These are the number-one singles of 1969 according to the Top 100 Singles chart in Cashbox magazine.
| Issue Date | Song | Artist | |
|---|---|---|---|
| January 4 | "I Heard It Through the Grapevine" | ||
| January 11 | |||
| January 18 | |||
| January 25 | "I'm Gonna Make You Love Me" | Diana Ross & the Supremes and The Temptations | |
| February 1 | "Crimson and Clover" | ||
| February 8 | "Touch Me" | ||
| February 15 | "Everyday People" | ||
| February 22 | |||
| March 1 | "Build Me Up Buttercup" | ||
| March 8 | |||
| March 15 | "Dizzy" | ||
| March 22 | |||
| March 29 | "Time of the Season" | ||
| April 5 | "Aquarius/Let the Sunshine In (The Flesh Failures)" | The 5th Dimension | |
| April 12 | |||
| April 19 | |||
| April 26 | |||
| May 3 | |||
| May 10 | "Hair" | The Cowsills | |
| May 17 | |||
| May 24 | "Get Back" | ||
| May 31 | |||
| June 7 | |||
| June 14 | |||
| June 21 | |||
| June 28 | "In the Ghetto" | Elvis Presley | |
| July 5 | "Love Theme from Romeo and Juliet" | Henry Mancini | |
| July 12 | |||
| July 19 | "In the Year 2525 (Exordium and Terminus)" | ||
| July 26 | |||
| August 2 | |||
| August 9 | |||
| August 16 | "Honky Tonk Women" | ||
| August 23 | |||
| August 30 | |||
| September 6 | |||
| September 13 | "Sugar, Sugar" | ||
| September 20 | |||
| September 27 | |||
| October 4 | |||
| October 11 | "Little Woman" | ||
| October 18 | "Suspicious Minds" | Elvis Presley | |
| October 25 | |||
| November 1 | "Wedding Bell Blues" | The 5th Dimension | |
| November 8 | |||
| November 15 | |||
| November 22 | "Come Together" | The Beatles | |
| November 29 | |||
| December 6 | |||
| December 13 | "And When I Die" | ||
| December 20 | "Leaving on a Jet Plane" | ||
| December 27 | "Someday We'll Be Together" |