These are the singles that reached number one on the Top 100 Singles chart in 1989 as published by Cash Box magazine.
| Indicates best-performing single of 1989 |
| Issue date | Song | Artist | |
|---|---|---|---|
| January 7 | "Every Rose Has Its Thorn" | Poison | |
| January 14 | |||
| January 21 | "Two Hearts" | Phil Collins | |
| January 28 | "Don't Rush Me" | Taylor Dayne | |
| February 4 | "When I'm with You" | Sheriff | |
| February 11 | "Straight Up" | ||
| February 18 | |||
| February 25 | "Lost In Your Eyes" | ||
| March 4 | |||
| March 11 | |||
| March 18 | "The Living Years" | ||
| March 25 | |||
| April 1 | "Eternal Flame" | ||
| April 8 | "Girl You Know It's True" | ||
| April 15 | "She Drives Me Crazy" | ||
| April 22 | bgcolor=#FFFF99 rowspan="3" | "Like a Prayer" | Madonna |
| April 29 | |||
| May 6 | |||
| May 13 | "I'll Be There For You" | ||
| May 20 | "Real Love" | Jody Watley | |
| May 27 | |||
| June 3 | "Rock On" | Michael Damian | |
| June 10 | "Wind Beneath My Wings" | Bette Midler | |
| June 17 | |||
| June 24 | "Satisfied" | ||
| July 1 | |||
| July 8 | "Good Thing" | Fine Young Cannibals | |
| July 15 | |||
| July 22 | "Express Yourself" | Madonna | |
| July 29 | "Batdance" | Prince | |
| August 5 | |||
| August 12 | |||
| August 19 | "Right Here Waiting" | Richard Marx | |
| August 26 | |||
| September 2 | "Cold Hearted" | Paula Abdul | |
| September 9 | |||
| September 16 | "Don't Wanna Lose You" | Gloria Estefan | |
| September 23 | |||
| September 30 | "Girl I'm Gonna Miss You" | ||
| October 7 | "Cherish" | Madonna | |
| October 14 | "Miss You Much" | ||
| October 21 | |||
| October 28 | |||
| November 4 | "Sowing The Seeds of Love" | ||
| November 11 | "Listen To Your Heart" | Roxette | |
| November 18 | "When I See You Smile" | Bad English | |
| November 25 | "Blame It On The Rain" | ||
| December 2 | "(It's Just) The Way That You Love Me" | Paula Abdul | |
| December 9 | "We Didn't Start The Fire" | Billy Joel | |
| December 16 | "Another Day in Paradise" | Phil Collins | |
| December 23 | |||
| December 30 |