These are the singles that reached number one on the Top 100 Singles chart in 1996 as published by Cash Box magazine. Cash Box magazine ceased publication with the November 16, 1996, issue.
| Issue date | Song | Artist |
|---|---|---|
| January 6 | "One Sweet Day" | Mariah Carey & Boyz II Men |
| January 13 | ||
| January 20 | ||
| January 27 | ||
| February 3 | ||
| February 10 | ||
| February 17 | ||
| February 24 | "Missing" | Everything but the Girl |
| March 2 | "Not Gon' Cry" | Mary J. Blige |
| March 9 | ||
| March 16 | "Sittin' Up in My Room" | Brandy |
| March 23 | ||
| March 30 | "Always Be My Baby" | Mariah Carey |
| April 6 | ||
| April 13 | ||
| April 20 | "Because You Loved Me" | Celine Dion |
| April 27 | ||
| May 4 | ||
| May 11 | "Always Be My Baby" | Mariah Carey |
| May 18 | ||
| May 25 | "Tha Crossroads" | Bone Thugs-n-Harmony |
| June 1 | ||
| June 8 | ||
| June 15 | ||
| June 22 | ||
| June 29 | ||
| July 6 | ||
| July 13 | "You're Makin' Me High/Let It Flow" | Toni Braxton |
| July 20 | ||
| July 27 | ||
| August 3 | ||
| August 10 | ||
| August 17 | ||
| August 24 | "Macarena (Bayside Boys Mix)" | Los del Río |
| August 31 | ||
| September 7 | ||
| September 14 | "I Love You Always Forever" | Donna Lewis |
| September 21 | ||
| September 28 | ||
| October 5 | ||
| October 12 | ||
| October 19 | ||
| October 26 | ||
| November 2 | "It's All Coming Back To Me Now" | Celine Dion |
| November 9 | ||
| November 16 | "No Diggity" | Blackstreet featuring Dr. Dre |
Cashbox, also known as Cash Box, was a music industry trade magazine, originally published weekly from July 1942 to November 1996. Ten years after its dissolution, it was revived and now continues as Cashbox Magazine, an online magazine with weekly charts and occasional special print issues. In addition to the music industry, the magazine covered the amusement arcade industry, including jukebox machines and arcade games.