This page is part of a chronological series featuring videos of songs played in the Peelenium. The 1944 Peelenium was broadcast on 01 September 1999.
| 1900s | 1910s | 1920s | 1930s |
| 1940 | 1941 | 1942 | 1943 | 1944 | 1945 | 1946 | 1947 | 1948 | 1949 |
| 1950s | 1960s | 1970s | 1980s | 1990s | 2000 |
 Tampa red lula mae 1. Tampa Red: "Lula Mae" |
 Charlie Barnet - Skyliner 2. Charlie Barnet: "Skyliner" |
 Ac-Cent-Tchu-Ate The Positive - Bing Crosby with The Andrews Sisters 3. Bing Crosby with the Andrews Sisters: "Ac-Cent-Tchu-Ate The Positive" |
 Mills Brothers Till Then 4. Mills Brothers: "Till Then" |