Music

The Saddest Country Songs  

Ranker Music
16.9k votes 2.2k voters 81.8k views 113 items

List Rules Vote up the saddest country songs.

Few things are as difficult as missing someone you love, heartache, or death. Whether they have passed away, have moved on, or are just not near you, these can be difficult things to deal with. Often these are topics that the saddest of country songs deal with. The best of these songs on this list are the best.

These saddest country songs provide kind of emotional connection that musicians hope people discover in their music. They are heartbreaking and often make us cry. They provide the type of emotion that gives us solace.

Vote up the greatest country songs about feeling sad below, or add a song makes you sad and want to cry whenever you hear it, if it isn't already on the list.

list ordered by
1
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A song about a man's undying love for a woman.

2
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Brad Paisley, Alison Krauss
A sad song about alcholosim and death.
3
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RodPatrick added Alan Jackson
4
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RodPatrick added Johnny Cash
5
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Tim McGraw

A tale of a young man's life and his sad pleas not to 'take the girl.'

6
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A song about the passing of a loved one.

7
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A song about a lost loved one who is already in heaven.
8
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A song about a man who misses his buddy who has passed away.
9
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A song about a forgotten little girl who has to take care of herself.
10
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A sad song about a little girl who is a victim of abuse.
11
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A song about wondering what could have been.

12
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A song about missing a grandfather who has passed away.
13
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Dixie Chicks

A song about a soldier who doesn't come home.

14
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Willie Nelson
A song about regrets and unforgettable love.
15
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Johnny Cash

The title says it all.

16
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RodPatrick added Willie Nelson
17
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18
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Toby Keith
A song about soldiers who must go off to fight.
19
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Another sad song about loss, love, and life.

20
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A song about lost love and plans of a life that never came.

21
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RodPatrick added Miranda Lambert
22
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A song about a young couple marrying before the man goes off to war.

23
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Vince Gill
A sad song about a man finding his wife has left him.
24
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jeremy-fisher added Mark Wills
25
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erika-steen added John Michael Montgomery