This lists songs that hit number one on the charts in the US during 1944. If a song spent nonconsecutive weeks at number one, the number of weeks for each occurrence at the top is shown in parenthesis.
| Date | Artist - Title | Weeks at #1 |
| October 31 1943 – January 22 1944 | Mills Brothers - Paper Doll | 12 |
| January 23 – February 26 1944 | Glen Gray - My Heart Tells Me | 5 |
| February 27 – April 15 1944 | Jimmy Dorsey - Besame Mucho | 7 |
| April 16 – 29 1944 | Guy Lombardo - It's Love-Love-Love | 2 |
| April 30 – June 3 1944 | Bing Crosby - I Love You | 5 |
| June 4 – 24 1944 | Harry James - I'll Get By (As Long As I Have You) | 4 (3) |
| June 25 – July 1 1944 | Bing Crosby - I'll Be Seeing You | 4 (1) |
| July 2 – 8 1944 | Harry James - I'll Get By (As Long As I Have You) | 4 (1) |
| July 9 – 29 1944 | Bing Crosby - I'll Be Seeing You | 4 (3) |
| July 30 – September 30 1944 | Bing Crosby - Swinging On A Star | 9 |
| October 1 – 7 1944 | Mills Brothers - You Always Hurt The One You Love | 5 (1) |
| October 8 – 14 1944 | Dinah Shore - I'll Walk Alone | 4 (1) |
| October 15 – 28 1944 | Mills Brothers - You Always Hurt The One You Love | 5 (2) |
| October 29 – November 18 1944 | Dinah Shore - I'll Walk Alone | 4 (3) |
| November 19 – December 2 1944 | Mills Brothers - You Always Hurt The One You Love | 5 (2) |
| December 3 – 16 1944 | Ella Fitzgerald and Ink Spots - I'm Making Believe | 2 |
| December 17 1944 – February 10 1945 | Bing Crosby and Andrews Sisters - Don't Fence Me In | 8 |
12 different songs hit number one in the US during 1944.