| 100% | TONYBENNETT | 11 | "I Left My Heart in San Francisco" singer (1926-2023) |
| 83% | TONYBENNETT | 11 | "I Left My Heart in San Francisco" singer who's an accomplished painter: 2 wds. |
| 81% | TONYBENNETT | 11 | "I Left My Heart in San Francisco" singer honored with the 2017 Gershwin Prize for Popular Song (2 wds.) |
| 81% | BENNETT | 7 | Tony __ sang I Left My Heart in San Francisco |
| 75% | TONY | 4 | Singer Bennett whose signature song was "I Left My Heart in San Francisco" |
| 70% | FRANCISCO | 9 | I Left My Heart in San __, Tony Bennett crooned |
| 62% | SAN | 3 | "I Left My Heart in ___ Francisco" |
| 62% | LEFT | 4 | "I ___ My Heart in San Francisco" |
| 59% | ILEFT | 5 | "___ My Heart in San Francisco" |
| 59% | ILEFT | 5 | "— My Heart in San Francisco" |
| 59% | ILEFT | 5 | “— My Heart in San Francisco” |
| 59% | ILEFT | 5 | “___ My Heart in San Francisco” |
| 58% | ILEFT | 5 | "___ My Heart in San Francisco": 2 wds. |
| 58% | 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. |
| 57% | ILEFT | 5 | "___ My Heart in San Francisco" (Tony Bennett classic) (2 wds.) |
| 56% | ILEFT | 5 | Tony Bennett's "___ My Heart in San Francisco": 2 wds. |
| 51% | INSAN | 5 | "I Left My Heart _____ Francisco" |
| 50% | INSAN | 5 | "I Left My Heart __ Francisco" |
| 38% | GRACE | 5 | "___ of My Heart," movie in which Ileana Douglas plays a singer-songwriter |
| 37% | OTIS | 4 | "Pain in My Heart" singer ___ Redding |
| 36% | ROD | 3 | "You're in My Heart" singer ___ Stewart |
| 35% | NOB | 3 | Hill in San Francisco |
| 35% | GATE | 4 | Golden in San Francisco |
| 34% | ILOST | 5 | "___ My Heart in Monterey" (1927 hit) |
| 34% | ALAMEDA | 7 | Island in San Francisco Bay |
| 34% | LOMBARD | 7 | Winding street in San Francisco |
| 34% | ALCATRAZ | 8 | Island in San Francisco Bay |
| 34% | NOE | 3 | ___ Valley, neighborhood in San Francisco |
| 34% | NOB | 3 | ___ Hill (neighborhood in San Francisco) |
| 34% | TECH | 4 | Big industry in San Francisco |