Best Frank Sinatra Songs


The Top Ten

1 My Way

I love this song it's one of my top 5 songs and it's about life and to remember the ones you loved the most.

The Best Song Ever

When it kicks in and starts getting loud it honestly gives me more goosebumps then most songs holy crap

I love this song

V 15 CommentsUListen to Sample
2 Fly Me to the Moon

Umm excuse me #1 move

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

It's so relaxing and calm yet wonderful.

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

V 6 CommentsUListen to Sample
3 New York, New York

I wanna wake up in a city that never sleeps and have this song playing in the background. One of Sinatra's best, besides Under My Skin and My Funny Valentine.

# 3 is good, but should be # 1

One of the best, this song is a classi

Played after the ball drop in Times Square

V 4 CommentsUListen to Sample
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

UListen to Sample
5 Come Fly with Me

Second best if not best sinatra song of all time

Best one

UListen to Sample
6 Strangers in the Night


It's the most beautiful song I v ever heard


Sentimentality is a funny thing. :(

V 4 CommentsUListen to Sample
7 My Funny Valentine

Best song ever!

UListen to Sample
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

UListen to Sample
9 Summer Wind

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

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."

V 2 CommentsUListen to Sample
10 You Make Me Feel So Young

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 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.

One of the best

V 1 CommentUListen to Sample

The Contenders

11 That's Life

The best of the best

A classic. THUG2 for the win - BeeBlue

The best Sinatra song

UListen to Sample
12 All of Me

What are the words?

I love all of songs from frank sinatra

UListen to Sample
13 The Lady Is a Tramp

It just got better over the years - amazing!

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

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

I like listening to this song around Christmas - Ajkloth

UListen to Sample
16 That Old Black Magic UListen to Sample
17 Something Stupid

My personal favorite

Great duet with his daughter.

UListen to Sample
18 It Was a Very Good Year

Unforgettable in fact. - Britgirl

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.

D minor epicness.

UListen to Sample
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!

UListen to Sample
20 One for My Baby (And One More for the Road)

I listen to this when I have trouble sleeping, it's so smooth and relaxing and beautiful and feels made to bring the day to a close. 10/10

I love this songg!

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

UListen to Sample
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!

UListen to Sample
23 All or Nothing at All UListen to Sample
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.

UListen to Sample
25 I'll Never Smile Again UListen to Sample
26 Softly, As I Leave You UListen to Sample
27 Killing Me Softly

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

This has to be his best song!

Come on nowww. It's the perfect jazz

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

28 Young at Heart UListen to Sample
29 Fools Rush In UListen to Sample
30 Blue Moon

Fallout New vegas

UListen to Sample
31 What’s New?

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

UListen to Sample
32 L.O.V.E.
33 Get Happy UListen to Sample
34 The Best Is Yet to Come

Get this song higher up on the list.

UListen to Sample
35 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.

UListen to Sample
36 Witchcraft UListen to Sample
37 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.

UListen to Sample
38 I Love You


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

UListen to Sample
39 Let Me Try Again UListen to Sample
40 The Girl from Ipanema

Why is this not top three? Pure classic

UListen to Sample
41 How Insensitive
42 A Million Dreams Ago UListen to Sample
43 I'm Gonna Live Till I Die UListen to Sample
44 The Last Dance UListen to Sample
45 Chicago

The brilliant flow of Sinatra, my kind of song


UListen to Sample
46 Nice N' Easy UListen to Sample
47 Tina

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

48 You'll Never Know UListen to Sample
49 I Only Have Eyes for You UListen to Sample
50 Old Devil Moon UListen to Sample
8Load More
PSearch List

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, 333 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

Error Reporting

See a factual error in these listings? Report it here.