| 100% | WHATSMYNAME | 11 | 2010 #1 Rihanna single featuring Drake: 3 wds. |
| 66% | WEFOUNDLOVE | 11 | 2011 #1 Rihanna single featuring Calvin Harris: 3 wds. |
| 55% | THISISWHAT | 10 | With 42-Across, 2016 Calvin Harris single featuring Rihanna: 3 wds. |
| 54% | TAKEABOW | 8 | 2008 #1 Rihanna single: 3 wds. |
| 49% | TOTHEMAX | 8 | Single from DJ Khaled's "Grateful," featuring Drake: 3 wds. |
| 48% | TAKEABOW | 8 | 2008 Rihanna single that shares its name with a #1 Madonna hit: 3 wds. |
| 45% | POURITUP | 8 | 2013 Rihanna single about a strip club: 3 wds. |
| 45% | UMBRELLA | 8 | 2007 #1 Rihanna single featuring Jay-Z |
| 43% | USEDTOTHIS | 10 | 2016 Future hit featuring Drake about getting comfortable with luxury: 3 wds. |
| 42% | WAITFORU | 8 | #1 hit by Future featuring Drake and Tems that won the 2023 BET Best Collaboration Award: 3 wds. |
| 42% | RUDEBOY | 7 | 2010 No. 1 hit single for Rihanna |
| 41% | TALKTHATTALK | 12 | 2011 Rihanna album featuring "We Found Love": 3 wds. |
| 41% | WEFOUNDLOVE | 11 | 2011 Rihanna song featuring 30-/32-Across: 3 wds. |
| 41% | LOVETHEWAY | 10 | With 30-Across, 2010 Eminem hit featuring Rihanna: 3 wds. |
| 40% | ONLYGIRL | 8 | 2010 #1 Rihanna hit subtitled "(In the World)": 2 wds. |
| 40% | LIFEISGOOD | 10 | 2020 Future hit featuring Drake whose video shows the two of them working ordinary jobs: 3 wds. |
| 40% | NEWYORKRAINING | 14 | Charles Hamilton hit single featuring Rita Ora (3 wds.) |
| 39% | IMUPSET | 7 | 2018 Drake top 10 single whose video features his old "Degrassi" costars: 2 wds. |
| 39% | DONTWANNAKNOW | 13 | 2016 Maroon 5 hit single featuring Kendrick Lamar (3 wds.) |
| 39% | AMERICANHONEY | 13 | 2010 #1 country single for Lady Antebellum: 2 wds. |
| 39% | OURKINDOFLOVE | 13 | 2010 #1 country single for Lady Antebellum: 4 wds. |
| 39% | HARD | 4 | 2009 #8 Rihanna single featuring Jeezy |
| 36% | LONELYTOGETHER | 14 | Avicii hit single featuring Rita Ora (2 wds.) |
| 36% | DONTWANNAKNOW | 13 | Maroon 5 hit single featuring Kendrick Lamar from the album "Red Pill Blues" (3 wds.) |
| 35% | DATENIGHT | 9 | 2010 action comedy featuring rapper Common: 2 wds. |
| 35% | ODDNUMBER | 9 | 1, 3, 5, 7, or 9: 2 wds. |
| 35% | SOS | 3 | Rihanna’s first No. 1 single |
| 34% | WILDTHOUGHTS | 12 | Single from DJ Khaled's "Grateful," featuring Rihanna and Bryson Tiller: 2 wds. |
| 34% | MAKEME | 6 | 2016 Britney Spears single featuring G-Eazy (2 wds.) |
| 34% | LETSGO | 6 | 2012 Calvin Harris single featuring Ne-Yo: 2 wds. |