Frank Sinatra Popular Song Rankings [2025]

Frank Sinatra, who was also like a mentor to Yuzo Kayama.

His baritone voice, which seems to gently stir the depths of the human heart, is soothing no matter when you listen to it.

This time, we’ll introduce some of his popular songs.

It’s in a ranking format, so have fun guessing where your favorites will place.

Playlist

Frank Sinatra Popular Song Rankings [2025]
	Title	Playlist	One point
1	My WayFrank Sinatra		Frank Sinatra, a legend of singing and acting
2	Fly Me to the MoonFrank Sinatra		Space and love, the soulful spirit of Sinatra’s classic
3	Jingle BellsFrank Sinatra		Sinatra's Christmas songs are heartwarming.
4	Let It SnowFrank Sinatra		Classic Christmas song 'Let It Snow'
5	Come Fly With MeFrank Sinatra		Jazz singer Frank Sinatra...
6	As Time Goes ByFrank Sinatra		Humphrey Bogart and Ingrid Ber...
7	Strangers In The NightFrank Sinatra		Sinatra’s classic song “Strangers in the Night”
8	Have Yourself A Merry Little ChristmasFrank Sinatra		The 1944 musical film Meet Me in St. Louis…
9	I’m A Fool To Want YouFrank Sinatra		Sinatra’s 1951 classic. A masterpiece jazz ballad about unrequited love, set against the backdrop of his relationship with his ex-wife Ava.
10	It Might As Well Be SpringFrank Sinatra		Spring songs that resonate with the heart, timeless classics that heal the soul
11	Let It Snow! Let It Snow! Let It Snow!Frank Sinatra		Frank Sinatra's classic Christmas songs
12	Mistletoe And HollyFrank Sinatra		The great singer born in America, Frank S...
13	September SongFrank Sinatra		Frank Sinatra's autumn classic
14	That’s LifeFrank Sinatra		A heart-wrenching turn of events, and a moment to catch my breath…
15	A Foggy DayFrank Sinatra		Love songs you want to listen to on a cold winter day
16	All of MeFrank Sinatra		A jazz standard composed in 1931…
17	April In ParisFrank Sinatra		Sta… covered by numerous artists
18	Cheek to CheekFrank Sinatra		Dynamic, vibrant vocal sensibility and swinging s...
19	Get HappyFrank Sinatra		A 1930 review, “9:15 Revue…
20	I’ve Got You Under My SkinFrank Sinatra		A signature song of Frank Sinatra. Later in America…
21	In The Wee Small Hours Of The MorningFrank Sinatra		David Mann and Bob Hilli…
22	I’ll Remember AprilFrank Sinatra		Frank Sinatra, who also flourished as an actor, ...
23	Let me Try AgainFrank Sinatra		Google Pixel: a commercial that captivates with a Sinatra song
24	Moon RiverFrank Sinatra		With a distinctive oldies texture and hints of jazz and so...
25	My Funny VallentineFrank Sinatra		A famous jazz standard number, “My…”.
26	One For My Baby (and One More for the Road)Frank Sinatra		A famous song born from a movie, sung by many singers.
27	September Of My YearsFrank Sinatra		Frank Sinatra's jazz and popularity
28	Someone to Watch Over MeFrank Sinatra		Frank Sinatra from 1935 to 199…
29	South Of The BorderFrank Sinatra		Even when we say “summer” in general, there are a variety of situations...
30	Take Me Out To The Ball GameFrank Sinatra		Spacia commercial for families to enjoy
31	The Christmas WaltzFrank Sinatra		To a waltz-like rhythm, Christmas...
32	The Girl From IpanemaFrank Sinatra		Mr. Antônio Carlos Jobim is 19...
33	The Way You Look TonightFrank Sinatra		They have released many songs suitable for a couple’s anniversary…
34	Theme from New York, New YorkFrank Sinatra		The secret behind the famous song from the Kirin Ichiban Shibori commercial
35	This TownFrank Sinatra		The perfect movie for April Fool’s Day, “Oce…
36	Winter WonderlandFrank Sinatra		The world's most famous jazz vocalist...
37	You make me feel so youngFrank Sinatra		Bach and Sinatra’s classic “Summertime”
38	Younger Than SpringtimeFrank Sinatra		Known as a world-renowned jazz vocalist...
39	The Girl from IpanemaFrank Sinatra		Sinatra has all sorts of images associated with him, but…
40	New York, New YorkFrank Sinatra		It's a song from On the Town. Navy sailors...
41	Night And DayFrank Sinatra		A passionate classic from a tap dance film