13 Best Songs of 1939: A Timeless Musical Journey

Step back in time and rediscover the magic of 1939 with our definitive list of the best songs of 1939! This wasn't just another year; 1939 marked a pivotal moment in history, a year pregnant with both looming conflict and incredible artistic expression. The music of that era reflects this duality, offering a poignant blend of upbeat swing, heartfelt ballads, and sophisticated jazz compositions that continue to resonate with listeners today. Whether you're a seasoned music aficionado or simply curious about the sounds that shaped a generation, exploring the best songs of 1939 is a journey through a fascinating period in musical history. Prepare to be transported back to smoky speakeasies and glamorous ballrooms as we uncover the timeless tunes that defined a year on the brink of change. Get ready to tap your toes and sing along to the unforgettable melodies that cemented 1939's place in music history!

13 Best Songs of 1939: A Timeless Musical Journey
SongArtistAlbumListens
1. When the Saints Go Marching In Louis Armstrong 31M+
2. Over the Rainbow Judy Garland 9M+
3. Strange Fruit Billie Holiday Billie Holiday 8M+
4. Moonlight Serenade Glenn Miller This Is Dean Martin 6M+
5. Beer Barrel Polka His Orchestra
Will Glahe
4M+
6. Little Brown Jug Glenn Miller 2M+
7. If I Didn't Care The Ink Spots 2M+

1. When the Saints Go Marching In (Louis Armstrong)

Louis Armstrong's Vocals: Armstrong's instantly recognizable gravelly voice gives this classic a timeless, soulful quality perfectly suited to the musical landscape of 1939.

Uplifting Rhythm: The jaunty, marching band rhythm is infectious and undeniably joyful, making it an excellent choice for a celebratory mood prevalent in the year.

Enduring Popularity: Its simple yet powerful melody ensured "When the Saints Go Marching In" transcended its era, remaining a beloved staple in popular culture.

When the Saints Go Marching In - Louis Armstrong

2. Over the Rainbow - 2025

Judy Garland's Vocals: Garland's soaring, emotive vocals perfectly capture the hopeful yearning of the lyrics, making "Over the Rainbow" a timeless classic.

Timeless Melody: The instantly recognizable melody is both simple and profound, ensuring its place in popular culture and the hearts of listeners for generations.

Cultural Impact in 1939: Released during a time of global uncertainty, the song offered a message of hope and escapism that resonated deeply with audiences, solidifying its status as one of 1939's most beloved songs.

Over the Rainbow - Judy Garland

3. Strange Fruit (1939)

Vocal Performance: Billie Holiday's haunting vocals deliver a raw emotional intensity, making "Strange Fruit" a chilling and unforgettable performance, perfectly capturing the gravity of its subject matter.

Lyrical Impact: The song's powerful lyrics, a stark depiction of the lynching of Black Americans, created a profound and lasting impact on social consciousness, solidifying its place in history.

Historical Significance: Released in 1939, "Strange Fruit" was groundbreaking for its unflinching portrayal of racial injustice, a testament to its artistry and relevance within the context of the era.

Strange Fruit - Billie Holiday

4. Moonlight Serenade

Smooth, flowing melody: "Moonlight Serenade" showcases Glenn Miller's signature sound – a perfectly balanced blend of mellow trumpets and saxophones, creating an effortlessly elegant atmosphere that perfectly captures the spirit of 1939.

Unforgettable vocals: While instrumental, the song's haunting melody and sophisticated arrangement are so memorable they transcend the need for lyrics, becoming instantly recognizable and deeply affecting.

Timeless appeal: Its sophisticated yet accessible charm explains why "Moonlight Serenade" remains a beloved classic, its romantic and nostalgic tone resonating across generations and solidifying its place among the best songs of 1939.

Moonlight Serenade - Glenn Miller

5. Beer Barrel Polka

Catchy Rhythm: "Beer Barrel Polka" boasts an infectiously upbeat tempo and a memorable polka rhythm that perfectly captured the energetic spirit of 1939.

Enduring Popularity: Its simple, yet effective musical structure contributed to its widespread popularity, making it a staple of dance halls and radio broadcasts throughout the year.

Timeless Appeal: Even today, the song's joyful energy resonates with listeners, showcasing its enduring appeal as a classic from the era.

Beer Barrel Polka -  His Orchestra,Will Glahe

6. Little Brown Jug - 2025

Sound: Glenn Miller's signature big band sound is in full swing in "Little Brown Jug" showcasing crisp, clean instrumentation and a driving rhythm section that perfectly captures the energy of the swing era.

Vocal Performance: While an instrumental piece, the melody is incredibly catchy and memorable, showcasing the band's skill in crafting a captivating arrangement that doesn't need vocals to shine.

Historical Significance: Released in 1939, "Little Brown Jug" exemplifies the peak of the swing era's popularity, perfectly representing the upbeat and danceable sounds that dominated the year's airwaves.

Little Brown Jug - Glenn Miller

7. If I Didn't Care

Vocal Harmony: The Ink Spots' signature close harmonies are at their finest in "If I Didn't Care" creating a rich and emotive soundscape that perfectly captures the yearning of the lyrics.

Melodic Simplicity: The song's deceptively simple melody is incredibly memorable and effective, making it instantly catchy and easily hummed along to, a hallmark of many great 1939 hits.

Emotional Resonance: Its heartfelt portrayal of heartbreak and longing resonated deeply with audiences in 1939 and continues to touch listeners today, solidifying its place as a classic.

If I Didn't Care - The Ink Spots

8. Your Feets Too Big

Sound: Fats Waller's signature stride piano style is in full swing, creating a vibrant and infectious energy that perfectly captures the spirit of 1939.

Vocals: Waller's playful and charismatic vocals deliver the lyrics with effortless charm, making "Your Feets Too Big" a joy to listen to.

Rhythm: The song's upbeat tempo and catchy melody are undeniably danceable, solidifying its place as a memorable tune from the year.

Your Feets Too Big - Fats Waller

9. Tea For Two (1939)

Artistry: Art Tatum's virtuosic piano playing elevates this 1939 classic, showcasing his unparalleled technique and improvisational brilliance.

Swing Feel: The infectious swing rhythm and sophisticated harmonies make "Tea For Two" a perfect example of the era's jazz sophistication.

Enduring Appeal: Its timeless melody and masterful execution ensure "Tea For Two" remains a beloved standard, even decades after its release.

Tea For Two - Art Tatum

10. And the Angels Sing

Vocal Performance: Martha Tilton's smooth, clear vocals are captivating, perfectly conveying the song's hopeful and joyous melody, a hallmark of her style in 1939.

Timeless Melody: The catchy tune of "And the Angels Sing" is instantly memorable and has likely resonated with listeners across generations, solidifying its place in 1939's musical landscape.

Orchestral Arrangement: The song benefits from a lush orchestral arrangement that enhances the emotional impact, typical of the big band era's sophisticated sound.

And the Angels Sing - Martha Tilton
  • Deep Purple
    11

    Deep Purple

    Larry Clinton , Bea Wain

    1938

  • Cherokee
    12

    Cherokee

    Charlie Barnet

    1939

  • God Bless America
    13

    God Bless America

    Kate Smith

    1938

    4th of July