| 100% | DOBEDOBEDO | 10 | Nonsense line sung by Frank Sinatra in "Strangers in the Night" |
| 56% | SUMMERWIND | 10 | German song which was covered by Frank Sinatra in his 1966 album "Strangers in the Night": 2 wds. |
| 52% | FRANK | 5 | Sinatra who sang "Strangers in the Night" |
| 48% | 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% | SINATRA | 7 | "Strangers in the Night' singer Frank |
| 44% | SINATRA | 7 | "Strangers in the Night" singer Frank |
| 44% | LOURAWLS | 8 | Frank Sinatra said he had "the silkiest chops in the singing game" |
| 42% | DOOBEDOOBEDOO | 13 | Bit of nonsense famously replacing "strangers in the night" |
| 42% | NORTHSTAR | 9 | Thing located in the night sky by extending a line from circle F past circle G |
| 41% | MOON | 4 | "Fly Me to the ___," 1964 song by Frank Sinatra with the Earth's natural satellite in its title |
| 40% | PISCOPO | 7 | "Saturday Night Live" regular Joe known for his Frank Sinatra impression in the 1980s |
| 40% | PISCOPO | 7 | "Saturday Night Live" cast member Joe known for his Frank Sinatra impression in the 1980s |
| 39% | COFFEESONG | 10 | "The ___," song written by Bob Hilliard and Dick Miles which was recorded by Frank Sinatra in 1946: 2 wds. |
| 38% | ILOVEPARIS | 10 | Cole Porter tune sung by Frank Sinatra and Maurice Chevalier |
| 38% | STRANGERS | 9 | __ in the Night, Sinatra, 1967 Grammy winner |
| 37% | WEE | 3 | 1955 Frank Sinatra album, In the __ Small Hours |
| 36% | BLACKBIRD | 9 | "__ singing in the dead of night" |
| 36% | TONYROME | 8 | 1967 crime film starring Frank Sinatra in the title role |
| 36% | SINATRA | 7 | "Strangers in the Night" singer |
| 36% | SYLVIASYMS | 10 | Nightclub singer who was given the nickname "Buddha" by Frank Sinatra |
| 35% | TONY | 4 | & 23A 1967 crime film starring Frank Sinatra in the title role |
| 35% | DOG | 3 | "The Curious Incident of the ___ in the Night-Time," novel by Mark Haddon |
| 35% | MARS | 4 | It can be distinguished in the night sky by its reddish hue |
| 35% | OUT | 3 | "___ in the Country," 1970 environmental advocacy song by Three Dog Night |
| 35% | POPULAR | 7 | Song sung by Glinda in the musical "Wicked" |
| 35% | BESTPLAY | 8 | Award won by "The Curious Incident of the Dog in the Night-Time" |
| 35% | YODA | 4 | Jedi trainer voiced by Frank Oz in the Star Wars series of films |
| 34% | IFIWEREARICHMAN | 15 | Song sung by Tevye in "Fiddler on the Roof" |
| 34% | AROMA | 5 | It's indicated by wavy lines in the comics |
| 34% | SERA | 4 | ... the sky / "Que ___, ___" (lyric in a song sung by Doris Day) |