| Rank | Artist | Title | Label | Recorded | Released | Chart positions< |
|---|
| 1 | Chick Webb Orchestra (vocalElla Fitzgerald) | "A-Tisket, A-Tasket"[4] | Decca 1840 | May 2, 1938 (1938-5-2) | June 1938 (1938-6) | US Billboard 1938 #1, US #1 for 10 weeks, 19 total weeks, Grammy Hall of Fame 1986, 250,000 sales[5] |
| 2 | Larry Clinton and His Orchestra (VocalBea Wain) | "My Reverie"[6] | Victor 26006 | July 16, 1938 (1938-7-16) | August 3, 1938 (1938-8-3) | US Billboard 1938 #2, US #1 for 8 weeks, 19 total weeks, 100,000 sales[5] |
| 3 | Tommy Dorsey and His Orchestra (vocalEdythe Wright) | "Music, Maestro, Please"[7] | Victor 25866 | May 12, 1938 (1938-5-12) | June 8, 1938 (1938-6-8) | US Billboard 1938 #3, US #1 for 6 weeks, 20 total weeks |
| 4 | Artie Shaw and his Orchestra | "Begin the Beguine" | Bluebird 7746 | July 24, 1938 (1938-7-24) | August 17, 1938 (1938-8-17) | US Billboard 1938 #4, US #1 for 6 weeks, 18 total weeks, Grammy Hall of Fame 1977,National Recording Registry 2012,Jazz Standards 1935 |
| 5 | Horace Heidt And His Brigadiers | "Ti-Pi-Tin" | Brunswick 8078 | February 11, 1938 (1938-2-11) | March 1938 (1938-3) | US Billboard 1938 #5, US #1 for 6 weeks, 13 total weeks |
| 6 | Benny Goodman and His Orchestra | "Don't Be That Way" | Victor 25792 | February 16, 1938 (1938-2-16) | March 2, 1938 (1938-3-2) | US Billboard 1938 #6, US #1 for 5 weeks, 13 total weeks, Grammy Hall of Fame 1987 |
| 7 | The Andrews Sisters | "Bei Mir Bistu Shein" | Decca 1562 | November 24, 1937 (1937-11-24) | December 1937 (1937-12) | US Billboard 1938 #7, US #1 for 5 weeks, 10 total weeks, Grammy Hall of Fame 1996, National Recording Registry 2008, 100,000 sales, 100,000 sales[8] |
| 8 | Larry Clinton and His Orchestra (Vocal Bea Wain) | "Cry, Baby, Cry" | Victor 25819 | March 31, 1938 (1938-3-31) | April 13, 1938 (1938-4-13) | US Billboard 1938 #8, US #1 for 4 weeks, 25 total weeks |
| 9 | Bing Crosby | "I've Got A Pocketful Of Dreams" | Decca 1562 | July 11, 1937 (1937-7-11) | July 1937 (1937-7) | US Billboard 1938 #9, US #1 for 4 weeks, 17 total weeks |
| 10 | Shep Fields and His Rippling Rhythm Orchestra | "Thanks for the Memory" | Bluebird 7318 | November 29, 1937 (1937-11-29) | December 1937 (1937-12) | US Billboard 1938 #10, US #1 for 4 weeks, 14 total weeks,Jazz Standards 1938 |
| 11 | Red Norvo and His Orchestra (Vocal Mildred Bailey) | "Says My Heart" | Brunswick 8135 | April 19, 1938 (1938-4-19) | May 1938 (1938-5) | US Billboard 1938 #11, US #1 for 4 weeks, 12 total weeks |
| 12 | Duke Ellington and His Famous Orchestra | "I Let a Song Go Out of My Heart" | Brunswick 8108 | March 3, 1938 (1938-3-3) | March 1938 (1938-3) | US Billboard 1938 #12, US #1 for 3 weeks, 19 total weeks |
| 13 | Sammy Kaye and His Orchestra | "Love Walked In" | Vocalion 4017 | March 20, 1938 (1938-3-20) | April 1938 (1938-4) | US Billboard 1938 #13, US #1 for 3 weeks, 16 total weeks |
| 14 | Shep Fields and His Rippling Rhythm Orchestra | "Cathedral in the Pines" | Bluebird 7533 | April 20, 1938 (1938-4-20) | May 4, 1938 (1938-5-4) | US Billboard 1938 #14, US #1 for 3 weeks, 10 total weeks |
| 15 | Red Norvo and His Orchestra (Vocal Mildred Bailey) | "Please Be Kind" | Brunswick 8088 | February 10, 1938 (1938-2-10) | March 1938 (1938-3) | US Billboard 1938 #15, US #1 for 2 weeks, 16 total weeks |
| 16 | Sammy Kaye and His Orchestra | "Rosalie" | Vocalion 4017 | September 7, 1938 (1938-9-7) | October 1938 (1938-10) | US Billboard 1938 #16, US #1 for 2 weeks, 15 total weeks |
| 17 | Russ Morgan and His Orchestra | "I've Got a Pocketful of Dreams" | Decca 1936 | July 7, 1938 (1938-7-7) | August 1938 (1938-8) | US Billboard 1938 #17, US #1 for 2 weeks, 13 total weeks |
| 18 | Jimmy Dorsey and His Orchestra | "Change Partners" | Decca 2002 | July 29, 1938 (1938-7-29) | September 1938 (1938-9) | US Billboard 1938 #18, US #1 for 2 weeks, 12 total weeks |
| 19 | Andy Kirk and His Twelve Clouds of Joy | "I Won't Tell a Soul (I Love You)" | Decca 2127 | September 2, 1938 (1938-9-2) | October 1938 (1938-10) | US Billboard 1938 #19, US #1 for 2 weeks, 12 total weeks |
| 20 | Bing Crosby | "You Must Have Been a Beautiful Baby" | Decca 2147 | October 14, 1938 (1938-10-14) | November 1938 (1938-11) | US Billboard 1938 #20, US #1 for 2 weeks, 11 total weeks |
| 21 | Bing Crosby andConnee Boswell | "Alexander's Ragtime Band" | Decca 1887 | January 26, 1938 (1938-1-26) | March 1938 (1938-3) | US Billboard 1938 #21, US #1 for 2 weeks, 11 total weeks |
| 22 | Fats Waller and his Rhythm | "Two Sleepy People" | Bluebird 10000 | October 13, 1938 (1938-10-13) | November 2, 1938 (1938-11-2) | US Billboard 1938 #22, US #1 for 2 weeks, 11 total weeks |
| 23 | Fred Astaire | "Change Partners" | Brunswick 8189 | March 24, 1938 (1938-3-24) | July 1938 (1938-7) | US Billboard 1938 #23, US #1 for 2 weeks, 8 total weeks |
| 24 | Fred Astaire | "Nice Work if You Can Get It" | Brunswick 7983 | October 17, 1937 (1937-10-17) | November 1937 (1937-11) | US Billboard 1938 #24, US #1 for 1 weeks, 15 total weeks,Jazz Standards 1937 |
| 25 | Larry Clinton and His Orchestra | "Heart and Soul" | Victor 26046 | September 1, 1938 (1938-9-1) | September 21, 1938 (1938-9-21) | US Billboard 1938 #25, US #1 for 1 weeks, 14 total weeks,Jazz Standards 1938 |
