| 100% | ISWEAR | 6 | Cross my heart: 2 wds. |
| 88% | IPROMISE | 8 | "Cross my heart!": 2 wds. |
| 80% | GEORGESTRAIT | 12 | "I Cross My Heart" country singer named the ACM Artist of the Decade for the 2000s: 2 wds. |
| 80% | ISWEAR | 6 | "Cross my heart!" (2 wds.) |
| 70% | LETA | 4 | "I ___ Song Go Out Of My Heart": 2 wds. |
| 69% | ILEFT | 5 | "___ My Heart in San Francisco": 2 wds. |
| 68% | NSYNC | 5 | "Tearin' Up My Heart" band: 2 wds. |
| 67% | ILOST | 5 | "___ my heart to her" (fell in love): 2 wds. |
| 66% | LUKECOMBS | 9 | Singer of the 2019 country hit "Beer Never Broke My Heart": 2 wds. |
| 65% | MIDNITELOVER | 12 | Shaggy's fourth studio album featuring the hit "Piece Of My Heart": 2 wds. |
| 65% | LUCIDDREAMS | 11 | 2018 Juice WRLD song that samples Sting's "Shape of My Heart": 2 wds. |
| 65% | ONEI | 4 | "The ___ Gave My Heart To" (1997 Aaliyah song): 2 wds. |
| 65% | ILEFT | 5 | Tony Bennett's "___ My Heart in San Francisco": 2 wds. |
| 65% | AFIRE | 5 | "There's ___ starting in my heart..." (Adele lyrics): 2 wds. |
| 63% | KIKIDEE | 7 | Elton John's collaborator on the 1976 hit single "Don't Go Breaking My Heart": 2 wds. |
| 62% | KIKIDEE | 7 | Elton John's "Don't Go Breaking My Heart" duet partner: 2 wds. |
| 61% | BESTILL | 7 | "___ My Beating Heart": 2 wds. |
| 60% | TONYBENNETT | 11 | "I Left My Heart in San Francisco" singer who's an accomplished painter: 2 wds. |
| 59% | TONIBRAXTON | 11 | "Un-Break My Heart" singer whose obsession with home decor led to unmanageable debt: 2 wds. |
| 58% | ILEFT | 5 | "___ My Heart in San Francisco" (Tony Bennett classic) (2 wds.) |
| 58% | ONEI | 4 | Aaliyah's "The ___ Gave My Heart To" (2 wds.) |
| 58% | JIMMYCARTER | 11 | President who probably wishes he never said, "I've committed adultery in my heart many times": 2 wds. |
| 55% | IHOPE | 5 | "Keeping my fingers crossed.": 2 wds. |
| 53% | TONYBENNETT | 11 | 2018 AP Coach of the Year who shares his name with the singer of "I Left My Heart in San Francisco": 2 wds. |
| 52% | ABEAT | 5 | "My heart skips ___...": 2 wds. |
| 52% | XOUT | 4 | Cross off: 2 wds. |
| 51% | GOIN | 4 | Cross the threshold: 2 wds. |
| 50% | TOMPETTY | 8 | Stevie Nicks's duet partner (also a Rock and Roll Hall of Famer) on the 1981 top 10 hit "Stop Draggin' My Heart Around": 2 wds. |
| 50% | IMINLOVE | 8 | "Be still my heart!": 3 wds. |
| 50% | NOLIE | 5 | "Cross my heart" |