Sad The Saddest Country Songs  

Ranker Music
14.7k votes 1.9k voters 72.9k views 106 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
520 124
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A song about a man's undying love for a woman.

2
560 142
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Brad Paisley, Alison Krauss
A sad song about alcholosim and death.
3
315 72
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RodPatrick added Alan Jackson
4
340 117
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Tim McGraw

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

5
208 54
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RodPatrick added Johnny Cash
6
261 83
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A song about a lost loved one who is already in heaven.
7
280 94
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A song about the passing of a loved one.

8
279 95
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A song about a man who misses his buddy who has passed away.
9
275 97
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A song about wondering what could have been.

10
239 80
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A song about missing a grandfather who has passed away.
11
239 82
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A sad song about a little girl who is a victim of abuse.
12
228 78
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A song about a forgotten little girl who has to take care of herself.
13
183 60
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Willie Nelson
A song about regrets and unforgettable love.
14
200 70
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Dixie Chicks

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

15
187 66
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Johnny Cash

The title says it all.

16
175 60
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A song about lost love and plans of a life that never came.

17
194 72
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Toby Keith
A song about soldiers who must go off to fight.
18
176 62
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Another sad song about loss, love, and life.

19
137 40
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RodPatrick added Miranda Lambert
20
118 32
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RodPatrick added Willie Nelson
21
61 7
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22
138 47
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jeremy-fisher added Mark Wills
23
166 65
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A song about a young couple marrying before the man goes off to war.

24
142 57
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Vince Gill
A sad song about a man finding his wife has left him.
25
121 44
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erika-steen added John Michael Montgomery