hear it.
14. “A Night in Tunisia” – Dizzy Gillespie (1942)
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Exotic and thrilling, this bebop staple contributed to jazz’s redefinition of its worldwide appeal. Dizzy’s brassy trumpet and Afro-Cuban beats lend it a strong, adventurous sense. It’s a tune that nearly insists you get up and move, even if only in your head.
15. “Goodbye Pork Pie Hat” – Charles Mingus (1959)
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A heartfelt lament for saxophonist Lester Young, the song combines sorrow, pride, and tender irony. Mingus’s work is at once highly personal and deeply relatable. It’s jazz that is as honest and human as can be.
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- music
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- throwback
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- jazz songs