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100 Greatest Popular Songs
Of The 1920s

Criteria: These songs were chosen and ranked according to their initial and lasting popularity and also on their impact and influence on the course of musical history. At that time most songs were recorded by many different artists, so we have listed more than one version of each song on the majority of the entries. The most significant version of the song is the one by the first artist that is listed.

Last Updated: 2009-12-08
Popular Songs Of The 1920s
  1. Swanee - Al Jolson
  2. West End Blues - Louis Armstrong
  3. Rhapsody In Blue - Paul Whiteman featuring George Gershwin
  4. Ain't Misbehavin' - Fats Waller / Louis Armstrong
  5. T For Texas (Blue Yodel #1) - Jimmie Rodgers
  6. In The Jailhouse Now - Jimmie Rodgers
  7. The Prisoner's Song - Vernon Dalhart
  8. The St. Louis Blues - Bessie Smith / Marion Harris
  9. Ol' Man River - Paul Robeson / Al Jolson
10. Makin' Whoopee - Eddie Cantor/ Paul Whiteman (Bing Crosby)
11. Crazy Blues - Mamie Smith
12. My Blue Heaven - Gene Austin / Paul Whiteman
13. Sonny Boy - Al Jolson
14. Dardanella - Ben Selvin
15. It Had To Be You - Isham Jones / Marion Harris
16. Pine Top's Boogie Woogie - Pine Top Smith
17. Whispering - Paul Whiteman
18. My Mammy - Al Jolson / Paul Whiteman
19. Down Hearted Blues - Bessie Smith
20. Charleston - Arthur Gibbs /Paul Whiteman
21. Black And Tan Fantasy - Duke Ellington
22. See See Rider Blues - Ma Rainey
23. Statesboro Blues - Blind Willie McTell
24. Matchbox Blues - Blind Lemon Jefferson
25. Bye Bye, Blackbird - Gene Austin / Nick Lucas
26. King Porter Stomp - Fletcher Henderson / Jelly Roll Morton
27. California, Here I Come! - Al Jolson
28. In A Mist - Bix Beiderbecke
29. Waiting For A Train - Jimmie Rodgers
30. Louise - Maurice Chevalier
31. Star Dust - Hoagy Carmichael
32. Yes! We Have No Bananas - Billy Jones / Ben Selvin
33. Yes Sir That's My Baby - Gene Austin / Blossom Seeley / Ben Bernie
34. Toot Toot Tootsie (Goo'Bye) - Al Jolson
35. Sweet Georgia Brown - Ben Bernie / Isham Jones / Ethel Waters
36. Baby Face - Jan Garber / Ben Selvin / "Whispering" Jack Smith
37. Dinah - Ethel Waters / Cliff Edwards/ Revelers
38. My Man - Fanny Brice
39. When My Baby Smiles At Me - Ted Lewis
40. Some Of These Days (1927 Version) - Sophie Tucker
41. Am I Blue - Ethel Waters / Libby Holman / Annette Hanshaw
42. April Showers - Al Jolson / Paul Whiteman
43. I've Found A New Baby - Ted Lewis / Ethel Waters
44. Heebie Jeebies - Louis Armstrong
45. I Ain't Got Nobody - Marion Harris / Sophie Tucker / Bessie Smith
46. Valencia - Paul Whiteman / Ben Selvin
47. Corrine Corrina - Bo Carter
48. Wildwood Flower - Carter Family
49. Singin' The Blues - Frankie Trumbauer
50. Nobody Knows You When You're Down And out - Bessie Smith
51. Pony Blues - Charley Patton
52. Always - Vincent Lopez / George Olsen / Henry Burr / Nick Lucas
53. I'll See You In My Dreams - Isham Jones / Marion Harris
54. Singin' In The Rain - Cliff Edwards / Earl Burtnett
55. Tip Toe Through The Tulips - Nick Lucas
56. I'm Looking Over A Four Leaf Clover - Nick Lucas / Ben Bernie
57. Let's Do It (Let's Fall In Love) - Dorsey Brothers Orchestra (Bing Crosby)
58. I Wanna Be Loved By You - Helen Kane
59. Bill - Helen Morgan
60. East St. Louis Toodle-oo - Duke Ellington
61. T'Ain't Nobody's Biz-ness If I Do - Bessie Smith
62. Walk Right In - Cannon's Jug Stompers
63. Ida, Sweet As Apple Cider - Red Nichols
64. It Ain't Gonna Rain No Mo' - Wendell Hall
65. Side By Side - Paul Whiteman / Nick Lucas
66. Somebody Stole My Gal - Ted Weems
67. Three O'Clock In The Morning - Paul Whiteman / Frank Crumit
68. Carolina In The Morning - Van & Schenck / Marion Harris
69. Blue Skies - Ben Selvin / George Olsen / Vincent Lopez
70. If You Knew Susie - Eddie Cantor / Cliff Edwards
71. Little Pal - Al Jolson
72. The Birth Of The Blues - Paul Whiteman / Harry Richman
73. Aggravatin' Papa - Marion Harris / Bessie Smith / Sophie Tucker
74. Empty Bed Blues - Bessie Smith
75. Love Me Or Leave Me - Ruth Etting
76. Lovesick Blues - Emmett Miller & His Georgia Crackers
77. Someone To Watch Over Me - Gertrude Lawrence / George Olsen
78. Muskrat Ramble - Louis Armstrong
79. Ain't We Got Fun - Van & Schenck
80. Me And My Shadow - "Whispering" Jack Smith / Nat Shilkret
81. Swingin' Down The Lane - Isham Jones / Ben Bernie
82. When The Red, Red Robin Comes Bob-Bob-Bobbin' Along - Al Jolson
83. Charmaine - Guy Lombardo
84. Fare You Well, Old Joe Clark - Fiddlin' John Carson
85. Turkey In The Straw - Gid Tanner & His Skillet Lickers
86. Who's Sorry Now - Isham Jones / Marion Harris
87. The Sidewalks Of New York - Nat Shilkret
88. Sleep - Fred Waring's Pennsylvanians
89. Honey - Rudy Vallee
90. Margie - Eddie Cantor / Ted Lewis
91. Parade Of The Wooden Soldiers - Paul Whiteman / Vincent Lopez
92. Sleepy Time Gal - Ben Bernie / Gene Austin / Nick Lucas
93. All Alone - Al Jolson / John McCormack / Paul Whiteman
94. Five Foot Two, Eyes Of Blue - Gene Austin
95. Among My Souvenirs - Paul Whiteman / Ben Selvin
96. The Brakeman's Blues - Jimmie Rodgers
97. Shake That Thing - Ethel Waters / Papa Charlie Jackson
98. James Alley Blues - Rabbit Brown
99. Way Down Yonder In New Orleans - Peerless Quartet / Blossom Seeley
100. Big Butter And Egg Man - Louis Armstrong (May Alix)

swanee
West End Blues
Rhapsody In Blue
Ain't Misbehavin'
T For Texas




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