| 100% | THATS | 5 | "___ Life" (Sinatra hit) |
| 84% | GOODNIGHTIRENE | 14 | 1950 Sinatra hit |
| 84% | ILLBESEEINGYOU | 14 | 1961 Sinatra hit |
| 84% | LOVEANDMARRIAGE | 15 | 1955 Sinatra hit |
| 78% | WEKNEW | 6 | Sinatra hit, "The World ___" |
| 74% | LOVEANDMARRIAGE | 15 | 1955 Frank Sinatra hit |
| 74% | THATSLIFE | 9 | 1966 Frank Sinatra hit |
| 71% | WASA | 4 | "It __ Very Good Year"; Sinatra hit |
| 71% | ILL | 3 | "___ Never Smile Again" (Frank Sinatra hit) |
| 68% | INMY | 4 | Beatles hit, __ Life |
| 67% | THESE | 5 | "___ Boots Are Made for Walkin'" (Nancy Sinatra hit) |
| 65% | THESE | 5 | "___ Boots Are Made for Walkin'" (1966 Nancy Sinatra hit) |
| 65% | THESE | 5 | "____ Boots Are Made for Walkin'" (1966 Nancy Sinatra hit) |
| 65% | THATS | 5 | "___ Life," Frank Sinatra's famous cover |
| 65% | THATSLIFE | 9 | 1966 hit for Frank Sinatra |
| 64% | ITS | 3 | "___ My Life" (Bon Jovi hit) |
| 64% | OFMY | 4 | One Direction hit, Story __ Life |
| 64% | ITS | 3 | "___ My Life," Bon Jovi hit |
| 63% | ITS | 3 | "___ My Life" (Bon Jovi hit song) |
| 63% | SEMI | 4 | Third Eye Blind hit "___-Charmed Life" |
| 61% | SEMI | 4 | "___-Charmed Life" (Third Eye Blind hit song) |
| 59% | TAKEME | 6 | 1942 Tommy Dorsey hit with Frank Sinatra vocals |
| 59% | IBET | 4 | "___ My Life" (2014 Imagine Dragons hit): 2 wds. |
| 58% | SIRDUKE | 7 | Hit from "Songs in the Key of Life" dedicated to Ellington |
| 58% | ANNIE | 5 | Hit musical with the song "It's the Hard-Knock Life" |
| 57% | VIVALAVIDA | 10 | Coldplay hit that's Spanish for "Long Live Life" |
| 56% | ANNIE | 5 | Hit 1977 musical with the song "It's the Hard-Knock Life" |
| 55% | PIAF | 4 | Singer whose life was made into a 1980 hit play |
| 55% | REAL | 4 | "Is this the ___ life?" (start of a great Queen hit) |
| 54% | ALADY | 5 | "Luck Be ___ " (Sinatra hit) |