songs The Best Frank Sinatra Songs of All Time  

Voteable
Originally by
36.2k votes 3.2k voters 84.8k views 108 items Embed

List Rules Vote for the top Sinatra songs (in your humble opinion). His discography is huge, so add your favorites to the list if they're missing.

List of the best Frank Sinatra songs, as voted on by fans like you. Widely regarded as one of the best singers of all time, Frank Sinatra enjoyed a long and lustrous career in the music industry that spanned nearly 50 years. Getting his start as a young boy in the swing era, Sinatra went on to sell a record breaking 150 million albums worldwide in his adult years. With just shy of 60 studio albums released, it's certainly not easy deciding what the top Sinatra songs are. We want you to vote for the songs you love, but we also want you to add your favorites that we didn't include. Are you partial to Frank's Columbia period songs? What about his work while with Capitol or Reprise? The amazing thing about Sinatra is that he only got better as the years went on.

We've included audio of each track on this page with help from YouTube, so be sure to listen to these tracks and relive the glory of Sinatra while you're voting. Absolute classic Sinatra hits like "Luck Be A Lady" and "Fly Me To The Moon" are here, but we've also included lesser known gems like "Witchcraft," "The Lady Is A Tramp," and "Here's That Rainy Day".
list ordered by

1
994 180
Ranker Video
I've Got You Under My Skin Songs for Swingin' Lovers, Songs for Young Lovers, Masterworks The 1954-61 Albums

The Best Glen Campbell Albums of All Time The Most Trustworthy Celebrities in the World

2
1,056 201
Ranker Video
Fly Me to the Moon It Might as Well Be Swing, A Man and His Music

3
1,131 201
Ranker Video
Summer Wind Strangers in the Night

4
855 156
Ranker Video
That's Life September of My Years, That's Life

5
805 147
Ranker Video
Come Fly With Me A Man and His Music

6
721 163
Ranker Video

7
1,182 253
Ranker Video
My Way My Way

8
760 191
Ranker Video

9
632 149
Ranker Video
My Kind of Town A Man and His Music

10
900 116
Ranker Video
The Way You Look Tonight Frank Sinatra Sings Days of Wine and Roses^! Moon River and Other Academy Award Winners

11
714 132
Ranker Video
Luck Be a Lady A Man and His Music

12
394 41
Ranker Video
SheilaBrewer added I've Got the World on a String Songs for Young Lovers

13
640 125
Ranker Video
I Get a Kick Out of You Songs for Young Lovers, Masterworks The 1954-61 Albums

14
869 149
Ranker Video
It Was a Very Good Year September of My Years

15
622 110
Ranker Video
All the Way Frank Sinatra Sings Days of Wine and Roses, Moon River and Other Academy Award Winners, Sinatra's Sinatra

11 Times Frank Sinatra Was An Egomaniac Monster Catchiest Viral Internet Songs of All Time

16
510 131
Ranker Video
The Best Is Yet to Come It Might as Well Be Swing

17
530 97
Ranker Video
Witchcraft A Man and His Music, Sinatra's Sinatra

18
472 80
Ranker Video
Young at Heart Sinatra's Sinatra, Masterworks The 1954-61 Albums, Duos

19
498 92
Ranker Video
JimKrantz added One for My Baby Frankly Sentimental

20
722 174
Ranker Video
New York, New York (thème du film) Trilogy, Strangers in the Night

21
428 83
Ranker Video
They Can't Take That Away From Me Songs for Young Lovers, Masterworks The 1954-61 Albums

22
487 122
Ranker Video
In the Wee Small Hours of the Morning In the Wee Small Hours, Songs for Young Lovers, Masterworks The 1954-61 Albums

23
361 79
Ranker Video
All of Me Songs for Young Lovers, Swing Easy!, Masterworks The 1954-61 Albums

24
351 120
Ranker Video
Nice 'n Easy Nice 'n' Easy, Songs for Young Lovers, Masterworks The 1954-61 Albums

25
417 109
Ranker Video
Night and Day Songs for Young Lovers, A Swingin' Affair!

26
197 77
High Hopes is listed (or ranked) 26 on the list The Best Frank Sinatra Songs of All Time
JonahGiacalone added High Hopes

27
330 136
Ranker Video
My Funny Valentine Songs for Young Lovers, Masterworks The 1954-61 Albums

28
232 84
Ranker Video
Let's Fall in Love Ring-a-Ding-Ding!, Masterworks The 1954-61 Albums

29
301 95
Ranker Video
All or Nothing at All Sinatra & Strings

The Best Frank Sinatra Albums of All Time 20 Heartwarming Random Acts of Kindness Caught on Camera

30
305 98
Ranker Video
Come Rain or Come Shine Sinatra & Strings

31
304 107
Ranker Video
Autumn Leaves Where Are You?, Songs for Young Lovers

32
288 145
Ranker Video
Somethin Stupid Sugar, The World We Knew

33
219 100
Ranker Video
Ol' Man River The Concert Sinatra

34
104 21
Ranker Video
DouglasBelardi added Someone to Watch Over Me The Voice of Frank Sinatra

35
275 108
Ranker Video
Softly, as I Leave You A Man and His Music

36
282 176
Ranker Video
Love and Marriage A Man and His Music

37
150 77
Ranker Video
BobScannell added Angel Eyes

38
250 113
Ranker Video
The Second Time Around Sinatra's Sinatra

39
230 105
Ranker Video
Stardust Sinatra & Strings

40
91 39
I'll Never Smile Again is listed (or ranked) 40 on the list The Best Frank Sinatra Songs of All Time
BobWirths added I'll Never Smile Again No One Cares, Songs for Young Lovers

41
210 99
Ranker Video
Here's That Rainy Day No One Cares, Songs for Young Lovers, Masterworks The 1954-61 Albums

42
190 85
Ranker Video
On the Sunny Side of the Street Come Swing With Me!, Songs for Young Lovers, Masterworks The 1954-61 Albums

43
207 102
Ranker Video
(Love Is) The Tender Trap Sinatra-Basie: An Historic Musical First

The Best Frank Sinatra Movies The Best Coconut Milk Brands

44
180 84
Ranker Video
Sentimental Journey Come Swing With Me!, Songs for Young Lovers, Masterworks The 1954-61 Albums

45
182 91
Ranker Video
Misty Sinatra & Strings

46
208 111
Ranker Video
You'll Never Walk Alone The Concert Sinatra

47
167 84
Ranker Video
Didn't We My Way

48
169 87
Ranker Video
Blue Moon Sinatra's Swingin' Session!!!, Songs for Young Lovers, Masterworks The 1954-61 Albums

49
158 82
Ranker Video
Love Is Here to Stay Songs for Young Lovers, Songs for Swingin' Lovers, Masterworks The 1954-61 Albums

50
171 95
Ranker Video
A Foggy Day Songs for Young Lovers, A Double Bill Presentation