Best Frank Sinatra Songs


The Top Ten

1 My Way

This songs is his best one. Its all about life and remember the one you love the most!

I really like this because it's him celebrating life for not just him but everyone else listening. I feel that it's a song full of emotion and I really really like it.

No doubt it's the best song of one of greatest artists of all time

The Best Song Ever

V 14 Comments
2 Fly Me to the Moon

This belongs #2. The argument can most definitely be made for #1 though. An very amazing song. Always impresses me when I heard it!

#4 - are you kidding? The best Frank Sinatra song along with My Funny Valentine and BLUES IN THE NIGHT!

Best Frank Sinatra song of all time.

It's so relaxing and calm yet wonderful.

V 5 Comments
3 New York, New York

One of the best, this song is a classic.

One of the most celebrated songs of the city, and a classic by all means

Played after the ball drop in Times Square

One of the best, this song is a classi

V 3 Comments
4 The Way You Look Tonight

The song that got me into Frank Sinatra. Definitely the best of his songs

Just the fact if you sing this to a chick and she’ll instantly love you should put this at number 1.

Lit Fam

5 Come Fly with Me

Second best if not best sinatra song of all time

Best one

6 Strangers in the Night

Sentimentality is a funny thing. :(

Its best song ever

I love this song!


V 4 Comments
7 My Funny Valentine

Best song ever!

8 I've Got You Under My Skin

I love how there's like no votes on this site. Heh. No one respects the old guys anymore. To think the new generation is gonna fall into the deep dark pit of EDM, or rather shallow pit, right next to the mass grave where Frank Sinatra and Bob Dylan and Billy Joel and David Bowie and Elton John (awww man Elton John) and Elvis Presley and The Sweet and Nat King Cole are buried. I feel like a Grandpa saying all this stuff (except for the 'like' in the first sentence, that's a new generation quirk). 16 guys. 5 years past my prime.

It's a classic that deserves better than #9

Simply awesome

9 Summer Wind

His songs are timeless, like artfully carved masterpieces, each and every one. Summer Wind is a movie of sound...

Just love the melody and words. One of my all time favorites.

Frank's all time loved "seasonal song."

I love this song so much. It's absolutely perfect for this time of year. - Britgirl

V 2 Comments
10 You Make Me Feel So Young

My personal favorite Sinatra song (along with Fly Me to the Moon), I'm surprised it only made #35.

I'm the guy who said the last comment, and I'm very glad it's gone up to 17.

This is one of Sinatras songs that I sing And imitate perfectly. He was the best of all time in my opinion. I was lucky to see him twice in concerti like and can sing all of these

My favorite song by him... truly beautiful.

V 1 Comment

The Contenders

11 All of Me

I love all of songs from frank sinatra

What are the words?

12 That's Life

A classic. THUG2 for the win - BeeBlue

The best Sinatra song

13 The Lady Is a Tramp

It just got better over the years - amazing!

Not the very best, but at least the top ten.

14 I Get a Kick Out of You
15 Let It Snow! Let It Snow! Let It Snow!

I like listening to this song around Christmas - Ajkloth

16 That Old Black Magic
17 Something Stupid

Great duet with his daughter.

My personal favorite

18 It Was a Very Good Year

What a beautifully realized song. Francis revealing your emotions through his own. Listen to the lines, you were there. This is a gift to us all. Another timeless moment captured, from youngster to maturity. Worth a million listens... And then some.

Unforgettable in fact. - Britgirl

D minor epicness.

19 In the Wee Small Hours of the Morning

A truly beautiful song--a rendition that is unsurpassed, full of an achingly gorgeous melancholy--the opening salvo on one of the greatest albums ever made (eponymously titled).

His voice at it's peak!

20 One for My Baby (And One More for the Road)

This is underrated. It's one if my favorites from Sinatra. please do listen!

21 Somewhere Beyond the Sea
22 Luck Be a Lady

James Bond here? No, better. Bigger. Cooler. We're in Franks world now, baby! Tux and Tie, so listen up! Tunes like this only come along once in a thousand years! Best of Francis Albert!

His road Manager Dick Curtis said Mr Sinatra's personal top favorite to sing live. I would this he would know!

23 All or Nothing at All
24 Night and Day

I Get a Kick Out of You should be in the top ten, as well as Come Dance With Me. Night and Day should be higher.

25 I'll Never Smile Again
26 Killing Me Softly

How is this so behind? This is the best one. Should be in top five!

This has to be his best song!

This song must be in top 10 at least!? It is just sublime.

Come on nowww. It's the perfect jazz

27 Young at Heart
28 Fools Rush In
29 Softly, As I Leave You
30 Get Happy
31 What’s New?

My favorite song of all time, and it really doesn’t get enough credit.

32 Blue Moon

Fallout New vegas

33 L.O.V.E.
34 Witchcraft
35 It Happened In Monterey

It didn't seem possible for Frank to get any cooler than he was "In the Wee Small Hours," but then he dropped this one on the world.

36 I've Got the World on a String

Another timeless moment captured, beautiful art, flawless sound from Francis, sophisticated, joyous, and fun. Worth a million listens... And then some.

37 I Love You

Must be kidding me!
this song is one of the best ever and surly the best among frank sinatra songs. - Bisho

38 The Best Is Yet to Come

Get this song higher up on the list.

39 The Girl from Ipanema

Why is this not top three? Pure classic

40 How Insensitive
41 A Million Dreams Ago
42 Let Me Try Again
43 I'm Gonna Live Till I Die
44 Nice N' Easy
45 Chicago


46 Tina

This is so beautiful. I can close my eyes and pretend he's dedicating and singing this to me. *Sigh*... - Britgirl

47 You'll Never Know
48 I Only Have Eyes for You
49 Saturday Night is the Loneliest Night of the Week

*Sigh* Sing to me about it Ol' Blue Eyes. - Britgirl

50 High Hopes

Hardly anyone ever mentions this pretty song. - Britgirl

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Related Lists

Top Ten Most Sentimental Frank Sinatra Songs Top Ten Movies Starring Frank Sinatra Best Frank Sinatra Musicals Top 10 Frank Sinatra Quotes Best Frank Sinatra Albums

List Stats

1,000 votes
56 listings
8 years, 181 days old

Top Remixes (9)

1. My Funny Valentine
2. All of Me
3. The Lady Is a Tramp
1. My Way
2. Come Fly with Me
3. New York, New York
1. Strangers in the Night
2. New York, New York
3. In the Wee Small Hours of the Morning

View All 9

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