songs The Very Best Swing Songs  

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The best swing songs are classic tunes that inspire listeners to dance the night away. This swing songs list includes some of the most iconic songs in American popular music history, performed by equally iconic artists ranging from the Glenn Miller Band to Duke Ellington to The Andrews Sisters.  

The soulful, jazzy music of swing came to prominence in the mid-1930s, ushering in a style of music known for its carefree, upbeat tunes. At the height of its popularity, swing music – which remained popular through the early 1940s – was everywhere, encouraging Americans to jump, jive, boogie, Lindy Hop, and jitterbug.

You’ll notice that many of these famous swing songs are by artists associated with big band music. This style also rose to prominence during the swing era. That’s why you’ll find big band icons like Benny Goodman, Glenn Miller, Cab Calloway, Louis Armstrong, Artie Shaw, and Tommy Dorsey listed here. Large orchestras were assembled to perform swing music, and while technically it can be considered jazz, there is much less improvisation going on.

Take a listen to these top swing songs, and enjoy the videos. You’ll likely find it’s hard to sit still. Get up, cut a rug, and then come back and vote for all your favorite songs!

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Sing, Sing, Sing Benny Goodman & His Orchestra

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In the Mood Glenn Miller & His Orchestra

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Boogie Woogie Bugle Boy The Andrews Sisters, The Andrews Sisters With Vic Schoen & His Orchestra

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Take the "A" Train Duke Ellington

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Summertime Billie Holiday

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Mack the Knife Louis Armstrong

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On the Sunny Side of the Street Ella Fitzgerald, Count Basie Orchestra

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Woodchopper's Ball Woody Herman Orchestra

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Begin The Beguine Artie Shaw & His Orchestra

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Jumpin’ at the Woodside Count Basie Orchestra

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Chattanooga Choo Choo The Andrews Sisters

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Perdido Duke Ellington

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It's Only A Paper Moon Nat King Cole

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Skyliner Charlie Barnet

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Main Stem Duke Ellington

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Ain't Misbehavin' Fats Waller

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Flying Home Lionel Hampton

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Sentimental Journey Frank Sinatra

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A String of Pearls Glenn Miller & His Orchestra

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splanky count basie is listed (or ranked) 23 on the list The Very Best Swing Songs
Guest_20e4a719-58f6-4dd1-b5d6-bd6175db5cfc added splanky count basie

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From Russia with Love Count Ba... is listed (or ranked) 24 on the list The Very Best Swing Songs
Guest_20e4a719-58f6-4dd1-b5d6-bd6175db5cfc added From Russia with Love Count Basie

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I'll Never Smile Again Tommy Dorsey & His Orchestra, Frank Sinatra