Songs The Most Underrated Frank Sinatra Songs  

Ranker Music
705 votes 140 voters 3.8k views 54 items

List Rules If you're a Sinatra fan, then you're smart enough to know that My Way; New York, New York; Luck Be a Lady; etc. shouldn't be on here. But the less known songs are fair game.

With a singer like Frank Sinatra (aka Ol' Blue Eyes), it's easy to focus on his treasure trove of hits. His catalog boasts some of the biggest songs in music history, but that doesn't mean everything else is chopped liver. Some of the most underrated Frank Sinatra songs are perhaps some of his best, depending on who you ask, of course. For a singer like Sinatra who has so many hit songs, it's easy for other great tracks to get lost in the shuffle and there's a batch of songs that, for one reason or another, have been overlooked.

So what are the most underrated Sinatra songs? Well, this list can include any song outside of his greatest hits (you know those) and that means even singles are fair game. You'll see a number of songs you're familiar with, and others you aren't. But that's the joy of this list. There are so many Frank Sinatra songs, if you think one song is underrated, then add it! Vote or rerank this list to you how deem it to be fit, based on which of these great Sinatra songs you think are the most underrated. If you're a fan of the real Ol' Blue Eyes, let the record show, you voted your way.
list ordered by

1
26 4
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Frank Sinatra, Count Basie

2
28 7
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3
22 6
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Frank Sinatra

4
23 7
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Frank Sinatra

5
18 3
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6
19 4
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Frank Sinatra

7
19 5
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Frank Sinatra

8
17 4
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Frank Sinatra

9
16 4
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Frank Sinatra

10
14 3
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Frank Sinatra

11
13 3
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Frank Sinatra

12
14 4
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Frank Sinatra

13
14 4
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Frank Sinatra

14
12 3
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Frank Sinatra

15
13 4
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Frank Sinatra

16
10 2
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Frank Sinatra

17
10 3
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Frank Sinatra

18
10 3
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Frank Sinatra, Bing Crosby

19
12 5
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20
10 4
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Frank Sinatra

21
11 5
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Frank Sinatra

22
12 6
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Frank Sinatra

23
8 3
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Frank Sinatra

24
8 3
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Frank Sinatra

25
9 4
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26
9 5
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27
7 3
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Frank Sinatra

28
7 3
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Frank Sinatra

29
7 4
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30
7 4
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31
7 4
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Frank Sinatra

32
7 4
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Frank Sinatra

33
6 3
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Frank Sinatra

34
6 3
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Frank Sinatra

35
6 3
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Frank Sinatra

36
6 3
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Frank Sinatra

37
5 2
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Frank Sinatra

38
5 3
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Frank Sinatra

39
4 2
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Frank Sinatra

40
5 4
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Frank Sinatra

41
5 4
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Frank Sinatra

42
5 4
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Frank Sinatra

43
4 3
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44
4 3
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Frank Sinatra

45
4 3
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Frank Sinatra

46
3 2
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Frank Sinatra

47
3 3
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Frank Sinatra

48
3 3
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Frank Sinatra

49
3 3
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50
3 3
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Frank Sinatra