| 100% | MYWAY | 5 | 1969 song by Frank Sinatra, written by Paul Anka: 2 wds. |
| 55% | COFFEESONG | 10 | "The ___," song written by Bob Hilliard and Dick Miles which was recorded by Frank Sinatra in 1946: 2 wds. |
| 52% | SHESALADY | 9 | Gold-certified song written by Paul Anka which was originally sung by Tom Jones: 3 wds. |
| 50% | HOMEWARDBOUND | 13 | Song by Simon & Garfunkel written by Paul Simon that originally appeared on the album "Parsley, Sage, Rosemary and Thyme": 2 wds. |
| 49% | SUMMERWIND | 10 | German song which was covered by Frank Sinatra in his 1966 album "Strangers in the Night": 2 wds. |
| 48% | FRANKSINATRA | 12 | Singer and actor for whom Paul Anka wrote the hit song "My Way": 2 wds. |
| 46% | LONELYBOY | 9 | Hit song by Paul Anka which was also used as the title of the documentary made on him: 2 wds. |
| 46% | NOLIE | 5 | Song by Sean Paul featuring Dua Lipa: 2 wds. |
| 45% | MYWAY | 5 | Song title for Frank Sinatra or Fetty Wap: 2 wds. |
| 44% | SATURDAYNIGHT | 13 | "___ (Is the Loneliest Night of the Week)" song by Jule Styne and Sammy Cahn which was covered by Frank Sinatra in 1945: 2 wds. |
| 44% | UPON | 4 | "___ the House Top," Christmas song written by Benjamin Hanby: 2 wds. |
| 44% | FORTUNATESON | 12 | 1969 antiwar song by Creedence Clearwater Revival: 2 wds. |
| 43% | WHIPPINGPOST | 12 | 1969 song written by Gregg Allman that begins, "I've been run down / I've been lied to" (2 wds.) |
| 41% | WHIPPINGPOST | 12 | 1969 song written by the late Gregg Allman that begins, "I've been run down and I've been lied to" (2 wds.) |
| 40% | OCTOPUSSGARDEN | 14 | 1969 song recorded by 19-Across, and title of 41-Across's 2014 picture book: 2 wds. |
| 40% | ONEFOR | 6 | __ My Baby, song by Frank Sinatra |
| 40% | MENOW | 5 | "Don't Stop ___," hit song by Queen that was written by Freddie Mercury: 2 wds. |
| 40% | SPINNINGWHEEL | 13 | 1969 Top 10 hit song by Blood, Sweat & Tears (2 wds.) |
| 39% | SHESALADY | 9 | Tom Jones hit written by Paul Anka |
| 39% | THELONDON | 9 | 2019 song written and performed by 18-Across and featuring J. Cole and Travis Scott: 2 wds. |
| 38% | IAM | 3 | "___ Mine," 2002 song written by Eddie Vedder which was the first single of the album "Riot Act": 2 wds. |
| 38% | PUPPYLOVE | 9 | Song recorded by Paul Anka and Donny Osmond |
| 38% | BLACKBIRD | 9 | Avian song written by Paul McCartney |
| 38% | YOUNGSHELDON | 12 | "The Big Bang Theory" prequel whose theme song was written by 41-Across (2 wds.) |
| 37% | OCEANEYES | 9 | 2016 song by Billie Eilish which was originally written by her brother Finneas O'Connell for his band: 2 wds. |
| 37% | BETTERMAN | 9 | 1994 song written by Eddie Vedder which peaked at number one for eight weeks on Billboard Mainstream Rock: 2 wds. |
| 37% | MULLOFKINTYRE | 13 | Song co-written by Paul McCartney and Denny Laine which Susan Boyle performed at Windsor Castle: 3 wds. |
| 37% | AMA | 3 | Paul Simon song "I ___ Rock": 2 wds. |
| 37% | IDIG | 4 | "___ Rock and Roll Music," (song by Peter, Paul and Mary): 2 wds. |
| 37% | INTHEGHETTO | 11 | Elvis Presley's song from 1969 written by Mac Davis which is considered to be a major comeback hit: 3 wds. |